Nick was really enjoying his first year at college. He also was pleased with his decision to skip the huge state university where many of his classmates went and, instead, go to the smaller school in the next state. It was really his sister, Becky, who was now a junior at the same school, who convinced him. She loved the school and thought it would be good for Nick to expand his horizons and, maybe, break away from the "nerd" reputation he had in high school. Nick knew it cost more than the state school, but Becky convinced him their parents could afford it.
Of course, Nick didn't suddenly go from being a nerd in high school to being a sophisticated, partying, cool guy in one semester. But he tried to play fewer video games, talk about more than the latest scientific discovery, and engage in social events - even if he didn't feel comfortable. Becky helped by inviting him to some parties, and he was slowly feeling a little less awkward when talking to girls.
There was really only one thing that disappointed him at college: where was all the sex he heard about? He was two months into his second semester, and he was still a virgin. And it wasn't just the fact that he still had the virgin label that bothered him. The fact was that he REALLY wanted to have sex! It's all he thought about. Every time he saw a pretty girl, he'd wonder what she looked like naked and what it would feel like to have sex with her. Sometimes he hated himself for how much he thought about sex, but he couldn't help it. He REALLY wanted to do it.
One Sunday afternoon, he decided he needed a plan. After thinking about it, he decided it would be easy. He would simply ask a girl to be his first. And he knew exactly whom he was going to ask. The only girl he regularly talked to was Hailey. She would do it for him (or should I say, with him), wouldn't she?
He met Hailey last year when he visited his sister at school. She was Becky's roommate, and she was nice to him during his weekend visit. Since she was a freshman at the time, she was closer than Becky to some of the questions going through Nick's head. She joined Becky and him for most of the weekend events. She walked with them when Becky took him on a tour of the campus, and she joined them for a number of meals they ate over the weekend. In fact, she even hung out with Nick in their room when Becky had to attend some meeting for the sorority she had joined.
When Nick moved into the dorm, Hailey made a point of coming to say hi. She made sure Nick knew where her room was, and she told him to stop by anytime he wanted to talk. If she saw him in the cafeteria, often she'd sit down with him. She encouraged him to call her if he had any questions. And now he had a simple one: "Will you fuck me?"
For a minute, Nick thought this was a really stupid plan. But it was the best he could come up with, and he HAD to take some action. So, he checked his pocket to make sure he had the two condoms he had been carrying around with him since he bought some the first week of school, and he headed out toward Hailey's room.
He stood outside her door for a minute trying to decide if he was really going to do this. After weighing the pros and cons, there was a long list of cons: making a fool of himself, having Hailey get pissed at him, having his sister find out... And there was really only one pro: finally having sex. He decided the one pro outweighed all the cons, and he knocked on the door.
When Hailey opened the door, her big smile immediately made him feel better.
"Hi, Nick! What's going on?" she asked as she stepped aside, inviting him in.
"Uh, just taking a break from studying. How are you doing? Bad time?"
"No, not at all. I could use a break, too," Hailey said as she closed the door.
Nick sat on her bed, and Hailey sat on her desk chair. Her single room was pretty much the same as his double - just narrower. Instead of having a closet on each side of the door, there was only one closet. There was no "other side" of the door - it was at the edge of the room. There was a bed with a burgundy bedspread along the wall in front of the closet. On the opposite wall, there was a pink neon heart. Her desk, at the end of the bed, had a few pictures, with more pictures on the dark green dresser which was beneath the window.
Nick just looked at her for a few seconds. She had a very pretty face, and he loved the way her brown hair curled under her chin. Her ample breasts - they were a small C-cup, but Nick didn't know that - looked really good in the short-sleeve, pink V-neck top she was wearing. Her denim shorts displayed a lot of her long legs.
"How's the new semester going? Are your classes good?" Hailey asked.
"Yeah, not bad," he replied. Then he continued, "Hailey?"
The way he said her name and the look on his face alerted Hailey that there was a problem.
"What's wrong, Nick?" she asked with genuine concern.
Nick sat there quietly for a few seconds.
"I was wondering..." he started but then couldn't go on.
He stood up as he said, "Never mind. I gotta go." He started toward the door.
"STOP!" Hailey commanded. Not loud, not with anger, but forcefully.
Nick froze, obeying her directive.
Hailey got up and walked over to him.
"What's wrong, Nick? Talk to me."
Nick remained silent.
Hailey grabbed his hand, walked to the bed and sat down, pulling him to sit next to her.
"Nick, you can tell me anything. You know I'm here for you. What is wrong?"
As embarrassed and nervous as he was, Nick felt he had to talk to Hailey. She wasn't going to let him leave until she knew what was going on.
"So..., here's the thing," he started. Then he paused for a few long seconds. "I'm a virgin."
Hailey felt better knowing there wasn't something seriously wrong.
"Okay," she said. "That's nothing to be upset about."
"But it IS!" he said painfully.
Hailey put her hand on Nick's thigh in a sign of comfort, but, considering his "problem" and his planned "solution", it didn't really help. Finally, after a long pause, he decided to go for it.
"And I was wondering if you'd help change tha...", but he couldn't finish the sentence.
Hailey's eyes opened wide as she realized what he wanted. On the one hand, what he was asking was outrageous. On the other hand, she saw his pain. She felt good that he felt close enough to her to even ask this of her. And she knew he'd always remember her as his first. But then, the shocking nature of the request crept into her mind. She stood up and turned toward him.
"So, what was your plan? Were you going to tell me how much I'd enjoy your eight-inch dick?" she asked with just a touch of anger in voice.
Nick couldn't look at her. He was ashamed that he even thought this was a good idea. But, looking down, her softly replied, "Sorry. It was a stupid plan. And I don't have an eight-inch dick."
"Oh, that wasn't your big selling point? It's not eight inches? So, just how big IS your dick?" she questioned with annoyance, not even sure why she asked such a silly thing.
"I don't know," he answered softly.
"I asked you how big!" she repeated.