You’ve got to be handsome enough for someone to want to fuck you. And I wasn’t. Surfing around the personals I kept finding guys who liked feminine-looking boys in girl’s underwear. I thought if I put on some silk panties maybe a guy would want to take me out for a date. I’d never even touched another guy but I’d never really had a girl touch me either. This seemed pretty easy.
So I posted some pictures of me dressed up in my sister’s bra and panties and got a bunch of hits the first night. Everyone wanted to have me over for a party. It was so cool. A nice guy was just up the street, so I put on some jeans and a t-shirt over my pretty pink bra and panties and walked over. He answered the door but would not let me in until I dropped my pants and took off my shirt, standing there in her pink lace and cotton training bra and tight little panties, feeling humiliated and embarrassed. He made me leave my boy clothes on the front porch. He looked me over then invited me in.
I reminded him this was my first time but he took my arm roughly and pulled me right into the bedroom. He held me down on the bed tying my hands behind my back with thick sticky tape. I tried to cry out so he pulled a lot of tape over my mouth and gagged me. He taped my legs together and sat me on the bed. He looked me over again, took off all his clothes, and then sat next to me, very close. I squirmed and squealed as he fondled me, kissing my face, licking my cheek and tickling my ear with his tongue.
Soon he was hard, his cock was long and fat. He turned me around and told me to jerk him off while he groped my ass and my pinched my little tits. He placed his cock in my hands and wrapped my fingers around it, stroking it. It was hard, warm and slippery wet. He held my hands tightly around it as he moved in and out. I mumbled a muffled ‘Mmummph’ each time I felt the head of his cock slide through my hands poking me in between my ass cheeks.
Soon I was stroking him willingly, he seemed to like me, and enjoyed our time alone together. He talked to me the whole time. Whispering how cute I was, and how much he wanted to make me his little sissy love doll, and how much he wanted to fuck me. He pulled the tape from my over my mouth and stuck his long wet tongue in. He ordered me to continue to stroke his cock as he kissed me, open mouth, deep tongue, his wandering hands pulling at my nipples. I tried to concentrate on what I was doing but I was getting warm and dizzy, this was crazy.
I was pulled to the floor, kneeling with my face in his lap. My mouth was pulled open and filled with his wet cock. It tasted like cherries from the lube he was using; he was pumping in and out of my mouth, directing me to suck, holding my head with both hands. He pulled the tape loose from my wrists and placed my hands around his slippery cock again. I was trying to keep my balance, my legs still taped so close together. I stroked the base of his big cock with my hands as I sucked the top half as hard as I could. He liked it. Soon his hands were holding my ass cheeks. The soft cotton panties were smooth and sexy. He liked them, rubbing and pulling at them. Suddenly he gripped the back of my neck; he groaned and laughed as he filled my mouth with a wet sticky load.
He pulled back as he finished by squirting a long stream right into my surprised face. He left for the bathroom throwing me a towel. I was left here to swallow, then wipe up the rest of the dripping mess on my face and all over the front of my pretty bra. He returned, scolding me for pulling at the tape wrapped around my ankles and knees. He strapped more tape around my wrists and tied them behind my back again. This time he used a nasty rubber ball gag to quiet my complaining mouth. I’d never seen one before; it filled my mouth and immediately made my jaw sore.
I tried to squeeze it, move it around, adjusting it in my mouth to be more comfortable, but it was no use. I couldn’t make a sound, but another muffled ‘Mummph!’ He took some pictures of me while he jerked off, squirting in my face again. He hugged me and kissed me as he fondled my ass and my little dick wrapped up tight in the silky panties. He pulled my dick out and stroked me until I came in his hands. I almost passed out when I came, I’d never had anyone touch my dick like that before.
He told me that was the best thing I could do for him. It let him know I liked the girly clothes, the tight bondage, the nasty ball gag and his filthy hands on me. I shyly nodded my head. After he untied me I showered and shaved all my body hair for him. He had more silky clothes for me to wear, so I put them on. I sucked his cock and let him jerk me off all night long. He gave me a key as I left the next morning. I was to make him dinner and be waiting for him tonight when he gets home from work. I tried on several cute maid’s outfits until I found one that fit me just right. I buckled on the leather collar, ankle and wrist cuffs he set out for me. I hope he gets home soon; I can’t wait to have him teach me some more.
