An original story (Part 7)

By oorey

Jack knows how to enjoy life. He lived in a three-storey bungalow, fully European furnished. What really surprised me was not Jack’s assets, and taste in expensive living, but his taste in women. Jack is about 45 years old, but he has a wife 17years younger. She was his third wife though. Rumour were he left his first wife for the second one, and left his second one for the third, but is now on the lookout for his next wife.

His wife, Cheryl, was drop dead gorgeous. If Michelle is close to perfect, this woman is real perfect. There is no way to describe her beauty. In some angle, she looks a younger version of Lin Chiling, but with an air of elegance. I could not take my eyes off her.

The greetings were usual, as Jack and Alan introduced me to some of the partners whom I didn’t know. Wine with them, especially Jack was rather boring, as they simply didn’t know how to appreciate. I enjoyed Alan’s company though, and we talked about the usual business stuffs. All these while, I couldn’t have my eyes off Cheryl who was sitting just opposite me.
There was absolutely no chance for me to talk to Cheryl as Alan and the rest of the partners kept me busy. It was not until when we almost finished that Cheryl asked me a question in her most beautiful voice (a voice totally indescribable, it would totally melt any man) “So Peter, what is the most expensive wine you owned?”

Me: I once paid $30,000 for six bottles of 1990 Chateau Le Pin, which I think was slightly over priced, but my favourite would have to be these two bottles of 1990 Chateau Latour. In wine actually, expensive does not necessarily equate to being good. What about you? Do you like anything in particular?

Cheryl: Well, I don’t really know, but I kind of like the 1995 Chateau Valandraud. It’s a bit spicy, but the taste is tick enough. It goes really well with steaks.

Me: Ar… the Valandraud… they don’t produce a lot, so their wines are somewhat pricier, but they are rather good. Looks like you are an connoisseur as well..

Cheryl: Not really a connoisseur like you and Alan, but I do like a good glass of wine. I can’t really drink you know. I have only had a glass of the Valandraud before, but I can still remember the taste.

Me: Don’t be shy. Feel free to in our wine sometimes. Jack, you ok with that right?

Jack: (obviously couldn’t care less) Of course…

Soon I bade the partners and Cheryl goodbye at around 11pm, and all these while, I had been fantasizing about Cheryl. I could feel that I had leaked some pre-cum into my underwear. God, I am horny. I was deciding whether to call Diane or to go back to Michelle. As I was deciding, a message decided for me. “Can we me at the wine bar at Mount Faber now?” It was Chloe.

I got the chauffeur to go back himself, and drove myself to Mount Faber. When I arrived, Chloe was already waiting for me.

Me: What’s your decision? Yes or no?

Chloe: I’ll be your kept woman, but only on one condition.

“You can leave it” I stood up and got ready to leave.

Chloe: Wait… can you listen to me first?

Me: Ok. Shoot.

Chloe: I’ll only do it for one and a half year, and I need a half year advancement first.

I paused for a while before I took out my phone.

Me: Hi Danny, please go ahead and for the discussion we had earlier.

Me: (To Chloe)The banks will not press you for payment, and will not charge you further interest. $8,000 of your monthly allowance will go to the bank, and you will finish your debt in 18 months. Deal?

Chloe: (shocked , but quickly recovered) Deal.

Me: Let’s go.

I was already horny as hell, and decided that home was too far, and dangerous (in case Michelle shows up), so I drove to PSA wharf (I have access due to my company), and I found a secluded spot. “Let’s move to the back” I told Chloe.

If I had ever thought Chloe was merely doing this for money, I was wrong. It was money, and pleasure. “Naughty boy…” she whispered as she unzipped my pants. She didn’t remove anything but started to lick my groins, and occasionally sticking her tongue into my underwear, touching my dick and my balls. It was teasing, but definitely enticing.

Chloe: Since that day I gave you a blowjob, I have been wanting your big cock up my pussy…

Me: Really..? Ohhh…

Chloe: I am going to have all of you tonight.

With that, she slowly unbuckled me while still licking and pulled down my pant, and my underwear. My dick sprang to life immediately. She looked at it for a while, before licking the tip, and went on to the balls, and then back to the tip. I knew she was getting ready for her signature BJ, and when she put the whole 7” into her mouth, I also came.

It was very difficult to control while Chloe gave me a BJ, as she went up and down, I could see her removing her skirt and panties. “My… she is good”. My hands went beneath her blouse to squeeze her boobs. It was my first time feeling her well rounded boobs. She gave out a soft moan, with my manhood in her mouth, and went even faster. I squeezed harder, and she sucked harder.

Then, her sucking slowed down, and she slowly took her mouth out. “Look at your cock… it’s fully grown now” By this time, I was almost bursting. I could see the veins bulging from my dick, and I was ready to fuck her big time. I tried to move her to the seat next to me to get ready for more action, but Chloe pushed me to where I was sitting and whispered into my ear “You are my master tonight, and master don’t move. They only get served”

Chloe, climbed on top of me, and slowly pushed my dick into her pussy. She was dripping wet. She let out a scream as she put herself into me “God, this is so big… you are tearing me apart…” When my dick was fully inserted into her, she looked at me in the eye, and gave me a CFM look. I almost went crazy. Suddenly Cheryl was no longer in my thoughts.

Chloe slowly removed unbutton her blouse. She was now dressed in only her lacy black bra, which seemed too small for her C-cups boobs. She pulled down the shoulder straps, and slowly unhooked herself from her front. Her breast was beautiful.

Before I could even finish admiring her boobs, she had planted her lips against mine, and started frenching me. Then she began to move her hips. I could hear her moan, even my our tongues are locked. No one has ever rode me like how Chloe did. She used her hips so well, that I couldn’t feel the rest of her body moving at all. It was pure hardcore fucking. As Chloe moved her hips, I would push her back to me, and thrust her harder, then she went faster, and faster, and faster. Her eyes were closed, and she bit her lips. It seemed as though she was in paid. There was no moaning from her, but she kept going faster. With every thrust, her paid seemed to grow. It then went from faster to harder, and she was pumping me hard with all her muscles. Suddenly, she let out a loud scream… “Ahhhh…. Ahhh…. Ahhhh…. Ahhhh…. Ah….. Ah….!!!!!”She came almost 10 seconds. I couldn’t wait for her to finish cumming, and I shot my full load into her. Chloe passed out.

An original story (Part 6)

By oorey

As the night was still young, I headed over to Michelle’s place. I felt a little unfair towards how I treated Michelle, and made another few calls.

Michelle as usual greeted me with a passionate hug and kiss.

Michelle: I thought you had entertainment?

Me: Decided to end it earlier. Missed you.

Michelle: Hee… don’t bluff…

I love the way she does this, and I planted my lips on her. As we frenched, I slid my hands underneath her t-shirt, and squeezed her breast gently. She gave out a small moan, when suddenly the doorbell rang.

Michelle: Who can it be?

Me: It’s for me.

Michelle: Huh? (looking puzzled)

I had arranged for my private banker to run some errands for me earlier. He greeted me with delight and handed me a package. From the moment he stepped in, I knew he had been staring at Michelle. I gave him a stare before I took out the items in the package, and there was a passbook, credit card, atm card, cheque book, security token, vouchers, etc.

Michelle: I don’t want these. (in a stern manner)

Me: Danny, why don’t you leave this, and come back later. I’ll give you a call.
Danny nodded and left quietly.

Me: Baby, what’s wrong?

Michelle: Do you treat me as your girlfriend or your kept woman? (that went straight into my guilt) I earn my own keep and even if I don’t earn as much as you do, I have enough to spend. Why are you giving me money? (she was almost lashing out)

Me: Honey, don’t get me wrong. I know you are financially independent, but I want to give you more. It makes me happy to know that you are leading a better life. Plus, I am going to rely on you to do all the administrative work around the house we (emphasised this) bought. You are going to need to make all the payments, deposits, etc. So this will help.
Michelle: (softening) but….

Me: If you really don’t like it, it’s ok. We can always find alternative for the admin work to be done. (now I sounded a little stern).

Michelle: That’s not what I meant. Ok, I’ll take them, but I will only use it for the house renovations, etc. I will not use the money unless it’s an emergency. … and I am sorry for raising my voice. I am really sorry (and she began to tear)

Me: It’s ok… (and I hugged her)

She proceeded to kiss me, and we continued our little action. Soon our clothes were off. Even though, I have mentioned this before, I need to say this again. Michelle body is perfect. 1.68m, 36C-25-34 (yes, I confirmed it is 36C). It’ll make any man die for. Yet, just less than half a year ago, she was somebody no one would notice.

I stood up, fully naked, and Michelle was on her fours on the sofa. She took my dick into her mouth and started to suck me. Remembering how I felt with Chloe, I told Michelle to store up some saliva in her mouth as she blew me. The thing about sex with Michelle is I am always in control. Kind of made me feel powerful. I took her head, and slowly pumped myself into her mouth like how it happens in porn. Not wanting to cum yet, I took myself out of her wet mouth and walked over to the over side of the sofa.

I could see her cleanly shaven pussy ever so inviting. I knelt down on the ground, and started to lick her pussy away. “Ahhh dear, you are always so good…” Michelle still remains very sensitive, and her pussy was dripping wet in no time. I continued licking, each time slight harder. After a few licks, I would pause for a while, and come back even harder than before. “Erh, erh, erh,…” her moan started turning slutty. “Dear, don’t stop, dear, erh… erh…, cumming, cumming,….. ERHHHHH!!….”

This was too much for me to take. I thrust my fully grown manhood into Michelle’s pussy. She gave a yelp. “Still very sensitive” she muttered. I couldn’t care less, and started to fuck her in doggy style. As my dick is slight curved, doggy style hit her g-spot directly. The moaning grew even louder. I cupped both her breast as she supported herself on her fours, and squeezed them hard. She moaned even louder with every squeeze.

Michelle’s nipple was fully hardened and stretch. Moving from her breast, I gave her nipples a squeeze while massaging them in circular motion. At the same time, my hips were working hard. I pumped her with full might, the thrusting, and teasing of the nipples, drew moans at unbelievable decibels levels. I knew her flat was not soundproof, and I was pretty sure Danny was just outside waiting. Then, she gave out a loud moan. “Oh!!!!!!!!!!!!” I could take it no longer. I pulled out and went over to her face, pulled her hair up, and came all over her face. “Taste it” I whispered. She stuck out her tongue, and sucked a few drip of cum beside her lips. “How does it taste?” I asked.

Michelle: No taste at all. If you like it, I swallow it next time k? I read that guys like women to swallow their sperm. Issit?

Me: Yes, but only do it when you are comfortable ok?

Michelle nodded. We went to clean ourselves up, and I gave Danny a call. He showed in less than a minute, which made me wondered if he peeped. He explained the details of the banking system to Michelle, and asked her to sign a few papers before leaving. That night, I stayed over at Michelle’s place.

Over the next couple of days, I was preparing for my trip to China (basically putting more practice into golf), and I had a call from a familiar name. I was expecting Chloe, as it was already the second day, but it was Jack (the partner in Michelle’s previous firm).

Although I had told Jack and Alan (the managing partner) that I would sue them, I decided against it in the end, partly because Michelle begged me not to, but mainly because Alan and I go have a rather good relationship, and I decided that that making them loose the business was enough.

Although I expected Alan and the rest of the partners to fire Jack, they didn’t (not because he is partner, as he can always be voted out), but because he also has many other big clients in his portfolio. Nonetheless Jack was determined to mend the broken relationship, probably at the pressure of the other partners.

Jack: Hi Pete, it been quite a while… How are you?

Me: Not bad.

Jack: Hey look, I never had the chance to apologize the last incident, and I really want to make it up to you and Michelle. A few of the partners are organizing a wine tasting session tonight where we are opening our finest wine. I know it’s really last minute, but…

Me: Go on… (Sex, golf, and wine are basically my favourite)

Jack: I know you are a real connoisseur when it comes to wine, and we are really hoping you can join us, and maybe give us a few tip too.

Me: Come on, Alan is a better connoisseur. Forget about tips, maybe we can exchange a few pointers. Where is it?

Jack: My place, 8pm. You know where I live. Wives and girlfriends are invited, so bring Michelle along.

Me: I’m not too sure Michelle will go, but I’ll see you folks later.

Although this was really last minute, I had decided to go, as it was under the invitation of the partners of the firm, and in the business world, face counts. It would really be rude if I don’t turn up. I made my way home to get changed, and called Michelle. She felt really uncomfortable and didn’t want to attend. I didn’t want to pressure her, and decided to go alone. On my way to Jack’s place, I dropped by my wine cellar (yep, my house is too small to store the collection I owned), and picked up a few bottles of 1990 Chateau Latour. It wasn’t the most expensive wine I owned, but decent enough.

An original story (Part 5)

By oorey

We fell asleep on the bed, and the usual stuff, dinner, sent her home, happened after that. While Michelle had asked me to stay over at her place, I rejected her time and time giving her the excuse that I needed to do some work back at home, and her place wasn’t so convenient. I never asked her to stay over though.

The next morning, I was woken up by a familiar phone call. It was Chloe.

Chloe: Morning Peter, I have some documents, which I need you to sign. Can
I come over in about half and hour’s time?

Me: (Half-awake). Ok. Bye.

My conversation with women are always very short over the phone, and somehow many of them found it attractive. Beats me.

Chloe arrived at my place exactly half an hour later, and passed me a stack of documents. She was dressed in a black suit, with a tube dress, showing off her cleavage confidently. She took off jacket, fully showing off her figure now. My dick got up immediately. Clearly she was eyeing on another piece of meat (I mean business).

Chloe: Nice place you got here. Any intention of selling it or renting out? I can get you a good price.

Me: No idea yet, but we’ll get to that. Have you run through these document with Ryan (my lawyer) yet?

Chloe: Yes Sir.

Me: (picked up the phone and dialled) Ryan, you have seen the legal papers for the new house right? Any problem?

Ryan and I talked for about 15 mins before I hanged up.

Me: Ok. All seem well to me. By the way, you want something to drink? Coffee, tea?

Chloe: You have beer?

Me: (isn’t it too early for beer, but if you want…) I have beer, but it’s too early for you to drink. Drink some tea instead.

I stood up, held her by her waist while I pulled her aside to make some tea. My god, this woman is sexy. She may be petite, but she definitely has got the necessities.

“Let me help you” She said as she tried to wriggle between my sofa. I gave her a gentle push, and told her to sit and wait.

I came back in 5 mins, and she was now sitting on the floor, with her legs crossed to a side. This is where we have progressed previously and nothing further. Today, however, I was determined to take it to the next level.
I flipped the documents, and tried to sign them while looking at her cleavage.

Me: So where do I signed?

Chloe: (now sitting closer to me) Here…, here, and here for these few pages.

Me: (signing) so, your commission is about $160k huh? Biggest transaction so far?

Chloe: That’s my firm’s commission. I get only a fraction of it. But, ya, still the biggest so far. I have been out of luck for a few months now. This transaction came in just in time before I go broke. So what are you going to do with this place?

Me: I don’t actually know yet, but I’ll probably have an answer once my financial advisor comes back with some numbers (the guy had actually told me to sell, as market was solid then). So you have a boyfriend? (still signing away)

Chloe: Until last weekend. We broke up.

Me: That good. So now you can sleep with me, and no one will be plotting to kill me. (I looked deep into her eyes as I said this)

Chloe: …. (kept silent for a while)

Chloe: If I sleep with you, will you let me sell this house for you?

Me: That depends on how good you are.

Chloe crawled slowly up to my ear. I could see her cleavage more clearly now. She whispered into my ear “i’m very good…”, and pulled down my boxers.

“Hee, there’s pre-cum already.” She giggled, as she started to lick my balls. She carefully swallowed my balled without hurting me, and used her tongue to swirl around the balls. It was very uncomfortable at first, but as her saliva built up in her mouth, it was heavenly. This went for a couple of mins, when she decided to move upwards, and licked my shaft from bottom to the top. She was licking it like an ice-cream, with her fully lubricated tongue. Each lick she made, I could feel my dick grew longer. My god, she is good.

When her tongue arrived at the tip of my dick, she would use her lips and suck the pre-cum I have. This process went on for a while, and by then my dick was fully grown to its maximum size. I could see the veins ready to explode anytime. I needed to take control.

I tried to grab her, but she was strong, and pushed me backwards. “I’ll let you fuck me, when you let me sell the house”. It was very tempting for me, so tempting that I would say “sell the house for me”, but I didn’t. Instead…

Me: I have not seen how good you are yet.

With that, she slid my dick fully into her mouth. As she was licking me, she had been storing up her saliva in her mouth. Mixed with my pre-cum, it had provided a wonderful lubricant for my fully extend dick. It felt just like a wet pussy.

Chloe slowly slid my dick out of her mouth, and just before she reached the tip, she went back in again with all her might. It was hard, but yet gentle. There was no discomfort at all, only pure pleasure. Then, after a minute of doing that, she sped up, now sucking my dick harder while pushing her mouth in and out at a faster speed. She was bloody good.

As the speed kept increasing, I could feel my shaft expanding. Chloe must have felt it too, and she slowed down a little, and when my urge was to shoot was disappear, she would speed back up again. She would do this over and over again, and each time she does this, the time for my urge to cum would grow shorter and shorter. Finally, I could take it no more. As my shaft expanded, Chloe slowed down a little, unlike the previous time. She seemed to know. Suddenly, she sucked me like she never sucked before, and her head went full speed to go up and down. I exploded fully in her mouth. I remembered this was the hardest and longest cum I ever had in my entire life. As I cum, she would swallow every load, and every shot I made, she would decrease her speed by a notch, but still sucked my tightly. My god, this woman is milking me dry. I was totally drained after I came, and just collapsed on the floor. “That would be the best BJ I ever had in my entire life”.

Chloe: This is for buying the bungalow. I’ll let you fuck me once you decided to let me sell this place.

Me: (smiling) Ok. I’ll think about it.

I was wondering why did Chloe wanted to sell this house so badly. Her commission from the bungalow would be enough to last her for at least three months or more. When Chloe left, I made another few phone calls.

The next two months were pretty normal. Had sex with Michelle. She stayed over for the first time as well. I also took the time to sort out my stuffs at the company. While the IPO had reduced my shareholding from 100% to 70%, I wanted to ride on the market to capitalize further. I struck an agreement with another company who had always wanted to buy a stake in my company to sell them another 29.5% of my shareholding. The transaction was 20% higher than the market price, i.e. $60m, which was way higher than what I have put in so far. Felt good on the profits I made, and decided to sell my Mercs, and bought a Bently. Hired a chauffeur as well.

As I wanted a semi-retirement life, I agreed to remain as the chairman, but would not hold any executive power (as I had already relinquished my CEO position). To celebrate my semi-retirement, some of the board members (basically my golf kakis) decided to throw me a party in China. The itinerary was planned simply. There were only 4 things to do – golf, food, wine, and sex.

My kakis are the typical uncles in their mid 40s to early 50s. I had clicked really well with them, and we always travel to play golf around the world. As they are all established businessmen, I relied extensively on them for networking purposes.

It was common for them to bring their mistresses whenever they travel on such trips. Usually I would bring Diane with me. Occasionally, they would suggest swinging partners, but I was always careful. I never used Diane in the swinging sessions as I knew she would be uncomfortable. Sensing that this would be another one of those sessions, I decided not to bring Diane. I called Chloe. I cooked up an excuse to tell Michelle that I would be having some entertainment over work, and would not be seeing her that night.
[I never had the intention of bringing Michelle along for the trip.]
I met Chloe at Mount Faber for dinner. We chatted about the usual stuffs like the market, her coping with life being single, etc. I was waiting for the right moment.

Chloe: So, have you decided on the house, and me yet?

Me: Yes. I have decided to keep the house.

Chloe: … (Looked dismayed).

Me: and you.

Chloe: What…??!!

Me: You can stay at my studio if you like. I’ll pay you $12k a month. You can keep your job if you want, but I would want you to turn up at the studio whenever I need, and of course, you can’t sleep with anyone else.

Chloe: … (now looking shocked) Can I think about it?

Me: Sure, but don’t take your time. You have 3 days only. Let me know. I am going to leave first. Look out for a Bentley outside later. My chauffeur will take you home.

Chloe: … ok… (she hadn’t sat in a Bentley before).

I had Chloe checked out when I realized she was trying too hard to get me to agree to sell the studio (it was going at around $1.2m). She seemed to have taken a huge load of debt from her previous relationship with her ex-bf, and she is a shopaholic. She had chalked up $100k of credit card debts in the past one year. Basically, she’s in deep shit. Banks, lawyers, finance companies are going after her. The bungalow’s commission held off some of the debts chasing, but could only last for two months max.

An original story (Part 4)

By oorey

It was a Friday afternoon. I picked Michelle up from her place, and we drove to somewhere near East Coast. Michelle asked me where were we going but I just told her to wait and see. We arrived at a housing estate.

Me: It should be somewhere down here…. Oh, here!

I parked my car in a bungalow, and met my property agent, Chloe, a Fiona Xie lookalike in her early 20s. I never tried to get fresh with her. Guessed I was simply too busy then. But I got more time now.

Chloe showed us around the place and explained the built up area 5000 sq ft, divided into 3 stories, fully furnished, with a nice garden, and a huge porch. I turned to Michelle.

Me: Dear, what do you think?

Michelle: Are you intending to buy this place?

Me: Nope, but you are. I am only paying. It’s going to be under your name.
An additional property for me means more taxes only.

She stared at me blankly. I told her that we have been dating for a few months now, and I am hoping that she can move in with me, so that I can see her everyday. My current place is too small for 2 person, and if she stays with me, we would need 2 maids, etc. I told her that it is ok, if she needs some time to think about it.

Michelle: I don’t know… I really like the idea of moving in with you (oh yesss!!!!), but (wtf???) is this place a little too big? How much is this place?

Chloe: As this is a new place, without previous owner, the developer is selling it at a bargain. Also, Peter is a good friend of my boss, and he gets special prices.

Michelle: So, in terms of dollars and cents (accountant speaks like that)
Chloe: Only $8m, including all stamp duties, legal fees, and of course agent fees.

Michelle almost fell over. She turned to me and whispered “dear, I think it’s too expensive”.

Chloe: Not at all expensive. Considering it’s only 10 mins from town, and the 6,000 sq ft land area, it’s already a bargain. Also, we have checked with Peter’s fengshui master, and he says this is a wealth, and love accumulation place for him.

Me: Dear, let’s take it slowly, what do you think of the place?

Michelle: It’s very nice, and it’s like a dream home. The location is good, convenient. Although given a choice, I would have changed the shape of the master bedroom. But it’s too expensive. $8m, I am never going to afford it even after I sell off my parents flat, plus I really want to keep the flat.
I wondered if she did hear the part of “I pay”, but I turned to Chloe, and said “We’ll take it. Collect the money from the bank later. I’ll make the necessary arrangement. Get me the developer contact as well. We’re going to tear down this place and rebuild it again. My gf dislike the shape of the master bedroom.”

Chloe: Thank you Peter. I will drop by your place to hand you the documents tomorrow.

She shook our hands and left. That’s $160,000 in commission for her.

Michelle was still dumbfounded at this stage. We later agreed that she’ll continue keeping her flat, but will co-pay for the house with her savings.

Soon, she was excited about having a new house. We walked around the house a few times, discussing how should we rebuild it, and furnish it. We had some wine, which was prepared by Chloe, and rested at the master bedroom. I could sense that Michelle was very happy. I rolled over to her, and started to kiss her. She put her arms around me, and kissed me back. Soon our lips locked and we started frenching.

I broke the kiss, and started nibbling her ear, down to her neck. By now, Michelle was slightly aroused. Perhaps the wine added some effect. I tried to remove her blouse, and there was no resistance. I continued kissing her, and slowly unhooked her bra. It was the first time that I saw her topless. Her figure was perfect. I needed no further encouragement as I fondled with her breast, and kissed her nipples. She let out a small moan everytime I squeezed her C-cup boobs.

Then she whispered into my ear “dear, I’m ready”, and she guided my hands into her pants. To my amazement, there was no hair. Her pussy was cleanly shaven. This showed only one thing, she has been getting ready for this today. “You like it dear?”

I can’t believe that the once auntie lookalike, would one day turn into a model lookalike, and is starting slowing to please her man. I removed her pants and panties. I rubbed her pussy gently with my hands, and slowly parted her labia, exposing her pinkish flesh. I needed no further invitation before I started kissing the side of her labia and slowly licking them. Michelle’s moaning grew louder. I moved from her labia to her clitoris, and started licking them. She tasted sweet. By now Michelle’s moaning was constant, and started to grow quicker. I could feel she was cumming. I worked harder at her pussy, and all of a sudden, she gave out a loud moan. I felt her body shook a little, and her pussy got wetter.

Me: You like it?

Michelle: Was that an orgasm? I have read about it many times, but this is my first time feeling this. (My god, this was her first orgasm!). Thank you dear.

Michelle, then unbuckled my belt, and slowly undressed me. “ I have never done this before, so you guide me along ok?” She took my half standing shaft, and started to lick it slowly. Although it was not the best BJ, but the feeling of a first time excites me. When my little manhood was at full attention, she took the whole thing in her mouth. Michelle’s mouth was too small for my dick, and every time she tried to go deeper, she would gag. Although I like the gagging feeling, I was also aware that it was her first time, and didn’t want to leave her with a bad experience. “You have to breathe in every time you go deep baby, and try to use your tongue and saliva”.

She understood instructions perfectly, and slowly she was giving me one of the best BJ. I started to fondle her breast, and soon she was moaning as my dick was inside her mouth. I felt a gush of blood rush through my balls, and I knew I was cumming. I stopped Michelle and told her to lie down. Her pussy was still dripping wet, and I slowly rubbed my dick against her pussy. Michlle’s breathing got heavier and heavier. Soon, she took control of my dick, and started to rub it against her pussy herself. She continued to play with my dick, and I started to french her again. Suddenly she started to gasp for air, as she gave out another loud moan. “Ohh dear, I am cumming again. Ohh ohh….”

Double strike. I need a hat trick before I can call it a day, but I wasn’t sure if I can score it. I let Michelle rest for a while before frenching her again. She hugged me tightly and slowly whispered into my ear “I want to be your woman”.

Michelle’s pussy was very wet by now, and needed no lubricant. I started sucking her nipples, and began to rub my dick against her pussy one more time. Maybe, she had kept it for too long, Michelle started breathing heavily again. It was less than 2 mins when I could feel that she was approaching another orgasm. In one swift motion, I thrust my 7” shaft into her pussy, and she gave a loud scream. I wasn’t sure if it was a scream or a moan, and her expression showed both pain, and pleasure. Her body then started to shake, and she gave out another loud moan. Hat trick at point of insertion. What a goal!

I could feel her juices overcoming my dick. The feeling was warm, and I slowly thrust in and out of her. Every thrust I made, Michelle held me tighter, and the moans got louder. Man, she’s good at moaning.

I pumped for a solid 15 mins. With her sexy moans, it was getting more and more difficult for me to control. Then, I felt her pussy tightening, and I knew she was approaching another orgasm. Unable to control any longer, I cried out “I’m cumming baby” and I tried to pull myself out, only to be stopped by her. “I’m safe today dear. Let’s cum together”.

I swear it was one of the hardest pump I ever made. I summoned all my energy into making every thrust, and Michelle responded by tightening her pussy every time. We continued fucking each other really hard for another minute, when she suddenly screamed “Dear, please don’t stop… I… m…. c…u..mm..i..n..g…!” My balls could hold it no longer and I released my full load into my woman’s love hole.

We went to the bathroom to clean ourselves up, and as my cum flowed together with her juices out of her pussy, I could see some streaks of blood mixed in it. Michelle had lost her virginity to me.

An original story (Part 3)

By oorey

Diane arrived at my house after I had my bath. She was in a gown very similar to what Michelle had worn earlier and made me wonder if she had also bought one for herself.

Diane: I guessed you would need me tonight, so I cancelled all my appointments.

Although Diane’s job was an image consultant, she part-timed as a social escort, and that was how I got to know her. The reason why I had used Diane so often to release myself was she was simply too good in bed, and I know that she chooses her client very carefully, and go for STI testing every fortnight. She said she didn’t want to pass any disease she might contract during her course of work, as she have sinned too much working as a social escort. She wasn’t cheap though. An overnight session cost usually around $10-15k, but it was always money well spent.

Before she could finished talking I had already grabbed her to my bed and started frenching her. As I squeezed her breast, she let out a soft moan. After a while, she broke my kiss. She stood up, and slowly pulled off the shoulder laces of her gown. As the gown fell from her left shoulder, she used her right hand to cover her nipples, and as the whole piece fell onto the floor, she was using the other hands to cover her cleanly shaven pussy. Soon, she knelt on the bed, with one hand fingering herself and the other squeezing her boobs. I love to watch girls masturbate themselves, and Diane knows that. In less than 5 mins, she let out a loud moan… Ah ah ah ah ahhhhhh………. as she came hard. By now, my dick was almost bursting out of my pants. Diane kissed me, on the forehead, to the lips, to my neck, and in one single swoop, she pulled down my pants, so smoothly that it just felt as though the pants disappeared. Without any warning my dick was already at her throat, as she she deep-throated me. Her tongue swirled around my dick it she went in and out of her mouth. She blew me for a good 10 mins before I could feel the pressure building up, and my dick expanding.

Me: Baby, I am cumming, cumming, cumming, ahhhhhhhhhh……

I shot a big load of cum into Diane, and she swallowed every single drop of it.

Diane: So much? How long has it been?

Me: Not sure. Probably 2-3 months already.

Diane: Can tell (and she pointed to my still erected dick).

There were very few occasions where my dick was still standing after the first cum, but this was one of the rare occasions. Diane gave my dick a few strokes before putting herself on me. Yes, Diane and I always do it raw. It’s a kind of trust we share, and we can both assure each other we are clean through regular checks.

Although Diane is no virgin, her pussy definitely feels like one. Summoning all her strength to her pussy, she started riding me. Every 10 strokes, she changed from the whole dick inside her to only the head inside her. It felt as though my dick was slipping out, but Diane controlled her strength so well that my head could feel the full tightness and wetness of her pussy. We continued for another 5 min, and I could feel the pressure building up again. Not wanting to cum so fast, I took over and started to screw her missionary. It was no longer than 2 mins when Diane suddenly pierced her nails into my body, and her body trembled lightly as she gave out another loud moan.

Diane: Ohh Pete, Ohh, ohhh, ohh, ohhhhhh…..

She came the second time, and this time, I could feel a gush of warmth in her pussy, rush towards my dick.

“ Time to let her take a break” I said as I pulled out her pussy. I reached for some KY jelly on my side table, and applied some on my dick, and some into Diane’s asshole. She knew what was coming for her. With the equipment well lubricated, I slowly inserted my 7” shaft into her asshole. I could see her eyes filling up with tears, as I began to tear her ass. Diane told me later that she had never done anal before, but went ahead with me as she didn’t want to spoil my mood.

Once my shaft was fully inside her, I began to rock her on the bed. Very soon, her pain was gone, and all she could muster were the moans of pleasure.

Diane: Oh darling, don’t stop now. Go harder.

I needed no encouragement and I pumped her harder. I guided her hands to support herself, and I used one hand squeeze her boobs, and the other to finger her. We went on for another 5 mins, when her whole body shook hard, and she gave out a loud shriek.

Diane: AHHHHHHHHH!!!!!!

Thankfully, I had sound proof my house, otherwise my neighbours would have probably called the police. I took out my dick from her ass, and Diane crumbled onto the bed. She passed out from the cum she had earlier. It was only after 15 mins later when she woke up, but by then I was already back to missionary. She stopped me once she realized I was pumping her.

Diane: I have rested enough. Let me take over.

She pushed me down, and started riding me again. I always love the way Diane controlled her strength of her pussy at the tip of my shaft. With her dripping wet pussy, and the full tightness concentrated on the small head, I felt the pressure building up once again. I pulled her closer to me, and with her breast against my chest, I pumped her back as she rode me.

Diane: I am cumming again, cumming baby, don’t stop, ah ah ah ah,

Me: I am cumming too, come on baby.

We both moaned as we came together. We lay on the bed for a while before cleaning ourselves up. Once we cleaned up, I asked Diane to stay over for the night as it has been quite a while since I had company on the bed. She agreed readily, and we both fell asleep.

As I woke up, Diane was already up, and making me breakfast. She usually does this for me, which I really appreciate. We finished up breakfast, and I wrote her a $100,000 cheque.

Diane: Pete, the amount is wrong. There is one zero extra.

Me: Take it as a prepayment for the next 9 times, as well as for helping Michelle.

Diane: You sure? Coz you have already paid my company for Michelle’s makeover already, and I also bought some stuffs for myself.

Me: I know. Go ahead.

Of course Diane accepted readily, and frenched me again before she bade goodbye. I looked at the clock. It was only 10 am. Still early, but I decided to call Michelle anyway.

Me: Hi dear, still sleeping.

Michelle: …, no… I’m… back… at… office.

I could hear Michelle sobbing, and I asked her what happened. Apparently, some of her colleagues have seen her shopping with Diane, and having dinner with me. News spread through her firm, and her partner summoned her back to the office, and told her that the acceptance of the gifts from me was in violation of their code of conduct. She was fired.

Without any hesitation, I dressed up, and sped off in my Mercedes. Made a couple of calls back to the office and struck some agreement with the new CEO, and the CFO. Made another couple of calls, and got those people to meet me at the lobby of Michelle’s firm. When I arrived, my entourage was already there. I have my CEO, my CFO, the senior legal counsel, the managing partner of a rival firm, and my PA. The 6 of us, all in suits, stormed into Jack’s office. He was shocked to see all of us.

By then, I saw Michelle had already finished packing. I signalled to my PA, who kindly pulled Michelle to a side and guided her towards the exit. I had told my PA to bring Michelle out of the office to my place to wait for me, as I didn’t want her to see this ugly side of me.

Money makes the world go round. I had pressured my CEO and CFO to change our auditors, as well as the consulting work to another rival firm. Although the cost would be more expensive, I had told them I would fork out the differences, plus making sure they would get a good bonus this year (which I had already planned for due to the IPO success). I called my senior counsel, as it was involving an accusation of ethics violation. The other firm’s partner was there basically to add on the numbers and the impact.

Me: Jack, you and you firm are fired. Here is a formal letter of dismissal from our legal counsel. Enclosed is cheque of a million dollars, for the work that have been performed for the IPO by your firm. Your firm’s services are no longer needed by my company. We have appointed xxxx to take over all the work that remains to be performed, and Fabien the managing partner will let you know the details of how his firm plans to takeover.

Jack was speechless. He has just lost $10m worth of business for the firm.
Just as he was about to open his mouth, my counsel interrupted him.
Counsel: Mr Tan, we are now acting for Ms Lim (Michelle) for a case of wrongful dismissal by you and your firm, as well as for slander, and libel against Ms Lim, and Mr Ngiam for wrongful accusation of violating the code of professional ethics. My clients are claiming against you and your firm, for amounts in excess of $50m for damages. The formal letter has been sent earlier to your firm’s managing partner, and here is a copy.

With that, we walked out of the office. We passed by the managing partner, Jack’s boss, who obviously was running towards us. “Hey Pete, nice to see you. How can I help?”

Me: Alan, you are fired. We are suing you, and your firm.

I walked off, leaving him dumbfounded.

I arrived home, and Michelle was sitting on the sofa. Her eyes were still red and she was still sobbing. In a second, she ran towards me and put her arms around me, and let out a loud wail.

Me: It’s ok, baby. Everything is over now. Don’t worry.

Michelle: Thank you. I heard from my colleagues what you did, but I didn’t want to make a mess out of it, so I chose to leave quietly.

It took me half an hour to comfort Michelle, and to stop her crying. She was so tired after crying that she fell asleep on my shoulders. Slowly, I carried her onto the bed. She looked so vulnerable, and most likely still a virgin. She looked so different after the complete makeover. Her skirt exposed her panties, as she slept. It was so inviting. Nonetheless, I decided against it.
Michelle woke up 2 hours later. I had ordered some sandwiches for lunch, and we ate together looking at each other. Suddenly she stopped.

Michelle: Pete, what’s our relationship? I mean you are a very nice guy, but in terms of status, I am nowhere near you. What will people think of you, if they see you together with me?

Me: Baby, do you like me?

Michelle: I don’t know. I have never been in a relationship before, and I feel kind of strange, in a good way, whenever I am with you. When we kissed that night, and when you touched me, I felt like as though I belong to you…
Me: My dear (my tone got a bit serious), I have seen many women, and slept with countless. But I have never been in a relationship over the past 6 years, when my last gf left me. That was before I got rich. Most women want my money. Within 2 weeks of knowing me, they will always ask me out for drinks, and many times we end up sleeping together. I always leave them a cheque of $10,000, and I never hear from them again.

But you are different. No one has ever tried to reject a gift from me before, and every time we go out, you insist on paying for your own share. And you seem to understand me, we can talk like nobody’s business, and I really like you.

I don’t care what people think. If I do, I would have endless nightmares.
I moved to hold her hands, and told her “From today onwards, you will be the proud girlfriend of Peter Ngiam”. No further questions was asked, she just hugged me tightly.

Over the next few months, and we went around dating just like any normal couple. Michelle found a job (at my connection, to which I still hold a secret today), as an accountant in FMCG company. We watched movies, ate dinner, did more horse riding when the weather permitted, went for wine appreciation course, taught her how to hit a golf ball, and got her to join me for volunteer work at an old folks home (yes, I do volunteer work at an old folks home every month). All these happened without much intimacy, except a few frenching exercise, and touching. No sex. Of course, in my desperate times, Diane was there to release me.

I was dying to get Michelle to sleep with me, but i knew she wasn’t ready for it yet. I have to make her ready somehow.

An original story (Part 2)

By oorey

Breakfast was rather uneventful. We had a light breakfast at Coffee Club near my office. What was to come almost shocked Michelle. While we were having our breakfast halfway, a lady in her early 30s sat down in front of us. She had dressed to kill. Wearing a bright yellow dress, her figure of 36C-25-34, was fully exposed. It was Diane.

Diane: Hi Peter, and you must be Michelle (she said as she was shaking Michelle’s hand)

Me: Hi Diane. Give us another 15 mins while we finish up our breakfast. So what do you think of her? Can you do anything?

All this moment, Michelle looked shocked. She had no clue what was happening and who was Diane. Diane is an image consultant I hired to help me transform Michelle. Diane looked at Michelle in the face for a while, then touched her hair, which she certainly frowned at.

Diane: It’s not going to be easy, but she really has the potential. You were right.

I could see Michelle getting a little frightened now. I slowly explained to her that this would be my first way of saying thank you to her. After breakfast, we headed to our first stop – hair salon. The hairstylist almost fell as he saw Michelle. The exact words were “My god! Do you actually use shampoo or bar soap?” Michelle blushed in embarrassment almost instantly. The hair stylist explained later that the initial treatment will take 2 days of work, and Michelle would have to go back for treatment every 2 weeks.

Hairstylist: This is going to take a lot of effort.

The treatment, styling would take almost 4 hours. I excused myself to run some errands before going back to the salon to pick Michelle and Diane up. 4 hours later, I was lightly surprised when I saw Michelle. The auntie hairstyle was gone, and here in front of me is a perfect length of silky and wavy hair.
Michelle was delighted at her new hairstyle as she kept touching it. She smiled cutely, as she said “Thank you , Pete”. She called me Pete, not Peter. Lunch was next, but we kept it real short as the next stop was the optician. The optician handed Michelle a boxe of contact lens, and taught her to put them on. It was a hilarious sight as Michelle was giggling away as she tried to put them on. I asked the optician to give me 24 boxes of lenses, sufficient to last Michelle for 2 years, much to Michelle’s delight. By now, she has loosened up more. By the time we finished at the optician, it was already 4 pm. I told Michelle that this would mark the end of day 1, and I would pick her up for day 2 activities tomorrow. After sending Michelle back to her home, I made a few visits to some people, and made some phone calls. I couldn’t wait for tomorrow.

After I picked Michelle up, we continued with the breakfast. By day 2, Michelle was already more relaxed. We talked about her job, her hobbies, etc. Soon, we were chatting like long lost friends. Michelle was the only child, and I found out that her parents passed away in a car accident when she was still in university. She supported herself by giving tuition, and continued staying at the place her parents left behind. As she has to continue paying for the house left to her by her parents, (guessed her parents didn’t buy the HDB insurance), she had to scrimp and save. Thankfully, she did rather well in school (I later found out, she was a dean’s list student)and was able to get a job at one of the big accounting firm before she graduated. The dresses she wear were mostly left to her by her late mother (which explains the timing difference). She save most of her salary, hoping to do her MBA at Harvard,
when she saved enough.

After breakfast, we continued at the salon. As this time it would take only 1.5 hours, I decided to wait and got my hair cut.
As we finished up with our hairdo, I told Michelle that she would most like enjoy the rest of the day most. It was shopping. I told hair that Diane would bring her out for shopping, and teach her how to dress. I wouldn’t follow however, but told her that she would have to work overtime tomorrow as we would be going out for dinner. In view of this, however, she can start her work later at 11.30am. With that Michelle and Diane headed off to Paragon for their shopping.

I had told Diane earlier to get Michelle a new wardrobe altogether, which she readily agreed. As I have nothing to do for the rest of the day, I decided to call up some kakis for a game of golf at Sentosa. It was around 3pm when I received a call from Michelle.

Michelle: Pete, I am worried that Diane might be shopping too much. She had just spent $1,000 on a couple of dresses Burberrys, and we are now at Louis Vitton for handbags. These handbags cost at least $2,000. I am afraid this is really too much.

Me: Michelle, whatever I am spending is not even a fraction of what you have helped me achieved in the IPO. These are loose change for me, so don’t worry about it.

Michelle: But…

Me: No buts, and if you two don’t spend more than $30,000 today, I will have you two fired before you can say but. So stop talking and get cracking at shopping.
With that I hung up. I finished up the 18th hole before the day ended, with 10 strokes below par. It was a sign of a good start as I thought to myself.

I arrived at Michelle’s house the next day 10 mins earlier. As she walked out from her lift, I was stunned. Diane had really done a good job. Here it was, a transformed Michelle. Clad in a tight fitting polo-tee, with hot-pants, completely flouting her figure, and legs. She had put on some light make-up, and although her shades were covering her eyes, but I could see her smiling shyly at me. I simply love that look of hers, displaying her angelic face at full force. Her body was well covered, but it showed where her true assets lies. There was no cleavage to show in polo-tee, but the tight fitting top was enough to make my nose bleed. In a simple word, it was SEXY. As I tried to control myself from raping her, Michelle broke my chain of thoughts.

Michelle: So where are we off to?

Me: You’ll see.

We arrived at Kranji, turf club soon after. From my past conversation with Michelle, I knew she was quite sporty, even though she may look auntie. Guess even aunties need to exercise as well. I told Michelle we were going to do horse riding.

Michelle: Horse riding? I thought only the owners can ride them?

Me: I am a proud owner of 2 German breed, and we can take them for a ride today.

Teaching Michelle to ride a horse was more than a difficult task. She had so much trouble in controlling the horse, and the trainer had to basically walked her in a horse. Seeing that there wasn’t much of a fun, I suggested something.

Me: Want to try riding real fast?

Michelle: You mean galloping? I can’t even get the horse to walk a straight line.

Me: You can ride with me. Wanna try?

She hesitated for a moment before saying “OK”.

As she sat in front of me, with the help of the trainer, I could smell the fragrance of her hair. Her back pressed lightly against my chest and arm touched her waist. This was the first time I had been so close to Michelle, and I could see her skin was almost flawless. I immediately had a hard on. I wasn’t sure if she felt it, but if she did, she pretended not to have felt anything.

As we galloped around the race course, my arms brushed across her breast countless times. It was difficult to keep the concentration has the small head kept taking over. When we finally finished at Kranji, it was already 3pm.

Me: It’s almost time for dinner. Let’s go, shall we?

Michelle: But I think we smell. Should we go back to change first?

Me: Don’t worry. It’s been taken care of.

In about 20 mins, we arrived at Raffles Marina Country Club. Diane, and Paul (the hairstylist) were there.

Me: See, they’ll help you get ready. You go wash up and get ready for dinner.

Michelle: …… (loss for words), and only nodded her head. (What a sweet young thing).

It didn’t take me too long to bathe and get ready, but it took Michelle almost 2 hours, but it was worth the wait. Diane had dressed her in a long red gown, with her back bare. There was no plunging neckline, but the slit of her gown was enough to draw attention. As she walked towards me, I was totally stunned.

Me: You are beautiful.

Michelle: ……. (blushing). Thank you. I never had dinner at this club before, and I didn’t know we have to dress so nicely.

What Michelle didn’t know was we were not having dinner at the club, but we were going on board my private yacht, which I have arranged for dinner to be served on board. As we sailed further from the club, I took Michelle up to the deck, poured her some wine, and there we were, she in her beautiful dress, and I was in a suit. The sun was setting as we slowly watched it disappearing halfway into the deep blue sea.

Michelle: This is so beautiful. I have never seen this before. Thank you for showing this to me.

She said that as she slowly leaned her head against my shoulders. I wasn’t sure if she did that willingly or it was the wine, but my efforts were beginning to pay off.

Me: It has been my pleasure, and you are worth it.

With that I planted my lips against hers. She was shocked at first, but soon opened her lips, and our tongues met. We kissed for a while before I broke it and said it was time for dinner.

Michelle: I have never kissed a man before, and I am so glad I could give my first kiss to you.

Me: You are so lovely (I want more than your first kiss).

Dinner was a drag. I couldn’t wait for it to be over so that I can carry more action with Michelle. However, she seemed to be enjoying every moment of it; the steak, the music, and the wine. Halfway through dinner, we had finished a bottle of wine, and she had drunk most of it. Although she was blushing slightly, she didn’t appear drunk at all. We continued chatting until dinner was over.

As soon as dinner was over, we were back at the deck where we walked around for a while, before Michelle held my arms?

Michelle: Can I hold you?

Me: Of course dear.

We continued staying at the deck for a while before deciding that our legs were too tired for walking, and we went to the cabin to continue our wine.
In an instant, when we sat down on the couch, our tongues met again. This time round, she was bolder, as her tongue was seeking for mine. As we frenched, my hands moved to her breast, which is a C-cup. I could hear a soft moan as I squeezed her breast gently. Slowly, but surely, I moved to her thighs, and slowly work my way up to her pussy. Just as I was about to remove her g-string, she grabbed my hands.

Michelle: I am sorry, but don’t you think it’s too fast.

I stopped.

Michelle: Are you unhappy?

Me: It’s ok dear. I want you to take your time until you are ready for it. (Ok my ass. My manhood is almost bursting)

Michelle: Thank you for being so understanding. I love you (so fast????).

We continued some light frenching on the yacht until it was almost midnight, and I decided to send Michelle home.

Michelle: Dear, I really had a good time today, and I am very happy that we kissed today. I don’t know why, but I have that strange and exciting feeling when we kissed just now. I love you. Goodnight.

Me: Goodnight baby. Sleep well. We don’t have to go out early tomorrow. I’ll call you when I wake up ok?

Michelle: Anything you say. Nite… (What about sex tonight?)

As I was driving home, I could still feel my hard on. Fiddling with my phone, I dialled a number.

Me: Hello, Diane…

An original story (Part 1)

By oorey

Things have never been the same after that fateful day. I could still remember very vividly I was still slogging in the office at 10pm, hungry and cold, when I decided to take a break. I went over to pantry, and made myself a cup of hot chocolate. It was then I realized that it was the day of the $15m toto draw. Wondering if this could be my lucky break, I took out the few tickets from my wallet. I switched my computer screen to singaporepools.com. The numbers on the screen were 1, 3, 5, 7, 9, 30, and the special number was 45. I checked my tickets, flipped them over a few times, relooked at the screen again, and tore them up into pieces. Nowhere near.

I closed the window on my screen, ready to go back to work, when my phone suddenly rang. It was Elaine, my assistant. Elaine is nowhere near attractive by my standard, but her figure at 42 years old puts many young girls to shame.

Me: Yes, Elaine?

Elaine: Pete, remember the toto ticket you bought from the old auntie at lunch today at the hawker centre?

Me: Oh ya. I forgot. You were holding it for me right? So did I win anything?

Elaine: No idea coz I left them in your first drawer. Remember to check ok? It could be your lucky day.

Me: If I strike, I would buy you a one-carat diamond ring. Anyway, thanks.

Elaine: Ok. Bye.

I hung up, and continued to work. After two hour or so, I decided that this was it for the day. I remembered Elaine’s call and took out that one ticket of 7 numbers out from my drawer. Still can’t believe I paid $10 for a $3.50 ticket. Then again, the old lady had looked so pitiful. She was probably in her 70s, underweight and looked hungry.

I checked the ticket, and it read 1, 3, 5, 7, 9, 30, 45. I stared at it in disbelief. I switched on my computer again, to check the numbers. I swear it was the longest 5 minutes wait in my entire life as the computer started up.
I opened the internet explorer, and went to singaporepools.com one more time. There it confirmed I had won. I won BIG TIME! There had only been 2 winners, and the total prize money was $16m, meaning $8m for me!

I handed in my resignation the next day, paid for my notice period of 3 months. I took a one-month break, and decided to set up my own logistics company, with $5m. Of course, I gave Elaine a one-carat diamond ring from Tiffany before I left, and told her to keep it a secret.

I worked hard over the past 5 years in my new company. My efforts paid off, and my company grew from a SME to a company getting ready for listing in SGX. By now, my personal fortune is close to $100m. I live a studio apartment in Tiong Bahru, drive a big S class Benz. However, I am only 35, and single. I was getting really lonely. Apart from the occasional sex I have after KTV with customers, I was never in a relationship for the past 6 years. I thought to myself, once the company gets listed in 2 weeks time, I would go into semi-retirement, and see what to do with my life.

Just as I drift into my thoughts, there was a knock on the door. It was Michelle.

Michelle: Mr Ngiam, can I disturb you for 10 mins?

Me: For the tenth time, call me Peter or Pete or I will call Jack to have you fired.

Michelle is the auditor who is leading the audit for my IPO. At first glance, people will not find her attractive, but if you look closer, you might discover more. At 25 years old, standing at 1.68m, she has a waist of probably 25” at max, with a bust of around 34” with at least a B cup. You can say she has the face of an angel, but the body of the devil. The only problem with Michelle is she doesn’t know how to dress up. Her hair is bundled up like an auntie, and she doesn’t put on any make-up. She wears dresses and glasses, which I think were left to her by her grandmother. This probably explains why she doesn’t have a boyfriend. (Jack is the partner in charge of my company’s project, but he’s not important)

I went through with Michelle on some of the questions she had for me. In my mind, I was thinking if I can make this transform this little mouse into a sexy kitten, it can be really exciting.
Two weeks passed at a glance, and my company’s IPO was a huge success. Overnight, my assets grew by 50%, and I was ready for my retirement. An idea then came to my mind. I made a few calls, and I called Michelle.

Me: Hi Michelle. It’s me Peter.

Michelle: Hi Mr Ngiam, I mean Peter.

Me: Did you hear the news. Our company shares were oversubscribed.

Michelle: Yeah. Congratulations.

Me: Look, you have been a great help in the IPO, and I really want to thank you for this.
Michelle: Oh, it’s really not necessary, and it’s my job.

Me: I insist. In fact, I just gave Jack a call, telling him that I would need you to stay on the project for another 2 weeks, and because you have been such a great help, I am going to pay him double the rate for what was originally quoted (Jack agreed immediately needless to say. To him, it’s all about the money).

Michelle: 2 weeks? (She was almost exclaiming). What would you need me to do? (She asked, simmering down a little). I was actually thinking of going on leave for a few days next week to wind down. (I was thinking, who can you wind down with as long as you wear those huge glasses, and the dresses your grandmother left you).

Me: Meet me at my office tomorrow at 9am. Ok?

Michelle: Ok.

The next day, I told Michelle that I would not need her to work, but I would want her to take a break for 2 weeks while attached to my company, and during this 2 weeks, no one from her firm would disturb her (an agreement I struck with Jack for an additional $200k). Michelle was puzzled, but looks kind of happy as she smiled quietly. I had just finished my handing over my work to the new CEO, which I appointed, just a few days ago, and I was so looking forward to my break.

I told Michelle, I would be bringing her out from 9am to 5pm, every day for one week, and she can have the next week all to herself. She was kind of unsure at first, but agreed nonetheless. She probably didn’t want to offend her client, especially the one who pays her partner so much money. The first stop, I said was breakfast.

My Marketing Associate Wife (Part 5)

By jbzz

Invitation to Dinner

A few months in, it was a typical Thursday night. I had just completed the household chores when I hear my wife enter our home. I stepped into the hallway and looked at her from behind as she locked the front door. God she was sexy, and these days, she dressed to accentuate her sizable assets. Her ass looked so incredibly full and juicy, while also pert and firm, and I found myself rubbing my cock in anticipation for the fucking to come. She turned around and saw me, a smile crossing her lips, before they curled sexily as she noticed the growing bulge in my pants. “Miss me baby?…I know I missed you…” she said, as she walked over, her stiletto heels clicking loudly on the tiled floor, matching my heartbeat pounding in my ears. She reached me and rubbed her hand on my crotch, while unbuttoning her silk blouse with the other. She looked right into my eyes, licking her full pouty lips, which I guessed were wrapped around her boss’ cock not too long ago, and slowly slid to her knees, her blouse now open, her full 36DD tits hanging heavily in the cups of her black lacy bra. She kept eye contact as she unzipped my pants and reached in to pull out my cock, which was already rock hard and pulsating in anticipation. She looked at my cock, gently stroking the shaft and she leaned forward to lick a drop of precum from the head of my cock, sending electrical shockwaves up my spine to my brain.

God, she had gotten so good at this. In less than half a year, she had gone from a fellatio novice to a fully fledged cock sucking expert. She slowly wrapped her lips around my cock and started sucking on it, her tongue moving playfully and expertly along the sensitive underside of my rigid member, causing me to moan out load. She looked up and smiled at me, pulling my now wet cock out of her warm and inviting mouth. I reached down to cup her tits, squeezing them forcefully and pulling them out of her bra by her stiff nipples. She moaned in pleasure and pain, stroking my cock steadily, as my hands continued their punishing treatment of her full and tender bosom. I think a part of me wanted to punish her for what she was doing, and a part of me secretly loved being rough with her, especially after the years of boring, gentle “lovemaking”. But I also knew it wasn’t punishment to her at all, as she now loved being manhandled roughly. Where she would protest in the past, she now begged for more. I tweaked and tugged on her nipples, pulling them away from her, which just caused her to moan louder and resume sucking my cock hungrily. Her head bobbed up and down on my cock, the pace quickening, and soon, I could hear her gagging as my cock forced its way down her velvety throat. Soon I was nearing the point of no return, as I felt my orgasm building. Just as she always loves to do, she stopped sucking my cock, and began rubbing the head and my balls, keeping me on the brink. I staggered as she kept doing this, my arms reaching for the walls to steady myself. She smiled gleefully, her juicy tits bobbing and swaying hypnotically, in tune with her arms. Occasionally she licked the head of my cock or sucked on my balls, which drove me even wilder.

Then, as she did so, she said, “Baby, my boss invited the both of us over to his place tomorrow night for dinner…I really think that we should go.” I looked at her, stunned. Mother fucking hell, she had done it again! She had brought me to the brink before asking me that. I had never met her boss before and a part of me never wanted to. On the other hand, I also wanted to beat his face in with a bat. She continued, almost in a whisper, “…he knows….that *mmmpphh* that you…know…” My cock seemed to double in size almost immediately as her worded seared in my mind, and I began to cum. She had not expected this, and she was surprised as the first shot of thick cum landed across her cheek. Shot after shot followed as my knees buckled, and my wife desperately tried to catch my cum in her now wide open mouth. Finally, after what felt like the biggest orgasm of my life, I fell backwards, lying on the bare floor. My wife dived forward, sucking my cock back into her mouth and began trying to suck whatever few drops there were left out of my cock. I looked down to see her pop my cock out of her mouth and she began using her slim manicured fingers to scoop the globs of cum from her face into her mouth. She swallowed my load, smiling as she gently began rubbing and licking my balls. She said, “That was a pretty emphatic yes!! I’m so happy that you will finally get to meet my boss!!” Then she said, “You guys have SO MUCH in common!!” She laughed at her own crude joke, finding it amusing that she was toying with and torturing my heart and soul. I looked at her as she moved to my cock, which was still semi-hard, and she began trying to coax life back into it. I knew from her eyes that she was not done with me that night, and I had no idea how to feel. In fact, my mind was only focused on her body and the meeting with her boss tomorrow. What would happen at dinner?

 

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Author ended here

My Marketing Associate Wife (Part 4)

By jbzz

The Night of the Confession

I looked at the written confession in my hands. I had read it 5 times and I was still dumbstruck. An hour had gone by since she passed it to me, and I had experienced every emotion there is. At first I was angry, then jealous, then full on rage, then sadness, confusion, anxiety, stress, and many of them repeated. I had a million questions swimming in my mind, what this mean for our marriage? Could I forgive her? What was the hold he had on her now? Did she regret it? Does she still love me? Do I still love her? Where would we go from this point? I wanted answers, but I was now afraid what those answers may be. After all, she is my one and only true love. Once she came into my world, all other girls faded into the background. How could we ever move on from this? Does she even want to move on? It hit me like a ton of bricks that she never said she would stop, or she would never do it again. I looked up at my beautiful, once innocent wife. She was sitting facing me, wearing one of her silk nighties, which never failed to get me hot. It was also then that I began to admit another feeling I was having since I began reading the confession. One that had been the undercurrent throughout. I was turned on. I don’t know why, but my breath was rapid, my mouth was dry, my hands were shaking, and my cock had never been harder. The truth was that another man taking my loyal wife and turning her into his whore, his lustful piece of meat, repulsed me, angered me, but it also turned me on like I had never been turned on before. My conservative upbringing, my moral compass, and my religious beliefs, had all been cast aside. These were not feelings I could deny or control, they erupted from the basest parts of my mind and soul. I felt disgusted at myself but it did little to change my feelings and my thoughts.

My wife had been staring at me as I read with confession, trying to decipher my emotions, my thoughts and my reaction. Just as I looked up at her, she looked down, with what I initially guessed was shame. But almost immediately, I saw her eyes widen as she noticed my raging hardon for the first time. She looked back up at me, and her lips curved into what can only be described as an evil smile. There was a glint in her eyes as she moved to sit beside me, and began running her soft hands on my thigh, coming closer and closer to the bulge in my shorts. I tried not to show it, but her actions served as gasoline on a raging fire, and I could barely breathe. She looked at each other, and I could not recognize my wife anymore. She had changed, she looked radiant, lustful and horny, and there was a fire in her eyes I had never witnessed before. “You know I love you, darling” she cooed into my ear, her lips millimeters from me. I could feel her hot breath as she continued, “I promise that I will never leave you, baby. Mr Smith just gives me something no one else can, not even you.” I stared at her as she continued, my heart racing, beating so fast and hard that I could hear the pounding in my ears, “with him, it’s just physical. I don’t have any feelings for him, I promise”. She smiled, her hand moving ever closer to my cock, as I stared at her like a deer caught in the headlights. “I can’t imagine my life without either of you, don’t you think we can find a way to make this work…?” I was livid at the thought, but also even more turned on. I don’t know why all this was having this effect on me.

She looked at my crotch as my eyes caught a glimpse of her amazing 36DD tits, hanging loose in her silk nightie, the hardened nipples jutting out, begging to be touched, licked and tweaked. She ran her hand over the bulge in my shorts, causing me to literally jump, and she said “I think I have an idea of how we can make this work…” With lightning speed, she unzipped my shorts and pushed them down, causing my cock to spring free, smacking her chin, and leaving a trail of precum. She got down on her knees in front of me, looking at me with that same evil smile, and wrapped her pouty lips around the head of my cock. I almost fell backwards, as she noisily sucked the precum off the head of my cock, her tongue flicking repeatedly over my peehole. Then she slid her lips lower and lower, engulfing my cock inch by inch, her hands massaging my aching balls. She easily slid my entire cock into her mouth, and began bobbing her head up and down in my lap.

I sat there gasping for air she expertly worked her tongue up and down my shaft, and engulfing my entire cock, sticking her tongue out to give my balls a lick. I moaned, unable to fight my feelings of anger and jealousy being sucked right out of my cock. She pulled my throbbing cock out of her mouth as I got close to cumming, and smiled evilly up at me. She used her left hand to massage by balls, as her right hand expertly stroked my cock. She knew exactly what pace to maintain to keep me on the very precipice of cumming, but without being able to. I was groaning and moaning, desperate for the release, but she said, “So baby, do you think you can accept the situation…that I will keep doing what im doing with Mr Smith…? I stared back, my mind flooded with endorphins from the pleasure she was producing, and half of me screamed at me to say YES! Say yes to anything she wants!! ANYTHING!! But another part wanted desperately to say no, and the two sides were dueling ferociously in my mind. Seeing my hesitation, my wife cupped my balls, pulling them outward as she continued stroking my cock, and began to suck on each one in turn. This brought me even closer to the brink, but she made sure I couldn’t fall over the edge. She stared right into my eyes as she suckled each ball, making sure to emphasize the “pop” sound as she released them. I was in heaven and hell. Finally, mustering every bit of my quickly eroding willpower, I shouted “NO!! No I refuse to allow it!”…

She stopped sucking on my balls and looked up at me. I expected her to stop stroking me and move away, but she kept up the momentum and looked like she was trying to figure out what would make be accept her proposition. Then, a broad evil smile formed her lips, and she stood up. She wiggled out of the nightie, letting it drop to the floor, before reaching down to continue stroking my cock. She brushed her dangling tits against my face, her hard nipples rubbing against my lips. She began to whisper in my ear, “I know how to convince you, my darling. Remember all those times you begged me to let you put it up my ass?” I moved back and stared at her face as all the blood drained from my face. All of the blood in my body felt like it was converging on my cock. She didn’t wait for me to regain my composure, as she turned around, spread her juicy ass cheeks, and sat down on my lap, my cock swiftly sliding into her ass. She was still lubricated from Mr Smith’s cum, so my cock slid in, burying my cock balls deep in her ass. She tossed her hair to one side and began grinding her ass into my lap. Almost immediately, the ability to conceive rational thoughts was gone. I had never fucked a girl in the ass, and the sensation was mindblowing, and overwhelmed my senses. Her ass felt so warm and tight, and she began bouncing her ass up and down on my lap, increasing the pace and tempo as she moaned lustfully.

It was clear she enjoyed this, and I felt like I was cheating on my wife with a busty and lustful whore. I tried my best to control myself, but her ass was milking my cock expertly. She felt that I was getting very close, and looked at me over her shoulder, saying, “Ohhh gooddd…..oh your cock is filling my ass….mmmppphhh….so honey…can I….mmmhhhh…keep fucking….oh goddd…..my boss?” I was moaning uncontrollably and was at my wits end, barely able to form a word, much less a thought. She slowed down, making sure I wasn’t able to cum, and kept looking at me while simultaneously rubbing my balls, biting her lower lip and moaning like a slut. After a long battle, my willpower was weak and my mind focused on her warm and incredibly tight ass. “Ok…”, I half whispered and half groaned. But that wasn’t good enough for her. She moaned louder and began really fucking my cock into her ass, asking me, “What was that, honey?. My mind was mush, and I couldn’t help but scream out “YES….OK!!! You can keep fucking your boss….” She smiled that same evil smile and ground her ass into my lap, burying my cock completely in her. I lost all control and began to cum what felt like gallons, into her ass. She used her ass muscles to milk my cock further, not letting me move away, and moaned, as I felt her pussy juices squirt onto my thighs.

After a minute, she slid off my shrinking cock and walked over to her mobile phone, which had been sitting on the table beside our bed. At first I was too dazed and worn out to notice, but then I realized that she had recorded the entire conversation, including my acquiescence to her request to keep fucking her boss. I stared at her as she turned around and smiled at me, leaning over to kiss my cheek and she said, “Thank you baby. I love you so much!” With that, she stepped into the shower as I lay in bed, trying to make sense of everything that had happened.

THE NEXT FEW MONTHS

That night of the confession really set the tone of our marriage thereafter. After that first night, my wife stopped hiding her affair with her boss from me, and often shared her “adventures” with him. She would dress up in front of me in the morning, often asking me whether I thought Mr Smith would like her in a particular outfit. She knew the effect it had on me, that first night had clued her in on the fact that a part of me found the whole affair incredibly arousing. She enjoyed toying with me, allowing me but a glancing touch of her full curves, before pushing me away and calling me a bad man. When she finally reached home at night, after fucking Mr Smith in his car in our basement carpark, her hair would be disheveled, her clothes rumpled, and a huge grin on her face. She would then regale me with sordid details of what she and Mr Smith did that particular day, graphically describing the sensations as he ploughed her holes. At the same time, she would have whipped my cock out and would alternate between stroking it and sucking, pushing me to greater heights of ecstasy.

Sometimes, she would kiss me on the mouth, and I could detect the taste of her boss’ cock, from sucking him off earlier. Other times, she would be on her hands and knees beside me, her head buried in my lap, with my rigid cock deep in her mouth, while I would finger her pussy and ass, feeling Mr Smith’s cum still in her. She would get really turned on by that and she would tell me that she “needed her husband to flush out her boss’ cum by fucking her hard”. This would drive me insane and I would fuck her as roughly and hard as my body allowed, often pulling her hair and spanking her ass till it was red. It dawned on me during those sessions that my wife had fundamentally changed. In the past, a light tap on her ass would lead to a long argument about how I didn’t respect her as a woman. Now she couldn’t get enough of being fucked hard, spanked, groped and pumped full of cum. She begged me to cum in her pussy, in her ass, and she would beg me for permission to allow her to swallow my cum, if I came in her mouth. I would collapse after these sessions, worn out and panting, as she excited bounced into the shower.

She had so much more life and energy in her now, and she seemed genuinely happy. I had lost my loyal, filial, albeit boring wife, and had inherited a ravenous sex addict in return. It hurt me terribly that she was blatantly cheating on me with her boss, but at the same time, I knew that I would not have the amazing new sex life if not for it. This dilemma and the regular bouts of depression did not go unnoticed, as she would put in extra effort to snap me out of it. Every time I began to talk about getting her to stop what she was doing with her boss, she would fuck me to exhaustion. Nothing was off the table. Beyond the now “normal” three holes, she would eagerly lick my ass while jacking me off. She sometimes would fuck her own face on my cock until she would tear, but would not stop until I came. She also began buying lots of slutty costumes and lingerie from online overseas retailers, and dressed up for me, and I’m sure Mr Smith (in fact, I suspect he was the main reason for the purchases). Those outfits, which included nurse uniforms, tight corsets, policewoman uniforms, little negligees and more, drove me out of my mind. She knew what worked with her curvy frame, and used it to perfection.

My Marketing Associate Wife (Part 3)

By jbzz

THE NEXT DAY

The next morning, I woke up and was pleased to see that my husband was about to leave for the office. I didn’t want him around to see me when I got dressed for work. After I kissed him on the cheek and closed the door behind him, I rushed back in the bedroom and pored over my wardrobes, trying to figure out what to wear. I couldn’t figure out why, but I felt like a teenager getting ready for her prom. I desperately wanted to impress Mr Smith. I really didn’t understand why, but deep down, I needed to impress him. I slid on my sexiest bra and matching thong, this leopard print satin push up bra that pushed my 36DD tits up and together. The matching thong framed my juicy ass perfectly. I had decided to wear a grey office dress that was very tight, with a low cut at the front and stopped just above my knees. I applied my makeup flawlessly and painted my lips pink. I rushed out the door, partly because I didn’t want to be late, and partly because my pussy was getting wet just thinking about reporting for “work” in Mr Smith’s office.

I was seated at my desk when Mr Smith walked into the office. I looked at him walk toward my desk, that same damn cocky smile from yesterday, and my pussy got wetter. I shot him a glare, trying desperately to cling onto the shredded remains of my dignity, all the while my pussy betrayed me by aching for his cock. He reached my desk, leaned forward, blatantly looked down my front, and said “Nice…now follow me to my office, Chinadoll….time for your daily morning snack….” He laughed at his own lewd comment, as I blushed, both in anger and shame. I stood up and looked around the office, imagining that everyone else knew what was going on. But no one batted an eyelid as my boss led me, his hand on the small of my back, into his office.

He shut the door and walked over to his seat, sitting back and looking at me. I stared at him, knowing what he was expected but somehow immobilized. By now, my pussy juices has soaked through my thong and their smell was filling the room. Mr Smith said “Cmon Chinadoll, get to it. Ive got work to do. Im not paying you to just stand around.” He smirked, leaning back in his chair as I walked over to him and obediently dropped to my knees. I slid under his big desk and reached up to unbuckle his pants, pulling them down to his ankles. I looked up and there it was, the tormentor of my pussy, his rigid meat twitching, the head slowly oozing precum. I gently licked his cock from the base to the head, before licking each side, until his cock glistened. Then I wrapped my hand around his tool and began stroking him, his cock felt hot in my hand. I slowly ran my tongue over his balls as I continued stroking his cock. They felt big and full, and I loved the salty taste. I continued licking them, and then started to take each of his balls into my mouth and sucked on them.

Mr Smith was moaning as I sucked on his balls, drenching them, one hand stroking his shaft while the other was now rubbing the head of his cock. “God….Chinadoll, where the hell did you learn to do that?? You are such a good cocksucker….*moan*”. I smiled under the table, feeling strangely proud of myself and intensifying my actions. Soon his engorged cock was ready to pop, so I stopped sucking his balls and stroking his cock, and moved myself up, wrapping my full lips around his cock, slurping up the precum that was oozing prodigiously from the head. Just as I began sliding his cock deeper into my mouth, I heard his office door open. I panicked and began releasing his cock, but felt my boss’ hand shove my face back down onto his cock. I had no choice but to keep sucking, as I listened to one of my male colleagues talking to my boss about a project.

As I built up speed, I could tell that Mr Smith was struggling now to maintain his composure and carry the conversation. I decided to get some revenge and took his entire cock into my mouth and down my throat, as my hands rubbed his swollen balls. He stuttered as I did that, and I kept going faster, until I felt his cock expand rapidly and his balls tighten. I pulled his cock out of my throat, keeping my lips wrapped around just the head, and began furiously stroking upwards, milking him. He exploded in my mouth just as my colleague left the room. Hot jets of thick creamy spunk filled my mouth rapidly, and I had to gulp a few times, savouring the taste and texture. Finally, he was completely drained, so I slid out from under the table, noisily swallowing the last mouthful of his cum. Mr Smith looked drained, which gave me a great deal of satisfaction. “Chinadoll, you are such a naughty girl for trying to make me cum while Mark was in the room….im gonna have to punish you for that…”

With that, he grabbed me by the waist, pulling me to him, and buried his face in my deep cleavage, licking my 36DD tits until they glistened with his saliva. I ran my hands through his hair, pulling him in, moaning as his hands mauled my dress –clad ass. Then he spanked me on my ass and told me not to wipe it off, and to get back to work.

That was pretty much how the first few weeks went. My boss would make me suck his cock nice and long at the beginning of the day. During lunch, he would have me in his office, stripped to my lingerie and heels, and he would pound my pussy mercilessly as I squealed and screamed in delight, cumming all over his cock. At the end of the day, he would give me a lift to our condo in his BMW coupe, and I would spend the entire trip with my head in his lap, deep throating his thick white cock. When we reached our condo, he would only let me lift my head out of his crotch once he was stopped beside the guard house, making sure the guards saw me pull my white boss’ fat cock out of my mouth. Then he would shove my head back down and laugh. He was such a bastard that way, always humiliating me. Sometimes, when he would stop at a traffic light beside other men, he would yank my head up, trails of saliva sticking to my lips and his cock, his fingers gripping my hair, to show them he had a young Chinese slut sucking him off at the lights. He especially liked to do this to Chinese men. I always felt so humiliated and ashamed, but hornier than ever. Once we got to our condo’s basement carpark, he would fuck me senseless in his car, oblivious to the passersby. His favourite was to sit back and have me ride his cock, my hands gripping the headrest as he spanked and bounced my juicy ass up and down on his lap, my 36DD tits jiggling and smothering his face. If he saw a Chinese man walk past the car, he would spank my ass hard repeatedly and make me moan loudly, maximizing my humiliation. I would never fail to cum even harder when that happened. It was no longer about job preservation. I was my boss’ sex slave and I loved it!

One week before the writing of these confession letters and before my husband finding out, I was standing in his office, wearing my wedding cheongsam, which he had demanded I wear. He walked around me, running his big hands over the tight thin silk, feeling my full tits and my hard nipples, when he brushed my hair to one side and began kissing my neck. I moaned, rubbing his face as he sucked on my neck, grinding my ass against the bulge in his pants. He moved up to my ear and kissed and licked it, before whispering something that caused me to gasp and literally stop breathing. “I’m going to fuck your ass tonight, Chinadoll.” I looked back at him, fear written on my face as his hands continued cupping and massaging my tits and tweaking my swollen nipples. “No…please…not that. Please Mr Smith, I’m begging you, anything but that….it’s wrong….I’ve never done that” I pleaded with him, thinking that having submitted myself so completely to him in the last few weeks, he surely had feelings for me. My boss looked at me and his face softened momentarily, and I kissed him deeply, sucking on his tongue, and I began to believe he wouldn’t fuck my ass. Suddenly, he roughly grabbed me by my hair, causing me to scream out in pain, and spanked my ass hard and fast. He yanked my head back as he spanked my ass, and I saw the rage mixed with wanton lust in his eyes. He growled “I’m going to fuck your ass and break it in nice and good….and I’m going to fuck your ass every single day from now on….by the time I’m done, you will be begging me to fuck your ass…” Tears, caused by the pain of my ass being spanked, as well as fear of being violated, ran down my face as Mr Smith dragged me across the floor and bent me face down on his table.

He unlocked a drawer and rummaged through its contents, retrieving a contraption, which I later learnt is called a ball gag. He shoved the red ball between my lips, gagging me, and clipped it tightly. My eyes were wide with fear and dread as he pulled my hands behind my back, pushing my 36DD tits into the table. I felt handcuffs being put on me and tightened, and I was desperately trying to look back to see what was going to happen next, but to no avail. Then I heard the unmistakable sound of my boss unbuckling his belt and unzipping his pants. Soon, I felt the head of his cock rub around my tight virgin asshole. I knew it wouldn’t be long before I was violated in the worst possible way. Once, my husband had slipped a finger into my ass as we were having sex, and I had gone absolutely ballistic on him, calling him a sick disgusting pervert and refused to let him touch me for weeks. Now, it was only a matter of moments before I would be ass raped by my white boss.

Mr Smith spat on his cock, lubricating it and my asshole as he rubbed his cock. He slid one finger into my ass, “Goddamn Chinadoll, your ass is so fucking tight that I can barely get one finger in there” he said as he spat on his fingers and began fingering my ass. I looked at my boss over my shoulder, wedding cheongsam bunched up around my waist, tears streaming down my face, “mmmppphh mmppphhhh mmmph”. He laughed, “I can’t understand your dialect, Chinadoll…” and he laughed, spanking my already sore and red ass. “Ok here we go Chinadoll, relax and it will hurt less….probably….not that I give a fuck!” As he said this, he spread my ass cheeks side apart and began to force the head of his cock into my ass.

I screamed into the ball gag as he pushed in, his head popping in. The pain was unbearable, and I felt like a truck was being driven up my ass. Without giving me much chance to adjust to my virgin anal penetration, Mr Smith pulled out slightly and pushed deeper in, gaining an inch of penetration with every thrust. I was trying to stand up but he held me down firmly as he plowed his thick white cock into my ass, slowing forcing 7” into my ass. He grunted with every thrust, until finally I felt his balls slap against my pussy lips, as I was fully impaled on his cock. “God your ass is gripping and squeezing every fucking inch of my cock…..you should be proud, no Asian whore has ever gotten my entire cock into her ass before….” I couldn’t even hear him, the pain was intense and I expected to pass out soon. He began pulling out and driving his cock in, going steadily faster and harder, until he was bouncing off my upturned ass, moaning in absolute carnal ecstasy. The pain in my ass began to fade, until there was a dull sensation, which began to steadily build up. “mmmppphhh….mmmmpppHHHH MMMMMPPPPHHHH!!!!” I screamed into the ball gag as my boss pounded his meat into my juicy ass. My body began to shake and I began to have the greatest orgasm of my life, crashing through me, an explosion in my pussy, in my ass, and in my brain. My body arched sharply off the table, until the back of my head touched my boss’ sweaty chest, as he grabbed onto my tits from behind and tweaked and pulled my nipples violently. I shuddered as another massive orgasm overcame me, and after squirting my pussy juices all over his thighs, I collapsed back onto the table, my face turned to one side. Mr Smith unhooked the ball gag and tossed it aside, never halting his deep assault of my once sacred ass.

His jaw dropped and his cock felt like it grew another 2” as he heard my pleas, “Oh god Sir, please don’t stop….dont stop….oooh yeah…..deeper….harder…..oh god yeah fuck my ass…” He dutifully obeyed and increased his ferocity, as he uncuffed my hands, and pulled me upright until our bodies were pressed together. He continued drilling my ass, his groin bouncing off my juicy cheeks, as I wrapped my arms around his neck, and turned my head back to him, pulled his face down and kissed him deeply. I looked into his eyes, and in an almost begging tone, said “I want you to cum in my ass….please cum in my ass”. That was the trigger as Mr Smith could take no more. He buried his throbbing cock deep into my ass and unleashed torrent after torrent of thick hot semen into the deepest recesses of my bowels. I also began to cum again, and we both collapsed onto the floor, our sweaty bodies entangled, his slowly shrinking cock still buried in my ass.

After a long rest, we got up and got dressed, with Mr Smith looking at me in awe and admiration. “I underestimated you…wow…that was mindblowing….” and trailed off, sitting down in his chair. I pulled my tight cheongsam back down, relishing the feeling of my boss’ cum deep in my ass. It felt even better than the times he came in my pussy. I walked up to him, swaying my hips and jiggling my tits, and pulled him close, whispering in his ear “You can fuck my ass any time you want, any way you want and any place you want. But there is one condition….you have to promise me one thing…” he stared with bated breath, no clue as to my condition, “you have to promise that you will cum in my ass every time you fuck my ass”. Mr Smith’s jaw dropped and so did he, right off his chair and onto the floor. He looked up at me, flabbergasted, wondering what he had created. I laughed, turned around and walked out slowly, knowing full well that he would be hard soon and desperate to live up to that condition.

In the week leading up to this confession letter, my boss began to fuck every one of my holes each day. As usual, I would begin the day by sucking him, getting my treat of a big load of cum. Then during lunch he would fuck either my pussy or my ass, before finally fucking the remaining hole in his car in the basement carpark of our condo. He calls me his ‘genuine 3-holer”. He seems to especially love fucking my ass, enjoying the warm and very tight sensation on his cock, and the way I beg him to cum in my ass. In the week since my ass was first violated, I have gotten much better at taking his thick cock into my ass. Today, the day of this letter, was no different. I gave him his daily blowjob in the morning, got fucked in my pussy on his table, and fucked in the ass in his car, just a few floors down from where we sit right now. That is why there are two separate white cum stains on my panties, from the cum leaking from each of my holes.

End of confession