Bailey

by Fitnessguy

What’s your gender? Man
How old are you? 33
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What’s your sexual orientation? Heterosexual

Bailey

How long ago did this hookup happen? Today

What was your relationship status at the time? In a relationship (monogamous)

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? Bailey is around 5’10”, long brown hair, Caucasian, not fat but definitely thick, very large round toned ass and a nice set of fake tits. I’ve seen her once before at the gym I go to but we never spoke before today. I did admire her tits and ass when I first saw her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was home alone today and decided to hit the gym in the morning. It was only me and one other older lady for the first hour. That’s when Bailey walked in. She did her stretching and her cleavage was amazing to look at. I went back to my workout and eventually had to make my way over to where she was. I went over and asked to use the bench next to her. I ended up working out next to her for a couple of different exercises. She moved over to the leg curl machine where you lay down flat and have to pull your legs up. It accented her ass nicely and she happened to look up as I was staring and caught me. She didn’t really seem to care. I was just about finished with my workout at this point and went over to the mats to stretch. Bailey ended up coming over to me and asking if I wouldn’t mind spotting her. I had no problem with that. She led me over to a machine that she had set up for squats. She asked if I could just watch her form to begin with. I stood off to the side as she did some squats. I was checking her out hardcore as she looked in the mirror at me. She asked how her form looked. I said amazing. She got a slight smile on her face. She said she would come get me when she needed me again. I went and finished stretching until she asked if I could spot her. Spotting on a Smith machine can be awkward because you basically have to be on the persons ass to assist them. I got in close behind her not quite against her and put my hand just under her tits to stabilize her. She just started at me in the mirror as I did this. She lifted the weight off and squatted down. I moved in sync with her and ended up getting closer with my cock right against her ass as we moved. She got 10 in and re racked the bar. She sat down for a second and I leaned against the rack. We talked a little, nothing to personal. I was starting to get hard. She asked for me to spot her again. I got back into position with her and she asked if I could move my hands up a bit for more support. I moved them right up under her tits. I got up against her ass again with my hardening cock. She had a slight smile on her face. She lifted off the bar and began to dig her squats. My hands slowly moved up her body with each movement, eventually with me cupping my hands on her breasts and my cock pressed against her ass. She finished her set and sat down again. She thanked me for helping her and asked if I was done lifting for the day. I said yes but didn’t have any plans. She said she wasn’t really feeling the gym today anyway. I ended up walking out with her to her car. She thanked me for helping her again and then asked if I had a girlfriend. I told her I did. She seemed a little surprised and told me that she had a boyfriend as well. We stood there for a second while she looked at my semi-hard cock still showing in my pants. She asked if I had any plans. I said no, I was off of work and my girlfriend was out of town. She asked if I wanted to hang out for a bit. I said yes almost immediately. We went to her place and she said to sit on the couch and she would be right out. When she came back she had wet hair and I assumed she must have showered. She also had on a tank top and booty shorts. I noticed she was not wearing a bra and she had hard nipples. She came and sat down next to me on the couch and we talked for a few moments before I made the first move. I scooted in close to her and put my arm around her. She didn’t seem to mind and moved closer to me. We watched some more TV and then she looked over at me and I went in for a kiss. She kissed me back and stuck her tongue into my 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? We kissed for a while sitting next to each other. I eventually pulled her over onto my lap. She leaned back and pulled off her shirt. Her tits were huge and amazing. I asked if they were real and she said I’d have to find out myself. We kept making out and I reached up and cupped her tits. They were very firm. She said she got them a while back as a present to herself. We kissed some more and then I laid her down on the couch. I grabbed the sides of her shorts and she lifted her ass for me so I could pull them off. She wasn’t wearing anything underneath. Her pussy was completely shaved and she had a small piercing by her clit. I got down in between her legs and her eyes got pretty big. I asked what was wrong. She said her bf hated going down on her so it had been a while. I went to work on her licking her through 3 powerful orgasms, paying special attention to her piercing. Bailey then grabbed my hand and led me to the bedroom. She leaned over the bed and told me to have my way with her. I dropped my pants and threw off my shirt. I got up behind her and rubbed my cock up and down her hole. She was still super wet from being eaten out. I pushed into her and she was super tight. I grabbed her hips and started to slam her hard. After she came once she asked to get up on the bed. She laid down and I got between her legs. I inserted back into her again. We kissed as I fucked her fast and deep. She wrapped her legs around me and kept pulling me into her with each stroke. It didn’t take long for me to get close and I let her know. She told me to keep going but slow down as she wanted to feel me cum. It felt amazing unloading inside of her. We laid there for a second afterwards and she said that her bf only ever wanted her to give him head and wouldn’t take care of her sexually. I eventually pulled out and we both got dressed. She gave me her number before I left and told me to let her know if I wanted to hook up again.

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 did text her just after and she told me a couple days next month we can hook up.

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

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 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? Super tight pussy and great set of tits.

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

What do you think about the Casual Sex Project? Love it

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