Bareback with College Escort

by Handsome Exec

What’s your gender? Man
How old are you? 48
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Virginia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? In a serious relationship (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)? 158
How many hookup stories have you here posted before? Several

Bareback with college escort

How long ago did this hookup happen? Last month

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? Bridget advertised on a local escort site. From time to time I’ll partake in that if I’m in a dry spell or the escort achieves a sexual goal. In this case is was neither — just wanted to add to my roster of college beauties I’ve fucked. While you can’t trust photos on these sites, she actually had a face photo up which showed dark hair, absolutely stunning face and banging body. I had to check her out.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I contacted her and within two hours I was in her hotel room. Sure enough it was the same young lady as in the ad — about 5 foot 3, 100 pounds, small chest but amazingly hot ass. She said she was just starting this to raise money for tuition. I didn’t get a sense of any nefarious activity such as drug abuse as she was studying a serious topic at a college I’m familiar with, so here story checked out. I like to get to know my partners but she seemed eager to get started. She was not into kissing and made that clear so I simply started to undress her, peeling off her black bra and nibbling at her tiny breasts. My hand cradled her tight ass as I admired her in-shape, perfectly fat-free body.

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? Eventually it was time. She asked if I had a condom. I usually do but didn’t have one with me. Shoot, she said, I think I ran out. She looked everywhere around the room but couldn’t find one. Not one to leave money and then head out the door to a drug store, I was trying to figure out a solution when she said: “Let’s just do it bareback. Are you clean.” Why, yes, and her? Yes, she said. (NOTE: I am not advising our readers to continue but I thought, heck, she’s not a high-volume gal). So we decided to forego protection with the agreement that I would of course pull out. She started with a blowjob and I eventually tried to get her to ride me but she said she was so tight that the only way we could do it is doggy style. I was a bit disappointed since she had such a beautiful face to stare at. But I flipped her around and mounted her from behind. Tight was an understatement. It took me a while to get my large cock inside her, but once there, wow, what a treat. She was so tight and so wet that it didn’t take long for me to come. I pulled out and came all over her ass.

How sexually satisfying was this hookup? A little

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? Like most transactionary liaisons, there wasn’t much cuddling. I got her a warm washcloth to wipe off my gunk, we cleaned up, talked a bit more and kissed goodbye.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Withdrawal

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? A little bit

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? A little bit

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

Why do you regret this hookup? A little worried about the bareback thing but my gut has served me right in the past. No issues since.

What was the BEST thing about this hookup? Barebacking a college student

What was the WORST thing about this hookup? Having to pay for it and worrying about STDs.

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

All things considered, how NEGATIVE was this experience? A little negative

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