by

What’s your gender? Man
How old are you? 49
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Asia
What country and/or city do you live in? Singapore
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
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? Heterosexual
How many hookup stories have you here posted before? 1

Surprise Bareback

How long ago did this hookup happen? 5 years

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Paid sex

How long did you know the person before this hookup? For less than 6 months

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 had been visiting a soapy massage parlour in Bangkok for a couple of months and was taking the same girl if she was available as we got along well. She enjoyed kissing me and used to stick her tongue in my ear. After a couple sessions she was having orgasms as well.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? When I chose her from the girls on display. No planning involved. Unprotected was instigated by her, possibly as a reward for making her cum.

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 was on top of me massaging and was rubbing her pussy around my cock. Next thing she positioned the tip of my cock inside her and sank down on it. She smiled at the look of shock and surprise on my face and lifted herself off. She continued with the massage and took me inside her again. This time she kept moving up and down, I told her I was going to cum and expected her to lift off but she just kept going, I warned her again in case she didn’t understand but she didn’t stop. I couldn’t hold back and felt myself flooding inside her.

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? I was shocked at what we had done as normally condoms would be used without even needing to ask. I visited again a few weeks later and went with her again. The first time we had sex she told me I didn’t need a condom but I used one. The next time I couldn’t resist and went bare back again.

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

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

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? Bareback sex.

What was the WORST thing about this hookup? Risk factor

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I thought I could control myself but found I couldn’t resist going bare back when given the chance.

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

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

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

Story Views: 3,953