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.

.oOo.
Chapter 7

Wayne came running back in with a tube of KY and sprawled himself ass up on top of Uncle's lap. "I want you to do what Mister Keith just said."

"OK, Wayne, but we're not going to rush things. We'll take lots of time before we work up to two fingers."

"That's OK, 'cause my fortune said, 'Good things are worth waiting for.'"

For the next few weekends, whenever Wayne wasn't eating or sleeping or sucking someone off, he was on a man's lap getting his sphincter spread. All the men knew what the goal was and participated in the training earnestly. Whenever they rubbed his little prostate, Wayne squealed happily. He promised each man a fuck.

Back at home, Wayne missed the penetrations. One day he took a carrot from the fridge, slicked it up with olive oil and squatted down. He was happy it went in so easily and he began moving it around. Shit, it felt good. But then the carrot broke with the top couple inches wedged inside. Wayne was scared stiff and poked at it desperately but it was so slippery, he couldn't grab it. He went to the toilet and pushed hard and finally, it popped out with a splash. When he told Jerry about it, his uncle warned him never to stick anything in his butt again without talking to him first. He had visions of emergency rooms.

At last, the eight-year old was taking two fingers without too much strain and eventually three. A date was set for the deflowering. A Friday night. The other men agreed not to stop by, to let Jerry and Wayne have this important milestone moment alone. Joel and Ginnie knew their son was antsy about something that week, but didn't probe. When Jerry drove up to the house, Wayne ran out with his backpack. "Aren't you going to come in a minute, Brother?"

"No, Ginnie, not this time. Wayne and me have big plans." As they drove off, they didn't talk about school or friends or cub scouts. The two sat in silence for several miles, thinking the same thoughts. Finally, Jerry said, "You know, Wayne, you're always going to remember your first fuck."

"Do you remember yours?"

"Oh, I definitely do. Prentiss and I were both fifteen and very adventurous. I used to take him joyriding in my Dad's sports car, before I was old enough for a license. One night, we drove up to a hilltop where we could look down on all the houses lit up like a little Christmas village. We kissed and hugged and fondled. Then Prentiss sucked me off and I sprayed my load over the town and we laughed about the people wondering what was raining down from the sky. Then I sucked him, but when he was ready to blow, he pushed me on to the hood of the car, took off my pants and had me spread my legs. It was a perfectly clear night, with a new moon, and I watched the stars twinkle while I got my ass full of Prentiss's cum."

"Did it hurt?"

"No." Uncle and nephew fell silent again. As for it not hurting, that may have been because they had often played with Prentiss's mom's vibrator, and possibly because they'd been drinking beer. Jerry saw no reason to share those details, however.

Uncle boiled up some hot dogs, but Wayne didn't seem too interested in eating. He took his frank out of the roll and began sucking on it, pulling it in and out of his mouth. His uncle smiled. "I guess I'm not all that hungry either. Come on, Kid." He took him into the bathroom and told him to shit. Wayne had already defecated at home but was able to drop a few more turds. In fact, he'd been a little loose all week. Probably nerves.

Wayne watched Jerry reach into the back of the linen closet and take out a rubber water bottle and hose. "What's that?"

"It's an enema, Wayne. I want to make sure we get all the little pieces out of there. I want you to be comfortable." Jerry filled the bottle with nice warm water and gently pushed the hose into Wayne's hole. "Now squeeze tight and hold it in as long as you can." Wayne scrunched up his face. This was a new feeling to him, having his bowel swooshing with warm fluid. "OK, you can release it." Wayne let it out into the bowl, then stood up and looked at all the little specks. "There, now you're all squeaky clean inside!" They climbed into the shower and washed off. After drying, they walked hand in hand to the bedroom.

Jerry sat Wayne on the edge of the bed and gave him his schlong to suck on. Wayne looked lovingly up at his uncle. It didn't take long to reach maximum size.

"Are you ready, Wayne?"

"Yes, Uncle Jerry."

"OK, lie down and lift up your legs. That's the way. Spread them wide and hold your knees. Beautiful." Jerry got down and began to lick the lovely rosebud. This scrumptious morsel made him even hornier. His cock was dripping long strands of precum. He took the KY and applied a generous dollop to his nephew's hole, taking his finger and smearing the tunnel wall. "Now relax as much as you can, Sweetie." He inserted a second finger and felt the muscle begin to loosen. He pointed his cock at its target and pressed in. Wayne felt the new invader and gave a soft grunt. "Now pretend you have to go to the bathroom, Wayne. Push." The boy obeyed and his muscle gave way enough to admit Jerry's helmet. Nervously he started to giggle. "You're doing beautifully, Sweetie." Jerry waited a few moments for Wayne's ass to accustom itself and then pushed in another inch. That produced Wayne's familiar high pitched squeak. "Are you all right?"

"Yes," the boy replied in a tight falsetto. Jerry pushed in another inch.

Slowly the cock made its way up the virgin love canal, never rushing but never stopping to retreat. Jerry bent low over his lover and touched his face gently with his hand. "You are so fuckin pretty." He couldn't kiss the boy. Their difference in height prevented a simultaneous fuck and kiss. But he smiled and blew a silent kiss as he began to pull out ever so slightly and then push in again. In and out. In and out. Jerry increased the tempo. He began to fuck with enthusiasm. "Yeah, yeah, yeah." He watched the child's face for any sign of unease but saw none. Instead Wayne stared up at him with bulging eyes, gritted teeth and a half grin. He felt the pressure on his prostate. His tiny nail was rock hard.

Suddenly Jerry stopped his piston action and froze. Wayne's eyes widened even more. "Aaaaaaaa!" Jerry shot the first two loads deep into Wayne's bowel. Then he pulled out and sprayed Wayne's darling buttocks.

He fell down on the bed beside his nephew and started laughing. Wayne too was giggling like a schoolgirl. "You fucked me. Hehehe. You really fucked me." As if he needed proof, he reached one hand down and wiped some jizz off his hole. "You really did!"

.oOo.

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.