First And For Most

by Lakester70

What’s your gender? Man
How old are you? 47
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Seattle
Highest education received: Some college (not currently in college)
What’s your occupation? Network Operations Center
What’s your current relationship status? Actively Seeking Companionship
Religious affiliation: Druidic Phylax
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Motion/Form/Intellect propagate my desires
How many sexual partners have you had in your life (including oral sex)? <15
How many hookup stories have you here posted before? 0

First And For Most

How long ago did this hookup happen? 30 years

What was your relationship status at the time? Single

How would you best classify this hookup? First Encounter

How long did you know the person before this hookup? For less than a month

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? She was a 30-something brunette with curves in all the right places. We were co-workers at an Italian pizza/pasta/sandwich parlor. We would have ‘get to knows’ with other co-workers at the house for rent that 4 of us co-workers shared. Before the encounter, my head told me that I wanted to ‘wait for the right woman’, but the dick between my legs was like a fucking divining rod and literally ‘pointed’ at just about everything that moved or ‘swished’.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was semi-attracted to her and over the course of two to three weekends of drinking and talking within the groups we ended up alone and flirting with each other during a Saturday night off. I made some lewd comments about her stamina and got her to smile and laugh. So, during a bathroom break in the conversation with a small group, I found myself being pushed into one of our side rooms with a blanket and pillows already set up.

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 grabbed from behind by the shoulders in the hall and pushed onto the floor in this makeshift hook-up room of ours. She made me lay there in anticipation, closed the door and asked if this was my first time. ‘Waldo’ was already throbbing in my pants as I noticed her looking at my hard-on with an almost evil grin. She sat on top of me and I could feel her intoxicating warmth between the layers of our clothing, then started to slowly grind as I explored her mouth and hand-full sized breasts with my fingers. I liked the motion and the touch, but I wanted to see how much teasing she could handle so I flipped her on her back and used my hardness for clit play with our clothes still on. I ventured into her mouth with my tongue, sucked on and bit her lips, stimulated her nipples to hardness and then relaxed them with my mouth and a little sucking. We continued like this for what seemed an hour or so until I heard her say ‘OK, that’s it… I want you inside me now’. She flipped me on my back and began taking my pants off with her mouth. I was already dripping from our dry humping and she tasted me for the first time. The sensation for me was out of this world after the feel of my underwear on my skin had almost rubbed me raw during all the foreplay. I couldn’t help raising my loins to meet her mouth and her motion as she took all of me into her. I made a motion to raise her head and told her ‘I needed to feel her warmth’ so she straddled me and slid ‘Waldo’ into her. The rest for me is almost a blur to my astonishment, but I do recall raising her off the ground as she came down to match her movements stride for stride. In the end, I was the weak stamina partner in the encounter because the feel of her warmth, the taste of her mouth, the softness and smell of her skin, and the expert way in which she drew me out and into her was all I could stand and as a result could not stop myself from letting go…

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 lay there in coitus, talked about the experience and fell asleep spooning. I wasn’t sure what to think the next day in that awkwardness of the first hook-up with someone I worked with. I felt ashamed that I was soo weak and couldn’t ‘save’ myself for the right one, but the encounter was now ‘hard-coded’ in my head and running circles of regret through-out many days to follow. She would show up for the next couple of ‘get-to-know’ weekends, but I always acted as if I wasn’t interested in continuing our encounters even though I was secretly admiring everything about her during our conversations in the group. I found out after a few years that she was already pregnant at the time and looking for a long-term partner to help her with the child. I look back on the encounter and often wonder what would have become if I had been strong enough to open up to her and enjoy what she was willing to give me….

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, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, Intoxication, Just happened, I don’t know why, just went along with it, I didn’t want it but was unable to stop it, It was my first and as such the experience would kick start my curiosity

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

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? I didn’t discuss the encounter with anyone, but I’m sure the small group of roommates/co-workers all knew what had happened

How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some negative)

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? Having an experienced woman show me the pleasure in petting and foreplay has skewed me ever since…

What was the WORST thing about this hookup? I feel regret that I didn’t continue the relationship with what might have been a wonderful woman…

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It was my first and as such changed my outlook on ‘saving myself’ to ‘fuck it, let’s have some fun’

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? I would wish this kind of early experience for every young man so that they would understand what sensual passion between two lovers can and should be like in every encounter

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? Casual sex for two or more consenting adults should be fine so long as all parties involved understand theirs and others limits/concessions for both during and after the encounter

What do you think about the Casual Sex Project? PLEASE help to educate the Human population beyond the Normal understanding, so that maybe, just maybe, all these fucking sex starved male egos will stop causing conflicts in the world.

You have a hookup story to share? Submit it here!