“Take off your clothes, David.”
David lifted his head to meet Karen’s eyes. He barely knew her. He had never gotten naked in front of a woman so quickly, but hadn’t he already seen Karen’s pussy? Why was he so afraid of revealing his body if she’d already shown hers?
“Come on, David! We don’t have all night!”
“I… uh… maybe I should go. I’m sorry.”
David stood from the chair where he was sitting, but Karen pushed him on his shoulder until he fell back to his butt. He swallowed as she hovered above him, gasping a little when she put her knee on his thigh.
The movement spread Karen’s robe enough to give a glimpse of her pussy lips. They glistened, damp from Karen’s desire, and David couldn’t peel his eyes away from them no matter how hard he tried. Karen laughed as she lowered her hips to straddle the outline of David’s plump dick.
“You want to fuck my pussy, boy?”
“Yes,” David said.
“Then you’d better do as I tell you. I only let girly boys in my pussy. Understand?”
“Yes, but—”
“If you want to argue, you can go visit your friends upstairs, but I’ll never let you back into my apartment again. You can beg for the rest of your life, but it won’t happen.”
Karen lifted herself from David’s lap, giving him the opportunity to leave. He stared at the door and seriously considered fleeing, but then what? He would go upstairs to eat some bland food and have the same conversations he always had?
David didn’t want to dress up as a girl, not really anyway, but he desperately wanted to get his dick wet. He wanted to feel Karen’s walls squeezing the sides of his manhood as she slid up and down his cock. He was rock hard in his pants thinking about it, which Karen seemed to notice.
She grinned as she walked over to him again, placing a hand on his shoulder. She untied her robe and let it fall open. David breathed in sharply as he took in the sight of her gorgeous, naked body.
“Like what you see?” Karen asked with a laugh.
“Yes,” David admitted.
“How about I give you a taste before we get started? Would you like that?”
David nodded quickly, which got a chuckle from Karen. She grabbed the back of David’s head as she slowly moved her heeled foot to the back of the chair, using David for support.
Karen moaned when David’s lips connected with hers. She held the back of his head as he licked her dripping pussy, sending waves of pleasure throughout her body. She moaned and gasped as David lapped at her pussy, but she stopped the second that he touched his cock.
“What are you doing?” she asked.
“I was going to jack off.”
“Not yet you’re not.”
David groaned as he held his hard cock in his hand. He could already feel his balls turning blue as Karen chuckled and stepped away from him.
The room they were in was more of a massive closet than anything. David watched as Karen went over to a chest of drawers. She opened it and pulled out a tiny red thong, telling David that he was going to wear it.
“How do you expect me to fit into that?”
“Oh, you will. Trust me.”
“I don’t think so,” he said.
“Do you know what I do to boys who argue with me?”
David shook his head, not really wanting to learn the answer to Karen’s question. He also didn’t want to wear the thong, though. He just wanted to keep licking Karen’s sweet pussy and maybe have her sit on his dick for a couple minutes.
It wouldn’t take him long to cum.
Karen went over to a separate set of drawers that she had. This one was much smaller, but David couldn’t believe everything she had inside. It was stuffed to the brim with different sex toys. She pulled out a paddle and slapped it against her hand a couple times as she walked back over to David.
“When my boys are bad, I like to give them spankings. Would you like a spanking, David?”
He shook his head. “No, please! Not that.”
“As far as I see it, you have three choices, David. You can wear the thong, leave my apartment, or get a spanking. Which will it be?”
“I’ll wear the thong!” David said. He knew he wasn’t going anywhere. He could still hear the people fucking in the other room, and it sounded like they were having the time of their lives. David wanted that. He didn’t want to leave.
“That’s what I thought, but you need to do something first.”
“What is it? What do I have to do?”
“You need to shave all that yucky body hair. Your face too, of course.”
“You want me to shave my body?”
“Yes, boy. How do you expect to become a pretty girl without shaving off all that hair?”
David didn’t mention the fact that he hadn’t planned on becoming a pretty girl until he got into that very room, but he’d already come this far, and if wearing women’s clothing was the price to pay for having sex with Karen, then David was more than willing to make it happen.
“Okay, but I don’t have a razor.”
“I have everything you need. Follow me,” Karen said and led David out of the room that’d been converted into her closet. They walked past the room where the two guys and girls were fucking, but they didn’t even notice them. They were too lost in their own world.
“Isn’t it hot?” Karen asked after closing the bathroom door.
“What?”
“Seeing those guys all feminized and getting fucked by girls?”
“Wait, are you planning on fucking me?”
“I’ll let you fuck me if you go through all of this, but it’s not off the table,” Karen said with a laugh. “There’s nothing I love more than fucking a cute, feminized boy.”
David didn’t know what to say. He didn’t even know what to think, other than the fact that this was the weirdest night he’d ever had. He glanced at his phone for the first time since knocking on Karen’s door when he pulled it out of his pocket and set it on the counter, noticing the many messages from Ben.
“You can call your friend in the morning. We have a lot of work to do, mister.”
David nodded and followed Karen to the shower. She gave him a razor and shaving cream and told him that she wanted him smooth like a girly girl. David had never shaved his body before, and it was a much more tasking event than he’d ever imagined.
It took him a good forty minutes before his body was completely hairless. He thought he’d finished after twenty minutes, but Karen checked him and sent him back to the shower to finish the spots he’d missed. By the time David walked out of the bathroom with a towel around his waist, the others had finished fucking.
The feminized guys had left, but the two girls were still there.
“Mary. Jessica. I’d like you to meet, David.”
“Hello,” the girls said and waved at David. They were sipping from glasses of wine and had eager expressions on their faces.
“If you two wouldn’t mind joining me in the closet, we have a lot of work to do.”
“Of course,” the girls purred in unison.
David was nervous as he stepped into the oversized walk-in closet in front of the girls. Karen was the last inside and closed the door behind her, even though they were all alone in the apartment. David swallowed his breath as the girls pushed him down into the chair.
They removed the towel before anything, leaving him naked and exposed. David hated how quickly his cock hardened, getting red all over as shame captured his heart.
“Ooh, look who’s excited!” the girl named Mary said. She had brown hair and brown eyes and a gorgeous face.
“You found a good one, Karen,” Jessica added. She had bleach blonde hair and blue eyes.
The girls rubbed his naked body down with lotion. Jessica wrapped her slick hand around David’s cock at one point, stroking it lightly. He shivered and moaned and nearly busted his load, but Karen commanded Jessica to stop.
“You’re no fun!”
“If you make them cum, they won’t do what you want.”
“I know,” Jessica said with a frown before going back to rubbing lotion into David’s skin.
Karen stepped in front of David with the tiny red thong dangling from her finger. She held the thong in David’s face, moving it for him to grab the thong. He groaned before taking it from her hand.
“Put it on, boy!”
The girls all smirked as they watched David slowly rise to his feet. He dropped his gaze before slowly stepping into the thong, feeling like he was becoming a completely different person. He pulled the thong up his legs and tucked his half-erect cock into the tiny strip of fabric. The head of his dick poked out a little, but otherwise, it was a perfect fit!
“Mmm. Doesn’t he just look tasty, girls?” asked Karen.
“Yes,” the other two purred.
“Let’s find him something cute to wear, and then we’ll have our fun.”
The girls clapped and ran around the closet to pick out options. Karen kept when she liked and rejected what she didn’t until they had the perfect outfit for David. It was a short pleated black pleather skirt with a crop top and red bra. The top was torn with laces holding it together.
“You want me to wear that?” David asked in a breath.
“With plenty of makeup,” Karen said and laughed, the girls joining her as they stood tall above David, making him feel small and powerless.
What David couldn’t understand though was why he loved their power over him so much and why he couldn’t wait to see what he looked like feminized.