This post is sponsored by The T Bar.
What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? Black
What continent do you live on? North America
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Engaged/Married (monogamous)
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 7
How many hookup stories have you here posted before? 0
Eating Virgin Cookie
How long ago did this hookup happen? 10 years ago
What was your relationship status at the time? Single
How would you best classify this hookup? Short fling
How long did you know the person before this hookup? For less than 6 months
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? I met A at a club in San Francisco. She was a cute 21 year old, petite brunette with deep blue eyes. She was with her friend, a very cute blonde with legs to die for, but I was drawn only to A for some reason. Maybe it was her swaying hips, or the blue eyes. Regardless, I approached and we began dancing. She was a damn good dancer, grinding on me, in all of the right places. Needless to say, we exchanged numbers and began dating. She fully disclosed that she was a virgin on our second phone conversation. She said it by choice and admitted that it turned guys off when she wanted to take things slow. I didn’t mind, because I was fresh off of a long term breakup, and was just looking for companionship. Anything else would’ve been a bonus.
When she said she took things slow, she meant it. We didn’t share our first real kiss until about the 8th date. We didn’t began making out and heavy petting until a good 3 months in. I allowed her to set the sexual pace and she told me that she appreciated that.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We were invited to my friends birthday celebration at a club in the city. The whole time there we picked up where we left off two months ago when we first met on the dance floor. Every chance we got, we were grinding on each other. She was such a cock tease on the dance floor, making sure she was rhythmically gyrating her firm ass on the iron hard rod forming in my jeans. I finally was able return the favor by turning her around, slipping my thigh between hers while falling in time with the music and her swaying hips. I made sure I pressed my thigh firmly against her warm jeans covered crotch as I did so. The look of lust in her eyes as she swayed on my thigh was intoxicating. The sight of this attractive virgin experiencing pleasure as she grinded on my leg was powerfully erotic.
By the time the club was closing, a storm had rolled in, and it was raining rather hard. Since I lived closer to the club than she did, she felt more comfortable staying at my place to wait the storm out, then head home in the morning.
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? We both freshened up and laid in my bed, falling into our usual make out routine, but this one was different. There was more passion, deeper kissing, harder rubbing. The club obviously got us both worked up. She rolled me on my back to give me one of her fabulous hand jobs, but I had other plans. I was gonna push my luck and see if she would allow me to take the lead. I stopped her stroking and put her on her back. I lovingly kissed and sucked her erect nipples, taking my time to make sure to warm her up well. I then cupped her hot, panty-covered mound and slowly rubbed and kneaded, as my kisses began to trail down her belly. I was doing my best to pull pleasure from her body, while at the same time gauging her comfort level. When I reached the top of her panties, I paused to look up at her face. Her closed eyes and slacked lips was my green light.
I proceeded by kissing and licking her hot, dampening, cotton covered crotch. Her hips gyrated a bit as I did so. I finally worked up the courage to slide the piece of fabric aside to expose her virgin pussy. I’ve never seen it this close. It looked freshly trimmed. I lapped at her slit and she jerked. I started slowly with long laps up and down her slit until I began hearing soft moans. I then slid my tongue between her labia and was greeted with sweet nectar, coating my probing tongue. I reached her tiny clit and her leg shook a little.
Before meeting A, I had just gotten out of a long committed relationship with a girl who loved oral sex. She had a rather large and very sensitive clit, so getting her off was an art of stimulating her clit just a little, then caressing her inner labia with my tongue. Out of habit, this is how I was proceeding with A, but I became keenly aware of her reactions when I reached her clitoris. She seemed to enjoy lots of clitoral stimulation, so I went to town, doing my best to wrap my full lips around her little button and swirling my tongue all over it. Her hips were raising trying to press her pussy harder on my mouth as I paid 100% of my attention on her clit. I cupped my left hand under her ass to help support her as I feasted on her tasty, wet box. The memory of hearing her repeatedly moaning “Oh God! Oh God!” is vivid in my mind as she arched her pelvis, feeding her pussy into my hungry mouth. Suddenly, we heard a loud ripping sound that stopped us both in our tracks. It was her panties. Some kind of way, her panties were pulled down her thighs a little, and was tautly restricting the spreading of her slim legs. The material finally began to give way to our passion.
As not to loose the mood, I quickly pulled what was left of her panties down and off her legs. With the panties finally all the way off, I was able to place both of her legs on my shoulders and picked up where I left off. Her moans began to increase in volume as she held my bald head in place between her legs. I suddenly felt lighting bold like jolts from her body as she began to cum. She seemed to have come pretty hard because My mouth was rewarded with a gush of her sweet juices I swallowed as I slowed down, lovingly, kissing and gently licking the remaining juices.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, one
Did your partner have an orgasm? Yes, multiple
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? After she came down a bit, she returned the favor by giving me a nice handjob and it didn’t talke long for me to blow a huge load all over her hand arm. We dated for about another month but I began to noticed that she was developing feelings for me that I could not reciprocate. I decided to break it off. That night was the one and only night we hooked up.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Discussed STI testing history, No penetrative sex happened
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Just happened, I don’t know why, just went along with 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 gave enthusiastic consent
How wanted was this hookup for your partner at the time? Somewhat
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
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? Not at all
Did your partner get emotionally hurt as a result of this hookup? Not at all
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? The long build up and the fact that i was the first person to giver her oral sex.
What was the WORST thing about this hookup? Nothing
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not at all
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little negative
Anything else you want to add about this hookup? It was very fun. We are still friends. She’s married with a daughter.
What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Society is too uptight about sex in general. As long as you’re safe and not hurting anyone, it’s fine.
What do you think about the Casual Sex Project? It’s great!
You have a hookup story to share? Submit it here!