Chapter 80
On Thursday Jason got the phone call he had been waiting for. The contractors had finished and he could move back to his place. He finished a report he was working on and then picked up the phone to call Valerie.
“Hi, it’s me. I am moving back after work.”
“Oh, already? I thought it was fun having you over, and I will miss Nina.”
“Don’t worry. Why don’t we go out this weekend?”
“You mean..?”
“Yeah, I do.”
After he had hung up, he closed his eyes and leaned back in the big leather chair. Valerie had spent most of Wednesday evening teaching him how to put on makeup. She had gone through the differences between day makeup and evening. She had made him put it on and then take it off until he thought he was going mad. She had also made him walk in the six-inch heels, but he needed a lot more practice before he dared to use them outside. On Tuesday he had gone to work wearing the thong and he was wearing it today too. He was slowly getting used to it, but his balls kept sliding out and he had to adjust them ever so often. The breast forms were easy to take off and put on again. He had spent the night between Wednesday and Thursday wearing them while he slept and to his surprise, they had hardly moved when he woke up. During the night he had had some problem sleeping on his stomach since they were harder than normal boobs.
When the clock on his computer showed it was six in the evening he closed it down and stood up. He had some shopping to do.
“Hi, can I help you?” said the young woman in the clothing shop.
“Yes, I want to buy my girlfriend a pair of jeans.”Copyright Nôv/el/Dra/ma.Org.
“OK, what size is she?”
Crap, he hadn’t thought about that. Women and men’s sizes were different. “Eh, she is like me, I guess.”
The woman smiled and took a measuring tape from around her neck. She quickly put it around Jason’s waist and then said. “What model would you like?”
He smiled, “something that shows off her bum, she has a really beautiful one.”
Now the attendant blushed. “I see, well, wait here and I’ll bring you a couple of choices.”
Jason took the time to look around and saw a few things that Nina would like. A minute later the woman came back carrying three pairs of jeans, two blue and one black. “Here you go, what do you think?”
Jason had no clue, so he decided to buy them all. “Thanks, ring them up.”
When he arrived at Valerie’s place he thought that she would be there, but she wasn’t. He quickly packed his things and Nina’s clothes and then took a cab to his apartment. He couldn’t wait to do what he had planned. This night, he would go out, dressed as Nina and by himself.
He decided to be comfortable, so he put on the black bikini panty, then the jeans and his regular white socks. Standing topless in the bathroom, he put on the breasts and added a bit of makeup. After putting on the white bra and a plain white T-shirt he added the wig and put the hair up in a ponytail. He found a pair of black sneakers in the back of his closet and put them on. Looking at himself in the mirror, he thought Nina looked great. She was just having a beer and something to eat. He went over to the bookshelf and picked out a book and then walked out the door.
The sun was setting over the rooftops and he decided to walk a few blocks to a sports bar that he didn’t visit frequently. He was afraid that he would be recognized at his usual place. He concentrated, putting one foot in front of the other like Valerie had taught him, and made his way along the sidewalk. He met several men who looked at him and smiled. He noticed how their eyes moved from his face down to his boobs. It made him almost laugh and he was happy. When he walked he felt how the tits moved and when he looked down, he noticed how the T-shirt moved with them.
When he walked into the bar, he chose to sit in the corner of the bar and when the bartender came over he asked for a beer and a menu. He decided on a hamburger and gave his order. Then he picked up his book and began to read. He had crossed his legs and instead of sitting facing the bar, he sat so his side was against it. It took about ten minutes before the first guy walked up to him.
“Hi, what’s your name?”
He was tall and muscular. His eyes were brown under a baseball cap and he was wearing jeans and a sweater.
“Ja.., sorry, Nina. What’s yours?”
“Mike. I haven’t seen you around here before.”
Jason was nervous. He concentrated on his voice and felt how his hands became sweaty. “No, this is my first time. I was walking past and decided to come in for dinner.”
“Do you mind if I join you for a drink?”
“No, no, of course not, please sit.”
Mike pulled out a barstool and sat down facing him. He ordered a beer and then took a long drink from the frosted glass. “So, Nina, tell me. Do you have a boyfriend?”
“No,” he managed to squeak.
“I see.” Mike put a hand on Jason’s leg and gently squeezed it.
He smiled and then said. “Do you come here often?”
“Yeah, a few times a week.”
The bartender put down Jason’s hamburger and a little basket with ketchup, mustard, and Tabasco.
“Do you come here alone, or with friends?” said Jason.
“With friends, they are sitting over there,” he answered, and pointed to a group of guys.
Jason was not ready for this kind of attention, and he wanted Mike to leave. He didn’t feel comfortable, but at the same time, he didn’t want to be rude.
“I’m so sorry Mike. I am a teacher and I have to finish this book by tomorrow, is it OK if you give me your phone number, maybe we can hook up next week?”
“Yeah, sure.”
Mike wrote his number on a paper napkin and got off his chair. Instead of leaving directly, he stood so close that Jason could feel his cock against his thigh. Then he leaned in and kissed him on the cheek. “See you next week, honey.”
When Mike had left Jason took a deep breath. He closed his eyes and tried to calm down. Feeling the other man’s cock against his leg had been something he had not expected. Then he realized that he had used the same trick before to attract women. It didn’t usually work very well, and now he understood why. It had felt dirty. Then again, it had been a brand new experience for him, and Nina. He turned back to his hamburger and the book.
When he had paid and was on his way out, Mike waved at him, and Jason waved back. He walked out of the bar and smiled. It had worked, he was Nina.
When he got home, he called Valerie.
“Guess what?” he said when she picked up.
“Tell me.”
“Nina went for dinner and a drink, and it was fantastic.”
“What? You went out in high heels and a dress?”
Jason laughed. “No, I bought some jeans earlier and wore them.”
“Oh, and what happened?”
After telling her about Mike and his cock she giggled. “Oh, so now you know how it feels like to have some guy rubbing up against you.”
“I guess I do.”
“And, did it turn Nina on?”
He thought for a moment. “At first it didn’t, but now thinking back it did. Not so much his cock, but the sensation of being treated like a woman, that he thought I was one. That was a huge turn-on.”
“Let me ask you something, and I want an honest answer.”
“Shoot.”
“What would you do, if a guy asked you to come back to his place?”
“Shit, I wouldn’t go. He would be pissed when he realized I was a guy.”
“OK, but let’s say he knew that you were a crossdresser.”
There was a long silence, and Valerie smiled. She thought she knew what he would say, but she couldn’t be sure. She knew what she wanted him to say and that was what turned her on.
“I have no idea, honestly.”
“Oh, C’mon, it’s a simple question. Would you go home with the guy or not?”
“I wouldn’t, but I suppose Nina would. After all, she is a slut.”
“Mm, that’s what I thought. There you have it, if you want to be Nina you would have to go with a guy at one point or another.”
“Shit, I wouldn’t even know what to do.”
Valerie laughed. “Of course you do, what do the women that you take home do?”
“Drink wine, flirt, and then usually I make the first move and then we end up having sex.”
“Well, there you go.”
“U-huh, but I don’t have a pussy.”
“No, but you have a cute ass and you have lips to suck a cock with.”
Jason shuddered. The thought of having a cock in his mouth wasn’t something he wanted, and even less, being fucked in the ass. Then again, Nina, she would love doing that.
He cleared his throat. “This is hard, I am a bit confused.”
“I’m sure you are. Go to bed, and think about it. How far are you willing to go to be Nina?”