Loss Of Anal Virginity

by Alex123

What’s your gender? Man
How old are you? 33
What’s your race/ethnicity? Afgan
What continent do you live on? Asia
What country and/or city do you live in? Qatar
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Health
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Muslim
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? No
How many sexual partners have you had in your life (including oral sex)? More than 20
How many hookup stories have you here posted before? Never

Loss Of Anal Virginity

How long ago did this hookup happen? Today

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? 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? Spa manager

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? At spa .

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? Today it’s 22 March 2019, I am 33 and I had my first ever anal as receptive partner.
My partner was 40 years, Thai male. I didn’t know him personally.
He was working in Massage spa where I went for massage therapy.
Towards the end of massage session he offered me happy ending (mastrubation). I agreed but told him if he can be my top (I was already  looking for anal sex for weeks as I watched lots of Gay porn and felt that being bottom would be really enjoyable). He agreed in return to pay money.
He brought gel and massaged my anus. I sucked his dick (5 inches) for about a minute. He put me in missionary position and inserted his penis in my anus with some what force. Initially he went in and I pushed him out as It was very painful. He interested again. This time I tolerated. He started in strokes and at the same time he started massaging my penis.
After a minute or two, I had intense orgasm and I ejaculated. It was quite thick cum. He kept on stroking in my anus and was enjoying it. After my ejaculation I felt really bad and started to feel pain again.
I just asked him to stop. He still didn’t ejaculate by that time. He didn’t listen and kept on banging me hardly.
I then pushed him away from myself. He realized that I didn’t want it anymore. When taking his penis out, he literally pulled himself away as my anus was very tightly holding his penis.
This was my story about my first ever anal sex. It was quite random and strange. I think I was just extra-fantasizing about anal sex / being  bottom. I am not sure if I will ever think about doing it again.

How sexually satisfying was this hookup? Somewhat

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? Mixed feeling

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Submission / Relinquishing power

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 don’t know / I’m not sure

How wanted was this hookup for your partner at the time? Not at all

Did your partner(s) consent to this hookup? I’m not sure / I don’t know

To whom did you talk about the hookup? How did they react? No one. Homosexuality not acceptable in my country

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? Somewhat

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Somewhat

Why do you regret this hookup? First anal sex.
Didn’t expect pain that much .
Felt bad that I did it with random guy.

What was the BEST thing about this hookup? No one knows

What was the WORST thing about this hookup? Random paid sex

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes.

All things considered, how POSITIVE was this experience? A little positive

All things considered, how NEGATIVE was this experience? Fairly negative

Anything else you want to add about this hookup? Whether I would continue doing anal sex despite I had painful experience. I am not sure

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? Don’t know

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