What’s your gender? Man
How old are you? 48
What’s your race/ethnicity? Mixed / Multiracial
What continent do you live on? Australia
What country and/or city do you live in? Sydney
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Transport
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Enthusiastic
How many sexual partners have you had in your life (including oral sex)? Over 50
How many hookup stories have you here posted before? Several
Surprisingly Genuine “Girlfriend Experience”
How long ago did this hookup happen? A week ago
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Paid sex
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? I’ll call her Peach because of a joke she made and because, as a working lady, she was using a made-up name anyway. She was young, mid-20s, slim with small breasts (almost all nipple), dark-haired and – when I first met her – wearing a large pair of glasses which somehow suited her. She had a beautiful, warm smile. This was my first time with her and I’d never met her before our encounter. I was in another city visiting friends and I had the afternoon to myself until they got off work. I had passed by the brothel where this happened the previous day on my way into town. It intrigued me because unlike most such establishments this place is very upfront with big signs advertising its presence. My curiosity was piqued so I looked up its website for rates and services – it was a bit more expensive than what I usually go for, but the ladies looked interesting and I thought, what the hell, I’m on holiday. Peach, though, was new and not on the roster on the website.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I buzzed at the front door and the receptionist let me in. Nice, clean surroundings – a good start, I thought. She ushered me into a waiting room and then the ladies came in one by one.
Now it might seem strange to anyone reading this, but even with paid sex, I do need some kind of emotional connection with my partner. I know it’s not really “love” or anything stupid like that but I need to know that she (or he) is doing it because they want to and enjoy their job and that they’re having a good time. I don’t believe in just using them even if I am the one paying – I see them as professionals providing a valuable service. Anyway, the point is, lineups are always difficult for me because you have to judge the person’s personality, their sexual compatibility with you, and whether they seem glad to be there all on the basis of a 30-second conversation. I have to say all the ladies who came through seemed nice and quite enthusiastic about what they were there for. Most of their names I knew from the website. But Peach came last of all and she was something different. She seemed confident in the way she held herself but she stumbled over her words a bit and then said, “sorry, I’m a bit nervous, I’ve only been doing this for a few days.” I liked her frankness. She sat beside me and asked what I liked (as all the others had done). I told her I always went for the girlfriend experience – kisses, cuddles, mutual oral if she was into that and said that was fine and she like all that too but (as had all the others) it cost an extra $50. It seemed to be the policy at that establishment. But I didn’t mind being told up front – it’s worse when they hit you with the extra charge after you’ve already agreed. Anyway, Peach left the room and she was the last of the ladies. The receptionist came back and I paid for 45 minutes “deluxe” package with Peach.
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? Peach escorted me to the assigned room. The place was a bit of a rabbit warren and she told me she’d actually walked in on someone the day before because she still wasn’t familiar with everything so they’d given us a room that was easy to find. I laughed along with her. When we got to the room she did the usual health check – and I reassured her that I test regularly and my latest result was clear (I’d received it that day, by coincidence). Then I showered and lay down on the bed. She joined me, still in a bra, panties, and thigh-high stockings. I liked that – often the lady will undress, and that’s her choice but there’s something nice about being able to unwrap her like an expensive gift. We didn’t get to the sex straight away – we lay there holding each other, talking, kissing lightly and she very lightly stroking my cock while we talked. We talked about lots of things – local history, architecture. She told me about her life – she was not from that city either and had come there specifically to be a working lady as she felt shy around people and wanted more life experiences. She took off her glasses as they were getting in the way (she said the only trouble was she could hardly see without them – I told her I thought they really suited her) and I helped her out of her bra and saw her beautiful little breasts for the first time. I reassured her that she could tell me at any time if she didn’t like what I was doing and we kissed deeply. Then I kissed and sucked on her nipples which turned her on. Then I pulled down her panties and buried my face in her gorgeous little cunny. I licked and sucked on it, gently at first then more insistently, pushing my tongue into her vagina, then licking her clit. She came at least once, maybe twice. Apart from kissing and cuddling, helping a woman to orgasm by going down on her is my favorite things in sex. Then I asked her if she would go down on me (I know many women find this tedious, and working ladies are no exception) but she told me she loved doing it. She got out a condom and rolled it on me with her mouth, then gave me the most fantastic blowjob. I normally take a long time to cum, but I was getting close. Then the five-minute alarm rang. Peach looked dismayed. I asked if she could extend but she said she had to have a break and then she had a booking. I didn’t push it but then she said, “you want to fuck quickly?” I nodded enthusiastically and she pushed me back and sat on my hard cock. She was wonderfully tight. She lay on top of me and I hugged her tightly as we moved together. “God your cock feels so good inside me!” she said. I was getting close and then the buzzer went off again.
We pulled apart regretfully (well I’m speaking for her here but she looked like she wished we could have kept going) and I had my shower and she escorted me to the front door. I told her I wished I knew her in real life as she was a very lovely and interesting person. She kissed me on the lips as she opened the door and then I was outside on the street like nothing had happened.
How sexually satisfying was this hookup? Very
Did you have an orgasm? No, but I was close
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? When I started playing around I made a decision to have no regrets. I might’ve done the wrong thing, but there’s nothing more hypocritical than someone who does the wrong thing then agonizes about it afterward and does it again anyway. So I felt fine the next day, just wished I’d paid for an hour instead! But I’m so glad I met Peach. She really was interesting and lovely and I wish her all the best in life. I hope she stays at that establishment as the next time I’m in that city I’d really like to see her again.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, I don’t know if my partner was on any (other) method
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Thought it was an important experience to have
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? 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? No one except you.
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? Meeting Peach and having such an interesting experience all around.
What was the WORST thing about this hookup? It finished too soon (not exactly meaning because I didn’t cum, though that is part of it, more because I’d love to spend hours with Peach just talking about life, our different points of view, etc.)
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not really changed but it did reaffirm that I need an emotional connection, even in a one night stand or a paid encounter.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
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 would like people to be less jealous and less set on monogamy as the be all and end all in human relationships. I would like people to acknowledge that sex is an activity that is great fun and it doesn’t only have to be with the one you love.
What do you think about the Casual Sex Project? Great – I’ve been an enthusiastic reader and on and off contributor for some time!
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