East Side Prep

I took a deep breath. “I love you, Dave. I think I fell in love with you the first time you shook my hand. It was love at first sight. I love everything about you. You’re older and so much more mature than I am, you probably couldn’t love a stupid kid like me, but I do love you.”
He looked at me with tears in his eyes. “I love you too, Mike. You’re not a stupid kid, and I never want you to think of yourself that way again, understand? You’re the nicest, sexiest guy I’ve ever met, and I’m the luckiest guy in the world to have you love me.”
Now I had tears in my eyes too.
“I think I had better tell you what kind of a monster you’ve fallen in love with,” he said. “I didn’t plan to fall in love with you. I wanted to use you as my own personal whore. When I said that I wanted you for my fuck slave I was telling the truth.”
“I know that. I could tell that you changed your mind about me when we were talking on the roof. Why?”

“It was when you were crying and threw yourself in my arms. It was one of the most traumatic moments of your life, and you trusted me to take care of you; you even said that I was a good guy after the way I treated you. I can’t explain it; I just fell in love with you. I’ve never been in love before, and I didn’t think that I was capable of it. When we made love, it wasn’t like any sex I’ve ever had before. I felt something in my heart, something emotional. Sex for me has always been purely physical. All I ever thought about was getting my rocks off as quickly and as often as possible. It was so different with you. I’ll never forgive myself for what I did to you in the locker room today. It was practically rape, and you were a virgin.”

“Oh Dave, don’t be sorry about that. I loved every second of it!”
“I even knew it was wrong then,” he continued. “That’s why I offered to forget the whole thing and let you go without me cumming in your mouth. I really would have done it if you wanted. I couldn’t believe it when you said that you wanted to belong to me, and that you wanted to give me your virginity. I think that’s when I started to realize that you were somebody special. Giving someone your virginity is the ultimate gift and you wanted to give yours to me! Nobody has ever cared that much about me before.”
He was crying now. I put my arms around him and started to kiss him.
“Please don’t cry! We love each other, that’s all that matters.”
He smiled at me through his tears. “Would you like to make love to me, Mike?” He asked.
I was shocked. “You’d really let me?”
“I want to be your first in every way, but there’s something that you need to know about me; I’ve been fucked once before. I was gang raped.”
“Oh Dave no, when, who did it to you?”
“I’ll tell you about it another time, if you really want to know, but not now. I just wanted you to know that even though I can’t give you the gift of my virginity the way you gave me yours, I’ll always consider you my first; that is, if you still want me now that you know that I’m damaged goods.”
“Of course I still want you, and you’re not damaged goods! In your heart, you’re still a virgin. You’ve never wanted anyone to make love to you before, and I’m honored that you want me to be your first. Even if you had let someone else make love to you before, it wouldn’t make any difference to me.”

“I love you for saying that, Mike; you’ll never know how much it means to me that you feel that way about it. I’ve always had this nightmare that when I met the right guy, he wouldn’t be able to love me when I told him, and he would call me a whore and leave me.”
“Nobody could be that cruel! You couldn’t help what happened; it must have been horrible.” I said.
“You could never be that cruel, but plenty of other guys could. I guess that’s why I love you.” He said. He kissed me, got up, brought his face down to my balls, and started kissing them. I got hard right away.
“You don’t have to do this if you don’t want to.” I said.
“I do want to. I need to feel the guy I love inside me.” He started kissing his way up my shaft and then swallowed my dick whole.
“Oh, Dave! This feels incredible!” I moaned.
“I think you’d better fuck me now. I don’t want to make you cum too fast.” He said.
“Like you said, I won’t fuck you. I’ll make love to you.” He rolled over on his stomach; I got my face between his cheeks, and started licking his asshole.
“No Mike, you don’t have to do that. I only made you do it before to humiliate you.”
“But I like it, and I know you do too! Please let me.”
“You can do anything you want with me. I want to belong to you just as much as you belong to me. My body is yours.”

I ate his ass for a while, and then poured some baby oil into his hole and started working my finger in.
“Tell me if it hurts or if you change your mind.” I said. Since I knew he had been raped, I wanted to give him every chance to back out if he was uncomfortable.
“No, it feels good. Keep going.” He said.
I started pulling my finger in and out, copying what he had done to me earlier. When he started to moan, I added some oil and a second finger.
“I think I’m ready. I’m not as tight as you were.” He said.
I pushed the head of my dick against his pucker, paused for a minute, and ran my hands over his perfect body. Was this really happening? I half expected to wake up and find that it was all a wonderful dream. How could Mr. Average Freshman Michael Sheridan be here, about to make love to the most popular senior at East Side Prep? I started slowly pushing in.
“Don’t be so gentle Mike, I don’t deserve it after the way I treated you this afternoon. Hurt me if you want to!”
I slowly pushed in the rest of the way and waited for him to get used to it, as he had done for me.
“I could never hurt you; I love you too much. I want to make you to feel as good as you made me feel.” I pulled out and pushed back in. He moaned with pleasure, so I started going faster.
“That’s it! Harder!” He said
“Oh, this is unbelievable! Now you belong to me too, Dave! We belong to each other!” Our souls joined again.
“I love you Mike! I’m yours forever.”
I started rubbing his hard oozing cock. I could tell he was about ready to cum not only by the way his cock was twitching, but by the way his muscles clenched at my dick.
“I’m cumming too, Dave. We’re cumming at the same time again!” We started shooting at the exact same moment. The funny thing was, as I was stroking his cock and cumming in his ass I had the sensation that I was jerking myself off; we were shooting our loads in perfect rhythm. It really felt as though we were one person. When we finished, David asked my to put my mark on him as he had done for me.
We lay in bed smoking again.

“I can’t believe it. It was so different from that other time.” David said. “I didn’t know it could feel so good when you’re in love. The last time it hurt. It was degrading. I thought it would be like that again, and that it would be my punishment for the way I treated you, but it was beautiful. I didn’t deserve it.”
“Have you ever told anyone about that other time? I asked.
“No, never. I’d be too humiliated. You’re the only person who knows about it at all.”
“Tell me. It won’t make a difference to me; I love you no matter what.”
“Ok, it can be my punishment.”
“Please stop talking about punishing yourself, Dave! If I’m not angry at you, there’s no reason to be angry at yourself.”
“Don’t you see that I’m just as bad as the guys who raped me?”
“Please tell me about it. I think you’ll feel better.” I said.
“Are you sure you want me to tell you? It’s a horrible story. It might upset you.”
“I want you to share everything with me, good or bad.”

“It happened in the beginning of freshman year. You wouldn’t have known me then. I was much shorter; I wore braces on my teeth, and had acne. I was painfully shy, and didn’t have any friends.”
“One Friday afternoon, a guy from my class asked me if I wanted to hang out at his place after school. His parents were away, and his brother was having a couple of his friends over too. He was a tough guy, and he hadn’t been too nice to me before, but I was so lonely and I wanted a friend so badly that I said yes, and went with him. When we got there, his brother and his two friends were already there drinking beer. They offered me one. By the time I finished it, I knew something was wrong; I felt strange. I don’t mean the buzz you get off of one beer, I mean totally wasted. They drugged me. When they were sure the drug had taken effect, they dragged me into the bedroom and undressed me. They started laughing at the size of my dick. It was smaller then too. Then they started calling me their whore and telling me that I wanted some cock. They all waved their cocks in my face and told me to choose one. I couldn’t move or speak because of the drug. One of them said that they heard me say the big one. That was the brother. He had to have been about ten inches. He got behind me and spit in my ass crack. He fucked my virgin ass with a ten-inch dick and only a wad of spit, Mike! He stole my virginity from me, and from you too; I would have given it to you tonight. I’m so sorry I couldn’t!” David sobbed. I held him in my arms while he cried for a few minutes. Tears were welling up in my eyes too.
“It hurt, Mike! I can’t even describe how much it hurt, both physically and mentally. They all took turns. The guy from my class went last. He went out of his way to hit my prostate and make me cum. I didn’t want to, but I couldn’t control it. They all started laughing at me and told me that only a faggot could cum from having his asshole fucked. After they finished with me, they dragged me into the bathroom and threw me in the tub. The brother and his friends all pissed on my face. The drug was starting to wear off by then, and the guy from my class told me that he was going to piss in my mouth and if I didn’t drink it, he would cut my dick off. I refused at first, but his brother held a knife to my dick, so I had to do it! It was the worst moment of my life. You can’t imagine the humiliation I felt being forced to drink another guy’s piss, especially that asshole’s.” He sobbed. “After that, they were finished with me. I cleaned myself up as best I could, got dressed and went home. I seriously considered suicide that weekend, and thought about it for a long time after that.”

“There’s a really tough looking guy in your class with a tattoo on his arm. Was that him?” I asked.
“Yeah, Matthew Johnson; stay far away from him, Mike.”
“I’d like to break his fucking neck!” I cried.
“He’d kill you if you tried! He carries a switchblade, and he’s so strong that he wouldn’t even need it to take care of you. He’s as tough as they come. Swear to me that you’ll never get near him.” He said. I hesitated.
“I MEAN IT MIKE, SWEAR!” He yelled.
“Ok, I swear. I know you’re right. I’m just angry.” I sobbed.
We lay there for a few minutes holding each other, crying.
“Why are you crying for me? I don’t deserve your sympathy. Don’t you see now that I treated you just like those guys treated me?”
“I’m crying because I love you so much that I feel like they raped me too. You’re nothing like those bastards. There’s one big difference between what they did to you and what you did to me; I wanted to have sex with you. I’ve been going straight home all week to jerk off thinking about you. All you did was to give me a push. If I really didn’t want you, don’t you think that I would have called your bluff? Wouldn’t you rather be kicked out of school than be raped by a guy that you didn’t like? I would. You gave me a choice. Those animals sure as hell didn’t give you a choice!”
David looked as though a weight had been lifted from his shoulders. “You’re right. I didn’t think of it that way; I gave you a way out. It wasn’t an easy way out, but it was a way out, and I really would have let you go without telling the headmaster.” He smiled through his tears. “Now I can love you with a clear conscience!” He kissed me.

I blushed. “As long as you have a clear conscience, I might as well have one too. Didn’t you miss a jockstrap the other day?”
He looked at me in shock.
“You didn’t!”
“I took it home, and I’ve been using it when I jerk off. It gave me the best orgasms I’ve ever had, until today anyway.”
He laughed. “You horny prick! How did you ever get the nerve? What would you have said if I had caught you?”
“Luckily for me you didn’t. Now do you believe that I wanted to be with you?”
We both had a good laugh, kissed some more, then fell asleep in each other’s arms.

Chapter VI

We awoke to the sound of the phone ringing.
“Hello,” David said. “Good morning, James. I have a guest...In about an hour...We’ll have eggs benedict and mimosas. If it’s nice outside, we’ll eat on the roof. Bye.”
“What was that all about?” I asked.
“It was just the butler asking about breakfast.”
“The butler?” I asked.
“I told you my parents had money.” He said nonchalantly.
“Whoever said it’s just as easy to fall in love with a rich man as a poor man was right!” I laughed.
“Do your parents have money?”
“Not like this. I mean, were more middle class.”
“It figures. Most rich guys are assholes. You’ll find that out after you’ve been at East Side for a while. My friends at school are all middle class.”
“What will the butler say about me sleeping with you, and what about the cum stains on the bedspread?” I asked nervously.
David laughed. “Don’t worry. Butlers keep their jobs by being discrete. He won’t go making any overseas phone calls to my mother; besides, James is gay himself. Come on let’s shower. I have an extra toothbrush and you can use any of my cosmetics that you want.”
“Are we showering together?” I asked.

David smiled “Of course we are, but let’s try not to cum just now. My friends are coming over and we’ll be cumming a lot later”
I got up and went into the bathroom with him. He turned on the shower and we got in. We got all soapy and washed each other from head to toe. It wasn’t long before we were both hard. I slowly started soaping up his hard on until he moaned with pleasure. I turned my back to him and bent over.
“Soap up my asshole and fuck me right here.” I said.
“I’ve created a monster! I thought we were going to save our cum for later.”
“I need you now, Dave; please? Knowing the two of us, I think we’ll have more than enough cum left for later anyway.”
“You’re right,” He said as he put his soapy fingers in my asshole.
“I’m not a virgin anymore. Go nuts! I said.

David laughed. “Remember, you asked for it!” He shoved his soapy cock into me full force, and started pounding my ass. All the soap and water helped it to go in easily.
“Oh yeah, harder Dave!” I yelled. He started pounding me with a force I didn’t know was possible. He grabbed my dick with his soapy hand and started jerking me off.
“Oh fuck, I’m cumming!” I moaned. As usual, we came at the same time.
After the shower, David went to his closet and started choosing his clothes.
“I’m not looking forward to wearing the same clothes as yesterday.” I said.
“You’re not going to. I’m picking out what you’re going to wear. Put these on.”
He handed me a beautiful blue silk shirt and tan chinos.
“You’d better take these too, but no jerking off on them like you did to my jockstrap!” He laughed as he handed me a pair of his silk boxers.
After I was dressed, he looked at me approvingly.
“I knew that shirt would look great on you. It matches your eyes.”

I looked in the mirror, and saw a stranger. I looked so mature! I remembered as if from another lifetime yesterday, when I looked in the locker room mirror right before David and his friends came in. The boy I had seen was gone forever. I thought to myself that although the shirt looked great, something other than my clothes had changed. It was my eyes. They weren’t the eyes of a kid anymore; they were the eyes of a young man.

“You just need one more thing.” He said. He took the gold rope chain off his neck, and fastened it on me. “I want you to wear this from now on. If I were in love with a girl I’d give her my school ring, but that wouldn’t look right in our situation. This is a little less obvious.”
“Oh Dave, it’s beautiful! It must have cost a fortune! Are you sure that you want me to have it?”
“I want the guy I love to wear something of mine all the time.” He said as he held me in his arms.

Chapter VII

We sat at the table on the roof having breakfast. It was a beautiful morning. The butler had been polite, and smiled when David introduced me as his boyfriend. David’s boyfriend. I liked the way it sounded.
“I guess you can’t call me your boyfriend around the guys.” I said.
“I wish I could. Hell, I wish they weren’t coming over today at all. I don’t want to share you with them you know.”
“What am I going to have to do for them?” I asked.
“Brian won’t let anyone fuck Jack, so I don’t have to let anyone fuck you. All you’ll have to do is suck them off. If there were a way out of it, I wouldn’t even let you do that. It’s going to kill me to watch.”
“It looked like you had the biggest cock in the locker room yesterday.” I said, smiling proudly.
“No I don’t. Tom is a little bigger than I am. Brian is about my size, and Jason is about an inch smaller. By the way, I’m sorry that I said those things about the size of your dick yesterday. For the record, mine was exactly the same size as yours when I was your age. You might even be bigger than me in a year or two.”
Nervously I asked, “How about Jack and Steve.” I would be embarrassed if I was the smallest of the group.
David smiled. “Don’t worry. Jack is about your size, maybe slightly bigger or smaller. Steve has a five inch wee-wee.”

I breathed a sigh of relief. “I wouldn’t mind if Jack was bigger than me, but it would kill me if Steve was. He’d never let me live it down. Why does he hate me so much anyway? I never did anything to him.”
“I think he’s jealous. He’s been after me all summer, and I didn’t give him the time of day. When he saw me drooling over you it drove him crazy.”
“That explains it! I can’t say that I blame him, poor bastard. If I was in his place, I guess that I would hate me too. Do you think there’s any way that I can make friends with him?”
“You have a big heart, Mike. That’s one of the reasons that I love you. If I were you, I would try to talk Jason out of making him eat your ass. At least make the effort. I have a funny feeling that Steve will open his big mouth again and ruin it, though. Even if he does, offer to suck his little wee-wee before the day is over. Maybe you can at least soften him up a little. If not, he can go to hell. If he would have been as mean to me as he was to you all week, I don’t think I would be so kind to him.”
“I want them all to like me. I want to make you proud of me.”

He leaned over and kissed me. “I am proud of you; I’m proud that you love me. We can’t tell them were in love, though; and we can’t kiss. They can’t know we’re gay.”
“What would happen if they found out?”
“We’d be outcasts. There’s a sophomore named Tony who confessed to being gay last year. He lost all his friends, has been beat up several times, and I’ve heard that he was gang raped at least once.”
“But your friends have sex with guys too. How can they think they aren’t gay?”
“They claim to be bisexual. They say that they only fuck with guys when they can’t have a girl. It’s a funny thing at East Side; it’s ok to have sex with another guy as long as you don’t love him. If there’s any sign of affection, like kissing you’re a faggot.”
“It’s going to be hard not to kiss you.” I said.
“I know, but we have to do it, and another thing, please don’t tell them that I let you make love to me. It wouldn’t look good for a senior to allow a freshman to fuck him.”
“I understand. That’s our business anyway. Just in case you’re worried, I’ll take everything else you told me last night to the grave; I swear it.”
“I never had the slightest doubt about that, Mike.” He squeezed my hand. “What’s really going to hurt is that I’m going to have to act a little rough toward you, like at school. Don’t let it upset you; it’s only an act. To make up for it I’ll suck your dick as soon as they leave.”
“I’m looking forward to it already.”

James had just cleared the breakfast dishes when the doorbell rang.
“Mr. Callahan and Mr. Chivers,” James announced. David and I stood up and shook hands with them.
“James, bring us some more champagne, orange juice, and five more glasses. The other guys will be here soon.” David said.
“Mike, what did Dave do to you? You look so different, more mature.” Brian said.
“He let me borrow these clothes. I do look different in them, don’t I?”
Jack laughed and touched the mark on my neck. “I’ll bet he did more than lend you some clothes.”
I blushed.
Jack took my hand. “Dave, can I take Mike into the living room for a few minutes? I just want to have a little ‘freshman’ talk with him.”
David smiled. “Go ahead.”
Jack and I walked into the living room.
“Brian was right, you look great, but it’s not the clothes. You look so happy you’re glowing!”
“I am happy, Jack. Last night was the best night of my life. I never knew it could be like that. Dave is incredible!” I gushed.
“I know exactly how you feel. I felt the same way after my first night with Brian. We have the two hottest guys in the school! I’m glad David chose you. I’ve wanted to have a friend in our class who I could talk to. Up until now there’s only been Steve, and he’s a jerk.”

“I’m glad to have a friend too. I know that Steve hates me, and Dave just told me why. Do you have any advice on how I should handle him?”
“Yeah; have as little to do with him as possible and don’t piss him off too much. Jason put you in a terrible position yesterday. Do what ever you have to do to talk Jason out of making Steve eat your ass. Maybe you could ask Dave to talk to him. Steve hates you enough as it is. If Jason forces him to eat your ass, he’ll never forgive you. There’s something about that little punk that scares me.”
“Why?” I asked.
“He’s more than just a little twerp, he’s mean natured. I’ll bet he was the kind of kid who got his kicks plucking the wings off of butterflies.”
“Ok; I’ll talk to Dave. He gave me practically the same advice.”
“Good. So how does it feel to be fucking around with the richest guy in school?”
“It’s funny, but I wouldn’t have guessed he was this rich. There’s nothing snobby about him.”
“Brian says he’s generous too. Any guy at school who gets in trouble and needs some cash knows he can go to Dave. He won’t even let his friends pay him back!”
“That doesn’t surprise me. Underneath that tough front he puts on, he’s the nicest guy that I’ve ever met.”

Jack whispered, “You love him, don’t you? It’s written all over your face.”
I froze
“You don’t have to answer that. I know the subject is taboo, but I just wanted you to know that I understand. I feel the same way about Brian.”
I smiled at him and changed the subject.
“How does Steve feel about being with his brother? Does he love him?” I asked.
“I don’t think he’s capable of love or kindness the way the rest of us are. To him it’s all about getting his rocks off. You’ll see that the first time you suck him off. All he does is talk dirty and try to humiliate you. When he has to suck you off, he acts disgusted and does as little as possible. Dave hates that kind of attitude, that’s one reason he blew him off. I think the only reason that he was interested in Dave is that he’s rich and popular. Steve is a user.

“I’m starting to see why he scares you.” I said.
“I’d be even more scared of him if I were you.”
I put my arm around Jack’s shoulders.
“I just saw James go outside. Let’s go and have a mimosa.” I said.