What’s your gender? Man
How old are you? 31
What’s your race/ethnicity? White / Caucasian
How long ago did this hookup happen? 6 months ago
What was your relationship status at the time? In a relationship (monogamous)
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? I was out of town on a business trip. I found an ad on craigslist for a massage with pictures of a hot young redhead and a gorgeous blonde haired middle aged woman. I replied to the ad and set up a time for a massage. I picked the two girl massage package. When I arrived the girls from the ad greeted me at the door. They both had their hair and makeup done. Both were wearing bikinis at the time. They lead me to a room with a massage table and took payment at that time.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Once I was naked on the table, the two came back in. They started with my back and did a pretty decent job. After about a half hour i flipped over. I asked what specials they had. They said they offered a naked massage as well for another $50. I agreed to that and they both took off their bikinis and began to massage my chest. It was very nice having two pairs of tits in my face while getting a massage. My cock was standing straight up the whole time and with no sheet on me. The young redhead massaged up my legs getting within inches of my cock and would only look at me and bite her lip a bit. They both stopped and informed me that I had about 10 minutes left and that tips were much appreciated. I gave them another 200 as a tip. They had me get up and led me to a shower. They joined me in the shower and cleaned me up. We then went back to the massage table.
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? The redhead asked me to bring my knees up and rest my feet on the table. She started stroking my hard cock. She then lowered her head while making eye contact and took me in her mouth. It felt amazing and she knew what she was doing. The blonde came over with a little bottle of lube and asked if I had ever had a prostate massage. I had not even heard of it. The blonde got down next to my ass and began to lick it while I was getting blown. It was kind of an odd feeling at first. I then saw her putting lube on her finger and felt her rubbing against my asshole. I was kind of nervous as I had no idea what she was going to do. She pushed her finger into my asshole. It was a weird feeling then I felt pressure and I felt like I was going to cum. The blowjob felt even better and I couldn’t control myself and emptied my balls into her waiting mouth. It was a very powerful orgasm and I felt like I came forever. The redhead swallowed it and then they left the room. I got dressed and left.
How sexually satisfying was this hookup? Very
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? I went back home the next day so I didn’t get a chance to go again.
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, Hoping or expecting it would lead to something more
How intoxicated were you? Not at all (no alcohol or drugs)
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