Little Maid 

by Noah Vail

I was eight years old when my mom started dressing me up for her johns. I liked it. At school I was a boy, but I had dolls in my bedroom, and I'd always liked prancing around the house naked and showing off in front of my mommy's friends. 

Mommy would dress me in a little French maid costume, put my blonde hair in spiky pigtails,and make me up with lipstick and eye shadow. I would be sent into the living room with a tray of drinks for her guests. Usually it was only one guest, but sometimes two or three guys would show up together. I was sans panties, and my little cock twitched under the short satin skirt. The thigh high silk stockings felt nice, too. The skirt was so short that you could see my ass cheeks, but my apron and the tray kept my penis hidden most of the time. I'd mince up to a guy sitting on the couch and smile at him as he took a glass from the tray. It took some guys two or three drinks to figure out that I was a boy. By then they were hooked. The guys were there for a paid fuck, and it didn't necessarily have to be my mother. 

My favorite guy was Jack. He was older, with a bit of a paunch, but he smelled nice, and he was kind. The first time I served him, he took the can of beer from the tray and smiled. "Thank you, sweety," he said, and told me I was very pretty. I blushed. My mother came out of the kitchen, then, and took the tray from me. 

"Do you like Tammy, Jack?" she said, with something like a smile in her voice. Jack set his beer on the end table and reached out and took me by the waist and hoisted me easily into the air. 

"Yes, I do," he said. He stood me on the couch, my little maryjane clad feet astride his thighs. He bounced me up and down and I felt a draft under my skirt. Then I felt Jack's hand on my bum. I squirmed and giggled as he put his other hand up under the front of my skirt and touched my cock. Mommy walked back to the kitchen; I heard her running water in the sink. Then I felt Jack's mouth on my thing. He was licking and sucking and it felt really nice. My thing was stiff-- I arched my back and held Jack's head and panted as I pressed into his mouth. I could feel his finger touching my bumhole. Then he took his mouth away and picked me up and turned me around and sat me on his lap. He whispered in my ear while jacking me off. 

"Do you like that, honey?" 

"Ummh, yes," I whimpered, and I felt a spasm of pleasure. Jack kissed me on the cheek. 

My mommy walked back into the room, her heels clicking on the hardwood floor. A few flecks of dishwater stained her sleazy babydoll top. One leg of her fishnets was laddered. She looked at me sitting with my legs splayed on Jack's lap, his fist on my cock, and smiled wickedly. 

"Okay, Tammy," she said,"You can go play in your room now." 

I wanted to sulk. Jack lifted me from his knee and stood me on the floor. 

"Give Jack a kiss," said my mom. I turned, and he leaned forward and kissed me on the lips, softly. I hugged him, then ran out of the room. 

Not all of mommy's customers were as gentle as Jack. Some of them were actually mean. Once two guys came, and while one of them was in the bedroom with mom, the other guy made me suck him. He grabbed me roughly, held me by the hair, and fucked my mouth, then he turned me around and bent me over the end of the sofa. It hurt, but somehow it felt good, too. Eventually, of course, I would come to crave cock in both my orifices. 

When Jack came to visit again, he brought me a pair of beautiful silk panties. They were pink, and crotchless. Mommy and he watched while I put them on under my skirt and ran over to the big mirrored hallway door to look at myself. They were loose, but I pulled them up tight. My little cock jutted out as I whirled around holding my skirt above my waist. The silk felt delicious, and so did the air on my exposed parts. I smiled at the sexy little derriere in the mirror. 

"Say thank you to Jack," said my mommy, and I beamed as I sashayed back to stand in front of him. 

"Thank you, Jack," I said. My thing was getting hard. He smiled and raised my skirt and ran his fingers up and down the silken slit. He touched my bumhole lightly, then fondled my cock. My knees quivered slightly at the thrill. 

"Why don't you show Jack your room, Tammy?" suggested mommy, unexpectedly. I took Jack's large hand. 

"Do you want to see my dolls, Jack?" I sniggered precociously. He grinned, and I led him to my room. On my little bed, he kissed me. He taught me how to french kiss. He played with me until I got really hard and then whispered in my ear: did I want to fuck? 

"Yes," I said, and he he turned me over on my stomach and I heard his zipper and then felt his thing moving the slit in my panties and poking my hole. I reached back and spread my cheeks and humped up my bum. It wouldn't go in at first, but Jack put his fingers in my mouth and then in my bum, and then I felt his hot sticky cock inside me. He moved it in and out and I humped back and grunted in ecstasy. My thing rubbed on the blanket and I felt like I was going to Heaven. Jack's thrusts grew harder and faster and my asshole felt all gooey. He stopped, buried in my rectum, and I bucked with a spasm of release. When he pulled slowly out, I groaned. My anus burned and dripped. Jack turned me over and we kissed. 

Later that night, alone in my bed, I cried, without knowing why. 

I never saw Jack again. 

About a year later, my mom entertained four guys. I was pantyless again, and dolled up in my maid's costume. They all got pretty drunk, especially my mom. She ended up passing out and all four guys used me as a toy. A couple of them were too drunk to fuck, but I had to suck them while the others took turns with my ass. I liked it. 
