Indiscretion with a Colleague

[kimjerster]

It was some years ago, but I still remember it vividly as though it were yesterday.

I was a sales agent with an MNC, and had pretty much the freedom of planning my own time on a day to day basis. I was about 27 at that time and had already been married with 2 kids.

At that time, I was faithfully working out at the gym for the purposes of remaining fit enough to pass my IPPT in reservist. So it was a weekly routine of heading to the gym for a work out for at least an hour before heading to the office.

This colleague of mine, of whom I had a platonic relationship with for a few years already, felt that she wanted to lose some weight and asked me for some advice on how to do so seeing as I lost some weight and had some success keeping trim and fit.

I advised her to join me in the gym and I could show her the ropes on how to get a regime started for her as well. But I did tell her that it would involve getting up pretty early in the morning for this.

I even offered to pick her up every morning to achieve a regular schedule of workouts. As she was living with 2 other girl friends in a rented room, she said that it would not be a problem as she was now 'independent'.

Truth be told, I had not harboured any intentions at this time as I wanted to really help a friend out.

We managed to carve out a pretty regular schedule after awhile and after our workouts, we would normally head for breakfast before heading for the office. As time went by, we became even closer friends by now she was confiding in me about her new life living away from her mother's watch.

I was surprised to hear that she was out partying more these days as she was a pretty conservative girl just a few months before. I gather that her room mates were kind of wild and she was probably influenced by them.

She even told me that she got drunk one night and ended up naked in some bloke's room in the morning, but swore that nothing happened. All these stories began to excite me and started to harbour thoughts of being part of this new wild life of hers. She trusted me very much and I wondered after awhile, how I could take advantage of this position of privilege.

Soon after, she started to invite me out to her pub crawling activities although declined on many occassions, did join her for 1 or 2 outings.

My sense of lust soon began to take over and now I was thinking of ways of how I could start to lure her into my web of carnal fantasies. So after one of our workouts, I suggested watching a movie in the morning as she knew I liked watching movies. Given the freedom we enjoyed in our jobs, this was certainly not a problem.

It soon became a habit that we watched a movie at least once a week after our workouts as part of our secret escapades and somehow it was extremely exciting as it seemed so wrong for us to be doing so, for so many reasons. I could tell that this excited her as well and as the movie outings progressed, our proximity to each other during each show also improved. Then there was one time when my hand reached over and held hers and it really gave me a high, like a boyfriend holding his girlfriend's hand for the first time. She did not resist and I thought that it was going to get more exciting moving forward.

After the show we sat down for coffee and she finally confronted me about the hand holding during the show. She told me that she "was not that kind of girl" and reminded me that I was married. I thought to myself at that time that I had barked up the wrong tree and I was in deep shit for overstepping my boundaries with my colleague.

So as quickly as it started, my dreams of progressing to passionate love making seemed to have crumbled like a flimsy deck of cards. Being the gentlemen that I was, I apologized and promised not to do it again.

So, we went to the gym as per normal the next day, and after the workout, she asked me if I wanted to watch a movie that morning! I was confused but at the same time did not want to miss out and opportunity to be with her again. So we chose a pretty discreet cinema located near the Riverfront and proceeded to watch the movie.

During the show, I felt uncomfortable as we had just had the discussion the previous day, so I was hesitant to make my normal moves on her. To my surprise though, I found her leaning towards me as the show progressed. I was acting purely on instinct now and reciprocated by leaning towards her and in one movement, placed my right hand on her thigh. I was shocked to see that she had also placed her hand on mine and we began to clasp our hands together. At this point, my heart was beating feverishly and was wondering what I was to do next.

So I leaned my head further toward her face and gestured to give her a peck on the cheek. I was totally caught off guard when she turned to face me and planted her lips onto mine. I kissed her and she started to french kiss me like there was no tomorrow! I then proceeded to lick her neck and could hear her moan under her breath. It was fortunate that the cinema hall was nearly empty, thus we could continue to engage in our frantic foreplay. I started to moved down her shoulder making sure that my tongue did not leave the surface of her skin. I tasted her perfume on her neck and continued to go lower down her shoulder. She was by now, overwhelmed to an orgasmic high, I could feel her quivering with every lick from my tongue. I then proceeded to lower her blouse and inched my lips to her eagerly awaiting breasts and now hardened nipples.

I totally engulfed her pink perky nipples in my mouth and started to roll my tongue around it and could hear her moans getting louder and louder. I brought myself up for some air and while licking her earlobes, whispered to her .. "Shhhhh, not so loud, baby".

She pushed me back and reached for my pants and clumsily tried to unzip them. After some struggle, she managed to reach in and started to fondled my rock hard manhood and it was me this time, who was moaning in pure ecstacy.

We pretty much continued this thorughout the rest of the movie and until today, I can't really recall what the show was about.

After the movie, we zipped up my pants and put her blouse back in position and exited the cinema like civilized adults. We then proceeded in our car and thorughout all this time, never said a word to each other. I finally stopped outside her apartment and we just sat there, speechless from what has happened in the cinema.

I mustered the courage and turned to her and told her that I wanted to finish what we had started and suggested adjourning to her apartment since her room mates were at work. She said no and reminded me that we had a department dinner that night and that we should head back to the office.

I kept silent for a moment fully knowing that my brother, who had been awoken suddenly, needed to be entertained back to sleep. I thought to myself, " Drats, have to go toilet and PCC already ... sigh".

She then added that it would not be convenient to go back to the apartment also as she was afraid that her room mates will find out. I was then hitting my head as I never applied the cardinal rule of sales, that is to find out the true "objections" of the clients and address them!

So I told her that we could check into a hotel if she was uncomfortable going to her apartment. She said okay and before we knew it we were at the reception of a transit hotel near Changi.

After paying the fee, we proceeded up to the room. It was then that we both sat down feeling extremely uncomfortable with the thought of engaging in unbridled sex after knowing each other as colleagues for more than 4 years.

I sat next to her and started to kiss her on her lips and slowly unbuttoned her blouse. I removed her pants after that and proceeded to undress myself. By this time she has a full view of my manhood and confessed that she had never engaged in sex before and this was her first time, hence she did not know what to do. I assured her that I would teach her all she needed to know and she should just sit back and relax. Just as I was about to pull her panties down, she told me that she was having her period. I told her that it was okay and said that there were many things we could still do instead.

We kissed passionately for some minutes before she asked me if I wanted a blowjob. I replied yes and she asked me to teach her. I showed her how and she then proceeded to take my dick into her mouth. I must say that she was a good student as she nailed it the first time and I was soon enjoying myself with her thrusting her mouth up and down my shaft.

I was at the brink of coming and decided to give her whole body a catbath with my tongue. She was moaning and groaning after awhile.

Seeing as she had her period, I proceeded to dry fuck her outside her panties. She was now in seventh heaven as the pressure of my dick on her pussy was enough to drive her crazy.

We already had been at this for more than 2 hours and I decided it was time she was introduced to my jism. I sat on her belly and asked her to shake my dick hard. I soon was at my climax and exploded on to her breasts and had some sperm shoot onto her face and into her eyes!

She was totally shocked but at the same time turned on with the warm cum on her chest and face.

We laid down together for the remaining 30 minutes before showering and changing back to our work clothes. We kissed and hugged and I swear that i was falling in love ... or maybe lust with her.

By then it was already 5pm and we headed straight for the restaurant for our department dinner. I was mindful to drop her off first before making a round and parking my car about ten minutes after so that it would not seem that we arrived together.

That's it for Part 1, more to come ...

If you like my story, please give feedback or up my points and I will be glad to continue.

I do not know much about points, but my opinion to you is that if you deserve it they will give it to you, no point asking, it doesnt help when you get a little low-down to get the points and rep and whatsoever.

Cheers.

[SteveAu]

Keep it up! Nice story!

[killer_pussy]

Hmmmm very interesting, keep it up bro!

[glenn553]

well done bro, nice story, keep it up

[kimjerster]

Part II

We were at the dinner and behaved as innocently as we could. I could not help but to try and make eye contact with her and I was lucky when we glanced at each other across the table. I winked at her playfully and was amused to see her wriggle in her seat clearly feeling uncomfortable at the thought that she had just made love with her colleague sitting across the table that no one else knew about it.

I don't know about anyone else, but the thrill alone was enough for me to want more. The night went on without much more to speak about and we went home our separate ways.

We only met up again a few days days later as per our scheduled gym routine. It seemed funny that both of us did not speak about it throughout that entire time and I figured that it would probably be a one off thing and that I should forget about what had happened the last time.

After the workout and having showered and changed for work, we proceeded to have our breakfast and it was then that I brought up the subject of our little episode. I was genuinely keen to know if she was alright with what had happened or perhaps she was wrestling with her conscience given the fact that I was married.

She was pretty cool about it and said that she enjoyed what we did and had no regrets. She then confessed that she was actually still a virgin and she what she did with me was really her very first time. I was shocked to hear that immediately told her that in that case, we should not continue with this as I did not want to be the one to deflower her as I was not her boyfriend or husband.

What caught me by surprise was her reply. She told me that who she wanted to give her virginity to was up to her and she said that as long as she liked the person, she wouldn't mind. She even said that she was already 25 and it was time for her to lose it anyway.

I was confused because my big head was thinking no, but my small head was telling me, "Mai Tu Liao", because I had never had a virgin before and it would be a chance of a lifetime!

So I carefully asked her if I would be someone that she would be willing to give it to (in a joking manner, of course), and she replied straightfaced "Yes!". I asked her why and she replied that she had admired me all the while and harboured fantasies to be intimate with me for a very long time.

Being the pragmatic person that I had always been, I did not immediately jump at the opportunity as I did not want to hurt her because I was not willing to give up my family and kids for her and I did not want her to have that impression as well. I then proceeded to lay down the ground rules of the relationship and made it clear to her about the limits of how far we could go. I told her that I cared about her very much but at the same time, did not want to end up like many other married men who had to face the day when they had to choose between two parties.

She told me that she understood and did not want to break up my family also. She knew my wife well and said that she would not want to be the reason behind a broken family. I was ecstatic that I had my cake and was going to eat it as well.

But I reminded her also that she had a period and that we should wait till its over. She gave me a cheeky smile and said that it was ... over. I nearly lept off my feet on hearing that and asked her if it was okay if we did not use any protection given that it was the first day after the completion of her period.

She said okay. I suggested checking in again and she suggested that we head on back to her apartment as she was sure that all her colleagues were clearly gone for the day and we had the room to ourselves. (Hey, who was I to disagree ... willing fuck and a free room ... what more can a man ask for!)

We were there within 15 minutes and proceeded to the room.

We decided to take things slow as I wanted her to be relaxed and ready to receive my manhood for the first time. We undressed and rolled about the matress for while kissing passionately like two lovers deprived of each other for months. She leaned over to my ear and whispered and she wanted to suck my cock and proceeded southwards to do the deed.

This time, she took my cock in slowly, slurping every inch of it in until she was at the base of my cock. "Oh My God", I thought to myself, "she's giving me deepthroat!" I moved my hips in tandem with her rhythmic up and down movements and in no time, I was in seventh heaven.

After awhile, I pulled her up to me and started to French her in gratitude for that extremely enjoyable blow job. I could taste a hint of my manhood on her tongue and it made me even more aroused. I then whispered to her to lie down as it was my turn to return the favour.

She was lying on her back and I kissed her lips and moved down to her neck and tongued her neck until she moaned uncontrollably. I moved down to her cleavage area and licked her valley moving slowly towards her already hardened nipples. I sucked them with vigour at the same time being gentle with them so as not to cause any discomfort to her. She started wriggling like a possessed woman and I knew that she was in a world of her own and I was just glad that I could bring her there. I then licked my way to her stomach, her belly button and then to the top of her triangular bush ever so near her heavenly moist pussy.

I slowly parted her legs and started to lick on opposite sides of her pussy and I knew that it would only drive her extremely wild as I knew where she wanted my tongue to be. I finally obliged and gave my first lick on her already wet and waiting pussy and immediately felt her jerk almost uncontrollably. I turned up the radio so that no one could hear her moan and told her not to hold back. She started to moan and then she said ... "Where else can I find this kind of satisfaction?" I said, "No where baby, only with me", feeling kind of cocky that I seemed to have given her much pleasure.

I proceeded to guide my throbbing cock into her pussy and posistioned it at the tip of her pussy while rubbing my head on her clitoris. She could not bear to wait any longer and asked me to enter her. I pushed a little harder and felt an obstruction slightly further in. I then knew that what she was telling me was true. She was indeed a virgin and I could feel her hymen at the tip of my cock head.

I knew then that I had to take it slow and used my cock head to massage her pussy slowly inching my way in. I could see that she started to grimace in pain and I reassured her that it was normal and that I would take it slow.

With every inch I push, she moan ..."So pain, so pain". I was beginning to think that I was doing it wrong but at the same time felt that the hymen was beginning to give way to my slow gentle probe with my cock.

Once I felt that I was halfway through, I gave it one final thrust and I felt the hymen break and my cock finally through all the way. At that moment, I could sense that she was in pain and sucked her nipples gently so as to divert some of the pain away with pleasure.

After awhile, she regained her compusure and gave me the go ahead to proceed. I began slowly thrusting my cock in and out in the hope that she would be more lubricated as we went along. She exclaimed, "Your cock so big of course pain lah', but now I can feel the pleasure".

I increased my momentum and could see that the pain she was feeling slowly turning into undescribable pleasure. She started to moan loudly and wriggle her body again.

I stopped and asked her to sit on me. She obliged and soon she was riding me like a crazy cowboy. I taught her to relax and just move her hips because it gave me the most pleasure. I could see that she was enjoying herself and then asked her if she wanted to be fucked from behind, doggie style. She nodded her head like a good student and presented her backside to me immediately. I inserted my manhood slowly into her pussy from behind and grabbed her hips tightly and I started to thrust in and out slowly increasing the speed once I knew she was enjoying it.

She moaned and moaned and asked me to fuck her harder and I was clearly aroused by her dirty talk and increased my thrusting speed, ramming my cock into her pussy. I leaned over to the side to see her ample breasts swaying to the motion and leaned forward to cup them in my hands and playing with the nipples with my forefingers. She tilted her head back in ecstasy and I could see that she was near her climax.

I turned her over and fucked her missionary again. This time I was I thumping her with such a frenzy as I was working my way to explode soon. Finally during the feverish thrusting in and out of her now wet pussy, I felt her quiver saw her shut her eyes clearly enjoying the orgasm she was experiencing. I held my load back long enough for her to come fully and pulled out my cock and released my load onto her belly.

I saw my cum a little reddish as it was mixed with the blood from her broken hymen. It was the longest sex I had ever had looking back, as with the foreplay and the actual sex, we took about an hour and a half.

But the look on her face was satisfaction enough and she seemed glad that she had decided on me to give her the first taste of being fucked. We lay down on the matress panting for at least five minutes and I made sure that I cuddled her for the next twenty minutes to give her the reassurance that I cared about her.

After that we dressed but we were too tired to go into the office and we just spent time sitting in her room listening to music and chatting.

It was clear that she was hooked. Whether it was the sex or me, I could not tell.

End of Part II

[charlene84]

Of all stories i have seen this story is the mother of all stories as it seems to be the best ever done.Thumb up for the boldness and keep your cum level in lowprofile mode b4 ur wife sees it.

Feedback - Fantastic story!!! Great!!! Absolutely fabulous!!! Marvellous experience!!!

Points - Sorry, don't have

[kimjerster]

Thanks for all the encouragement.

As mentioned, this episode happened close to 8 years ago. It is obvious that we do not keep in touch anymore as you will soon find out in my following episodes.

I have been careful not to mention names or specific places so as not to risk being exposed, hence I have been as close to the actual encounter as can be.

I hate to leave stories hanging in the air as I would like to finish one episode in its entirety for the benefit of all my readers, and it will be the same moving forward, so no worries, bro and sis samsters!

[kimjerster]

Part III

The days after that went by like a haze as I knew that I was simply enjoying my new found hobby.

I guess I had created a monster because by now she seemed to be wanting sex almost on a daily basis.

One evening on my way home, she called me and asked me where I was. I told her that I was on my way home and she asked me to stop by her place. I asked her, "Your room mates not in?". She replied, " Yes they are, but I was planning to fuck you in the car!" I was stunned to say the least. I asked her, "Where?" She said, in the apartment's carpark?"

Unwittingly, I found myself steering towards her apartment and was there in 15 minutes. She was already waiting for me at the lobby and I really did not know what to expect as I have not been so adventurous before.

She got into my car and even before I could say hello, she grabbed my by my shirt and started to tongue me ferociously.

I knew now that this girl was uncontrollably horny and I needed to satisfy her immediately. We pulled up to the darkest, quietest corner of the condo carpark and continued where we left off.

She tore off my tie and pulled the buttons off my shirt as quickly as she could and started to lick my nipples. In the same breath, she said, "Finger me, baby".

I obliged and soon my fingers were inside her shorts and massaging her wet clitoris. All this while she was alternating between my nipples and playing tongue with my mouth.

I was shot into seventh heaven quite quickly and pushed her head downwards towards my groin area and she said, "You want me to suck you, yeah?" I nodded in agreement and she proceeded to unzip my pants, now with much more finesse. Out whipped my rock hard cock eagerly awaiting her mouth and she wasted no time in plunging her mouth on my manhood.

Up and down she went and with the obvious slurping sounds that came when her tongue rolled around my cockhead, I couldn't help but to moan in pure enjoyment. I still had my fingers on her pussy and by now it was totally wet with her warm juices. I started to finger her faster and it seemed to hastened her rhythym on my cock just as quickly.

My load started to build up and I shouted, "I'm cumming, baby!". Five seconds later I was jerking uncontrollaby as I exploded in her mouth. She dutifully took it in and swallowed every drop of it.

She brushed her hair up and looked me in the eyes and said, "Nice, baby?" I said "Yes, where did you learn to do that?" She replied that she had some lessons from her room mate after she told them that she was fucking me.

I said, "Oh, you mean they know?" with a concerned sounding voice. She said, "Don't worry baby, one of them is seeing a married man, and one more has just divorced her husband, so they're not really big about fidelity and the idea of marriage, anyway. If they did, would they have given me these tips that I have just practiced on you?" I smiled and said, "You naughty, naughty girl".

She gave me a girlish smile and said that I still owed her an orgasm. I said that I'll gladly pay her back after our gym session the nect day and she grinned as if to know that I would have said that.

She adjusted her clothes and pecked me on the lips and went on her way back up the apartment and reminded me not to be late going home.

"Ahhh, this is the life", I thought to myself.

End Part III

[funfox]

Bro kimjerster

Great contribution!
Any chance u bonk the rest of her room mates too?
After all u mentioned that they are liberal..... perhaps mass orgy also can.
(or u never thought of it)

Cheers n pls continue.................. meanwhile some points 2 U!

Dun quite believe the story teller becos :

1) If really virgin, she should not be very easy to enjoy sex the first time n have orgasm
2) He should have shoot his sperm inside the pussy instead of pulling out and shoot on her tummy if she is just one day after her period when he deflower her.

So i really doubt the authencity of the story.

[STi-]

Bro kimjerster... nice story there... slow n steady... keep it cumming... waitin for ur next installment...

[tomleo]

it is for reading pleasure..whether it is true or not is another story..

[LFCA]

Pretty gd story