Couple Date

It was yesterday when Lisa visited me and we had a sexual adventure.
I just met another crossdresser, became friends, and instantly had sex with her. I really am a stupid slut...

I still lay in bed and thought about my life when I got a new message from Lisa.
"Do you have a boyfriend?"
Strange question, I thought.
"Why?"
"I would love to have a double-date."
Double-date? She has a boyfriend? I had sex with her!! It seems she's more messed-up than I am.
"You have a boyfriend?"
"Obviously. Duh."
OBVIOUSLY? Lisa is f**king mad.
"Does he know about yesterday?"
"Haha. Of course not. He just knows that I have a new friend. Now, do you have a boyfriend?"
No. Write no, nothing bad will happen.
"Yes. Of course."
Slut!
"So, does he know about yesterday?"
I puffed my cheeks. Nice mess I got myself into. Why did I lie?
"No."
"You're strange. :D"
I know...
"So, do we have a date?", she wrote.
"Okay. When do you think?"
"Tonight at eight? I know a great place."
"Okay."
I was just laying in bed, thinking about to relax a little and now, I had to find myself a boyfriend. What a messed up way to start the day.

"Hey."
I texted him. I didn't know any other way to make it work.
"Oh, look who's writing again. Horny?"
"Would you go on a date with me?"
"Are you drunk?"
"I am serious..."
"No, I only want sex."
"I invite you. And I do anything you want afterwards..."
"Anything?"
"Anything."
"Okay, when?"
"Tonight... around eight, I'll send you the place. And you have to pretend to be my... boyfriend..."
"Shouldn't we go together, then?"
"Good idea... I'll meet you at your place?"
"Fine... You sure, you'll do anything?"
"Just behave while we're there, would you?"
"Sure :D"
I had a bad feeling about this...

It was about 6:30pm, when I arrived at the white door. I stood at the stairs, with my little handbag and a rather fancy black evening dress. I also had a decent choker, earrings, and even some lipstick on. We would need about an hour until we arrived at the restaurant. I wanted to go earlier, I didn't want to let Lisa wait. I didn't think so much about myself anymore. My heart didn't rush. I wasn't calm either. I didn't know what will happen today.

I waited 10 minutes until he finally came out the door.
"We should be going."
His eyes examined my appearance.
"This is important for you." he said with a smile on his face that meant no good.
"Yes, stop making fun of me."
"Alright, alright, my car is over there."
He had a nice car, I didn't imagine that. I didn't think he was poor but I also never thought he would be rich.
I opened the door and sat down next to him.
"This will be an exception," he said.
I knew he was talking about me sitting next to him.
"Of course," my head sank. On our way I had a lot of time to think. We didn't talk a word at first.
What did I get myself into again? I told him I would do anything. Was that really a good idea? Lisa also meant trouble...
I couldn't believe that all men are jerks. Even the ones dressing as a woman. Or, ... at least every man that I know is a jerk. Maybe it's because its I who chooses them.
"So, what are we doing, anyways?" he broke the silence.
I figured that it wouldn't make sense to lie to him, I decided to stop lying.
"I found a friend and I accidently told her that I had a boyfriend and she invited us on a double-date."
"Accidently?"
My head sank down. I don't know what got into me.
"Or did you want me to be your boyfriend?"
No way!
He put his hand on my leg.
"It doesn't matter. Tonight I am your boyfriend. What's your name, anyways?"
_Oh. _We had sex two times and I never told him my name.
"Erika. Yours?"
"Erika...? Kinda long for your cute appearance. I am Daniel."
Daniel. Why does everybody say my name is too long? I like my name.
"My friends call me Rika."
My friends referring to my only friend.
"Rika. I like that more."
F**k you...
"What do you like, Rika?"
"Hm?"
"I am your boyfriend, I should know your hobbies."
"Erm..."
"I mean, I know some things you like. But that's probably not a good topic for the evening."
"I like to cook."
"And you're cooking well."
"I like to go shopping and watch movies. I like romantic and funny movies."
"Ugh... you're a cliché."
... He was right... I was a cliché...
"And you? Are you always mean?"
"No, only to you," he smiled and I hated him more.
"You know... That's also a cliché."
We arrived.

"Before we go," he looked at me with a big smile on his face - what now?
"I want you to take this," he put his fist infront of my face, then opened his hand.
On the flat palm of his hand was an anal plug.
"What? Why did you even take it?"
"I want you to put it inside yourself."
He also handed me a bottle of lubricant.
"Now?"
"No, not now. When you go to the toilet."
"What if I don't go?"
"You're two girls. You will go." He laughed.
I put the plug and lubricant in my purse. "Okay. Whatever."
We got out of his car and into the restaurant.

"Do you have a reservation?", the receptionist asked.
"Yes, the name is Lisa."
"Lisa...," he scrolled through the list on his computer "I have a 'Lisa and Rika'."
"That's the one. I am Rika."
How quickly my name changed...
"Follow me, please."
He led us through the restaurant. It wasn't as fancy as I imagined. I would describe it as romantic-italian, with white table cloth, candles, and dimmed light. They had a dark red-brownish carped layed out.
The chairs were made of dark wood and had small cushions. It looked a little dated but the personnel seemed to be friendly. I could see how Lisa prefered coming here. There wasn't that much light.
My pretentious boyfriend helped me to take a seat.
"Thank you," I said, I couldn't hide the surprise in my voice.
"Oh, well, not going out with my girlfriend everyday, right?" He smirked. What kind of game do you play?
"Can I get you something to drink while waiting for your friends?" the receptionist seemed to be a waiter, too. It also wasn't busy.
"A glass of red wine for me," I said. After he explained the selection to me, I chose his recommendation.
"Water is fine," Daniel said. "I have to drive," he smiled charmingly.
I have to admin. I like his smile.
"Hey, there, whoa, you're really early," Lisa arrived, waving her hands toward us. We got up.
"That's my boyfriend, Anthony," Anthony was tall. Really tall. I guessed that Lisa was about 1.65m and Anthony seemed to be taller than 1.90m. Even I felt small with my 1.75m. He had well defined muscles, it seemed that he works out every day.
He had short black hair, a big smile, dark eyes, and he was black.
"Nice to meet you," my voice was much higher than before. I couldn't control it, I was nervous.
"Hey, nice to meet you, too, Rika."
"And you are?" Anthony looked towards Daniel. "I am Daniel. Rikas boyfriend."
Lisa looked at me, her lips formed the word _Rika? _and she giggled. She knew that nobody ever called me that name before.
"I have a glass of water and wine," the waiter arrived and also took Lisa and Anthonys' orders.
Lisa and I talked a little, I don't know what the guys were talking about. We ordered food and right after that, Lisa grabbed my arm and said "come with me."
I looked back to our table while she pulled my arm. Daniel was smiling at me. Great. WE are a cliché.
She took me to the girls bathroom and took a small box of lip balm out of her handbag. I nervously put my hand on my handbag.
"Your boyfriend looks great," she said putting balm on her lips.
"Thanks. Yours looks amazing, too."
"Doesn't he?" she smiled. "He's really good to me. - You want some?" She offered me lip balm. I pointed at my red lips.
"It would smear."
She put her lip balm back and went to the toilet. I went in another cabin. I opened my bag, took the lubricant and put some on my hand.
"You look great." she said from inside the cabin.
"Thanks. You're stunning, as always." She really was. I always just dressed nice clothes but she was above and beyond. She had her hair all made up with glitter and everything, her lips were shining, her eye make up even made me horny and everything suited her dress. My thoughts were with her when my wet finger entered my hole... I put it a little in and out and then put lubricant on the plug. I had to hurry, so I just put the plug in my ass without much thought.
"I don't know how you do it," I heard myself saying while leaving the cabin. I rushed to the sink to wash my hands.
"Do what?" She said coming out of the cabin and fiddled in her hair. "I have so short hair, yet I never get it to look the way I want."
"You look amazing, stop it."
"Do you want me?" she said with a devilish smile on her face.
I didn't know what to say. She giggled.
"Oh my god, you're thinking about it? I was kidding. - Stop being so serious."
We went back to the table. It seemed that the guys had fun, they were vividly talking about something. Daniel looked at me. I blushed. He _knew _what I did just now.
Lisa and I kept going on talking about her looks and mine and how to improve it. We had great food, ate, laughed, and drank together. Every now and then I felt uncomfortable with the plug in my ass. I had to go back to the bathroom to renew the lubricant. About two hours later we went outside again.
"It was a great evening," Anthony said, "We'll be going." He nodded towards Daniel.
"I also enjoyed it, we should repeat that some time." Daniel replied. I hoped he wouldn't enjoy his role as my boyfriend so much. He took my hand. "We'll also be going."
We parted way and got back in his car. I took a deep breath. What now?
He looked at me. "You said you would do anything." I hesitated but I nodded.
"Well, today I am your boyfriend for the whole night. But next time I write to you, you will reply, and do as you told."
I was reliefed because I wouldn't have to do anything today. I can prepare myself for whatever comes in the future. "Okay."

We were driving through the night and talked about the evening, about Anthony and Lisa, and some meaningless stuff. When suddenly, he stopped at a small parking place near the woods.
"What now?" I asked.
"Get out."
I got out. It was cold. He came to me and started kissing.
"What's your plan?" I asked.
"I cannot let my girlfriend feel uncomfortable for a one hour ride," he whispered in my ear.
"What do you mean, uncomf - ahh", he pulled the plug out. "Ouch."
"Sorry," he smiled and helped me up. He took out his cock. "Turn around."
I turned around and bend over as much as I could.
"Good girl," he said, "you always do what I want, I don't even have to tell you what to do." he said while trying to push his cock in my ass.
"Ahhh," it really hurt, he kept lubricating his cock with an extra bottle of lubricant that he seemed to take with him anywhere he goes. The pain disappeared after some time or my ass just became numb. Whatever it was, it wasn't so painful anymore. He kept fucking me next to a dark wood. I only hoped that no other car would come by. He took his cock out of my ass. I still felt him inside me and felt my ass closed and open all by itself. My knees got weak and I couldn't stand anymore, I sank on my knees. "Turn around," he said. I could barely move but I managed to turn around. He put his cock in my mouth for a short time. "Alright," get inside again.
What the fuck was that?
I climbed back in the car. I still felt his cock in my ass. He sat down in the drivers seat again. He didnt put his cock back in his trousers. He looked at me and then looked down.
I bent over to suck his cock and he started driving.
"Go deeper," he said.
Easy for you to say, it's difficult to take it deep in this position.
I **** myself trying to take his cock as deep as possible but I couldn't make it pop in my throat.
Suddenly, I felt his hand on the back of my head. It seemed that we stood at a traffic light. He pushed hard. Finally, his cock penetrated my throat.
I coughed with his cock in my throat. He released his hand. I really had a difficult time to deepthroat him in this position. It even hurt my throat a little but nevertheless I took his cock in my mouth again and went on sucking it.
From time to time he randomly pushed me on his cock. The randomness of him forcing me to go deep turned me on. I liked to be **** to suck. There's no denying. Just as I started to enjoy it he pushed me one last time. I felt his cock pulsating in my throat, his heavy breath, and moaning. "Ahhh, fuck, good girl, take it."
He released me and I gasped for air. I coughed out some cum, catched it with my hand, and swallowed it again.
"Good girl, clean my cock," he said after seeing that. I sucked his cock dry and licked his balls. The car stopped. "We arrived."
He got out and closed his trousers.
"Thanks for the food," he said and smiled. "I cannot wait to see you again."
He cannot wait to do something with me. I wonder what somebody like him would want?
"I go home now," I said and waved good-bye, "see you next time."

All in all, the day didn't turn out to be so bad. I actually enjoyed it most of the time.
I still wondered about the last night with Daniel. Did he really record me or was it my imagination. If he recorded me, why didn't he say something?
He was the kind of guy to **** you on the spot. I shrug. Maybe I am wrong. Maybe he's not a jerk. Maybe Lisa is a really good friend. Maybe I just see jerks everywhere but they actually only want the best for me...?

I wonder...