Chapter One: The Masochist T.A.L.E. of Pain
It was Wednesday, which along with Monday and Friday, was one of my short days. I had two classes, a four-hour shift working janitorial at the school and one more class before coming home and cooking the dinner that greeted Kristy when she got home from her three classes, working her 1-5 shift in the school guidance counselor's office, and her daily workout. I was brushing my teeth and Kristy was putting on her nightgown, when she asked, "Honey, guess who I ran into today?"
"Pwho?" I muttered with a mouthful of toothpaste.
"Adam!"
I spit. "Oh yeah? What's he up to?"
"He's working at the coffee shop. He said he was just getting ready to get off just as I came in."
"Yeah? And?"
"Well, he looked pretty dejected, so I invited him to join me for lunch. I bought him some lunch since he said he didn't have any money."
"Up to his old tricks, I see. Just using you." The previous semester of this year, Adam was my roommate, and, I thought friend until he swept Kristy off of me and I returned the favor after he cheated on her.
"It wasn't like that, I swear. He's really down on his luck. He's being evicted next week and needs a place to stay until the end of the semester."
"You can't be saying what I think you are..."
"Why not? It's only a month!"
"Are you serious? Because he's your ex and we don't get along..."
"Come on, baby. You two used to be close. If it wasn't for me, you'd still probably be! But, that fight is over. You won! Please, baby, do it for me?"
"Fuck! You know you're asking for the impossible, right?"
"Not impossible, baby. Just hard. Doing the right thing, forgiving somebody usually is. But, he forgave you for stealing me off of him..."
"He stole you off me, first!"
"Come on, I wasn't really yours, then. We only went on one date!"
"Yeah, but I wanted more. You knew that. You both did."
She laughed, "That was pretty obvious when you made that crazy promise to me ON OUR FIRST DATE!"
"I was just kidding, you know that."
"No, I don't and I don't think you were. I think you meant every single word."
The summer before freshman year, I met Adam on an online forum looking for roommates. From my research, I learned that, as long as you had a car, getting an apartment off-campus was far cheaper than staying in the dorms. After some correspondence, we decided to get a small two-bedroom in a rundown area of town. Somehow, based on our conversations, I expected him to be a short, skinny, nerdy type guy. So, I was pretty shocked a 6'5" guy with ripped muscles, black hair, and these big bright green eyes met me at the door of our apartment. I've never really paid much attention to eye color on a guy, but these were weird, almost alien. I came out and asked him if they were colored contacts one day. He laughed and said, "No, all-natural. And the girls love them!" There was no denying they loved something about him. He got laid almost every night that first month with at least a dozen different girls.
I didn't get laid at all, but then I was working the long game. I met Kristy when she sat next to me in my first class. It was Introduction to Logic. For me, it was the easiest course I ever took, but Kristy seemed to struggle with it. She would ask me questions in class at first, but eventually just came out and asked me to be her personal tutor. We both knew she was beautiful; 5'6" with golden blonde hair, sky blue eyes, an elongated neck, ample breasts, a tight waist, long legs, and a perfect bubble butt from her addiction to the stair-climber. So, of course, I agreed to do it and not just for the classes I was taking, but all of the ones she needed help in, even if I had to spend my nights studying the material. I found out she hadn't dated since she broke up with her boyfriend of four years, her high school's star running back. She broke it off with him on July 4th after she caught him getting oral from her best friend. Apparently, there was an argument. Her friend said she didn't understand what the big deal was since he had slept with the entire cheerleading squad. Then he laughed at her saying he enjoyed every one of them even more knowing she was staying faithful to him and thought he was doing the same.
So, when I finally got her to agree to a date with me, she let me know that she would only accept a boyfriend if she knew he was going to be faithful to her no matter what.
Jokingly, I said, "Okay, from this point forward until the end of my days, I shall be faithful to you and you alone."
I expected her to laugh, but instead, she got real serious. "Slow down, okay? This is only our first date. Are you trying to creep me out?" I tried to explain I was joking, but the damage was done.
Back in our studio apartment in April of our freshmen year, I just blushed and made my way towards the bed.
"You know, though, I kinda like that you meant it?"
"Really?" I stopped, looking down at her in that silky gown as she slid into our bed.
"Of course. Since the day we met, you've been completely faithful to me. Even when I was fucking your roommate in the bedroom next to yours and you could probably hear every moan I made and probably even his grunts, you were keeping yourself for me. I could hear you jerking off on that creaky old mattress, you know?"
"Wait, you heard that?" I asked, flushed with embarrassment, but for some reason starting to stiffen.
She slid up her nighty and glided her hand down into her panties. "Of course. You heard his bed creaking as he fucked me, right?"
I frowned and nodded.
"You know, when we heard you in there playing with yourself, he'd always whisper in my ear that you were in there getting your benefits," she rubbed herself faster as she said this. "That was a little inside joke. He would call you my girlfriend with benefits behind your back because you'd drive me around, take me shopping and to the beauty salon and all the other things he was too macho to do and the only benefit you got was jerking off while he fucked me!" She laughed.
My face showed I was hurt by her words and she quit laughing. "You know it wasn't like that! Sure, I wanted you, but I did those things to spend time with you. I thought we were friends!"
She looked up at my face and then down at my fully aroused prick where her gaze remained, "We were friends. We are friends. I get that now. But I didn't quite understand that then. I thought you were just a pathetic jerk-off boy I could manipulate into doing whatever I wanted." When my prick bounced, she giggled.
"What are you doing? Why are you trying to hurt me?"
"You don't look hurt," she replied still watching my crotch. "You look to be very happy and every time I say something that should hurt your feelings, you get even happier!"
I slipped off my boxers, crawled into bed, and whispered, "Can we fuck now?"
She gave me a dirty look, "Ah-hem." She pointed to my bare prick. Kristy always insisted I wear a condom when I penetrated her. She was adamant about not wanting a child until after she finished grad school and she wasn't willing to rely on oral birth control alone.
I put on the condom and got back into bed, going down on her first. She resumed our previous conversation as my mouth was occupied. "If you want to fuck me, I want you to agree to let Adam stay here for a month." I pulled away to answer, but she put her hand on my head and pushed me back into her wetness. "This apartment is big enough for three people and we have a couch for him to sleep on. If you're worried about sex, it shouldn't be a big deal. He's seen me naked before. It might bother him a little if you fuck me in front of him, but beggars can't be choosy and he deserves a little payback, don't you think?"
Smiling at the thought, I kissed her pussy in response. She was quiet for the next few minutes and I could tell she was nearing orgasm. That's when I did something I'd never done before and backed away.
"What the hell are you doing?" she cried.