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26 yr old male here. My sexual experiences with women are very limited and only had sex a few times in my life. All being escorts. But after getting really high at a friend’s, upon walking home I saw a prostitute on the street and being horny I figured why not. Typically I get escorts and not someone off the street but it was convenient and I was not thinking too much about it. It was much cheaper than an escort I noticed which surprised me. We go to a nearby motel and do our thing getting sucked off then putting a condom on and getting right to it. But in the middle of her on top riding me while I was holding her hips she gets up leans towards me to kiss and makeouts a bit and I feel like her hand pulling my cock. Felt like she was just tugging or stroking it. But when I slipped back in her I noticed the sensation had felt a lot better oddly enough and as if her pussy was warmer and wet. Given I was still pretty high I wondered nothing of it and that it was just me over thinking. I finally get close and the sex is rly good at that point with her riding I end up cuming and orgasming. After a good moment riding the initial high of the orgasm she gets off me and I see the entire time my cock had no condom or any protection on. My heart sank and she’s just casually cleaning herself up while wiping her pussy that I see is dripping with my cum.

I freaked out on her and questioned why I have no condom on in which she insists she did not know it had fallen off and is as confused as me. But I swear I felt like when she said she needed to adjust herself and she began kissing me during it I felt something pulling at the top of my dick a bit. Assuming she did sneakily remove my condom, why the hell would she even do that? This happened two weeks ago. Got tested and everything after. Thankfully I’m completely clean and feel great. But I was quite upset about it. The chick was almost twice my age being 43 or so around yet she kept telling me it’s fine and no big deal. Yet I wonder why someone her age would do something so stupid or say such thing. Like what was her goal in doing that? She kinda seemed not to be there as if she had issues. We argued for a good bit then she cried like crazy all of a sudden and I had spent more time than I should have with her, calming and talking to her until she felt better in which she gave me her number after. I think I had my first encounter with a crazy chick and idk how to feel. So many unresolved issues at her age. Anyways thanks for reading and would appreciate the insight!

NSFW: yes

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