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
What country and/or city do you live in? Arkansas
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 18
How many hookup stories have you here posted before? Many

I Poked The Bear

How long ago did this hookup happen? Yesterday

What was your relationship status at the time? Same as current status

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

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? She was 19, plain but attractive, a little pudgy with huge, beautiful breasts.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She posted a Craigslist add asking for someone that like costume play. I answered and she invited me over to her place.

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? When I arrived, she answered the door wearing a tight t-shirt and booty shorts. She asked me to sit on the couch and kneeled in front of me. She undid my pants, slid them down to my ankles and started sucking my cock. There was no small talk. We both know why I was there. I reached down to rub her tits, and she took off her shirt to help me out. They were huge, natural and beautiful. She could tell I was getting close to coming, so she stopped. She got up and took her shorts off. She was now completely naked. She told me to wait right there and disappeared into another room. About five minutes later, she comes out from the room wearing a full body, purple bear costume . . . like a mascot costume from a college football game or something, complete with big head. She (at least I think it was her) came back over to me, knelt down again and started sucking me through the mouth hole in the mask. It was extremely odd, yet kinky enough to keep me aroused. She gave me head through that mask until I came in her mouth.

She then got up and got on all fours. I got behind her, looking for some way to get my cock in. I found a zipper that exposed her pussy and ass. I unzipped it, pulled it apart and slid my cock inside her. She was wet and tight . . . she was totally into this freaky shit. I started fucking her, slowly at first but quickly picked up the pace. She didn’t say anything, but I could hear muffled moans of approval coming from the big ass bear head she was wearing. I was pounding her pretty fucking hard. Having just gotten off, I was at no risk of coming anytime soon.

As I was fucking her, she started crawling away from me. I give her a big thrust and she crawled away. I’d grab her hips and give her another hard thrust in, and she crawled away. I wasn’t really sure what was happening until she crawled herself to the couch. She got on the couch and sat down. I grabbed her legs, lifted them up, and started fucking her again. As I was pounding away, I looked down at her . . . in that fucking purple bear costume. It was the most surreal experience of my life, lol. The goofy expression on the face of that bear mask never changed, so it was hard to tell how into she was, except for the muffled moans. Her pussy felt amazing, though, so I kept pounding away until I came. Per our conversation before I arrived, I got dressed and left her there, in her costume. As fucking weird as this was, I’d go back and do it again if she hits me up, lol.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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 left and haven’t heard from her since, which is fine. That’s the way this game is played.

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

What was the BEST thing about this hookup? I love anonymous sex. I’ll take it just about any way I can get it.

What was the WORST thing about this hookup? Nothing

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!