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What’s your gender? Man
How old are you? 43
What’s your race/ethnicity? South Asian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your occupation? IT
What’s your current relationship status? Engaged/Married (monogamous)
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)? 70+
How many hookup stories have you here posted before? 0

Passionate Anal Sex With A Gorgeous Escort

How long ago did this hookup happen? 1 day

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? For less than a month

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? My partner was a drop dead gorgeous escort, who was petite yet voluptuous. I had engaged with her a couple of weeks ago and enjoyed my time so much that I had to see her again.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I contacted her and asked if she’d be up for indulging me with a particular kink. I get extremely aroused by smell and asked if she’d see me without showering or brushing her teeth. I wanted to kiss her with her morning breath. Much to my delight, she agreed and we set up our date.

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? We began our session with a lot of passionate kissing and I was inhaling her stale breath and it was driving me crazy. After a lot of making out we moved to the bed room. Once I was on my back, she blew me and ate my ass while jerking me off. That was followed by me turning her over to eat her out. Since she had not showered, there was some white gunk on her wet pussy which I collected on my finger and tasted it. It was sour, but just the thought of how dirty it was was turning me on.

I then slowly popped out the butt plug from her ass and ate her ass for a bit. I then asked her if she was ready for anal, so we lubed up her ass, slipped on a condom, and she gently slid my cock into her ass. After some slow thrusts to loosen her up, I asked if I could be on top because I love to control the pace. We continued with anal in missionary for quite sometime. I like to take slow, deep thrusts so I can go on longer. I asked her to let me know if at any point it was painful or uncomfortable for her. She was taking it like a champ and we kept at it for a while so had to keep topping up the lube from time to time.

We continued with passionate kisses and spit play/swapping while I was gently pounding her ass until I couldn’t hold back anymore. After I came, we just laid exhausted in each other’s arms, chatting inbetween more kisses.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? I don’t know

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 flying for the rest of the day. I’m already planning my next visit with her.

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, Attraction to partner(s)

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? 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? No one.

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Having uninhibited sex with such a gorgeous woman.

What was the WORST thing about this hookup? I had to pay.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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 wish more people were open and accepting about paid sex.

What do you think about the Casual Sex Project? I enjoy reading sexcapades of others.

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