Massage Turns to More



What’s your gender? Male
How old are you? 34
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? NC, USA
Highest education received: Some college (not currently in college)
What’s your current relationship status? Single
Religious affiliation: Atheist
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)? 29
How many hookup stories have you here posted before? 1

Massage turns to More

How long ago did this hookup happen? almost 4 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

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? We met through mutual friends years ago. She’s a dozen years older (or more), with long blonde hair and skin that’s seen too much sun. This was to be just another night at a bar we both frequented. Our conversation turned to sushi, and we left our mutual friends behind while we ventured forth to a nearby sushi spot.

Dinner was going well and I mentioned about some soreness I was experiencing. She mentioned how she does massages as a secondary job and invited me over to her place so she could work on me.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I grabbed the check, and we each hopped in our cars and drove to her place about ten minutes away. The whole drive was surreal; I hadn’t had sex in months and was wondering if that was even on the table tonight. Coming over for a late-night booze-fueled massage, yeah it looked like something could happen. Honestly, I didn’t find her all that attractive. I decided to take things very cautiously.

Upon arriving at hers, she opened another pair of beers for us, and we chatted about her cats and other small-talk matters while we drank them down. At the bottom of the bottle, she suggested I get on her massage table.

Simply put, that massage was exactly what I needed. The dull ache I’d had for months seemed to disappear. We opened another round of beers to celebrate. At the bottom of that last bottle, she said, “It’s late, we should probably go to bed.”

That was a smart call. At this point, I’d be in no shape to drive home, so I followed her back to her bedroom. I stripped down to my boxers and climbed into bed. She too quickly undressed, down to her underwear, and made no attempt at modesty whatsoever. I still didn’t know if we’d have sex. She got into bed and asked if she could turn off the light.

I affirmed I was ready for lights-out; she turned off a bedside lamp, rolled over to face me, and found my mouth with hers as her hand suddenly gripped my cock with authority.

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? Regardless of my surprise, I was hard instantly. She kissed me aggressively for a few minutes, still stroking my cock before she indicated I could get out of my boxers. No sooner had I removed them, when she started blowing me.

After several minutes of her mouth working my cock, she indicated I should sit up. As I did, she laid back down on the bed next to me, slipped her underwear off, and bent her near-side leg up. That’s a signal for me to orally reciprocate if I’ve ever seen one, and I made my way between her legs with no hesitation.

She was already dripping wet at this point, with a meaty set of labia that responded well to my tongue. It only took her two minutes to arrive at a moaning orgasm.

She reached down and brought her fingers under my chin, then gently pulled me up until we were face-to-face, almost in missionary position. More aggressive kissing ensued, as she basically cleaned my face of her juices. I was getting lost in the moment when I felt her reach down for my cock and guide me inside her.

This wasn’t sex; we were fucking like animals. After a few minutes, I felt that familiar ball-tightening feeling. She must’ve felt it too; “Don’t cum inside me,” she said. I asked why not; she replied it wasn’t safe as she wasn’t on birth control. See, I’d been in a relationship for years that ended months prior, and I had gotten used to BC. It honestly surprised me that this woman was having unprotected sex with me without any safety precautions.

That took my head out of the game for a minute, and I laid down on the bed beside her. She reached down and grabbed my cock, and I rolled over so we could have sex in the spoon position. Everything was tamer, more gentle.

Suddenly she reaches back between us, removes me from her dripping wet snatch, and guides my cock into her ass. “You can cum in me here, though,” she moaned. I’d honestly forgotten about my earlier pending orgasm, but this reminded me. It took maybe ten good strokes before I buried my cock in her ass as deep as it could go, and unleashed a torrent of sperm into her hungry asshole.

We cuddled for a minute, while I was still inside of her, and then she went to the bathroom to clean up.

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? We went to sleep soon after she got back to bed. I couldn’t believe I’d gone from randomly taking an acquaintance out for sushi up to cumming inside her ass, all within two hours or so.

The next morning, I awoke to a world-class blowjob. I thought perhaps she was trying to get me hard enough to fuck. But when I tried her under-the-chin come-hither move she used on me the night before, she only doubled-down on her sucking. I quickly unloaded in her mouth and she swallowed every drop. After that, she sat up, wiped her mouth, and asked if I wanted any coffee.

We’ve seen each other infrequently since then, but nothing’s changed. You’d never guess we had a night together based on how we interact.

I’ve definitely thought lately about scheduling a follow-up massage appointment.

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, Thought it was an important experience to have, Intoxication, To cheer myself up, I was feeling lonely, Making new friends, Just happened, I don’t know why, just went along with it, It was easy / convenient

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 gave enthusiastic consent

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? Nobody at all. None of our friends know, to my knowledge.

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? That’s a tough one: the oral was mind-blowing, but I’d say unprotected anal sex with an acquaintance would take the cake here. She was very receptive.

What was the WORST thing about this hookup? The “don’t cum inside me” request that mentally took me out of the game for a minute, but I’m not complaining.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? A little; that was my first casual encounter with an acquaintance. Otherwise, it’d been friends that crossed over into more, or strangers.

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? My back has been sore lately, and I should probably have someone work on it soon.

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 learn something new from every partner I have; consider this fulfilling my Continuing Education requirement!

What do you think about the Casual Sex Project? Love it; I’m a huge fan.

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