My best friend's name was Gary. We met in 5th grade and hung out until we both went off to college. He went to Austin and I went to Dallas.
I had a steady girlfriend then, so I was getting laid regularly When I went off to college and left my hometown, the only sex I got was when I drove home on weekends, holidays or summer. Gary never seemed to have a girlfriend, but I know he liked pussy as much as I did.
I was 18 years old then, 5' 9"s tall, had long brown hair. I had no facial hair, was pretty slim and about 150 lbs. I'm 26 years old now and still look about the same, maybe 10 lbs. heavier. I was ok looking, physically kinda small and thin, but in pretty good shape without any muscular definition. A smooth, nice, lean, fair complected body. I did have a pretty big dick, 8 inches long, cut and pretty thick. My girlfriend loved it. We had experimented with sex a lot and when I went off to college and left her behind, I was always horny and missing her. I guess because of my height and weight I didn't do too good with the college girls.
Before college, I used to stay at Gary's house a lot, sometimes overnight because he lived one block from my girlfriend . It was mostly an excuse to my parents so I could stay out overnight and spend more time with her. My parents would make me come home on a school night at 9:00PM but her parents were nice and liked me, so we could stay at her house til around midnight before they told me I had to go home.
Sleeping over at Gary's house was convenient. His dad was really cool and rarely home. He didn't mind as long as I was in the house before midnight. I even got my own key. His dad was a recent widower, about 45 or 50 years old, and kind of a private guy. He seemed really lonely but never bothered us and we had run of the house. It was a perfect set-up for me to stay out til midnight on a school night and get some ass from my girlfriend. After being with her, I would then spend the night with my best friend and go to school in the morning.
I had left Dallas early Friday morning. One of my classes was cancelled and I skipped the other. I was anxious to see my girlfriend and have some much needed sex with her.
I got home around 1:00PM and knowing she wouldn't be out of school til around 4:00PM. I had a few hours to kill. I had left some clothes at Gary's house, that I had been meaning to pick up for months and decided I would go over and get them now since his Dad was probably still at work. Gary was still in Austin at school. Since I had my own key, I figured this would be quick and easy.
I arrived and entered the empty house going upstairs to Gary's bedroom to get my clothes. While doing so I passed his father's bedroom and the door was open. I had never been in his fathers bedroom before, so I just stepped in to take a peek.
On his desk, by his computer, were some magazines of men dressed as women. On the cover of one was a man made up beautifully as a woman. Make-up, dress, wig , hose, the works. I would have fucked this guy he was so feminine.
Nobody was home so I thought I would take a look for a second. I opened the magazine and all the pictures were of men dressed as women with their penis's exposed. Some had full erections and the more I looked, the more I got excited. Within a few minutes I had a full hard-on under my pants.
I unzipped my jeans and pulled out my cock, fully planning on just touching it for a couple of seconds. My cock was rock hard and I guess the time got a way from me cause when I looked up his Dad was standing in the doorway watching me jack-off in his bedroom.
He screamed at me, "What the fuck are you doing?"
I started to zip up real quick but he told me, "Don't you move a fucking inch young man."
He pressed something on his keyboard and grabbed my wrist and pulled me to my feet. This was easy for him because he was well over six foot tall and a very powerful man.
He then asked me, "Do you like what you see son?"
I didn't answer, I was too scared to speak. Twisting my wrists, he leveraged me to a lower standing position, bent over almost kneeling. In that position he applied more pressure until I finally sank to my knees in front of him still looking at his face.
"Well son, I thought you had a pretty little girlfriend to take care of that for you.", he said.
I didn't answer, I just stayed on my knees in front of him. He let go of my wrists and put one of his hands flat on top of my head, keeping me from standing. With his other hand he undid his belt, unbuttoned his slacks and lowered his pants to his ankles. I was on my knees waist level to him when he tilted my face towards his cock still encased in his underwear.
I still had not seen his cock yet but I could tell it was huge and getting bigger by the second.
"So, you like to look at men's cocks huh?, Well take a look at mine.", he said.
He pulled his underwear down to around his thighs and out sprang the biggest cock I had ever seen. It had to be 10 inches long and as thick as my wrist and it still wasn't completely hard yet. The head was circumcised and the veins were becoming more pronounced as more blood rushed to it. It was hard enough so that it had risen off his balls but was still growing in it's attempt to stand straight away from his body on it's own.
As I stared at it, not speaking, I could see it growing harder and bigger with each pulse of blood into it. I looked up at him and he was staring down at me, full of lust and pride. He just smiled and stood there. His cock just kept twitching and growing, extending straighter and thicker. It seemed like longer, but in the next 30 seconds his cock was fully engorged and extended straight out from his waist. I'm sure it was a foot long, because my girlfriend had measured mine before and his cock seemed way bigger than mine.
He grabbed my long hair roughly and holding me in place, stepped forward a couple of inches til his fully erect and humongous cock was just an inch from my lips.
"Go ahead son, show me how much you like cocks. There is nobody here but you and me.", he said.
I was so scared, knowing I was in trouble for getting caught in his house, in his room looking through his personal belongings that I just opened my lips and let that monster in my mouth. I had to open my mouth much wider than I thought I would have to and at that moment I respected my girlfriend even more for the blow jobs she had given me on my just average sized cock.
He held onto both of my ears and started pushing about 4 inches in and out of my mouth. This was about as much as I was comfortable with and he seemed happy with that. I kinda relaxed thinking that would satisfy him, because I know I would always try to force more into my girlfriends mouth than she could handle, often choking and gagging her. If this was all he wanted, well I could handle 4 inches. After a minute or two, I could feel him start to thrust a little deeper, touching the very beginning of my throat.
I'm sure he could feel his cock head hitting the resistance of the start of my throat. Every stroke in almost pushed a gag reflex but it was still controllable. I knew in my heart that he would want it deeper, any man would.
I tried to relax and told myself all the things I would tell my girlfriend, "Relax, open up, take it in your throat, come on, go deeper."
I felt his cock head pry into my throat and while it was a tight fit, I could handle it. He had about 6 or 7 inches in my mouth and quite a bit was now in my throat, with a good 6 inches to go. He started thrusting deeper now, more urgently, faster, harder and even more cock was in my throat. At this point he was basically fucking my mouth. I was surprised, but I could control the gag reflex and let him plow even deeper. Now I could only see about 3 inches left and was determined to take this big sausage all the way. I was really turned on by this, my cock was rock hard and jutting straight out.
I started to stroke my cock and when he saw this he slapped the side of my face with his open hand really hard.