1. Sissy's Breaking out (My first sissy experien


    Date: 3/25/2015, Categories: Anal, First Time, Gay Male, Author: TokeNPoke, Rating: 100, Source: xHamster

    hands on the roof of my car so that im bent over with my ass exposed for him to have his way with me. I bite my lower lip as he makes me put the condom on which barely fits his huge cock. as i do, he instructs me to turn around and I feel his hands go down my back to my white ass cheeks and he spreads them and i feel his mushroom head of a cock rubbing against my virgin ass hole. He presses in but to no avail, I ask if he has lube and he says "Nah...well...*spits on my ass* that should work. He presses in again and i feel my asshole give a little way, he feels it to and says "There we go, it wants this dick doesn't it, we will make it fit. As i take a deep breath getting ready to feel this dick deep inside of me, when he quickly grabs the base of his cock, squeezes and rams forward, quickly filling my up with just a little bit past the head of his cock. "HOOOOLLLLYYY FUUCKKKKK!!! Oh my god, thats too much, I don't know if i can ta.." "you'll learn really fast I promise, don't make me waste the trip" I think to myself that I'm being weak, i can take this....I want to take this...God really? Yes, really, This cock was Everything and I wanted nothing more than to be all it needed. He lets go of his shaft and slowly started applying gradual pressure and my ass gave way until about half way down his shaft, maybe 3/4 if im being generous, ...
    and it feels like he's bottoming out. "I can't take anymore, it hurts" "Ok than we will just work with this for now" He grabs my hips, and starts gently rocking back and forth. and amazingly i can feel that im giving more and more way, and out of nowhere he pulls back on my hips! "AHHHH! OH MY GODOHMYGODOHMYGOD" it hurt so much but the fact that i was essentially impaled on this black monster turned it into a twisted pleasure. "Im balls deep sissy, I told you that you would be able to take all of it, good gurl, I love this tight ass" and with that he starts fucking me again this time making sure i felt all of his shaft penetrate me from the tip to the base. after a few minutes his breathing becomes more rapid, the thrusts quicker and more f***e, his grip on my hip tightening. "Im gonna bust sissy!!" with that he pulls out, pulls off his condom, rests his cock head rest on my anus withouth penetrating and coats me with yet another load. He throws the condom on my back and says "Stay there til I leave, I'll be in touch though" he pulls up his pants and walks out. Meanwhile I take one step away from my car and realize my legs are jello and i can feel that my innards are not the same. I feel the aftermath for a couple days and here I am trying to contact him so that we can play again....I want to be fucked again...and I want to swallow.
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