I was about 15, maybe 16 years old.
(26 now) I was in the band in High School, but was also on the track team. I was not a runner. I threw the shot put. I worked out alot so I was not a small guy, but I also did not have a ripped body either. At the time this first happend I was about 5'6" and weighed about 180lbs.
I have blonde hair and blue eyes. My cock is a modest 6 or 6.5 inches.
About 3 inches around. Josh, my step-brother is about 5 years older than me. He was the jock. He played football from the time he could hold a ball until he graduated from college. He played college ball at a small school in rual Virginia for 5 years. We was 6 foot plus, weighed well over 225, maybe more. He also had blonde hair and blue eyes, but his cock had to be 8 inches long and at least 4 inches around.
Now that we have the basic descriptions out of the way, lets get into how we became "lovers." Since my parents were divorced, my dad had always had visitation every other weekend. He had come to pick me up one Friday evening after work. I lived about an hour and a half away so it was late when we got back to his house (where my step-brother lived when he was not at school.) Footbally was over for the season so Josh was there at the house waiting on me.
We always hung out, went cruising for chicks, played Nintendo or playstaion. After the same old "Hey hows it going?" and "What have you been into." We settled down to watch some TV or play some video games.
It did not take long to notice that he was sitting under a blanket, but I thought nothing of it. When he was sure that I was settled, he grabbed the remote and pressed play on the VCR. Now we had watched plent y of porn together as my dad and step-mom (his mom) subscribed to Playboy TV and had a massive porn collection. The movie that came up on the screen I had seen and had jerked off to many times before, but since it was a She-Male movie, I did not let on that I was into that.
By this point in my life, I had "expirimented" with 3 other guys so I was turned on by these trannies fucking.
I noticed that as the movie played on, Josh seemed to be playing with his dick under the blanket. ( I was doing the same.) Finally I got up the courage and started a conversation with him about the movie. I asked him if he would ever be with she-male. He told me that he did not know. "I know I would," I said, "Think about it, you have a hot girl that you can parade around, when you want to fuck her, you can fuck her.
But on those nights when you want something different, lets say you want to get fucked in the ass or you want to suck a cock, you have that too. It would be the best of both worlds!!" After a moment of awkward silence he spoke up and said "It sounds like you have done that before." "Yeah, to be honest I have.
I have played around with 3 guys. Anything you can do with a guy I have done. You should try it sometime." "I don't know," he said "I am not sure it is my cup of tea." He continued to tell me that when in early high school, he and a friend used to rub their cocks together and mutually jerk eatch other off, but that was as far as it had gone.
"Since I am your step-brother, I know it would be weird for the two of us, but I can get one of my other guys to come show you what it is like to be with a guy if you want.just let me know." All he said is, I will think about it. _______________________________________________________________________ One week later. It was Christmas break. Josh's older brother was in town from college. We was into pot smoking and playing guitar.
Josh and I were out on the town cruising around honking at girls and trying to be players. After it seemed that all the girls had gone home for the night we decided to go home too. When we got home our parents were asleep upstairs and our older brother was high and playing music in the basement where we normally watched our videos and played video games. So we sat in the living room, which was within ear and eyesight of our parents bedroom. Josh hit play on the VCR to see what was in it.
Of course it was a porn, but it was a straight porn. We watched it for several minutes, both of us getting horny when all of a sudden Josh broke the silence and said "So, you said you know someone who can show me what it is like to be with a man?" "Yeah, I do.you are talking to him." "Well come here and show me!" I turned around and Josh had his hard cock out of his kahkis.
With out hesitation I moved over between his legs and took his hard cock in my mouth. It had been a long time since I had been with a guy, but his cock was fabulous. I could tell he was getting into it because his hips were grinding with each thrust of my mouth. Suddenly he stopped me and said that we needed to get to his apartment before someone caught us.
All of his roomates would be gone for the break. We got into his car after leaving our parents a note about where we were. Before he put the car into drive he told me to get my dick out. He did the same as I unzipped my pants and took it out. He put the car in drive, grabbed my hand and put it on his cock.
He then started playing with my cock as we drove down the road. We played with each other's cocks for the entire 30 minute ride to his apartment. Once we arrived we got ourselves together and went into his bedroom. In a flash we were both naked on his bed. I was on my back and we made out.
It was passionate, something that you share with a lover. He slowly kissed down my body, trembling with nerves until he got to my cock.
He took my cock in his mouth and sucked on me for what seemed like 30 minutes. He then sat up next to my face where he could lean over and suck my cock with his in my face.
I took his dick in my mouth and sucked him like it was the last cock I would ever suck. After making out and sucking for a long time, he reached in his bedside table and pulled out a condom and some lube.
He put the condom on and lubed up his cock and my ass. He leaned over and kissed me and asked me if it was ok that he fuck me. I begged him to. He leaned back and put my legs over his shoulders.
I could feel him rubbing his cock up and down my asshole, pushing slightly harder with each pass. Finally his cock was in my ass, it fit perfectly and felt so good, so natural. Josh made love to me, fucking my ass, kissing me, sucking on my nipples for a long time. For the first time, I felt feelings for a man. I begged him to keep fucking me and never take his cock away from me.
He turned me over and fucked me doggystyle, reaching around and grabbing my dick. He jerked me as hard as he was fucking me. His handstrokes became harder along with his fuck strokes.
I could feel my balls starting to tense and I told him that I was going to cum. He did not let up and started jerking me and fucking me harder. In a matter of a few more minutes I shot my load all over his bed as he came while fucking me in the ass.
He kept pumping his cock in my ass and my cock in his hand until we were both spent. We collapsed on his bed and lay there for a while. We eventually got up and got into the shower.
We started makeing out in the shower as we washed every inch of each other. His tongue in my mouth, his soapy hand on my cock, my hand on his.it was all I could take and I was ready to go again. We got out of the shower and dried each other off.
We tried to stop makeing out and touching enough to dry off, but it was hard. Once we made it back to his bed, he took my clean cock in his mouth and sucked me hard. He then told me it was my turn to fuck him and grabbed another rubber and lube.
He lubed up his ass and my cock and then bent over.
As I slid into his tight asshole, he told me to take it easy, he has never done this before. So I took it slow, taking his anal virginity. Once I was in all the way, I relaxed for a few minutes to let him get used to my cock in his ass. He started jerking his cock and grinding on my cock. I started fucking him hard as he jerked himself off. He moaned out loud and told me that he was ready to cum. He told me that he wanted me to cum in his ass so I started pounding with all that I had.
I fucked him harder than I had ever fucked any guy or girl in my life. I told me that he was cumming and I felt his ass tense up around my prick. That is all it took and I shot my load into the condom while fucking him deep in his ass. Once we were both spent we layed on the bed and vowed to be lovers for as long as we knew each other.
He told me to go sleep on the couch in case one of his roomates came home. Ever since then, we have been lovers every chance we had. We have shared a few girls (One of which found out about us, and loved it) and make every effort to meet up at least once a year. Thank you for reading and I am sorry this was so long.