A Nerdy Guy's Encounters


    Chapter #11

    Fast forward a few months later, she told me there were two guys after her. So to cut the story short, she was together with a hunkish guy from NUS while I was wooing another lady from a different faculty. We did have lunch together, and occasionally I drove my dad’s small little car and gave her a lift home as she stayed quite near me. I still lusted after her but it’s hard to break the barrier, especially since she was attached. She often called me and invited me for supper. I happily obliged most of the time and had great fun and laughter while filling our stomachs. She also told me her brother was abroad studying, while her mom worked in the city area and won’t be back til 2am. Her dad was in China for business work and as a result, she felt lonely and trusted her bf and me only. The ugly incident in year one damaged her reputation as Z spread around how she seduced him, etc. Oh well, that’s how ridiculous the world is.

    Before long, it was a few months before graduation. We were so close that she invited me to her empty flat and studied together. We even watched porn and talked about all the movements and actions. She was like “eek, so dirty!” “How come the guy so big??”

    “wa, why complain so much? Don’t tell me you are still a virgin?!” I quipped.

    “Of course. I love my body and I want to leave it to mu hubby. None of my bfs at the moment are worthy to even touch me!” She retorted.

    “Yaya, wait you become an old virgin next time!” Amazingly, I still couldn’t seduce her to bed. I was getting real bored and demoralized as I can’t believe none of her bf can laid her, let alone me. I decided to just focus on studies and remained friends with her without lusting about her.

    Another incident was during one of the suppers, she introduced me to her childhood friend whom she grew up together. Let’s call her B. B looks demure and fair, but she speaked quietly. She has big eyes, but her smile looked awkward though. I was amazed at her figure though. She was short, but boy was she voluptuous. At least a 36C, 26 36. That night, they ordered beer (mixed with stout) and I found an excuse not to drink as I was driving. Amazingly, B felt tipsy while A was relatively somber. It was at the coffee shop near her place.

    “Eh, help me move B to my room leh.” A told me.

    “Hmm, together ah. It’s about three blocks away and B is not exactly very petite.”

    “Yaya, can tell you were ogling at her throughout, right?”

    “What to do? I can’t ogle at you.”

    “Continue fantasizing me ba!” She stuck out her tongue and together we moved her.

    When climbing the stairs, I supported her back and “accidentally” held onto her perky, round firm butt. Her tight fit black pants further accentuated her wonderful butt and I felt a reaction underneath.

    “Hey don’t anyhow touch her k?” A told me while helping B at shoulder level.

    “I am a gentleman k?” I lied while enjoying the feast.

    After reaching her place, she grabbed some warm towel and wiped her face and laid her on the sofa, before going to bathe. I felt excited, and tried to act gentleman.

    “Hey B. You still ok?” I shook her shoulders.

    Hmm, no response. I caress her face. Wow, smooth face and skin, fair like tofu. I thought.

    I couldn’t resist slipping my hand into her blouse and I felt her large bra cup. I was breating real hard and I couldn’t concentrate. Believe me, anyone can hear my heart thumping.

    “Hmm, very itchy..” She mumbled. I jumped and pulled my hand out. She turned to the other direction and I began caressing her awesome butt. I tried finding her panty trace, before realizing she actually wear a G-string! I touched, squeezed and felt her butt outline and lowering put my face to it, marveling her wonderful figure.

    Suddenly I heard the bathroom door opened and out came A. She looked sexy with an oversized t-shirt and short pants. I looked at her and wolf-whistled and she threw the towel at me.

    “Is she OK? Hope you didn’t touch her.” She quipped.

    “Of course not. I was reading the newspapers while waiting for you.? I lied.

    “Hope so. Her BF is a super ah beng with a lot of tattoos. Better think with your big head ah.”

    “Ya. I don’t lust after her. Actually I am lusting after you.” I stared at her with woofy eyes.

    “Naughty. Too bad you can’t do anything to me. I will tell my bf you bully me if you touch me.”

    “OKOK, relax.” I went over to take my bag, and just as I turned around, I bumped into her and my entire right arm bumped into her boobs. Holy crap! She wasn’t wearing a bra! She was wearing a brown oversized t-shirt and I couldn’t tell until I bumped into her.

    “Wah! Watch where you are going!” She was shocked.

    “Sorry! I better be going.” I went with a super big hard on, knowing I had literally molested two hot ladies in one night. Went home and happily released myself in the shower.

    Boring? I am going for the holy grail next, but that will be three days later after booking out from my reservist.

    Post #24
    2 comments
    Chapter #12

    Quote:

    Originally Posted by

    Starkarat

    wow cool! what a moment for u to touch two boobies at that point of time!

    Touching, be it “accidental” or petting, is nothing to me.

    Wait til you read the next installment. But that will be after my reservist.

    Post #27
    8 comments
    Chapter #13

    After the final paper, at that very night, she called me and told me to pick her up. I could tell she was crying. Picked her up and she told me she was feeling vexed. I proposed bringing her to Kranji Reservoir Park to hear the waves. Experienced bros here will know it’s a nice place to make out. I miss D and I intend to substitute her with A (pls read my previous encounter).

    She wore a short mini skirt and a white sleeveless tank-top with a nice cardigan. After parking the car, we walked to the park. It was a weekday midnight with literally no one there. The lamps didn’t lit up well, giving rise to a dark, quiet, and serene ambience and one can hear the waves lapping. It’s a fantastic place to make out, seriously.

    We sat at one of the wooden benches closest to the sea. She sobbed and told me she suspected her bf was fooling around in NUS, and she checked her hp and realized he was sending mushy SMS to three other ladies. Of course I tried to be the bad guy and sowed discord between them. Nothing is going to stop me from taking her virginity soon, I thought.

    My arm was on her shoulders and I patted her head at times. I told her how sweet and pretty she looked and her bf is crazy to go and find other gals. I added more mushy words and finally kissed her forehead and looked at her with feelings. Yeah right, I just gotta screw her, I thought.

    Finally our lips met and there were plenty of tongue exchanging. I caress her face with one hand while the other was stroking her hair and moving down and onto her boobs. Slowly and patiently, I slipped my hands into her bra.

    “OOOmmmm… what are you..?” She tried to mumble while my tongue was inside her. I kissed her even harder, literally sucking her saliva. The other hand was stroking her hair and face.

    I felt her boobs. And yes, it is no doubt a B cup. I felt her nipple. I used my thumb and index finger and did a soft pinch to harden it, drawing more moans. I felt she was struggling and that might be the end. I pulled my tongue out and looked into her teary eyes.

    “I have feelings for you even since I saw you. I know I always joked around, but I won’t joke about such things. (yeah right, I just wanna bonk her) It hurts me to see you cry. I am sorry I can’t control myself.” I then proceeded to French her and she offered little resistance. I noticed her she can’t seem to sit still. Maybe she was wet?

    I became bolder and slipped another hand into her bra and petted her right boob. She started light moaning and looked at me. I proceeded to pull up her coloured bra (can’t tell what color under those dim street lamps in the park) and went down and kissed. She let out louder moans and rested her hands onto my hair.

    Suddenly her HP rang! Oh man, what an anti-climax. She seemed to awake from trance and adjusted herself and answered the phone. It was her mother, asking her where she was as she called home and A didn’t answer. After hanging up, she said it’s a bit cold and she wanna go back to the car. I was so damn pissed off but I knew I had to persevere to get the ultimate fruit after knowing what happened to Z.

    Post #36
    0 comments
    Chapter #14

    In the car, I told A her sweater was at the back seat. She went to the back while I started the engine and switched on the air con. She then said she coulnd’t find it. I went to the back and realized she was seating on it. Told her to stand and I grabbed it and pretended to throw to the front. She leaned forward and tried to grab it and that’s the moment to strike. I leaned onto her and kissed her.

    After some struggling, we were back to the previous state. She laid on the seat and I was above her, sucking her right nipple, one hand into her mini skirt and the other fondling her left boob. She became very high and started making real sexy moans. I felt her panty became soaked and I pulled it one sideand touched her abalone! The forbidden area that she claimed none of her 5 ex-bfs had ever touched. The moment I touched her clit, she jolted and slapped my chest. I looked at her and smiled and said “You are mine” and started stroking her hair and cheeks. She smiled and said I was naughty.

    I pulled down her panty and she struggled. I leaned forward and kissed her lips and told her she’s sexy. She smiled and resumed kissing and I was trying to find her clit. She started moaning very loudly and was gasping at times. I then did an amazing stunt. In the constraint space, I pulled her legs up and I backed off and my head went down her pussy and tried to lick it. Under the very dim lights, I could see some glistening outside her pussy and she was not naturally bushy. She started trashing around once my tongue went into her pussy. My goodness, I found it hard to even insert my tongue in! I realized that her pussy is tight enough to push out my tongue. The taste? Hmm.. a bit salty with a bit of female aroma, but I can’t comment as she was the first woman I have licked.

    I then leaned forward and kissed her lips, one hand on her boob while the other was fingering her pussy, which I was having difficulty. By that time, she didn’t notice my little bro was already hardened and hanging out. My berms and briefs are already at my knee level and by leaning forward, I have more room to pull to my ankle level. Soon I alternated between my index-middle finger and my cock. It’s hard to enter her, even fingering is a major problem! By this time, she was literally gasping and moaning and my head was at her boobs sucking her erected nipples and occasionally saying she’s hot and sexy.

    Stay tuned and I assure you will be rewarded!

    Post #37
    0 comments
    Chapter #15

    I have received points from a few bros here– namely babyonboard, nokia8210 and a few others.

    Thanks but actually I don’t really know how to appreciate these points. So perhaps you guys can donate to others?

    Anyway, I shall continue since there’s no objection about the morality of my encounters.

    Post #38
    3 comments
    Chapter #16

    Not been feeling well lately, hence the delay. Please enjoy my realization of the holy grail.

    Finally I managed to insert 1cm of my cock head into her pussy! I froze and I leaned forward and kissed her. She felt something inserting and froze as well.

    “Are you inside me?”

    “Nope, it’s just my finger” I lied.

    “Your finger is big and it hurts me.”

    “Oh, I am using two fingers.” I stopped her and frenched her hungrily. She let off her guard and began to fall back into her trance. I re-inserted and tried to pusy slowly but the excitement and the tightness kept pushing me back. “How come she’s so tight as compared to D?!” I thought. I really need to bang this sexy woman who was considered one of the most desirable lady in my course. He had so many bfs before, and she’s still so tight?! I continued in missionary position, with my hip doing millimeter thrusting while assuring her it’s my fingers.

    I suddenly felt something blocking my cock. My god!! She’s still a virgin. How could such a sexy gal with 5 bfs before still remain a virgin, and letting a loser like me to be the first to pet and fuck her? I took a deep breath and while kissing her, I withdrew my hips a bit, one hand on her bob, the other stroking her, and pushed forward my hips with slightly more force. She suddenly squealed out loud and broke the kiss abruptly.

    “Hey that was painful!”

    “I am sorry. I will be gentle. It pains me to see you in pain.” She smiled before looking at me before realizing something.

    “Hey, both your hands are on me. What is that inside me?” She looked at me with shock, both eyes widening.

    “You are mine.” I frenched her forcefully and I forced my tongue into her and continued millimeter by millimeter into her. Damn, she’s so tight and warm and moist. I don’t even care if it’s cum or blood. I just couldn’t believe my luck I have taken the virginity of a hot desirable, attached babe in my course. She struggled but I was too strong for her and she gave up. After about 10 min of strenuous thrusting (believe me, a constraint area gave rise to very tiring and challenging fuck session), I felt the urge to cum and I tried pulling out. But she was so tight and I stopped first and told her not to move. She was in a daze and a bit teary-eyed. I was afraid I may cum inside her, so I slowly pulled out and then I began stroking and fired onto her toned flat stomach. I realized my cock was red in color. The smell of blood lingered in the cramped environment and she smelt it. Then I bent down and kissed her. Suddenly, she pushed me aside.

    “Why did I let you fuck me?” She said in a weird funny tone. I was panting and perspiring and I told her it’s OK. I have liking for her, but I don’t think we can be together. All those sweet mumbo jumbo words to indirectly tell her I liked her, but don’t want a commitment and that she should continue to be with her bf. Believe me, I was amazed when she didn’t ask me to be her bf. I could tell she somewhat regretted and was pissed off with me for being such an opportunist. So I had to spend quite some time to sweet talk and pacify her while driving home.

    We adjusted our clothes and her clothes are in a real mess. Her mini skirt zip was almost spoilt and her bra was almost torn. I drove her home and SMS at night with some mushy words used. She felt guilty but believe me, some words that were used in Sammyboy are useful in handling such situations. The journey was quiet, but I was smiling happily and gleefully. From that night onwards, I knew I had gained a FB. And yes, she was still together with her BF but I continued screwing her for two years. I will relate some exciting moments with her in the upcoming posts.

    Post #42
    0 comments
    Chapter #17

    After losing her cherry, she no longer feared and resisted sex. However, up to this point, I had to touch and pet her before having our steamy sessions.

    On National Day late morning, she was bored at home and she SMS me saying her computer had problems. I literally flew down and helped her fix it. I realized she was braless and she was resting her leg on my thighs throughout while I was removing some malware from her laptop. After the work, she rewarded me with a long kiss and of course in no time, I was screwing her raw after all the foreplay. She loved being licked. Despite the multiple sessions (I always screw her raw, absolutely no condom at my insistence), I never have the chance to creampie her. Knowing her period just eneded, I decided to give her a surprise fuck that will make her remember for the rest of her life.

    Normally I don’t do doggie at the verge of cumming as it’s my most sensitive position. I chose to do doggy when I almost cum. She had no clue except knowing how shiok and she’s fell into her own sexual craze. I screwed her hard and held her perky firm butt and froze, firing my seeds into her and she had no idea what happened. She said she felt some weird throbbing sensation and this fuck session had an unusual amount of lubricants. LOL. After I released my soldiers into her warm pussy, she continued rocking her butt and kept grinding my flaccid cock. After ten seconds, she asked me why her pussy inside felt so warm and full. I then pulled out.

    All the cum leaked out and dripped from her pussy and she felt weird still in the doggie position. She put her finger into it and dug it and she saw it’s white and thick.

    “Hey you cummed in me!!!” She literally screamed.

    “You are safe today. No worries.” I smiled, still so gleeful at cumming in her.

    Suddenly she slapped me and she cried. Apparently she was worried about being pregnant after hearing her friend was pregnant despite internal cum-shot in her safe period. She quickly went to toilet to wash up while I was recovering from a bruised ego from the slap. I comforted her when she came out and actually brought her to Thomson Medical Center to purchase after-morning pills.

    She took the first pill immediately and we went to eat. Halfway through she kept fidgeting. After eating, I asked her what’s wrong and she pulled me to a stair case in the shopping center and she lowered her panty from the mini skirt and told me to see what I have done to her. Her panty was still soaked from my cum and apparently she couldn’t wash the cum inside her. I felt a great sense of satisfaction and told her to buy a new one then. Made some excuse saying I had some urgent stuffs to do and left her shopping for her new Triumph panty.

    Post #43
    0 comments
    Chapter #18

    Another encounter to add before going out.

    By this time, most of the sessions are at her place. However, I prefer outside area because I really have this fetish to let people see that I am screwing a hot sexy gal who is desirable among the course mates and only allows me to screw and no one else, not even her bfs. This feeling of “illegally owning” her body and taking her virginity is the most amazing feeling a man can ever get and yet can’t share to friends. She still didn’t let her bf touch her, while I am busily satisfying her to the point where she was begging me to fuck her at times. And the worst thing is I can’t even tell all my university khakis. It’s like I have won the Holy Grail and yet I can’t share this success, glory and achievement to any of my friends and I was actually sad about it. That was the time where HP camera still can’t film clips, so filming her was out of the question. I told myself I must screw her at a public place to at least let people see and savor my success.

    So on one of the nights, she drove her Dad’s Toyota RAV 4 and picked me up. After a nice supper, I proposed going over to our old haunt (Kranji of course!) to hear the lapping of the waves. Once at the car park, we moved to the back seat and lowered down the back seats to take advantage of the larger space together with the boot. We watched some nice RA clips on her laptop before proceeding to kiss her. Both of us were naked and I was busily sucking her nipples and fingering her.

    Out of a sudden, I sensed some movement outside the car. I realized there was a man (should be a guy; can’t tell under those dimly lit conditions) in the parked truck beside us. I could see the cigarette lit up and obviously he could see inside what we are doing because of the street lamp and higher elevation. I suddenly felt extremely excited and I kept distracting her to make sure she became oblivious to the surrounding outside. After some serious car earthquakes, I was exhausted but couldn’t cum yet.

    As I was resting, she was worried about peeping toms and tried to dress up and became alert. I quickly grabbed her and started kissing her and sweet-talking her. My dick became rock hard again and I thrust her the second time in doggy style while facing the truck directly! During the serious fucking, I saw a hand gesture that resembled a thumbs-up sign from the truck driver. I remembered waving back and smiled to myself and I reached the point of no return. Finally I managed to pull out and fired onto her butt. I quickly cleaned her up and changed direction so that she remained oblivious to what happened just now. Within a minute, the truck drove off and she was shocked that there’s a driver in it. I calmed her down and told her that there are drivers who sleep in the vehicles and then just wake up and drive off. And yes she believed it. LOL. I requested her panty as a souvenir and she sportingly agreed. So basically she wore a mini skirt without panty home. Anyway, she drove me back and after a while, she SMS me saying she reached home safely. That was the most awesome fuck I ever had til now.

    To the truck driver who saw the whole 40min session, you are real lucky to see the whole thing, although I pity him for only able to see but not fuck her. That’s why even til now, I do not hate peeping toms. For couples that fuck in public and outside, they should be prepared to be caught and peeped. My purpose that night was precisely to be watched so as to “share” my joy and happiness in screwing A.

    And to add on, our record was fucking five days in a week. I took two days urgent leave and two days medical leave just to satisfy her crave. At the end of the week, I couldn’t walk properly and had to stay at home and recuperate throughout the weekend.

    Stay tuned for other escapades with A!

    Post #44
    1 comments
    Chapter #19

    All the fucking is not FOC of course. She’s a demanding lady who called at 12 midnight demanding that I listened to her problems. With eyes barely opened, I listened to her as she bitched about her daily encounters. A wild idea suddenly crept into my mind.

    “Hey you got webcam?” I asked excitedly.

    “Ya, but I only used it to webcam with my Dad.”

    “Let’s try.”

    “Sure.” She was really thinking it was going to be just a normal webcam chat.

    I took off everything and cam with her. She initially gave a shock squeal. I started dirty-talked with her and told her how wonderful her figure was, her wonderful boobs that made me went gaga, her nipples, her moans, her seductive stares, etc. She got aroused and I told her to take off her bra, and wear a translucent t-shirt and tucked into her panty; panties to be removed. She did exactly that and I told her more dirty words and I could see her nipples getting erected and protruded like raisins from her t-shirt. I told her to squeeze her left breast and looked at me and then sucked her index finger. Since she was on, I also shifted my webcam to focus on my cock and I started to mast.

    Suddenly I heard a voice in the background! She quickly blocked her webcam and she said in a hush her mum was outside her bedroom. She wore back her pants but not her bra. I could hear their conversation although I couldn’t see. After her mother left, I continued dirty-taking her and she eventually moaned with her finger in her pussy while her left hand is squeezing her right breast. Eventually I cum onto my palm and I used another hand to zoom in my webcam to the cum and told her it’s hers. ☺

    Post #46
    0 comments
    Chapter #20

    As mentioned earlier, I had been fucking her for slightly over two years. In the build-up to the final fuck, we had phone sex (as usual) and she looked reluctant. We met up at H81 Kovan on a weekday afternoon after applying half day leave. After showering, we began our usual foreplay. And no, she has never BJ me before.

    Just as I was about to enter her abalone, she suddenly stopped me and insisted me to wear rubber. I was shocked as we never used rubber for the past two years. I agreed reluctantly and with much effort, I managed to put it on but my performance and sensitivity was affected and my cock deflated soon. I pulled out and told her I was too tired. She started HJ me and dirty-talked me about my cock, etc and I got erected in no time.

    After a while, I started to thrust. Again she reminded me to wear condom. I just frenched her and she seemed to be avoiding. I kissed her neck and pinched her nipples and she became high. I had a feeling this could be the last fuck and I wanted it to be memorable. So I entered her raw despite her objections and struggles and screwed her in various positions. As her butt is not as perky, firm and shapely as D’s, I chose not to doggy her. In this case, I prefer missionary and spoon so that I can see her boobs. I screwed her for over 40 min and perpiring furiously and sweat drips onto her body before I felt the urge to cum. She sensed my cock expanded and started to throb.

    “Don’t cum inside, PLEASE!!!” She literally exclaimed loud after breaking our kiss.

    “I try not to!” I muttered back, with beads of perspiration literally dripping onto her. Eventually I intentionally fired into her two spurts before pulling out and cum onto her body.

    “Did you cum inside?” She snapped after I rested beside her.

    “Nope.” I lied. She fingered herself and felt my cum inside her.

    “My god. I will ROM in two days time. What if I get pregnant?!” She exclaimed, before slumping onto me. I finally realized that’s why she insisted on safe sex, avoided the kisses, etc. Guilt must have caught up on her.

    “I know it’s the last fuck. I wanted it to be memorable. I want you to remember me forever. Even though you were beside me for the past two years, at least I am your first man. I want to remember you forever too. I am envious of your hubby, cuz he is marrying a good gal as wife.” I kissed her and she kissed me back just as our first fuck. But I saw some tears from her, before breaking off the kiss and hurriedly washing up. Turned out it was two days after her period, which is safe.

    After we left the hotel, she hoped I wouldn’t contact her anymore if I ever treasured her before. I respect her decision and I wished her the very best before dropping her off at her place. Two months later, she finally went online in MSN and her profile pic was her wedding shoot with her hubby. That was the last time I ever saw or heard about her. She had also since changed her HP number and then moved to China to work with her Dad. Her wedding dinner was held in China and literally no one from our cohort attended. The last thing I heard from her friend was she was pregnant.

    Altogether, I must have screwed her for over 100 times and sex with her has somehow reached a stalemate towards the end of our flings.

    In my third encounter, it’s straightforward and yes you guess it. I did it with a colleague. Stay tuned.

    Post #47
    0 comments