I was in my freshman year of high school with all the crazy hopes and dreams that most kids have. I was a good student, involved in sports and that was when I met Drew. We chatted back and forth and became friends. He invited me to his house for dinner and to meet his family. That was the beginning of us becoming best friends.
I'm Mason, tall with an athletic body, blondish hair and blue eyes. My friend Drew is about my height but more muscular than me. He has brown hair with highlights and hazel eyes.
We were both popular, as football jocks we had no problem getting the attention of all the pretty girls. We were young and still so immature that we would rather be at each other's house playing video games then being out with the girls.As the school year passed, Drew and I were together on a constant basis. He was either at my house or me at his and we always had the best rapport between us.
That all changed in our sophomore year, I got my license and my parents bought me a second hand car. With raging hormones all we could think about was pussy. We began double dating and our main goal was to get laid.
It was at that time when I got my first piece of ass, and I have to say it wasn't the most memorable experience, the fact being that I was very well endowed with a 8" very thick cock. Needless to say, even though the girl wasn't a virgin she bitched about my size. I did manage to get off, but for my first time, it left me bewildered. I thought it would be a slam dunk, but it wasn't like that at all.
Drew and I were talking and he was telling me about his first dunk in the water, and said it was the most gratifying experience of his life. I told him of my experience and he said: "Mason, you do have a large wang, I've never seen it hard, but even soft its really huge....how big are you hard?" "Well, its about 8 inches, but its very thick." "Holy shit, no wonder why she wasn't thrilled." "Drew, this could be a curse for me." "Don't look at it that way, I have heard that some girls like them big." "Lets watch some porn some night and watch girls that take big dicks." "Yeah that sounds cool, sleep over my house Saturday night. "Your on, dude."
Saturday arrived, Drew and I spent the whole day together....we hung out at the mall then went for something to eat then headed home. We went into my room and searched for porn videos of girls taking huge dicks. "See, I told you that there are girls out there that like them big" as we both laughed. "Its really not a big deal Drew, lets hit the sack."
We crawled into my double bed and it was awkward laying next to Drew. "Hey Mason, after watching those videos I'm horny as hell, do you want to jack off together." "That would be weird, but I'm horny too, so if you want to I'm willing." He pulled the bed clothes down and pulled his briefs off as I followed him. We were already both hard and leaking precum. "Jesus Mason, you have a big cock." "Yeah its pretty big." "Can I put my hand around it, I just want to see what a cock that big feels like." "Yeah sure, go ahead." He took hold of it and started moving his hand up and down as I gasped at the feel of someone else touching my cock. "Wow, you make mine look so small." "How big are you?" "Six and a half inches." "That's not small Drew." I took him in my hand and he wasn't all that thick, but it was a good size. We began jacking each other off and it didn't take long before we erupted on each other's hands and stomach. It was an awesome explosion for both of us. I took my hand licking my fingers. "You eat your cum?" "I love the taste of it, I do it all the time." He took his fingers and began licking his cum. "Your right, it tastes good, somewhat salty but good."
A few weeks later, Drew slept at my house again, but things between us dramatically changed. When we got in bed he asked me if we could jack off together again and I willingly agreed. We were into it and kept looking at each other, then he leaned down, looked at me and said: "Do you mind if I try sucking you?" I was so aroused that I told him I didn't mind. I never had my cock sucked and the sensation of his mouth took my breath away. I placed my hands behind my head in anticipation of my first blowjob. He didn't take a lot of me in his mouth, he just kept working my large mushroom head. Precum started profusely leaking out of me and he licked it as he moaned enjoying the taste. He continued beginning to take me deeper into his mouth. I began pushing my hips up, shoving my cock deeper into his hot, wet mouth. I had to stop him because I was going to cum, he pulled out, then I reached over taking his cock in my mouth. I loved everything about it, the taste, the texture and just an overwhelming sense of enjoyment as to what I was doing to him as he moaned grabbing my head pushing me down on his cock. He yelled out "I'm cumming, get off" but I continued as he filled my mouth with his spunk. I loved it and nurtured every drop.
"Jesus Mason, that was intense, I've had a couple of blowjobs from girls, but they didn't feel anything like that." "I've got to say I really enjoyed it, it was different and hot." I finished myself off then we went to sleep."
The next morning at breakfast, we were alone and as we sat at the table, I peeled a banana, beginning to slide it in and out of my mouth, staring at him with a sexy grin. "Fuck Mason, your making me crazy, watching you work that banana." I got up and went over to him, had him get up and lean against the table. I pulled his shorts and his briefs down then took his cock in my mouth. "Fuck yeah, that feels really good." I continued going down on him as deep as I could, as precum was pouring out of him, filling my mouth with a sweet slickness. "Jesus Mason, I'm going to cum." He began shooting massive amounts of jizz and I took every drop, lusciously loving his seed. I cleaned his cock off and got up just looking at him. "Wow, that was incredible, but what are we doing Mason?" "Do you want to stop?" "No....but....no I don't." We headed to school, and all day all I could think about was Drew, sucking his cock and taking his load. I began to question my sexuality.
The following Saturday Drew slept over again, but this time was different, we got in bed naked. He looked at me and then hesitated...."Mason, I want to fuck you." "You want some of this ass?" "Fuck yeah, will you give that sweet ass to me, I'll compare fucking you to a girl." I got up and went into the bathroom and got some vaseline. I rubbed some on my ass and took some massaging it on Drew's cock. I laid on my back as he got into position, placing my legs on his shoulders. He pushed into me, slowly passing my prostate as I cried out in pain. "Hold it Drew, let me get use to it." Very slowly he just started gyrating until he could tell I was ready. He pushed all the way into me, taking me, feeling pain but also feeling pleasure. Soon the pain turned to exquisite pleasure. "Okay, I'm ready fuck me. He began thrusting into me, hard, intense, filling me with sexual feelings like I never felt before. He leaned down kissing me as our mouths became an inferno of lust. He ravaged my ass for what seemed like hours, and I couldn't get enough. "I'm cumming Drew, oh yes, fuck me, mmmmmm," "I'm cumming too Mason, I love this, oh yesssssssss." He moved off me as we laid there, both of us getting our breathing back under control. "Well all I can say is your ass is much tighter than any pussy I've fucked, so you win hands down." "Mason, is what we're doing getting out of hand?" "I'm really starting to question my sexuality Drew." "Shit, I don't want to think about it, I'm going to sleep." At sixteen years old, I was totally confused, but I did know that something in me was changing because I no longer desired girls, but my eyes were roaming at every hot guy I saw.
We were now in our Junior year, I had filled out from my workouts and Drew and I were constantly fucking like rabbits. We no longer were fucking chicks, dating for show, but nothing sexual. We were becoming closer and closer. I had fought the fear that I was gay, but it was becoming more and more evident that I was.
I was heading down the hall to class, when I noticed three guys harassing a helpless kid. I went over and said: "Hey, is that all you can do is pick on a kid smaller than any of you, why don't you come pick on me?" In a flash they were gone and the nerdy guy that they were picking on just looked at me with puppy dog eyes and thanked me. I put my hand on his shoulder and told him it was no problem. I walked into the cafeteria for lunch and noticed the same kid sitting all by himself. I took my tray and went sit with him. He wasn't very tall, had goofy glasses, his hair was a tangled mess and his clothes looked like they were two sizes too large for him, but he had the most beautiful blue eyes I had ever seen. He was extremely shy, and had a hard time looking directly at me. "I'm Mason, what's your name?" Its Treygar, but most people call me Trey."
Mason was sitting at a table with all our friends....he came over to me and said: "What are you doing Mason, you belong sitting with us." "Yeah, I'll be there in a bit, Drew, this is Trey." "Yeah hi." I continued talking to this very shy guy and asked him if he would like to come over to my house and play some video games. He just looked at me shocked, "You want to hang out with me, your a jock?" he softly spoke, "Sure I do Trey." "You text me your address and how about this Saturday afternoon?" "Okay if your sure about this."
The next day I went to Drew's house, knocked on the door and no one answered. The door was unlocked so I walked in and no one was around, I called out for Drew, no answer. I went upstairs, his bedroom door was closed so I opened it....there was Drew fucking some guy and I just froze. When he saw me he panicked, covering himself up. "What the fuck are you doing here Mason?" "I didn't realize I had to make an appointment to stop by your house." I left feeling hurt and rejected.
The following day, Drew came up to me to apologize, but also said he wanted to play around. "That's cool Drew, you do what you have to do." "Oh so now your pissed off at me, its not like we're an item." "Nope, nothing like that.... I hope you enjoy playing the field." "Fuck, you are pissed, and I don't need this." He walked away and our friendship came to a screeching halt.
Saturday arrived and I received a text from Trey giving me his address. I picked him up and we headed back to my house. We played video games and he began to come out of his shell with me. "Look at me next to you, your so handsome, polished and well groomed, plus your clothes are really nice." "Trey its just jeans and a t-shirt." "Yeah I know, but the way they fit you." "You know what you need....a total makeover." "How would I do that?" "Leave it up to me, lets head to the mall." "I have money Mason, but I don't have it with me." "Don't worry, I have a credit card, then when you can, you can pay me back."
We went to American Eagle and he tried on some jeans, came out of the fitting room, "What do you think Mason, are they too tight?" I stood there with my mouth open. "No....uh....not at all, turn around for me." " He had a substantial bulge and a perfect ass. I grabbed a couple of t's and he went to try them on. When he came out, I just couldn't believe what was in front of me, he was actually hot, with his pecs protruding from the t-shirt.
From there we headed to my barber stylist to get Trey's hair cut. There were private partitions so I couldn't figure out what the barber was doing to him. About thirty minutes later he approached me and I was mesmerized at what I saw, a handsome, hot, sex appealing guy that was making my cock stir. I got up and took his glasses off, stepped back and just said: "Wow, you are really hot Trey, the girls are going to be all over you." He just looked at me bashfully.
I told him that the final strop would be for contact lenses. We completed his makeover and it was definitely a total change. The next day at school, Trey and I were having lunch when Drew walked over to say hi. "Who is this guy Mason." This is Trey, I introduced you to him the other day. "No way, he doesn't look like the same guy." "I took him for a makeover....doesn't he look amazing?" "Well I guess" he snickered.
Trey came to watch my football practice and after I told him we would pass the ball around. To my amazement he was really good and I told him he should try out next year. After we played for a while we went to take showers. He was very reluctant to get naked in front of me, but I told him we were both guys that it was fine. When he pulled his briefs down and I looked at him, my tongue was practically hitting the floor. He was the most beautiful creature I had ever seen, perfect in every aspect. His toned body, delicious bubble butt, and a very impressive cut cock with low hanging balls. My cock was beginning to stir and now I was the one being self conscious We took our showers and now it wasn't only Trey being embarrassed, but I was also, having a semi hard boner. Trey noticed and turned his head with a slight smirk.
The girls at school had noticed Trey and they were all over him. I just chuckled at how shallow people are, that looks and clothes are the determining factor for popularity. What baffled me was it didn't seem to affect Trey as if he didn't care about the girls.
We were talking after school, "Trey, I've noticed some of the hot girls around you, aren't you interested?" He looked at me with those beautiful eyes of his, "No Mason, I'm not interested because I'm gay, and you can walk away from me now, I've said what I couldn't hold back." "Dude, I'm not walking away at all, your my friend and that's the way its going to stay." "It doesn't bother me at all that your gay."
Once he conveyed his innermost secret to me, he came out of his shell and we became best friends. He was really a lot of fun, becoming confident and I realized how much I cared for him.
Friday arrived, after school we went to get more clothes for him, and then went for burgers and fries. We headed home, played video games and watched a movie. We headed to bed and I was nervous and I could tell Trey was too. We laid there for a bit and I asked him if he was still awake and he replied, "yes". I turned sideways facing him, he did the same. "So tell me, have you ever had sex with a guy, I know you said your gay?" "Well....uh....only once and we just jacked each other off." "Did you like it?" "Uh, yeah, I'm gay." "Why didn't you do more?" "He didn't want to." Without warning he leaned over and kissed me, so sensuous, and then pulled back." I looked at him, the glow on his face as the moonlite peeked through the bedroom windows. I reached over and kissed him, but the kiss became heated as our tongues played with each other. I put my arms around him and pulled him close, I could feel his heartbeat against me. I pulled my briefs off and then took his off as our bodies touched, the sensation of skin to skin contact became intimate. Our cocks were touching as our kissing became incredibly fueled with desire. We were young and inexperienced, but for some reason we just fell into a bond, a desire that we didn't totally understand, but were going to pursue.
I slid down his body, sucking his perky nipples, then down his stomach, reaching his very impressive thick cock. I took him in my mouth, licking the precum that was spewing out, when something came over me, that this is what I wanted and at that moment I knew I was gay. I continued sucking him, taking his balls, caressing them as he moaned. I began taking his cock as deep as I could then coming all the way out, stroking him, then going back down. After about five minutes, he sat up, lifting my head off his cock. "You have to stop Mason or I'm going to cum." We kissed, as the passion continued to build. I wanted him and he wanted me, we could both feel it. He took my face in his hands, looked at me for a few seconds, then said, "Fuck me Mason, I need you in me." "Trey, I can't, I'm too big and to make it special we have to prepare for it." "Are you sure, don't you want me?" "I want you more than anything, but your a virgin and I will hurt you, I want your first time to be special." "Okay, can we suck each other off?" We got in a 69 position, pushed closer together, I took one finger and began rubbing Trey's rosebud and he did the same to me as we began gyrating, pushing our fingers in deeper. The only sounds you could hear was, mm, mm, mm. I didn't take long before Trey tapped me signaling that he was cumming, I did the same and we came at the same time filling our mouths full of hot cum. Trey came up to me and kissed me as we tasted the remnants of each other's cum. "Mason, that was incredible." "It really was Trey."
I began searching the web for instructions on how to have anal sex with entry of a large penis. I got all the instructions and was going to talk to Trey about the information I had found. There was just no way I was going to hurt him, especially him being a virgin.
I discussed the information I had found and he had that gleam in his eyes as he said, "All I know is that I want you Mason and just to let you know, I have done some research myself, and with proper preparation, the ass can take a very large dick. We both chuckled and went to class.
The following day Drew approached me, "So have you given up on us....I see you have a new toy boy." "What, what the hell is wrong with you Drew, you were the one who wanted to play the field....I thought we had something, but I found out that I was wrong the day I walked into your bedroom and you were fucking someone else." "We were never exclusive Mason." Like I said, seeing you fuck that guy, made me well aware of that." "So tell me, is this thing with what his name, serious?" "His name is Trey, and we enjoy our friendship." "You mean friendship with benefits." "Look Drew, I'm done with this conversation, see you around." With that I walked away fuming....what happened to Drew, we were so tight at one time.
I went to the drugstore and purchased lube and condoms....I decided on condoms even though Trey was a virgin, I had been fucked many times bareback by Drew.
My parents were going away for a weekend, so we planned our weekend, I would cook us dinner, then we would take a whirlpool bath and then I would take Trey's virginity. We were both ready and filled with anticipation.
to be continued....
