Winnie, Boy Princess

©2010 Herb Cat. Do not reproduce or distribute this story without the author's permission.

As an author, I welcome feedback from readers. Please send any comments about this story, positive or negative, to Herb_Cat@mailcity.com. Thank you.

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Chapter 6

After breakfast, Keith said he had to get to New Jersey for a family get-together. "My little cousin is making her first communion. Chrissy is almost nine. She's just about your size. Well, I better get showered."

"Can I get in with you, Mister Keith?"

"Hehe, sure, Little Girl." Wayne helped Keith lather up his cock and balls and Keith scrubbed his little friend all over, front and back. "There, you're all clean now."

"You missed something."

"I did?"

"Yeah, when I took a bath with Uncle yesterday, he stuck his finger in my shit hole."

"Oh, did he? Well, I guess I better do that too then, or else the little girl will have to take her bath all over again." Wayne bent over and Keith soaped up his finger. Wayne hadn't specified the pinky, so Keith simply assumed it was the infamous middle finger. He loosened the sphincter a little, told the boy to pretend he was taking a crap, and pushed in. Wayne felt the thick protrusion, gritted his teeth and took it like a man. But he was glad when Keith's digit retreated.

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That night, Wayne couldn't stop talking about the great time he had at Uncle's house. Joel and Ginnie listened to him spout about going to Eisenhower Park and playing baseball (Uncle had given him a new mitt) and eating Chinese and meeting one of Uncle's friends and watching scary movies and.... Well, he went on and on, but he knew what parts not to share. "Please, can I go back next week?"

The next day, on the phone, Jerry assured Joel that he thoroughly enjoyed his weekend with his nephew, that Wayne was welcome to come again any weekend, every weekend in fact. "Thanks, Jerry. We'll have to tell Susie to find herself a new client."

So that's how it started. Every Friday afternoon, Jerry drove out to Lake Grove to pick up his nephew, and every Sunday afternoon he brought him back home, often laden with presents. And Joel and Ginnie were free to enjoy their clubbing lifestyle.

Keith often dropped by to see his old friend Jerry and his new friend, the Little Girl. The naked threesome spent many hours jerking and sucking, and every week the lad got his hole fingered.

Other friends stopped by as well, but not all of them stayed. Several were very uncomfortable with a kid in the house. They called Jerry a pervert. But, if they couldn't be friends with his nephew, then Jerry had no time to be friends with them.

Some men, however, were intrigued and dropped in often. There was Harrison. When he was in college, he'd fooled around a little with the twelve-year old son of his tennis coach. He never tired of admiring Wayne's gorgeous buttocks. He was getting prematurely bald so when he stripped, he always left his cap on.

Rusty ran a gymnastics program for kids and knew how to talk to them. He was hoping to put some muscle on this skinny boy. Some weeks he'd bring him down to the gym for a couple hours. Wearing a singlet and gym shorts, Wayne looked the part and was pretty good at tumbling, but was a real spaz on the bars. "Well, it's gonna take a lot of practice before we put you on the team."

And dark-skinned Leon once played around with his little niece. They had lots of fun together until the family found out and ostracized him. His eyes would tear up whenever he spoke of them. "Wayne, listen to me carefully. Your parents must never ever find out what you do here every weekend. If they do, you will probably never see your uncle again."

All these men liked Wayne, and he liked them. Jerry and his partners hid nothing from the boy, who watched with great interest every time they made love. Sometimes he would play fluffer and prime their cocks for a fuck. Afterwards, he would sometimes lick the cum off their asses. And of course, he was always ready to 69.

He was also always ready to get fingered. He had discovered the pleasures of anal penetration himself as well as witnessed the intense thrills these men experienced as fuck bottoms.

So, Jerry should not have been too surprised by Wayne's question about two months later. They were sitting with Keith naked in front of the TV eating Cocoa Puffs for breakfast and laughing at the silly Saturday morning cartoons. Suddenly, Wayne asked, "Uncle, will you ever fuck me?" Keith spit a mouthful of milk out.

Jerry looked at the boy. "Do you think you'd like that?"

"Yeah. You guys look like you're really having fun. I wanta try it. I like it when you stick your finger in there."

Keith said, "Yes, but a cock is a lot fatter than a finger, Little Girl."

"But sometimes when I shit, I gotta push real hard like maybe after we had pizza for supper. And I look at my shit in the toilet and sometimes the turd it looks kinda big and so I think my ass musta opened real big to let that sucker out, so I think my ass can open big enough for a cock." The boy had obviously spent a lot of time thinking about this.

Jerry looked at Keith and wondered if he really wanted to go this next step. The boy's butt was certainly attractive enough. He loved running his hands over its smooth rounded contours. He liked fingering it. He enjoyed kissing it and rimming it and getting the tip of his wet tongue inside it. But he sure as hell didn't want to hurt it. He was speechless.

Keith broke the silence. "Listen, Little Girl. When Keith was a young boy, well not as young as you, I was thirteen, but that's still pretty young. I had a friend who lived next door. He was 22. We fooled around a lot. We kissed and petted and jerked and sucked. He was my first lover. He taught me a lot. He even showed me how to fuck his ass. He said he liked it but I think he was just being nice. Well, anyway, he said he wanted to fuck my ass and I wanted it too. But when he tried, it was way too tight. I felt terrible. But he was kind and patient. He began to finger me regularly with KY and one day he added a second finger to the first. It felt so intense, but I got used to it and after a couple weeks I could take three fingers and then we both knew I could take his cock. And it was great!

Wayne jumped up and ran to the bedroom. Keith said, "Gee, I'm sorry, Jerry. I thought he'd like to hear my story."

"I thought so too. I liked hearing it. I never knew you were involved with a pedophile."

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As an author, I welcome feedback from readers. Please send any comments about this story, positive or negative, to Herb_Cat@mailcity.com. Thank you.