1. My Journey to Sissyhood


    Date: 10/18/2017, Categories: First Time, Gay Male, Interracial Sex, Author: TokeNPoke, Rating: 75, Source: xHamster

    My name is Nichole and IM laying on my stomach thinking only one thing...the name Wayne. and feeling a deep ache that brought a smile to my face every time i feel it when i move or coughe. You see I have just been taken by an athletic, well hung BBC. As i get up and head to the bathroom i think of how crazy it was that this just happened, where had it all started though? My girlfriend had cheated on me with a cook from a restaurant that I worked at, and i was absolutely devastated. My ego was destroyed, i had given my life to her, and she was still looking to get dicked down by somebody else. I found a new filthy thrill in Cuckold porn videos, i would watch them after d***k texting her and would get a rush "knowing" that in these videos these guys were feeling the same pain i did knowing the girl is under some other guy and being powerless to stop it. Than in the Cuckold section of Xhamster i saw a video called Sissy Cuckold Training. It was like nothing I had ever seen before! A video trying to convince me that I didnt want a warm and inviting pussy any more but that i wanted to suck a cock. "Preposterous! I wont watch that wierd video again" and i went on with my porn life watching cuckold and cheating videos, with some bdsm thrown in. and than i see another sissy video, I decide to see what its about if its anything like the last one i had watched, and this one was similar, But instead of a compilation of girls sucking dick and sissys, it was a scene where a girl was ...
    exploring a room, with subtitles that led the watcher to believe that the girl had been a boy the night before and was confused as to what wwas going on when just than his friend comes in but doesnt recognize him as he is a girl. Now this concept was exciting, I wonder what it would feel like to have a pussy and to be pounded like I liked to do with the girls i've been with. Flash forward three years of me watching all these videos over and over and watching new ones as soon as i could find them. and i find myself watching sissy trainer videos, while on webcam doing whatever people told me to do for the most part, and feeling sexy doing it! Than after watching alot of BBC trainer videos, i find myself on craigslist looking up local cock in my area, not to actually do anything with, just see what kind of stuff was out there. I browse and browse and nothing interests me, so i go back to the sissy vids and get off. Than it occurs to me that i should post an Ad myself and see what kind of response i would get. Definitely no face shots of course, but i want to see if Im desirable, even if i just ignore the attention. I post the ad, and the responses all fall short. Nothing is interesting, so i say to myself "Oh well, Just as well who knows what could happen if i met up with a stranger from online" and i decide to go about my life. A couple days later i decide to check my email to see if got any last responses and sure enough i did! But of 5 total 4 were bots, but 1 was just a single ...
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