What’s your gender? Man
How old are you? 31
What’s your race/ethnicity? South Asian
What continent do you live on? Asia
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Entrepreneur
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Muslim
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 3
How many hookup stories have you here posted before? 0
Banging the Hot Co-Worker
How long ago did this hookup happen? 2 years
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Short fling
How long did you know the person before this hookup? For less than a year
Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? T was the resident hot girl at work. Olive skinned, with thick sensual lips, dark raven hair and very fit. She was very stylish and often wearing very eye-catching stuff at work (i.e low cut tops, figure hugging skirts) that accentuated her very hot body. Basically, she oozed sex appeal. A friend of mine had briefly dated her a few years prior and he was often raving about what an an absolute dynamite lay she was. She was however very friendly and we met on such terms and got along very well even though we sat on different floors. We would talk movies, world politics and office politics and very quickly we became quite close. I think she craved the company because her profile intimidated most men and women from really engaging with her. Additionally, I was in a serious relationship that I never considered exiting so there was no sense of me being here for the appeal. This scenario led to a fairly solid middle ground where two adults were just friends. Or so I thought. Gradually as we became closer I began to notice little things she would do differently, like touch me a lot more, wear lower cut tops and bend down a lot more around me and even stay late to chat with me.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After a few weeks of this, the sexual tension was palpable. It took a turn for the worse when we shared a cab back home after a colleagues wedding. We were joking around as usual but at that point she brought her head close to mine and our foreheads bumped. For a second she was quiet and let her head rest there, and then just leaned over and kissed me. It was like a shock to the system and I immediately reciprocated, completely ignoring the alarm bells in my head.
What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I was supposed to drop her off and then go back to my place. The latter part never happened and instead I enjoyed a night of sex I won’t forget in a long time. We were at each other likes cats in heat, making out on the elevator as I let my hands roam across her body. We went inside and within minutes I had stripped off her clothes. She was gloriously hot, easily the sexiest girl I have ever been with. Her breasts, much bigger than they looked, were supple and had no sag. He stomach taut and almost washboard and her ass, almost heart shaped picture perfect. I had been in a monogamous relationship for almost a decade and had little or no experience but she took charge. She stripped open my shirt ran her hands on my chest and pulled my pants down hastily. I hardly expected what transpired next, as she pulled down my boxers looked up at me, smiled and took my cock in her mouth. She was excellent, an absolute pro and I just had time to remember that my friend had mentioned that she was an absolute magician with a cock in her mouth (which was a HUGE compliment coming from the friend). She jacked my shaft, sucked the head and alternated between deep dips to swallow my entire cock and lick the entire length. The sight of her beautiful lips around my cock pushed me over the edge. I came in two minutes and even though I warned her, she kept sucking and milked the cum out of my cock. I hadn’t had an orgasm this intense since i was a teenager; it felt like I emptied years of cum into her. She didn’t spill a drop.
I didn’t have time to recover. Barely had I stopped cumming, than she started sucking me again. I wanted to get away with my head really sensitive but she persisted even as I moaned loudly. She took off her panties as I fingered her to get her wet and then told me that she wanted my bare cock. That turned me on so much that I got hard again. Her pussy wasn’t overly tight; she freely admitted that she was regularly sleeping with people and that for me was also a turn on; but she knew how to fuck, oh boy. She let me go missionary, before taking charge and going cowgirl while I sucked her boobs. We fucked for 30 minutes in a variety of positions finally finishing with doggy when I felt ready to explode. She asked me where I wanted to cum and when I said her boobs she complied. After an intense fuck session I deposited my load on her perfect tits. I was spent after what was easily the most intense sex of my life but there were more surprises.
T hadn’t orgasmed yet and she was still horny. When I asked why, she frankly told me that she was used to much bigger cocks. She told me that she thought I had a cute, thick cock but the ones she was used to were as thick but almost double the length. For some reason this conversation turned me on like nobody’s business and I went over the edge when she said she would take me in her ass because she thought that would make her cum.
Needless to say I cheered my cock on to a third rising even as my entire body ached.
Without lubricant I used copious amounts of spit as I fingered her asshole. She loved that and asked me to keep doing this. I had never done so before but licking her asshole became almost an obsession as I could see how much it turned her on. At this point our talk had grown really dirty and I kept telling her that I was lucky to be here fucking her, a dream every single guy I knew harboured but never accomplished. At this point she turned this into a confessional and admitted that some guys I knew had accomplished this — and admitted to fucking my friend! As I ate her asshole, she proceeded to give me a detailed breakdown alternating between telling me how much bigger my friends dick was and how much it had filled her up to how he had wanted to really bad but never got to fuck her in the ass. I have been saving my ass, and I will give it to you today, she said.
I was immensely hard by now but despite the generous amounts of spit penetrating her asshole proved to be the toughest most pleasurable job I had done. After generous probing with my head I finally felt her sphincter relax and ploughed in. It was amazing, her ass grabbing my dick like a suction pad. I fucked her in her nice juicy ass and it finally pushed her over the edge as I played with her clit. She shuddered uncontrollably but I held on like a buckaroo, my dick ploughed firmly in her tiny asshole. Too soon, it was time to cum and I pulled out and came all over her delicious ass.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than one
Did your partner have an orgasm? Yes, one
What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? It was an immensely sexual hookup. I regretted nothing and I feel like this kind of sexual experience is something that can never be passed up on. Some people are just rockstars at sex and if you have the chance to sleep with one of them you should take it. I did and I dont regret it although it later created a lot of issues between us and effectively put paid our friendship. I was still immensely sexually attracted to her and fucked her a few more times over the next few months.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
What were your motives for this hookup? Attraction to partner(s), Emotional intimacy, closeness, connection, Thought it was an important experience to have, I didn’t want it but was unable to stop it
How intoxicated were you? Not at all (no alcohol or drugs)
How intoxicated was your partner? Not at all (no alcohol or drugs)
How wanted was this hookup for you at the time? Somewhat
Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’
How wanted was this hookup for your partner at the time? Very
Did your partner(s) consent to this hookup? They gave enthusiastic consent
To whom did you talk about the hookup? How did they react? No one. I am in a monogamous relationship and talking about this would only serve to create more complications.
How would you best summarize people’s reactions about this hookup? I didn’t tell anyone
Did you get emotionally hurt as a result of this hookup? A little bit
Did your partner get emotionally hurt as a result of this hookup? A little bit
Do you regret this hookup? A little bit
Why do you regret this hookup? The fact that the sexual connection and its fall out created a scenario where we fell out of touch. I think we were really good friends and that had been the basis of our sexual connection.
What was the BEST thing about this hookup? The sex. She was a sexual goddess, a master of the trait. She was also very hot and it gave me an ego boost to sleep with her. Finally, and most importantly, she gave me orgasms so intense that they reminded of the first time I ever masturbated.
What was the WORST thing about this hookup? The fallout whereby we are not in touch anymore.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes. I think casual sex is okay but not in a setting where you already have a monogamous partner.
All things considered, how POSITIVE was this experience? Somewhat positive
All things considered, how NEGATIVE was this experience? Somewhat negative
Anything else you want to add about this hookup? Simply that it was the best sex ever. Period.
What do you think about the Casual Sex Project? I think it is a fabulous initiative.
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