1. Anonymous online pickup!


    Date: 8/30/2015, Categories: True Story, Authoritarian, Bondage and restriction, Cock & ball torture, Exhibitionism, Humiliation, Transvestite, Author: Steve Edwards, Rating: 53.6, Source: sexstories.com

    present myself. The three hookers all laughed. “Boy, are we going to fuck you up,” one said. The one hooker grabbed my skirt and pulled it off while the other two put on some latex gloves. The third hooker took my clit in her mouth and roughly started sucking. It was brutal and I soon came in her mouth. She let the cum dribble on my softening cock. “Okay, he’s ready now,” she said. The one hooker grabbed my softening clit and coated the palm of the glove with my cum. She then placed the palm of her glove on the ground. When she brought it up it was covered with little pieces of gravel. The hooker smiled, wrapped her handed around my clit and started jerking. The gravel started biting into my clit rubbing it raw. “Baby, we are going to milk you this way until you cum again and then we are going to put the cage on you. So, if you don’t want your cock to be a bloody mess you’d better cum quick,” the hooker jerking my cock said. I knew I couldn’t cum that quick unless I was being fucked. I begged the Dom to fuck me, but he just laughed. The one hooker said she would fuck me and I begged her to do it. She told me to push the plug out of my ass. As I was pushing it out she produced an aluminum baseball bat, hat she used for bad johns. As soon as the plug exited my cunt she shoved the head of the bat in the gaping hole. She roughly pushed it in and out while her friend vigorously jerked my cock. Between the jerking and the fucking I eventually came, but it was too late for my cock. ...
    It was a bloody, raw mess. The one hooker produced a baby wipe, cleaned off my cock and attached the chastity cage. The Dom paid them for their services, shoved the plug back in my cunt and we left. He was staying at a rundown motel on the edge of town. We got to the motel and went to his room. He went first and had me follow, naked from the waist down, to his room. Once inside he uncuffed me, stripped off the remainder of my clothes, except the heels and the wig. He recuffed me, attached a spreader bar and placed me face down on the bed. He took his belt off and started to whip my bare ass. He said he was going to leave it bloodied, just like my cock. I was crying and begging for him to stop. Just as I thought I’d pass out there was a knock on the door. “About time you got here,” the Dom said. I looked and it was the hooker that had jerked my cock raw. She quickly stripped, crawled on the bed and presented her asshole to me. It had obviously been fucked and was oozing cum. The Dom told me to suck the cum out of her ass and be quick about it. I started licking the cum and sticking my tongue up her ass. She was moaning and calling me names like faggot, queer, etc. As this was going on the Dom got behind me. Pulled out the plug and started fucking my cunt. It was so ruined that I hardly felt it. He finally tensed and planted his seed deep in my cunt. The sun was just coming up and he told the hooker he had to go, but that the room was paid for the remainder of the day and that ...