First Sugar Baby



What’s your gender? Man
How old are you? 41
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? NJ
Highest education received: Some college (not currently in college)
What’s your occupation? UX designer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Jewish
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 86
How many hookup stories have you here posted before? 0

First Sugar Baby

How long ago did this hookup happen? 2 years

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

How would you best classify this hookup? Fuck-buddies / Booty call

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? We hooked up on and then met in person at a gastropub. She is a brunette with highlights and was a fulltime college student at that time. It was my first sugar baby and I was still a little hesitant. We had some chit chat, agreed upon an arrangement and had the first encounter a few weeks afterward.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She favorited me first and I sent her a message with some BS excuse why I, a happily married man, is looking for a sugar baby. But she couldn’t care less about ethics; she was in it for the sex and allowance.

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 met for drinks at a Marriott hotel and then I told her I have a gift for her in my room. I was concerned if she is a cop on a prostitution sting, but all worries went out the window when she initiated a DFK. She smelled intoxicating and super clean on every part of her body. I gave her a good clit simulation until she came (orgasm #1), then went slowly down on her and licked till she came screaming (orgasm #2), and finally, fingered her until she came again (orgasm #3). At that point, she felt indebted for the pleasure and returned the favor. Oral first and then penetration until both of us came (actually, she might have faked the last one but who cares). We rested and then went out for a 3-hour dinner. Good, intelligent conversations.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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 intoxicated for a few days. We met for several months until the fire fizzled out.

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

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? My closest buddy since high school.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? Dopamine release.

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I felt more comfortable hooking up afterward.

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 think casual sex should be encouraged more. Sexual activity helps for mental well being, but not everyone is ready for commitments. Treating it as a good thing will help a lot of frustrated people living a healthier life and will reduce sex-related crime.

What do you think about the Casual Sex Project? Good idea.

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