Worth Waiting For

by Mike

What’s your gender? Man
How old are you? 56
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? England
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Planner
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 25
How many hookup stories have you here posted before? 2

Worth Waiting For

How long ago did this hookup happen? 25 years

What was your relationship status at the time? In a relationship (monogamous)

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For 1 to 3 years

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? For much of my life my job required me to spend periods of time away from home, usually just one or two nights, occasionally longer. Over some months, T, a girl on my team who I thought was in a long-term relationship made it clear that it was me she wanted. Opportunities for us to hang out together were few. Although T was actually single, I was married and lived on the opposite side of the city. The first time we managed to be alone was when we were part of a team working for a client on the Continent. Unfortunately, the preparation for the job lasted until late in the evening and as we walked back to our hotel T turned to me and asked simply, ‘Will you sleep with me tonight?’ I was sorely tempted but I knew that if I did we’d not get much sleep before what would be a busy day so I declined, explaining as best I could. T said she understood but was clearly disappointed.

Some months later the two of us found ourselves away for one night on a smaller job. This time there was no need for T to ask, we checked into a double room at the hotel. After dinner with the client, we went straight to our room. Nothing was said or asked. We both knew what we wanted and what was going to happen. I suppose we also knew we wanted to make it memorable and not rushed.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Once we got inside the room T asked if she could shower first. I agreed and said I’d have one after her. Ten minutes or so later she came out of the bathroom with a large bath towel draped around her and a hand towel wrapped around her head. ‘It’s all yours,’ she said and I went into the bathroom myself. I showered and dried off, taking care to wash inside my foreskin. I don’t wear pajamas so having dried I returned to the room with a towel around my waist and my cock semi-stiff in anticipation.

T was already in bed, the covers pushed down to about her waist. She was wearing a peach-colored, satin camisole through which the outline of her nipples could be made out. She was obviously as ready as I was. Her long auburn hair fell seductively around her shoulders and as she leaned over to pull back the covers inviting me to get in beside her, her breasts swung into view. We kissed, gently and long, before I asked her if she wanted me to turn off the lights. She responded, ‘Not unless you want them off. I want to see everything.’ With that, she lay back and kicked the covers off our bodies and down the bed. We lay down together, kissing and exploring each other’s bodies, touching the most sensitive parts and building the sexual tension between us.

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? T whispered in my ear, ‘Tell me what you want me to do.’ I told her I didn’t mind and that we could do whatever pleased her the most. She told me to kiss her breasts as she slipped the thin straps off her shoulders and pulled the top of the camisole down. I moved slightly down the bed and as soon as I placed my lips on one breast and took the other in my hand her nipples became erect. She moaned quietly in contentment. I licked and flicked each nipple with my tongue and slipped my free hand down her body. As my hand reached her crotch, she opened her legs twisting her body slightly so my hand covered her vagina. She felt to my touch as if she was on fire. Then, she slid down the bed until our faces were level. T reached down my body and took the middle part of my cock in her hand. I’m not especially long but I’ve been told by a number of partners that the girth of my cock more than makes up for any lack of length. T slipped her hand to the bell end and discovered my foreskin. ‘I like that,’ she said. ‘Makes you much more sensitive and I think better at keeping control.’ By now I’d slipped two fingers inside T’s cunt and found her soaking wet and ready. ‘Lie on top of me,’ T said, opening her legs even wider and raising her knees. I knelt between her legs with my cock pointing out between us. T reached down and took myself in one hand while she gently pulled back my foreskin with the other. With the head of my cock partially exposed she then pulled the lips of her vagina aside with her fingers. I couldn’t remember feeling the sensation before. Most of my experience had been either timid affairs with girls so concerned with not getting pregnant that they almost froze or quick, hard shags with more experienced women who couldn’t seem to wait for my semen to spurt out inside them and then having me masturbate them to orgasm. Now, I was beginning to lose control and moved my cock slightly in and out. T was obviously ready for more as she began to thrust her hips up as I pushed my cock deeper inside her. Nothing was said for some minutes as we fucked each other, relishing the sensations we were sharing. Then T’s cunt tightened around my cock. ‘Harder now, come on give it to me hard, really hard,’ she said through clenched teeth as she banged her crotch up violently against my pubic bone. We pounded against each other, my cock thrusting hard into her cunt which gave way at every push. I pushed my cock in and out of her as fast and as hard as I could until I felt my spunk gurgle up from my balls and erupt into the fiery folds of her cunt, now gripping vice-like on to my cock. We lay back, exhausted and overwhelmed in the afterglow of great sex. Some while later, after some mutual thanks and congratulations for what we’d given each other, we spent some time caressing and fondling each other’s most intimate parts. Eventually, and inevitably I suppose, we fucked again, less intensely perhaps but now with the shared sense of knowing each other.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? Our relationship continued for a couple of years until one evening T told me she felt we’d reached the point where we either had to marry or move on. My wife and I had a daughter and although our sex life couldn’t compare with mine with T, the combinations of a family and an adequate if unspectacular sex life persuaded me to end it with T. We parted as friends and she left the company. Shortly afterward she met a man who she later married. They moved to the other side of the country and the last I heard lived contented and loving lives.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Attraction to partner(s)

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

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? A couple of discreet pals

How would you best summarize people’s reactions about this hookup? Relatively positive

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? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Good times are worth waiting for

What was the WORST thing about this hookup? It had to end

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? No

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? I’ve mad many casual partners and it’s been a happy life.

What do you think about the Casual Sex Project? Interesting

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