Winnie, Boy Princess

 

©2011 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.

Chapter 12

All that week, Winnie and Otis texted and emailed each other. During idle moments, Winnie would write his name over and over again. Puppy love had blossomed. The following Saturday, September 4, she had a second date with Otis. They went to see "Nanny McPhee Returns." She continued to be enraptured and he continued to be a true gentleman, attentive to and respectful of her. Back at her uncle's, Leon and Keith learned all about the young man who had won their princess's heart. Fortunately for them, this didn't mean her cunt was no longer available. On Sunday, Otto and Heinrich came by. They stripped off their clothes as usual, and donned their harnesses and boots. Winnie in the leather skirt and vest that Otto likes led him into the bedroom as the young boy got on his hands and knees to service Uncle Jerry. 

Winnie didn't talk to Otto about her new love interest. He was never really interested in how she occupied her time. He and his son always used the time efficiently to bang ass and be done with it. He was nice enough to Winnie, but she was a cunt more than a girl to him. When he finished with her, he went back to the living room to watch Jerry plow into his seven-year old son. Each of them, the plowman, the fresh furrow and the voyeur, were enjoying the experience in his own way. When Jerry knew he was at the brink, he pulled out, ripped off his condom and shot his load over the boy's bubble butt. The kid dutifully turned around and licked the spent tool clean, as his father took a rag out of his pocket and tenderly wiped his son's pretty rear end.

His bottom duties completed, the boy stood up, threw back his shoulders and pointed his dick toward the bedroom where he knew his bitch was waiting for him. Jerry was already leaning over the counter and presenting his ass to Otto, one of the few men on this planet who could make a bottom of Winnie's Uncle. When Heinrich entered the bedroom, he was slightly surprised to see Winnie smiling. He knew she didn't like him and he was satisfied with that: a bitch is something to use not something to please. He began his usual sputter: "OK, Bitch, on your knees!"

"Yes, Heinie, Sir," she cooed, and then began servicing his three-inch penis. She was in love with Otis now, and nothing was going to ruin her euphoria, not even a kid five years her junior who treated her like dirt. As he continued to fuck her mouth, insult her femininity and attempt to humiliate her, Winnie was thinking of Otis and how he gently held her hand in the dark theater, how he plied her with popcorn, and how during some of the frightening scenes his comforting arm had somehow found its way around her shoulder. 

Winnie lay on the bed and spread her legs for the boy's onslaught. This time she was more amused than annoyed by his rough antics. He reached his climax inside her and then gave her ass a final slap.

When Otto and his boy left, she got out of her leather outfit and into a warm bath. Jerry came in and emptied half a box of bath salts into the tub. Soon a foot or two of foam covered the surface of the water. Then, with Otto's cum still on his ass, he slipped into the tub with Winnie. They sat on opposite ends looking at each other over the billowing cloud and playing footsie under it. "You look very happy, Winnie."

"I am, Uncle Jerry."

"Is it because of Otis?" Her sheepish grin answered his question. "He's a nice boy. I'm glad you two hit it off."

After a while, Winnie slithered around, sat between her uncle's legs and leaned back on his chest. "You know what, Uncle Jerry? I think I like being a girl." The man put his soapy hand between her legs and smiled.

 

Monday was Labor Day and on Tuesday, Wayne started seventh grade. He liked his new teachers, even Mr. Merkin (Math) who had a reputation for being strict. A couple of times between classes he texted Otis to see what he was doing at his school. Once his friend Jack almost saw him and he had to hide his cell phone screen quickly. It's not easy being twelve years old and leading two lives.

By the end of school on Wednesday, Wayne knew where all his classes were and how to get from one to the next. However, after only two days, the school week was over because Rosh Hashanah arrived on Thursday. Wayne and Otis spent a good deal of their day off texting each other. They were both looking forward to seeing each other again on Friday afternoon. When Wayne went out with his Mom to get some groceries, he noticed more American flags than usual and remembered the coming weekend was the anniversary of the 9/11 attacks. "Mom, don't you think we should fly a flag too?" She found flags in the grocery store next to the produce section and bought one.

Jerry noticed it when he pulled up Friday afternoon. "That's a good idea, Sis. I think I'll hang one in my window. Wayne, better give your mother a kiss."

"See you on Sunday, Mom."

"Don't be late, remember you have school on Monday."

"Don't worry, Sis, I'll get him home in plenty of time." They drove off and Wayne looked in the backpack to see what outfit his Uncle had brought this time. He hoped it was one that would make him look pretty for Otis, who promised to be watching for Winnie's arrival. Uncle parked in the garage and went up to 3F, but Winnie stayed outside and sat on a bench with Otis to talk a while. Half an hour later, she looked up at Uncle's living room window and saw the Star Spangled Bannner hanging. Otis said his parents flew their flag every day anyway. He gave her a peck on the cheek and promised to pick her up the next day after lunch.

When Winnie got up to Uncles, he was already naked. Like a true patriot, she polished his flag pole, and he sent rockets up her ass. Later, as they were putting dinner on the table, Keith arrived. Once he was out of his clothes, he was ready to fuck her again. The two men took turns ramming her boi cunt and it was well past midnight when they all fell off to sleep.

They were all still sound asleep when the phone rang just after 6 AM. It was the hospital.

.oOo.

As an author, I welcome feedback on my writing. If you have any comments about this story, positive or negative, or would like a list of all my stories, please write to Herbcat@mailcity.com. Thank you.