Passion desire Lust

“What is wrong with you woman? Maybe it’s you who get turned on by men in drag?”

She drank from her beer bottle and thought about what Jason had said. All her boyfriends had been macho types, dark, brooding men with stubble on their cheeks and deep voices, the typical Alpha male. They had been demanding in bed and wanted to be in charge, leaving her to become submissive. She had wanted to try to be the one in charge, but all they had wanted was fucking her from behind and missionary position where they controlled everything. All of them had let her ride them, but in the end, it always ended up the same, she being under them while they thrust away until they came.

Jason was deep in thought and chewed slowly. She had been right, he had tried his mom’s panties. He would never tell anyone about it. It shamed him because he had been turned on by it. His erection had pushed the soft fabric outwards and he had stood in front of his mother’s mirror looking at himself. He had thought he had grown out of it, but now when Valerie had brought back the memory, he felt himself go hard in his jeans and he pressed his knees together. God, what was happening, he thought? It wasn’t only the panties, when he was in college and he and his roommate were watching porn and drinking beer he had wondered how it would feel like to be a woman, having a cock in his mouth and ass. He wasn’t attracted to men, at least not what he could remember. He had fucked plenty of co-eds over the years and he saw himself as a good lover, with a nice thick cock that made the ladies scream, but there was that one time.

He had overslept in one of his girlfriend’s apartments and when he woke up she was gone. He had gone into the bathroom and on the floor, he had found her panties. He stared at them for a long time and then slowly picked them up. He turned them around in his hands. He was naked and had gently slipped them on. The fabric had given him goosebumps and when he let go of the hem, he had sighed with pleasure. His cock had been rock hard and when he looked at himself in the mirror his balls stuck out on one side and his cockhead peeked over the hem. He had taken them off and jerked off right there and then. He felt ashamed and had pushed away the thoughts he had had. That had been three years ago, and since then he hadn’t done anything like it.

“Do you want another beer?” said Valerie.

“Yeah, sure.”

He watched her go into the kitchen and wondered if she would think he was a pervert if he told her about his fantasy. He thought she might be surprised, but not think less of him. A lot of people have secrets, don’t they? Maybe Valerie had some of her own?

When they had finished the pizza he cleared the table and they watched TV while drinking beer and talking. Maybe it was the alcohol, or maybe it was just that he needed to get it off his chest, but when it was close to midnight he put down his bottle on the table and said, “If I told you something very personal, that you might not understand, would you still be my friend?”

What is he going to say? Is he sick, has he been fired? It could be a hundred different things. “No problem. We are best friends, Jason. You know you can tell me anything, I will still be your friend.”

He sighed and then said, “you were right. I did try on my mom’s panties, and it did turn me on.”

Her jaw dropped. She had mentioned the panties as a joke, never thinking he had actually done it. “Wow, I don’t know what to say, but I guess it’s cool. We all explore when we are young. I did have a one-night stand with another woman a few years ago.”

“Holy shit! I had no idea you were bisexual.”

“I’m not, it was a one-time thing, I was curious and got it out of my system, the same as you wanting to try on women’s underwear.”

He looked down on the floor and said, “well, there is a bit more than that.”

“Really? Tell me.”

She couldn’t believe Jason was a crossdresser, it had never entered her mind in a thousand years.

“There was one other time. I tried on my girlfriend’s panties when she was out.”

“What?” Valerie didn’t understand. “That’s it? You have worn panties twice in your life, and that was the big secret?”

Jason blushed. “Yeah, I guess it was.”

“C’mon, I thought you were like a drag queen or something? Jesus, you scared me.”C0ntent © 2024 (N/ô)velDrama.Org.

“No, no, nothing like that. I have always wondered what it was like to be a girl.”

She was confused. “What do you mean?”

“Maybe I can’t explain it. I would like to know how it feels like to be dressed like a woman, and be treated like one. You know, being, what do you call it, submissive?”

Valerie laughed. “Hey, not all women are submissive, some of us like to be dominant.”

“I guess so, what do I know? I feel so confused.”

Valerie had a thought. “OK, let’s say you were a woman, what would your name be? I guess you have fantasized about this for a long time, and have this image in your mind what you would look like and be like if you were a woman.”

Jason thought for a while and drank from his beer. “Nina, my name would be Nina. I’m a brunette, and a bit slutty.”

“Slutty in what way?”

“I wear short skirts, high heels, I like to tease the guy, and sex is something I like.”

“Shit, Jason, you have all this figured out.”

“I guess I have had a long time to think about it.”

“Well, now that it’s out there, what are you going to do?”

He shrugged his shoulders. “I have no idea.”

“Let me ask you a question. We had a lot of sex, and I know for a fact that you have dated a lot of women over the years. Have you ever been with a guy?”

“Hell no! I haven’t even thought about it. Why do you ask?”

“Well, is Nina a lesbian or is she straight?”

Jason thought for a moment, and then his eyes opened wide. “Wow, I guess I never thought that far, but I suppose she is straight.”

“Then you have a problem. If you want to play out your fantasy you would have to be with a guy.”

“I need another beer.” He got up and went into the kitchen where he stopped with the fridge door open. Who was he kidding? Of course, he had thought about being with a man, but not as Jason. In his fantasy, Nina sucked cock and fucked. Since he had never actually thought about really becoming Nina the sucking cock part hadn’t entered his mind. It was just something Nina did in his fantasy.

When he gave Valerie her beer he said, “this is hard, you know. Nina would have sex with a man, but I wouldn’t.”

“You can’t have it both ways, you know. Either you play Nina one hundred percent, or you don’t.”

Suddenly Jason began laughing. “What are we talking about? It’s not that I would dress up in women’s clothes and go to a bar to be picked up by a guy.”

“So it’s only a fantasy, you have never actually thought about doing it?”

“Never.”

Valerie was very curious about what her friend had told her, and she wanted to see how far he would go.

“I have an idea, don’t say no until I have told you all of it.”

“OK.”

“Why don’t we play dress-up here in my apartment? After work, you become Nina, maybe that will get it out of your system.”

Jason leaned forward. “What exactly do you mean by, play dress-up?”

“Well, we’ll get you some skirts; heels, panties, and so on, and then you can wear them when you are here. It’s just for a few days until you go back to your apartment.”

“Why do you want to do that?”

She grinned. “Maybe I am curious to see what kind of girl is hiding inside you. Nina, she might be a lot of fun.”

“Let me think about it. I’m going to bed.”

After Jason had gone Valerie took out a pen and paper from a drawer in the kitchen and made a list. She could buy all the items where she worked and they would give her a big discount. She didn’t trust Jason to go out and buy it himself.