Craigslist Ad Japan

by MidwestDickDown

What’s your gender? Man
How old are you? 35
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
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)? 50+
How many hookup stories have you here posted before? 0

Craigslist Ad Japan

How long ago did this hookup happen? 6

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than a week

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 answered an ad on Craigslist from another city a few hours away. I liked her pictures. Mostly I liked the one of a rather juicy looking x-rated shot. She described herself as a bigger woman who was looking for casual sex. We exchanged limited emails. She didn’t seem very chatty but more of a “you want it or not?” type of personality. After about a week or two, I decided to drive the four hours to meet her. I was a little concerned as 1) she seemed rather cold and 2) “bigger” has a wide range of meanings.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I parked and texted her, she came out to meet. As soon as I saw her I thought “oh, this is going to be fun.” She was bigger, but I like bigger. She wasn’t too big and looked to have decent legs. Plus, that damn pussy pic wouldn’t get out of my mind. We said hi and went inside. She offered me a drink and we sat down on her couch in the living room. After about 5 minutes of talking, she straddled me and started to make out. I was being a bit non-assertive as I didn’t know how much she wanted to loosen up. So I kissed her neck and tried to be more passionate about it than “let’s fuck” about it. Within about 3 minutes she had slid to her knees and my cock was in her mouth.

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? This woman loved to suck dick, and boy was she amazing at it. Top 3 of my life. I don’t remember precisely but I believe she sucked me to completion. In any case, I was there all night and got my dick sucked numerous times and we fucked (PiV) 3 or 4 times. Mostly missionary, but she was also on top a little on the couch and lots of doggy style as well. That pussy picture that had been burned into my memory? It was even better in person. It was one of the most picture perfect I’ve ever seen. Watching me slide in and out of it was like heaven on earth.

I came into her mouth (she swallowed) most of the times. I also came in condom once or twice. She sent me to bed with a wonderful blowjob, woke me up in the middle of the night with a blow job, which turned to sex. And woke me up in the morning with a blow job.

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 felt wonderful! It was some of the best random/stranger sex of my life. Actually, it was THE best. I felt like I could do it anytime and be happy.

We ended up becoming FWB. I drove the four hours routinely to let her suck me, to eat her beautiful pussy, and for her to let me fuck her however I wanted. I eventually realized that she truly was a cock-whore in the best possible way. She just absolutely loved cock. We moved to just having sex bare and she was perfectly willing to let me cum anywhere, any way I wanted. She was not on birth control, so I usually opted to cum in her mouth or on her stomach. The last time we hooked up she rode me and as I told her I was going to cum she only intensified her motions and I shot my load deep inside her. It was probably the greatest orgasm of my life.

All in all, I don’t know I’ve ever had more satisfying orgasms in my life. I would literally get physically ill from how hard I would cum with her.

She got a boyfriend about a year or two back and I haven’t seen her since. We still talk sometimes. As happy as I am that she seems happy with her boyfriend, I’m secretly hoping they break up and I can get back to using her pussy for my pleasure.

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), Making new friends

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

To whom did you talk about the hookup? How did they react? Noone

Did you 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? The way she absolutely worshiped my cock. The intensity of orgasms I had.

What was the WORST thing about this hookup? It had to end.

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

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