When I was in high school there was a girl in my graduating class that I had such a huge crush on. Her name was Ulrike Lagerström. She had a body like a runway model and her long, blonde hair framed her innocent looking face in an artistic way that haunted my dreams. She had long sexy legs and a firm, tiny ass that looked great in her tight jeans. Her waist was tiny and her stomach was utterly flat. Her lips were pouty and kissable and her eyes were green. She had the kind of face you see on the cover of vogue. Her breasts were somewhat small, but they utterly defied gravity and during the warmer months she would sometimes go braless and I could sometimes see her nipples trying to poke through the thin fabric of her dress. All the boys in my school wanted to go out with her.
A lot of boys asked her out, including the captain of the swim team, three guys from the football team and one guy who had rich parents and drove a Mercedes. However she always ended up rejecting them.
A couple of guys who got shot town told me that she was into some really "kinky shit" and that I should stay away from her. However I kept thinking of Ulike's cute ass and those long dancer's legs and I just didn't care what sort of "kinky shit" she was into.
After four years of watching other guys get shot down I finally worked up the courage to ask Ulrike out myself. Graduation and Senior Prom were just days away and if I could go to the prom with Ulrike I would be the envy of every boy in school.
I found her in the school parking lot after classes had ended one day and tried to act so cool and so confident. I gave her my most winning smile and she just stared me down like I was some sort of loser.
"Why should I go out with you?" She asked. "What's so special about you?"
"Well, I was kind of hoping you'd notice I'm cute." I am actually quite good looking. I've got a nice, boyish face and excellent muscle tone and I've got six pack abs from doing thousands and thousands of sit-ups.
"Lots of boys in this school are cute," she said. "Why should I go out with you, when I've turned down dozens of other cute boys?"
She licked her pouty lips and pulled out her car keys and clicked the button that unlocked her car. If I couldn't think of something soon, she was going to drive away and I was going to fail. "If you go out with me, I'll do anything you want," I replied. "Taking you to the prom is really important to me, so I'll do anything!"
"Anything?" she asked. The tone in her voice was somehow playful and malicious at the same time. I probably should have been afraid, but she was wearing a tight, low cut dress that really showed off her boobs. And when she got impatient and sighed in frustration with me her breasts rose up and pressed against the material, giving me a severe reminder of what sort of rewards awaited me if I could win Ulrike over to my side.
"Anything," I confirmed.
"Very well," she said. "Take off your clothes."
I don't know what I had been expecting her to say, but this wasn't it.
"Take off my clothes?" I asked in shock. "Here...in the school parking lot?"
"You said you would do anything to go out with me. It seems to me that you were not sincere. You're already balking and this is only my first request." Then she opened up the driver's side door to her car and started to get in.
I looked around in a panic. Most of the students had already left. I could see a few students still milling about, but they were far away. There was a possibility that if I took my clothes off for just a few seconds that nobody would see me other than Ulrike.
"Okay, okay, I'll do it," I practically shouted. "Don't go!"
I practically tore my clothes off. I yanked my t-shirt up over my head and dropped it on the asphalt. Then I took off my sneakers and unzipped my jeans. They were tight, so pulling them down was neither quick nor graceful.
Then it was time to divest myself of my underwear. I was so nervous about stripping these off I could actually hear the thunderous beat of my own heart in my ears. But I did say "anything", didn't I?
Much to my embarrassment, my cock was swollen and erect. Ulrike smirked at this. She cocked her head to one side and smacked my cock with her left hand. I yelped in surprise.
"If you want to go out with me, you must understand that I will do whatever I want with your body. That includes your cock too."
"But that could hurt," I protested. "You might not know this, but a guy's cock can be kinda sensitive."
"If I go out with you, you should be willing to put up with a certain amount of physical and sexual abuse from me. It's sort of a hobby of mine. Is this going to be a problem for you?"
I thought about the implications of this, but I eventually decided that this was too important to me for a little physical pain to screw the deal up for me. Besides I had a rather high pain tolerance. All the sit-ups and push-ups and deep knee bends I've done over the past five years can really leave your muscles sore, but I never stopped doing them. I can have incredible willpower and self-discipline when I really want something.
"Not a problem," I insisted. "I can take it. Abuse me as much as you think is necessary."
"Excellent," she said with real enthusiasm in her voice. And then her smile changed to something that actually looked quite erotic. A few minutes ago she had a look on her face that indicated boredom and disdain for me. Now she was looking at me as if I was something good to eat.
"Socks too," she added. "You need to be totally naked."
Once I removed my socks from my feet she also told me to remove my watch. She then rolled down the window of the driver's side back seat and I was ordered to throw my watch and all of my clothes into the back seat of her car.
I thought of protesting, I mean, what if she drove off with all my clothes and left me naked in the parking lot?
But every time I protested she just reminded me that I promised that I would "do anything". I suppose I shouldn't have promised that if I didn't really mean it.
So, I tossed my watch and my clothes into the back seat of her car.
"Very good," she said. "You're showing real obedience now. I think you might have real potential after all."
I let out a sigh of relief. I was making progress now. I might actually succeed where so many others failed. I might actually get Ulrike to go out with me! I'd be the envy of every boy in school!
"Now, place your hands behind your head and give us a spin," she said. "I want to get a good look at you."
Without hesitation, I did what she said. My swollen, erect cock bobbed up and down slightly as I turned and let her get a look at my naked body in profile and from the rear. "You're blonde. You have a cute ass and a nice body," she finally admitted. "You're slender, but not scrawny. You have excellent muscle tone, but you're not bulky. You're somewhat athletic looking and boyishly cute. I can work with that. But if you want to go out with me, there will have to be some changes."