So here it is,
I’m 21 years old and I’m still a virgin, I’m not shy anymore, I’m just extremely bad in seduction.
The fact that I’ve never had sex really worked on me, I looked at escort websites for months before I dared to call one to make an appointment.
She was a 40-something woman, dark-haired, fairly thin and very attractive. I warned her that it was my first time, she told me that it was not a problem for her.
However, I had only one requirement, I thought it was a shame to make love with a prostitute for the first time, so I asked her if I could do only sodomy, to keep my first vaginal intercourse with my future girlfriend (if God wants it). She accepted for an extra 50$.
The day I arrived at her place, she welcomed me in a very sexy outfit, I was impatient to go further with her. We start to put ourselves on the bed, and we discuss almost 15 minutes (I had taken an appointment of 2 hours) and she asked me to remove my clothes and to put me in boxers, thing that I made immediately.
So we start the foreplay, she puts a condom and lubricants on me, and we start to fuck. The first intercourse was quite fast, I didn’t even last 2 minutes, I felt like shit. But she was quite nice and she reassured me. We talked again for several minutes before going on to a second report and that’s when the problem came.
She put herself on top of me, she controlled everything, she started to go back and forth, it’s quite sensual, and at the moment of ejaculation, she screams, then she takes herself off my cock: the condom had cracked.
I was a bit panicked, it was the worst thing that could happen to me. I didn’t know what to do, she was reassured that it was my first time but I wasn’t. So I went straight to do a test, which fortunately turned out to be negative
Source: reddit.com/r/gonewildstories/comments/xna21k/m21_first_time_sex_with_a_prostitute