Two years ago I were out traveling in Europe by train. I went all over and when I came to Milano in Italy I decided I would try to find someone to have sex with. The reason for this was because I have not had sex or jerked off for 2 weeks, I was horny like hell. Anyway, I have never had sex with a man before but I fought I wanted to try it. So I made a grindr profile and started looking. I did not really find it that interesting but I saw a girl there on the start page. She was sort of beautiful, maybe not 100% passable as a woman but I found it really attractive! Sended her a message, she responded quickly. We talked some and what we wanted to do. So she told me to meet her up at her home.
She did not live in Milano so I took a train to where she was. When I got there she was wearing an attractive dress, she had quite a lot of makeup, pretty big boobs, long black hair and big lips, had not seen her cock yet. When I steeped through the door she greeted me with a wet kiss, her tongue was all over my mouth and from nowhere she grabbed my right butt cheek. I reached for her ass as a return and gently squeezed it. My cock were now as hard as it could be.
We stayed like that for a while and than she smacked my ass, stopped kissing me and said something in Italian. I could not understand and now I understood she had been using google translate during our conversations. So we just keeped using google translate.
I asked if I could use her shower and it was ok. I undressed and she looked at me while I did it. When I took of my boxers she said “Oh yes”, grabbed it and slowly started to jerk me off. Than I went into the shower, she insisted to shower me and stroke me all over my body. Than she soped me in and took extra care of my cock and butt. I had never been fucked before and was not really interested in trying it, but I really got turned on when she was playing back there and I could see on her that she knew it.
When all clean she dried me off with some towels and lead me into the bedroom. She had twin size bed and a big mirror on the wall in front of the bed. We lay there for some time, undressing her slowly, touching each other and kissing. Than she takes off her panties and I can see a maybe 18 cm long cock. She grabs me and turn me on my back, than mounts me. After some kissing she put two fingers in my mouth while rubbing our cocks together, I almost come just by that. I suck her fingers and she is looking into my eyes and showing with her lips how I should have them to suck correctly. After a while she turns around and without giving me a heads up showed her cock in my mouth. I did as she had showed me and tried to keep my teeth away while sucking. She slowly pulled it in and out, going deeper and deeper. Thankfully my gag reflex was under control and I just closed my eyes and sucked, each time she showed it down I could feel her balls over my nose, I was in heaven. While she did this she was sucking my cock and god damn, she really knew how to suck! Deep, soft and what a suction she had! Just around 5 min in I was about to come. I open my eyes and with her cock in my mouth I tried to speak up but could not. Than I tapped her on the side and let out a “Muhumuu”. She stopped and right then I came. It squirted everywhere, all over myself. She pulled out her cock from my mouth and expressed a disappointing sigh. She reached for some paper but stayed put with her ass over my mouth, sitting there while wiping up my cum. When rolled over to her side and looked at me. I reached for my phone and on google translate typed “Sorry”. She answered with “No problem, looked like you enjoyed yourself”. I said yes, but I felt bad for her. So I typed “Would you like to fuck me?”, I was not really up for it but I fought ‘hey why not’. She smiled and said something on Italian and reached in her dresser for some lube. She showed me to turn around and I obeyed, at first I laid on my stomach but she grabbed me and lift me up into doggy style, I can still feel her strength and it turned me on, had not fought about it untill now. She start to lube my hole and her cock, I look at her in the mirror and now are starting to become quite scared.
Than she pushed in her head. I could feel the pain in my back almost. It hurt so much. I just said “No, no” without thinking about it. But she just hushed me and slowly continued to push it inside me. At this point I fall on my stomach saying “Argh, no, no, no” over and over again. I start to twirl from right to left but she puts her shins over my legs, preventing me to move to any direction except for back witch pushed her cock even peeper inside me. She moved up the tempo and I moaned in pain, humiliation and pleasure into the bed, I fought for a while “she is fucking raping me” but I know deep down I probably could escape from her if I really wanted to. So I just relax and loose all control, leaving it in her hands. She can feel that because my hole relax, she say “Si” over and over again and than grabs my head, turn it around and kiss me violently while speeding up even more. I lay there in ecstasy from the pain and domination and just try not to moan while she is kissing me, but can not. She does not care and still push her tongue down my throat. I do not know how long we were going but probably 7 minutes or something like that, than she almost scream and I can feel something wet inside me. She slowing down and end up laying on top of me breading heavily into my ear. After a while she pulls her cock out of me and roll over to her side continuing to take deep breaths while looking at me. I just lay there and feeling completely empty, it feels So good that it is over even dough it still hurts. But still I feel awesome, it was the best sex I have ever had and I can feel the adrenaline. Next I stand up and go to the bathroom. I can see that semen is pouring down my leg and it is now I realize she fucked me without condom.
Of course I am really afraid, I have never even had unprotected sex with women and I am afraid to catch something from her. I clean up myself and wipe off the blood and semen from my ass and than walk out. She is now dressed and looks at me with the sexiest eyes I have ever seen, I felt my knees becoming week and that I would do anything for her, like she was my goodness. She claps on the bed, wanting me to come over and get dressed. When I walk over there she passes me and slap me on the ass before going into the bathroom. I get dressed and heading waiting for her. When she is done she leads me to the door, we kiss one last time and than I am heading home.
I wanted to see her again but I had to move on. Needless to say but it was quite hard sitting down for the next week. One month from that day I got myself tested and I was clean, this might just have been luck so I have decided to be Much more keen on safety next time, better Safe than Sorry!
This sparked my obsession with trans and I have been looking for someone like her for a long time, but never found one like her. Still thinking of her more than I want to admit.
Source: reddit.com/r/gonewildstories/comments/8s4bhk/mt_fucked_by_a_trans_woman_in_italy
> Than she pushed in her head. I could feel the pain in my back almost. It hurt so much. **I just said “No, no”** without thinking about it. But she just hushed me and slowly continued to push it inside me. **At this point I fall on my stomach saying “Argh, no, no, no” over and over again.** I start to twirl from right to left but she puts her shins over my legs, preventing me to move to any direction except for back witch pushed her cock even peeper inside me. She moved up the tempo and I moaned in pain, humiliation and pleasure into the bed, **I fought for a while “she is fucking raping me” but I know deep down I probably could escape from her if I really wanted to. So I just relax and loose all control, leaving it in her hands.**
Your rapist repeatedly ignored your boundaries until you finally gave in.
In my experience, people who do this are serial abusers / transgressors.
For your own safety, talk about consent & condoms before sex next time.