All characters are 18 or older.
Randy was a pervert. He wasn't trying to hide it. He knew it and he accepted it. He loved watching girls. He'd follow them, spy on them, dream about them. He knew it was a bad thing to do but he couldn't stop. So when his older went over to a friend's house for a night with the girls. He loved his sister's friends. They were so hot. Maybe he could see them naked. He had to be there.
So he sneaked out that night and headed over to the girl's house. He knew the girl's older sister Sophie was away at college. He could hide in her old room. He climbed up a tree and slipped through her window. He crept to a corner where an old hole his sister used to complain about was found. He lowered the lens to his little camera. He was there for hours. Lots of giggling and whispering but no nudity. He did get to see them in their pajamas but they were bland and baggy.
"Keep it down girls, I'm tired, don't make me come down there!"
Sophie! She was home early. He packed up and headed back out the window. He stayed on the tree for around ten more minutes before continuing down to the street. He stopped dead in his tracks. Sophie was leaning against her car, gesturing him closer.
"Oh boy."
Randy hung his head as he approached the car. God, he was so busted.
"Hello, Pervert."
"Sophie, I..."
"Shut up."
Randy snapped his mouth shut.
"Now you have two choices. I can drive you home and tell your mother..."
Oh god. he was sooo dead.
"...or..."
Or?
"... you can spend the night as my maid, cleaning my apartment for me. Do whatever I tell you until sunup tomorrow and you're mother never needs to know. Make your choice."
Was there even a choice to make?
"I'll go with you."
"Let's see if made a good choice. Now get your ass in the car."
I meekly climbed into the passenger's seat and she took off. I sat in silence until we were inside her apartment. She locked the door and began to rummage in her closet.
"Start taking your clothes off," she told me.
"What? Why?"
"Because I have something better for you to wear."
She pulled a frilly maid's outfit out of the closet.
"Oh no, I'm not wearing that fucking thing."
She pulled out her cellphone.
"Your mom still has the same number, right?"
"Fine. Give it here."
She tossed it to him. Randy headed for the bathroom.
"Out here pervert."
'What for?"
"You need to see what it's like to be ogled."
Embarrassed he slowly took off his clothes and put on the feminine outfit.
"You look hot," she teased.
I whined at this.
"Better start cleaning."
I looked around and saw the place was a pig sty.
"Oh come on!"
She held up the phone again. Grumbling he got to work. Sophie shrugged off part of her top in a seductive manner.
"When you're done come join me in my bed."
"What?"
"I have feet that need cleaning."
God, this was humiliating. Randy felt so exposed wearing nothing but this frilly maid's outfit. The sooner he got this done, the sooner he got out of it, right? Well that was easier said then done. Sofie was a total slob. It was a good three hours before he finally finished. Panting and sweaty he walked into Sofie's bedroom. She was lying in bed looking bored.
"Took you long enough. Up against the footboard."
Too tired to argue he complied. She reached beside the bed pulling out a bundle of white cotton rope. Randy gulped.
"What... what's that for?"
"Fun."
"Arms out."
Shaking he did. She slipped the rope around his arms and chest, criss-crossing it through the railing, tightening it until he was pinned in place. She then propped herself up against a pillow on the headboard and shoved a foot into his mouth.
"Get cleaning."
Randy whimpered but began sucking on Sophie's toes. They didn't taste as bad as he was expecting. In fact he kinda enjoyed it. He began to ravish her toes with his tongue hoping to get more.
"Oh god! That feels so good! You're gonna be doing this all the time from now on."
After a while she switched to the other foot. Eventually when she was finished she crouched down on her hands and knees and crawled across the bed with a wicked little smile on her face. She started rubbing her breasts against her chest. As she did this she playfully planted little kisses on his lips. Giggling she ran her hands up his legs grabbing a hold of his underwear. With one solid movement she yanked them right off.
"Hey!" he complained.
"Quiet."
She reached behind the bed and pulled up a pair of her panties. She then slid them up his legs and over his crotch.
"What the hell?"
"Quiet."
She then reached behind the bed again. This time she pulled out a bra complete with what appeared to be large plastic breasts fixed inside them. Her wicked grin wider as she pulled down the top of the uniform so she could slip the bra onto him before covering it back up. Next came some make up. Randy grimaced as he saw what was coming next. Eventually she had his face all painted up.
"I knew you'd make a beautiful girl. Don't worry you'll get used to it, espcially after the surgery."
"The what?"
"Your gender reassignment surgery."
"Please! Don't! I'm sorry! Please! Just let me go!" Randy cried as he thrashed in his bindings.
Sophie fell onto her back cackling.
