What’s your gender? Man
How old are you? 36
What’s your race/ethnicity? Southeast Asian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? IT
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Hindu
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? 1
In Broad Day Light
How long ago did this hookup happen? In 2011
What was your relationship status at the time? Engaged/Married (monogamous)
How would you best classify this hookup? Short fling
How long did you know the person before this hookup? Just met that day
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? Let’s call her Michelle. I don’t even remember her real name; I don’t think I asked. I was married for 4 years and things were problematic in the bedroom. I had just finished my masters and had been looking for a job for 6 months with no luck. My self-esteem was at an all-time low due to not making any money and not getting any in the bedroom.
My wife was working full time, so I would use the day to look for work. I would often visit craigslist, while it still had the connections sections, and would post, as well as reply to posts.
I started talking to Michelle. She was also married with three kids and was having issues in her marriage. She was looking for attention.
She shared some nudes with me. She was a rather large woman, a BBW. I never thought I would ever have the courage to go further with this. She would tell me about she had been cheating on her husband quite a bit.
We would talk on the phone and she would share her fantasy of hooking up in the woods. One day we decided to meet in person by a trail near her house.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We sat on a bench and talked for like 5-10 mins. And then I said, “I want to feel those tits.” She obliged and undid the zip of her sweatshirt. She had MASSIVE tits. I started squeezing them hard, pinching her nipples, and she was loving it.
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? She suggested we go somewhere a bit more private. So we walked in the trail for 5 mins and took a side trail. It was around 1:00 pm in the afternoon in broad daylight. I kept thinking “what the fuck is happening?”
She stopped turned around and got on her knees. And undid my shorts and took my cock out. She smiled and looked at me. And just like that, she took me all in. I was in heaven. This was my first blowjob ever in my life, and I couldn’t believe that it was actually happening. It felt amazing! So many thoughts were racing in my head, one of which was that I had just met her in person about 20 mins ago. Sure, we had talked on the phone and exchanged pics, but still.
She really went at sucking my cock. And in my acute wisdom, I had cleaned my pipes before the meeting, so I was built to last. She was impressed. She was constantly spitting on her hands and giving me a sloppy bj. I had both my hands behind her head and pushing my cock all the way in. She was gagging, but she was really a pro at it.
She wanted me to call her names. So, while she was sucking me, I called her “dirty bitch,” “whore,” “cunt,” and whatever else I could think of.
I asked to pause for a few seconds as I didn’t want to cum early. I told her I wanted to cum in her mouth and I wanted her to swallow. She said that she was planning to do exactly that.
After a good 30 minutes of getting my cock worshipped, I couldn’t hold it any longer. She knew I was about to come. I was in so much pleasure that I was almost getting light headed and lost my balance for a second (there was nothing to hold onto).
Unfortunately, I could not time it properly and came on her chin and tits instead of in her mouth. I was a bit upset with myself. But hey, I am not complaining.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, one
Did your partner have an orgasm? No
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? We walked back to my car. I dropped her off at her work. I kept thinking “fuckkk, she just sucked a mean cock and she is about to start bagging groceries like nothing happened.”
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Emotional intimacy, closeness, connection, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely
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? 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 EVER
How would you best summarize people’s reactions about this hookup? Relatively positive
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? Not at all
Do you regret this hookup? A little bit
Why do you regret this hookup? I cheated on my wife.
What was the BEST thing about this hookup? My self-confidence went through the roof. I was a new man.
What was the WORST thing about this hookup? Guilt.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I think positively of it, and it should not hurt anyone. But, it has to be mutual.
All things considered, how POSITIVE was this experience? A little positive
All things considered, how NEGATIVE was this experience? A little negative
What do you think about the Casual Sex Project? My daily commute read. Love it !!
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