From the start I already looked pretty girly, I has a soft smooth round face, curvy hips, small frame etc so I would always get made fun of for not being enough of a boy. One day when I was 18 I met this girl online who would tease me saying what a “pretty girl” I would be. It felt weird, Idk why but when she didnt even though I told her to stop on the inside I kind of liked it, she couldnt see but I would always blush. Our relationship grew and got a little more nsfw with us talking about the porn we watched, our sex fantasies stuff like that. One day she teased me saying “Hey you know what you would look good in? A nice pair of panties! maybe even a skirt!” I didnt know how I felt about this, I was embarrassed but also partially wanted to try them so I asked her honestly “Do you honestly think I would look cute as a girl?” she seemed a bit caught off guard that I went with it but responded genuinely “Yes absolutely!”
I went online and I ordered some girl’s clothes and panties and tried them on, showing her. She said I looked adorable and to be honest I agreed, I felt happy, like I was doing something right and continued from there. I kept clothes shopping, I did my hair and makeup, and eventually I went full girl in appearance and thats when the people around me started to change.
Guys would send me messaged asking how cute I am, people I knew would mention how cute I was. No one ever really called me anything flattering as a boy before, I never got called handsome but now everyone thought I was cute and so did I. But with all the “cute” comments came the pervy ones. Guys saying how theyd wanna hold me down, fuck me for hours. This caught me off guard but once again part of me liked it, I was so embaressed, the fact that part of me was getting turned on at the thought of some stranger fucking me. I watched some more porn and hentai of girls, I remember looking at how loud they were moaning, how much they were enjoying it. I had never had anything inside me so one night I started to finger myself, it was such a new feeling but I was suddenly hooked, I squirmed and whimpered sounding just like a girl, I wanted more, I wanted something bigger, just being fingered was so good, I couldnt believe I was missing out on something so amazing!
I went out and I bought my first toy, a 7 inch suction cup dildo with some lube. I did my best to adjust my hips and legs, I had never ridden something before, it felt weird being in this position, I always thought this position was “for girls” but here I was, on my knees slowly lowering my rear onto the toy. When it slid in I let out a whimpering moan, I was shaking, it was amazing! As if on instinct I started moving my hips up and down, happily riding the toy cock. The best part though was my voice, I had always had sort of a feminine voice but when I was like this, when I was moaning as I rode this toy my voice finally sounded like an actual girl’s and at that point I decided two things. The first being that I wanted something bigger pounding me, and the second was that I was better off as a girl than a boy.
I kept upgrading my toys, the 2nd one was the same kind as my first but longer, a whole 10 inches! It was finally something long enough that I could really bounce my ass on but I wanted even more, I wanted to be stretched. My third toy was about 9 inches long but was insanely thick, I couldnt even get my hand around it. I lowered my ass down and pressed it against the thick toy, I had to push hard but slowly it went inside and holy shit I had never been stretched like that. My eyes rolled back in pleasure feeling the thick toy slowly slide into me. I took it more and more, slowly but surely I was able to ride the full thing to the base, drooling the whole time from how good it was. The whole time I kept thinking of all the comments people would make about me “You look like such a girl!” “you arent manly at all” and then what they said when I started looking like a girl “Your so cute!” “I love your hair!” and eventually “no boy has hips like those” “youd look a lot better on your knees” and I began to moan “Yes! Im a girl! I wanna be a cute dirty girl!”
Thats when I gave in, I wanted people to see how much of a slut I was. I signed up for a chaturbate account and started camming. All the other girls would ask to be tipped a certain amount before they did anything but I didnt care about tips, I just wanted everyone to see how pretty and dirty I was! I would constantly log on and ride my toy, watching the chat flood with perverted comments as I moaned thinking to myself “Everyones looking at me” I would look at the number of people watching and think “all these strangers are watching me take this massive toy and Im loving it!” and I would do it all with a smile. Id end shows sitting on a massive dildo before smiling and giving a cute little peace sign and saying “I hope everyone enjoyed watching me!”
Like always though I still wanted more, now I wanted the real thing. I could take toys bigger than any guy but toys couldnt spank me, couldnt pull my hair or dirty talk me, I finally was ready for the real thing. I learned Grindr accepted trans girls so I got on there along with a bunch of other dating and hook up sites. I met my first hookup at his place, I dont even remember his name, I dont know if I ever even learned his name but I know it was amazing. He held me down, tugging on my hair as he railed me spanking my ass red before finally covering my face with his cum and I didnt stop there. I kept hooking up, I kept posting nudes of myself, and loved every second of it but the best part would be as I was getting fucked how they wouldnt just say how pretty of a girl I was but how hot I was. I had never been called hot before as a boy not once but now I could finally be all of that as a girl and it was as I was getting pounded, my hair being pulled, my ass being spanked, my eyes rolled back as my tongue hung out drooling with pleasure that I thought to myself “I never wanna be a boy again”
Source: reddit.com/r/gonewildstories/comments/aw9f2e/tf_i_went_from_a_boy_to_a_total_slut_and_now_i
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