Sissy Phone Sex with Brooklyn: The Sissy Pity Fuck

I make no apologies for being a size queen. Look at me? Perfection. Beautiful body, gorgeous face and smart to boot. I deserve only the best in life and that includes cock. I have many men try to hook up with me. When it proves that they are nothing but a little boy, they become nothing more than a sissy or fluffer boy. Case in point, Sissy Christina below. Look at that pathetic excuse for a dick? You might have to get a magnifying glass to see it. That’s a clit stick at best and belongs in panties not boxers, or briefs nor even boring tidy whiteys. Hell, it should be in a fucking diaper at that size.

Well this particular Sissy is a fucking whiny ass bitch. Annoying as hell. Took years to break her and get her  to stop begging me to fuck her. Just about the saddest creature on earth. Why did I put up with her pleas and begging and overall pain in the ass antics? Because she is my brother and loaded. A computer software genius. What she lacks in dick, she has in brains. But no one wants to fuck just brains. It’s sad; I got both beauty and brains; she got just brains.

Ever since we were little, my brother tried to fuck me. I was the hottest woman he had ever seen. Well of course, when you are a short dicked ugly loser, women like me are not gonna fuck you. For 20 something years, my brother begged to bust a nut in his sister.  And, one night, in a total moment of weakness and shear alcohol consumption, I gave him a pity fuck at a family reunion at a beach house in Florida. I didn’t want to be there to begin with, but our mother guilted me. So, I drank like a fish the whole week. On the last night, my brother who was in his 30s at this point, came into my room and started crying. He admitted he was a virgin. Yes, like the movie only a 30 Year Old Virgin.  The girl he was seeing for months and whom he thought was “the one” laughed and ended the relationship on the night they were about to fuck for the first time. An unattractive, book worm, troll of sorts even rejected his little baby dick. I was tired and he wouldn’t leave. He was just so fucking sad and pathetic. I caved.

I said, “I will fuck you this once. But you tell anyone and not only do I castrate you but I disown you. And it will never ever happen again.” He promised. I was still drunk and only have awake. He fumbled to get his shorts down and when he did, I swear I burst out laughing so hard I nearly cried. He got on top of me, oblivious to my laughter and obviously not accustomed to foreplay. But, that was fine, no way I was cumming. I kept asking if he was in yet. I mean I couldn’t feel it at all. AT ALL. Just his sweaty body on top of me and his grunts. I started counting in my head until it was over. I got to 6. Literally three strokes and he was done. He claims he came, but I didn’t feel anything but shame for having given in.

After that horrible night, my brother became my sissy. My first sissy actually. I told him he needed to give up on trying to get laid cuz he was just gonna face rejection every time. I explained there are other ways to please women. He can be a cleanup bitch; a fluffer boy; a procurer of big cock; a source of entertainment; a sugar daddy. But he could never be a lover. He has accepted his fate. He is the best sissy a size queen cuckolding mistress sister could ever hope for. Have you accepted your fate yet?

 

Leave a Reply

Your email address will not be published.