My Bet with my colleague

[blade]

great story! please do continue.

[CityHunter789]

Actually the way bro ILOCK build up the story
It keeping us hook on whether sex or no sex involve

[koebshaq0_0]

Smoking hot story!! Thanks bro ilock ^^

[iluvbreast]

I wasn't expecting this twist to the story, that's why I keep coming back to read Bro ilikeoldchangke's thread it's really full of twists and turns

[G42.85]

Super nice story!!

[ljdevil]

Fuyohhh TS, the dream girl that i would want to have. Truly a cock teaser, fun to be around with, dont need to think of sex all the time just the everyday event and lil things she do is enough to keep a guy going...

[Nic25]

Yeah it's almost 6.30pm.
Waiting......

[hotdick69]

great read...... sure must booked marked hahahah

[ilikeoldchangke]

I’ve never felt so embarrassed before in my life. It was such an awkward situation and frankly, I was a little angry at Joan for putting me in such a spot.


I did not have any spare clothes at Joan’s place so while I went back home to get changed and agreed to meet the 3 of them at Hougang mall for breakfast.







10am


We settled down for kaya toast and coffee at a local joint and started some casual chat.

It was just something really casual, about me, my family and where I stayed. Joan’s parents never asked anything I found hard to handle since it’s pretty much surface conversations.





Joan’s dad asked if I knew about her current situation and I nodded. He did not continue about Thomas after tha.







10.45am



We had drained our second cup of coffee and Joan’s mum asked if I could leave them alone for a while.

They wanted to talk to Joan.





I felt a light squeeze of my thigh by Joan before I said my goodbyes.





Joan text me that she’ll head over to my place after she’s done.



I went to the library, got a couple of books and went back home.





11.30am


My parents were already out for their last minute Chinese new year shopping and I could see Jasper heading to the shower.


I shut myself in the room and settled down on my books.



It’s been a while since I could spend a quiet weekend reading.





12.10pm


Joan came back and I ignored her when she walked into the room. She knew she was in a little trouble when I did not acknowledge her coming in.


I was a little angry and it was not hard to miss.


I continued flipping my books even though from the corner of my eye I saw Joan pouting and looking at me.






I was lying on my bed on my tummy, taking up the center spot, Joan decided to squeeze herself in beside me.


I continued to ignore her and she put her head on my shoulders, speaking in a soft squeaky voice.


It was hard to concentrate on my books but I persevered.






Joan was in a grey singlet that day, her light blue bra straps were visible and she was wearing a pair of teal coloured shorts.


As she paced around the room, there was this floating cloud of teal at the peripheral edge of my vision.





Joan : Oei…. James….. Angry ah ….



She paced around a little more before ransacking through my wardrobe.


Joan : James baby…… don’t angry la….





I wanted to grab her and hold her down but Jasper was still at home. In fact I was waiting for him to leave before I rape Joan.



She flicked through some of my clothes and pulled out 1 of my tie.



Dangling it in from of me, she gave me this smiley face which softened me drastically but I bit down hard on my teeth and kept my expressions clear.





Joan came over to the bed again and just laid down beside me, sulking away.







Just then my door opened and Jasper popped his head in.






Jasper : Yoz…. You guys want to have dinner together ? I got a voucher. Need 8 pax. I’m 2 short.


James : You treat ah ?





Jasper : Ya la ya la…






He looked at Joan for her reply and she replied in an obedient manner.


Joan : If James say yes, I’m ok. I’ll listen to him…





She said it in such a coy and soft manner than Jasper raised his eyebrow.



Jasper : Ermm… ok…. See you at 7pm. Clark quay.








I heard Jasper close and lock the door shortly after.







Now Joan is a smart girl, she knows her way to get to me and she plays her cards right.


The moment Jasper left, she went and took my tie from the cupboard again and began to sulk and tie herself up in a dramatic and helpless manner, moaning about how pitiful she is.



She coiled the tie around her wrist several times before getting on the bed, nudging and squeezing me out of the way to make space for herself.






I placed the book aside and look at her.



She had this sad frown on her face as she stretched herself out on my bed, pushing her tied hands underneath my pillow.


Then she gave me this doe eyed look and she twisted her legs as if she going to be in some photoshoot.





Joan : Don’t be angry la…… I’ll….. I’ll do anything….


She said in in such a dramatic manner than I felt it was a waste for her not to go into acting.




I locked the door and strip myself and I saw another side of her acting skills again.






Joan : Oh……. No…….. oh dear me…. Someone….. help



Her voice was so high pitched and whiny that it was comical.

I could not hold it any longer and I burst out laughing.




Joan tried to get up but I quickly straddled her and held her hands down .







Her voice returned to normal immediately and asked.


Joan : So…. No angry liao ah… So petty… where got man like that one.


James : It’s so embarrassing ok…






She tried to get up, wriggling her way free but I held her down.


Joan : Oei…. Since not angry liao… this is it… no more…


I laughed and I kissed her as she turned her head left and right to avoid me.




She tried struggling a little and it aroused me even more.









At the end of that session, Joan asked if I was aroused by her resisting.


Joan : You like ah ? This kind of sick scenarios…


I admitted that it was kinda different, brings out a different side of me.






James : What about you ? You like it ?





She replied that she sees it from another perspective.


Joan : I like the thought of being helpless… haha…









1.30pm




We cooked noodles for lunch and I asked her about her discussion with her parents earlier on.


Her mum wanted to put the matter behind so everyone can move on, so she’s pushing for Joan to resolve the issues as soon as possible.



The paper work is ready and her parents wanted to sit down and settled everything at one go with Thomas.







Her mum just wants to take things easy and not bother about the business anymore, she wanted Joan to take over but Joan had no interest at all in the business. The last thing she wanted was to become Thomas’ business partner.


Then again, it’s going to be such a pity if she were to sell a profitable business to Thomas.



It’s like being caught between a rock and a hard place.




Joan was supposed to set up a meeting with Thomas after the new year and she just did not want to think about the matter for now.



On a serious note, I too was wondering how would Joan go about sorting out the issue with Thomas. Knowing how stubborn she could be, there was no way it’s going to end well.




3.30pm


After a little more cuddling, we got change and made our way to town to meet Jasper for dinner.


Joan had on this long sleeve top with puffy sleeves. The material is really soft and the silver colour shimmered and shine under the light in this really dreamy manner.

I’m not talking about those shimmer similar to the costumes singers wear on the 7th lunar month performance, it’s something more classy, something more subtle.


Her pants tapered in a shapely manner towards the bottom, bringing out the best of her legs. After she slipped on a simple pair of low black heels, she was ready for a casual evening out.



Being the typical guy, I just threw on a top and jeans. Joan made me change twice before letting me out of the house.


Women …




We shopped around for a while, picking out some new year clothes. Joan made it clear that I do not need to visit her relatives during the festive season, her parents included.


It’s a little sensitive for her family especially not all of the relatives knew about the breakup.



Joan : My parents …. Actually wanted me to keep this new relationship hush hush…. At least until things die off…


Joan : You know those relatives….. they tend to talk a lot…




I told her I understand where she was coming from and not to worry about it.



James : You’ll need to visit the relatives on my side though.



She perked up when she knew she was invited but I immediately told her to split the red packet she collected with me.


Joan : Is money that important ?


I could sense where that was heading so I quickly change the topic.



James : You are more important…. Haha



I got a playful smack on my arm and we continued our shopping.




7pm



Joan and I reached the restaurant at 7pm sharp and were surprised to find out that we’re the last ones there.

Jasper introduced us and it was not had to notice where the eyes of all his male friends drifted to.



There was 2 other girls at the table though and I thought 1 of them looked quite cute.


Joan took the seat between Jasper and me, shortly after that, dinner was served.



Joan was really friendly and sporting, talking and joking with Jasper’s friends. The guys showered quite a bit of attention on her. I was not jealous, in fact I felt pretty proud of Joan.

[ilikeoldchangke]

Jasper blushed a bright shade of red when Joan praised him a couple of times in front of his friends.


Joan : Don’t bully him ah….


She threw her arms around Jasper, pulling him close, earning a few cheers and someone shouted that he's jealous.






Now Joan was pretty observant too over dinner. She actually told me that Jasper gave her the vibe that he was interested in one of the girls at the table.


Joan : Look at the manner which they talk, the body language…


I shot her a look and asked.





James : You know how to read body language meh ?



She rolled her eyes at me before turning away.


Joan : I can read you like a open book James…







While waiting for dessert, Joan decided to play matchmaker and head over to chat with the girls. I did not know what she said or did, but when dinner ended, Jasper was seen whispering and laughing with the girl Joan said he liked.


James : What did you say to the girl ?






Joan replied without looking at me.


Joan : I told her Jasper is like his brother, both of them very simple minded and easy to control….



I ignored her comment and I wanted to thanked my brother for the dinner when Joan insisted we paid our share.






10pm


Joan and I were already sitting in front of the TV but there was still no sign of Jasper.





11.15pm



Jasper came back and Joan immediately asked him how it went.

He gave her a thumbs up and she gave him a hug.



Joan : You owe me one ah … haha. .. congrats.




Jasper : What did you tell her over dinner ?



Joan : I told her you’re a really nice and hardworking guy, unlike your brother….. and that she should hold on to you….



I gave Joan a wide eye look but she ignored me.







11.45pm


As I cuddled up with Joan in bed, I asked her if she meant what she said.


Joan : Which part ? haha


James : That I’m really simple minded and easy to control.





She must have sensed a change in my tone so she pulled my hand over her own shoulder and said she was just joking.


Joan : You’re not simple minded…….


She looked at me with her big round eyes and added.


Joan : In fact…. Sometimes I don’t even know what you’re thinking about….






I smiled and gave her this delirious look.


Joan : Haha… now I know what you are thinking about.



I cupped my hand on her firm breast, kneading them as she tried to push my hands away.


Joan : I meant it though …. About the part that you’re easy to control…



I immediately paused.




James : What do you mean… ?

Joan : hahaha





Joan got off the bed, place both her hands on her hips and said.



Joan : I bet you’ll beg me for sex before the 15th day of the lunar new year is over.








I checked the date on my phone and replied.



James : I’ll take up your challenge…. On the condition we start on the 1st of Feb. New year is on the 10th. …. 15 lunar days… 25th would be the end date.




Joan checked her phone too before doing some mental sums inside her head.



Joan : Ok. Deal…. What are we betting on.




I rubbed my hands in glee and replied without thinking.



James : You’ll be my slave for a day, and it’ll all be about sex….


Joan laughed and replied in a haughty manner.




Joan : If I win, you’ll be my slave for a day…… and it’ll be about everything except sex.




I got out of bed and immediately draft a simple contract.

We both put our initials on it before I fold it up and sealed it in an envelope.






I immediately grabbed her and pushed her onto bed. She tried to scream but I covered her mouth.



The rest as they say ,…. is history.









I do not want to bore you with endless details of our sexual encounter. We’ve had a few, in fact we’ve had more than a few, but one, one of it is special.






That one special night.





That night I would never forget.




A night that I would take with me to the grave.








The one night that I remembered and penned it down in excruciating details in my diary, reading it over and over again whenever I could.









28th January 2013

Monday




Joan came back to work and we agreed to maintain a certain level of professionalism in the office.



Her menses started on that day and she was having some bad cramps in the cubicle.




I ended up covering most of her work again.













31st January 2013


Thursday


It was 1 day before our official bet started and Joan asked me if I’m sure I could do it.



I snorted and wave her off.



What’s the big deal about not having sex for 25 days ?


I can masturbate myself.





No problem.



Now that Joan has a good stash of clothes at my place. I have access to everything.






You name it.



Bra, undies, bikinis, pyjamas, fbts….. anything.







I can indulge and cover myself in her lingerie and fall asleep on them if I wished to. I had no lack of materials to pleasure myself.



She’ll be staying over on Fridays too, that way, I can even have ‘freshly’ worn unwashed lingerie to satisfy my perverted mind.





What is 25 days ?




I did a rough estimate, if I just do it once every 3 days, I just need to musterbate myself 8 times and that was it.


The time will fly by in the blink of an eye.








In fact, I was already fantasising about what I could get Joan to do for me if I won.





Maybe outdoor sex ?


Perhaps some kinky BDSM play ?


Oh…. Should we try taking some videos ?



Maybe we could so some cosplay, get her to dress up as sailormoon as I rape her.







The mere thought of what I could do to her made me excited.





Mentally, I was prepared for what is to come.




What else can she do ?



Dress provocatively ?


Bent over a little while she drop some coins ?






Try to snuggle up with me in bed ?


Dirty talk ?







I laughed to myself and snorted a couple of times, tickled by the fact that we actually made that bet.









1st Feb 2013

Friday


Day 1 of our bet.





We finished work late, grabbed a dinner before catching a late night movie.

Just a normal date night.


Joan showered first, she had already taken off her cardigan and work pants in my room. Needless to say, I made use of it and got myself primed.



I entered the bathroom and immediately released myself, feeling waves of sanity returning to my brain.






3rd Feb 2013.
Sunday



It’s the last weekend before the new year.


I had a pretty formal dinner with Joan’s parents, this time round, they discussed Thomas in front of me.

[ilikeoldchangke]

I tried not to pay too much attention, after all it’s none of my business.


Yet I could not help but catch snippets of the conversation.


“lease ending”, “move”, “new environment “, “older estate” were some of the words I caught.






5th Feb 2013

Tuesday



6.30 am


I asked myself in the mirror if I was feeling ok and I nodded affirmatively.


I released myself again in the shower.




9.15am


I passed by Joan at the pantry and I gave her a wink.


No kick.


I got this.













8th Febuary 2013

Friday



It’s half a work day for us and frankly, no one was in the mood to work.


Mr Chan gave out red packets, wished everyone a good year and reminded all of us about the annual dinner on the 22nd Feb since most of us would be on leave for a few days during the festive period.



Joan stayed over that evening and I could feel her cuddling up a little tightly to me that night. I could feel her pressing her breast against me too.


She made a passing remark that her menses is almost over.




1am .



I excused myself to the bathroom and I released myself again, panting as I washed up and made my way back.






9th Febuary 2013

Saturday


Chinese new year eve.




Joan was over for reunion dinner, so did Jasper’s new girlfriend Cheryl.

My mum was beaming away when she kept topping up the steamboat and asked the girls to eat more.




I felt a pinch on my leg when Joan noticed me staring at Cheryl’s boobs.


I could not help it, it pushed against her rice bowl at least twice during dinner when she reached for the dishes.







11th Febuary 2013


Monday.



I could feel some weird sensation creeping up on me, as if I was going through cold turkey.






13th Febuary 2013


Wednesday




Joan came to work in a tube dress.

And yes, she kept dropping her pen near my work station.




4pm


I locked myself in a cubicle on another floor of the building. 15 minutes later, I gasped and gasped for air as I came onto a tuff of paper.



James : You can do this James…. You can do this.






15th Febuary 2013

Friday


Joan wore a tight blue dress that day. I had to tear my eyes away from her.


Over dinner, she suggested drinks, maybe heading over to a club but I resisted.


During the train ride home, she must have brushed and pressed her body against me several times.




I immediately rush to the bathroom when I got home.



By the time I’m out, I was feeling pretty confident I could win this.



She did not tease me anymore that weekend.




17th February 2013

Sunday



Joan’s parents asked me over for dinner. Her dad cooked some simple dishes.

Joan and I bought a watermelon earlier in the day and we were trying to cut it in the kitchen after dinner.



While I sliced into the juicy red flesh, I asked.



James : Few more days to go you know….. worried or not… hahaha.



She just shrugged her shoulders and smiled.






18th February 2013

Monday




I was paying close attention to Joan’s wardrobe. I knew it’s the last leg of the race.


The run up to the finale.


That was the last week.



I expected her to come dressed sexily, to be on her best.


Perhaps some lacy lingerie, maybe a deliberate upskirt or down blouse just to tempt me.


I chuckled and laughed to myself again, hoping she would try.




Then I would have the chance to rebuke her and say it doesn’t work.





That Monday, Joan came to work in normal pants and a shirt.





19th February 2013

Tuesday



Joan had a long skirt right up to her ankles, paired with a long sleeve turtle neck .





20th February 2013

Wednesday




Jeans and a blouse, long sleeve.




21th Febuary 2013


Thursday



It was the last bit. I did a full physical and mental assessment of myself in front of the mirror.


James : Yes. I am fine.


James : Yes I am good


James : Yes… I got this.




I did not feel the need to release myself as I wanted to save it up for the next day.


When Joan stayed over on Friday, I could have access to her fresh worn lingerie.
The oomph would be stronger if I released it tomorrow.





The only hiccup I had that evening was when Jasper texted me at 10.30pm



Jasper sms : I borrowed 2 condom from your drawer.




I immediately play an mp3 of zen and relaxing music and forced myself to sleep.






22nd Feburary 2013


Friday.




It was another half day of work for us since it’s our company’s annual dinner.

Mr Chan had booked a restaurant and had informed everyone earlier on that it would be a themed party / dinner.


We were to all turn up in old Shanghai clothes to experience that flamboyant era.

Prizes and annual bonus would be pegged to our dressing.







7pm



Seating arrangements were arranged by Siti.


The unofficial word in the office was that depending on where you are seated, you would know if you are getting a promotion and a big increment and bonus.


Mr Chan had this habit.



He arranges the seating and tables as he pleases.



He does not care if he paid for a 10 pax table, if he wanted 8 person on it, it’s 8 person on it.









I arrived at 7 sharp, checking myself in the mirror.



I had on grey pants, and a long sleeve white top. My cufflinks I borrowed from my dad, it was made of silver, in the shape of a rice sickle. He bought it from some sailors more than 20 years ago.

[ilikeoldchangke]

I had a black armband around my arm and I had gelled my hair back in a slick Shanghai Tang manner.




I went straight to Siti who was standing at the doorway to the private room Mr Chan booked.








I smiled and nodded at Siti


James : Siti…


Siti : James …





She nodded to a table of 4, set specially near a makeshift stage in the room.


She gave me a wink and asked me to prepare to treat her for lunch soon.










By 7.30pm, most of the colleagues were here except Joan.


I did text her but got no reply.






7.40pm





I felt my breath leave my lungs against my will when I saw Joan that evening.

Several heads turned as they looked over at the entrance.






Joan had a white fur coat over her shoulder and that was the first time I saw her with full makeup.


Her eyes were beautifully drawn, her features of the face brought out to an amazing detail by her choice of makeup. Her lips, a deep shade of red.






Her hair, she must have spared no expense on her hair.

It was not something she could have done on her own.






It was neatly styled in the 60s style, not unlike those you see in old posters. The intricate curls, the neat hairpins.


I felt my hand shiver as I saw the cheongsum she wore that day.







It was white, with threads of gold details running around the beautiful coloured prints.


The butterfly knots near her collar bone and neck were black in colour, matching the pair of black pearl earrings she was wearing







She looked around the room before settling her gaze on Siti.


She checked her seat and she was allocated to one with a table of 8 a distance away from me.





As she distanced herself from the crowd at the entrance, I saw for the first time how good her figure was, the tight cut of the Cheongsum plastered itself tightly to Joan, every curve, every bump laid bare for all to see.





I saw the pair of heels which instantly gave me an erection and I had to adjust myself in my seat.








It was about 2 inch high, with details formed by beads to resemble a cloud. I could see her toe cleavage as she sat down at her seat.



The moment she say down, I almost broke the handle of my seat when I saw the slit by the side of her legs for the first time.





I looked at my other colleagues.


The group of guys just fell silent for a good 10 seconds, staring at Joan.







I saw her looked my way, and our eyes met.




For that brief 1 second we looked at each other.




Then in a stuck up manner, she looked away and started chatting with the rest of the colleagues.







I swallowed a mouthful of saliva and took deep breathes.



It’s just my mind.



It’s only my mind playing tricks on me.









8.00pm



Dinner commenced and Mr Chan gave a simple speech.



I shared the table with 2 other guys, Peter and Patrick.




Mr Chan spoke nothing about work for the 1st hour of the dinner.






By 9pm, he started talking about projects, timelines and the direction the company is heading for the new year.









9.30pm


We ended the dinner at 9.30 to proceed to a pub operated by Mr Chan’s brother in law just across the road.

He had booked the whole place for us and drinks were on tab.





Mr Chan : No one leaves here sober tonight…..except Muslim staff of course….



There was a live band, and together with a MC, they held the company lucky draw.







Everyone was a winner, with prizes ranging from ipads to a staycation for 2 at Raffles hotel.




I won myself a 10gm gold bullion by credit Suisse.









When the live band stopped playing at 10.30pm, several colleagues were high enough to head up to the small stage to sing.




Classics like , 上海滩，夜上海，rang out in the background as we drank, chatted and had fun.












11pm


At least half of the office started to file out, especially those with family and kids, leaving only the younger crowd behind.


The lights were dimmed.



The pub grew quieter.





I went to the bartender and asked for a particular bottle behind the counter.






He hesitated, raised the bottle towards Mr Chan waiting for his nod before passing me the bottle.





I took 2 glass and place that 21 year old Hibiki at the table beside Mr Chan.





I poured both of us a glass and I thanked him for all the opportunities he had given to me thus far.







We chatted for 5 minutes before Mr Chan lighted up a cigarette.


I joined him, inhaling and feeling the rush of nicotine into my bloodstream after having stopped for so long.







I almost dropped my cigarette after I took the 1st puff.



My greatest fear had come true.






For the entire evening, I did not dare to look at Joan.



I did not dare to look at the direction where she sat.



I did not speak with her the entire evening.









Even at the pub, I chose a seat and orientate myself away from her.



I even tried to shut her voice out from my head.






I had to.






Because if I don’t, I know I would not make it through the night.




But it was too late.





All my effort went down the drain.






I saw Joan stepped up the stage and spoke to the live band who was getting ready for their second set.




Several colleagues cheered, Mr Chan whistled, clapping with the cigarette in his hand, dropping ashes everywhere.





I felt that cold chill run down my spine as Joan gave me a look.





A look that I would always remember.






I could feel my heart rate rising as I watch her slowly put her lips to the mic.







Joan : 可不可以。。。。你也会想。。。。起我。。。~~~













As her voice echoed and sounded out in the pub, everyone fell silent.






No one spoke.



No one cheered.





No one moved.






Joan was looking straight at me and i closed my eyes immediately.



With my eyes closed, my ears was filled with her mesmerising voice.






By the time the song ended, there was a second of silence before a standing ovation from everyone in the pub.



I followed the crowd too, standing up and putting my hands together.






Joan gave a sweet bow and walked off the stage.


I excused myself to the bathroom




i needed to wash my face.




When i emerged, it turns out that Joan was waiting for her turn at the shared bathroom.





We did not speak.


She walked right by me, her body brushing against my along the tight corridor and i could feel her slipping something into my pocket.




I heard her go into the bathroom and bolted the door.



I reached into my pocket and i felt my legs went soft.





It must be the whiskey.... it's too strong.




I staggered back to my seat and poured myself another drink and pulled out the card Joan dropped into my pocket.




It's a room key for hotel a mere 10 minute walk away.




I made up my mind as i drained my glass.



That night, I want to be Tony Leung.

Joan can be Tang Wei.

[14animal]

Nice update. Enjoy throughout the journey back home. Well done bro

[xiang8080]

clap clap.....the best I have seen in a long while beside the lovely MILF sister-in-law.

[takashi31400]

Bro,

Really nice story,after reading your story make me think back my younger time.
Thanks for your hard work.

Merry Christmas.