George's Submission

The next day Ian came up to Brian and handed him a sheet of paper and said, "If you can get George to comply with these demands, then I will be indebted to you forever."

"With the amount of money I have at my disposal, I think I can be pretty persuasive."

Ian came up with a list of specific things that he wanted George to do over the course of the week. He wanted to get back at him for the relentless torment that he received from him for being gay. Ian thought it would be a poetic justice to be able to fuck George in the ass and have him suck his dick also. Since George had told Ian in the past that he didn't think that he was a "real man," Ian wanted to completely emasculate him by having dress like a woman, act like a woman, and take it the butt like a woman would. Ian's parents were going to be gone for the week and his plan was to have George come over each night dressed in a different ridiculously feminine outfit, cook Ian dinner, then give him a blow job while he ate it, and afterwards end the night with a butt fucking from Ian. All throughout the week George would have to be wearing female undergarments at all times as well. If he did as he was expected, he could get by with living his old life, for the most part, at school and everywhere that wasn't Ian's house and this situation would be kept secret. However, at Ian's house and when he was alone with Brian and Ian, he would be expected to assume the persona of, not a gay guy (Ian thought it would be an insult to the gay community if George even pretended to be gay), but a feminine and submissive girl who was not **** to assume her position but acted genuinely excited to dress like a girl, sexually service Ian, and do all Ian's bidding.

Later in the day Brian confronted George in the hallway and said, "George, I have a business proposal for you.”

“What the hell are you talking about?” said George.

“I have $500,000 in cash on me,” Brian pulled out a bundle of $100 bills. “This money can all be yours if you do some things for me.”

The bundle of cash sparked Brian’s interest, “What do you want me to do?”

Brian handed him Ian’s list of demands, “If you agree to all of these demands, $500,000 is just the tip of the iceberg.”

“Is this a joke?” Brian asked sounding shocked.

“Not at all. He handed him a duffel bag. Inside is your outfit for tonight. If you follow me to the locker room right now and try it on for Ian and I, this 500,000 dollars is yours. Then, each night you come over you’ll get another $500,000. However, once you try this on, you’re committed for the whole week and, if you don’t do everything on this list, we release photos and videos.”

George grabbed the duffel bag and began following Brian to the locker room. "What have I gotten myself into?" he thought to himself.

Once inside the locker room, Ian was waiting there for him. “Are you ready to be my bitch for the week?”

“Screw you, fag,” said George trying to put on a tough facade but blushing furiously.

“Those comments aren't going to fly if you want that money," Ian said. In fact, I think you should refer to me as "daddy" at all times this week. Now get your outfit on."

To George's horror, inside the duffel bag was an incredibly feminine and frilly pink French maid uniform. "You have got to be kidding me..." George said. "Do you expect me to wear this?" He held up the outfit and saw all the frills and bows on it. Brian and Ian had made a conscious effort to get the girliest possible one they could find for him. This one was in the style of a Japanese anime maid and they knew that George would look completely ridiculous in it.

Brian flashed the huge wad of cash at George again and said, "Yes, we weren't planning on just giving you $500,000 for nothing..."

Sighing to himself, George began taking off his clothes. There was a pink bra and panty set to go with it along with pink high heels and white knee-high stockings. After a couple minutes, the former self-proclaimed macho man looked like a complete sissy dressed up in the pink and white maid outfit that went down halfway down his thighs and poofed out nearly horizontally. Blushing profusely, George's ego was already severely tarnished. To add insult to injury, Brian had been snapping pictures of him this whole time and knew that he would use these pictures against him as **** until the end of time.

"Can I have my money now?" asked George.

"Not quite. First, curtsey to Ian, apologize to him for him for how you've treated him in the past by saying you've been a bad girl, and ask him if you can be his bitch for the week. Then, lift up those pretty petticoats, bend over, and let him spank your pantied ass. Remember you're a girl now so make sure you have a high pitched voice as well and you must refer to Ian as "daddy" now too."

George tottered over to where Ian was waiting for him. Upon seeing the new George, Ian laughed out loud and said, “I love the new look, George!”

George executed a surprisingly flawless curtsey and said in a breathy high-pitched voice, “I’ve been a bad girl, daddy. Let me be your bitch for the week.” Then, he lifted up his skirt and bent over showing off his frilly pink panties. “I deserve to be spanked.”

Ian proceeded to spank George 10 times with George having to say “Thank you, daddy” after each one.

When it was all done, Brian gave George the money saying, “This is just the beginning. We will see you at Ian’s tonight dressed like you are but you need to be done up in makeup as well like sissy girl that you are.”