Up until a week ago, I had never been with a man and am pretty much a heterosexual, but for at least the past year or two I have fantasized about being with one. Over the last 6 months though, the urges and desires I've had have become so strong that I needed to find an outlet. My biggest fantasy is my desire to suck another man's cock. I have always wanted to be able to unzip a mans pants, take hold of his meaty flesh and wrap my lips around his cock, sucking it furiously until he cums in my mouth and on my face. One night I decided to find an outlet for these secret cocksucking desires.
I decided to go online onto a gay matchmaking site where I could enter in a fake name and information but at the same time unleash all my pent up homosexual desires. I placed an ad stating that I was straight but curious, good looking which I am, seeking an older man in his thirties to forties (I'm 22), would possibly meet secretly, and that I was looking for someone who would let me swallow their cock, suck on it and have them cum all over me. I left a bio that was so explicit and naughty that by the time I was finished and had submitted it I was rock hard and needed to get off. When I was a bit younger and drunk one night down in the sex district of the city I stole a 7 inch dildo from a sex shop but had never used it. I was in such a cock hungry craze though from writing all that naughty stuff that I began to think of actually using it on my self. I couldn't shake the desire to hold a cock in my hand and decided that I would at least break it out and play with it.
I started off by sucking on it, trying to deep throat it but kept gagging, finally I got a little more comfortable and was able to take a little more of the seven inches into my mouth. I looked at myself in the mirror as I did this and began to get so turned on that I didn't even realize that I had begin to tease around the area of my anus with my finger. I started to think about what the dildo would feel like inside of me as I thought of how a man would try to fuck me. I began to tease my ass with the head of the dildo and became extremely aroused to the point where I needed to have it inside me.
I reached under my bed for the tube of KY jelly that I usually use to whack off with and squirt some on the dildo and on my asshole. I then laid down on my bed on my back and slowly swirled the head of the dildo around my hole, pushing gently trying to penetrate the tight small crevice. I could feel the head of the massive dildo begin to stretch my rectum as I pushed with more urgency. The pain was overcome with extreme sexual desire as the first inch slid tortuously into my ass stretching out my colon as it proceeded. The pain became even greater as I had taken in the third inch but as the fourth inch slowly slid in I could feel my rectum muscles relax and the remaining 3 inches seemed to slide in instantly. I was in pure bliss. I could imagine an older man between my legs pushing in and out ever so slowly with all 7 inches of his cock. I could take no more and erupted with an amazing orgasm.
The next day, I checked my mail at the matchmaking account that I had set up and found that I had several pieces of new mail. I became instantly aroused at the thought that I would be soon reading sexual letters to me sent by MEN who wanted to fuck me. I opened the first one, my heart pounding as I read the words.
"Tony, I see that you would like to suck a man's cock. Well I have just the cock for you. I attached a picture of it below. If you like what you see and would like to meet me sometime write me back.
-Bill"
As I scrolled down slowly, I almost came in my pants as I saw the picture of his thick cock become displayed on my screen. I immediately wrote him back telling him that I loved the picture and that I wanted nothing more than to wrap my lips around his cock, and let him fuck me, but that I was very tentative about meeting someone right away. I asked him if we could write to each other a little more and that I hoped that he would be able to send me some more pictures.
I knew deep down inside that I would probably never actually get up the guts to go meet him but I thought that I would at least get my kicks out of the whole thing. Just talking to another person (although anonymously) about letting them fuck me and having me suck their cock made me extremely horny and made for good masturbation material.
Bill and I wrote back to each other many times over the course of the two weeks following our initial dialogue. He sent me pictures of him masturbating and receiving oral sex from other men, and asked me to send him pictures. I told him that I couldn't because I wanted to remain anonymous and that outside of our email sessions, I didn't act this way. But he would try to get me to meet him or send him pictures at the conclusion of each and every email he sent me. He even gave me his cell phone number to call but I just logged it away with all the rest of the emails.
Days went by and one night that I was out and very drunk, I became tired of the crowded bar and began thinking about the pictures that Bill had sent me and became very horny. I began thinking about sucking his cock and how bad I wanted to taste his cum and make my fantasy a reality. Being as drunk that I was, my inhibitions were tossed aside and I left the bar in a hurry, retrieved Bill's phone number from one of his old emails and hustled over to a poorly lit payphone about 2 blocks from where I lived ( I didn't want him to be able to trace my call and find out where I lived). The number rang sever times and finally picked up. "Hello" he said. My voice quivered in excitement as I responded. "Bill, it's me Tony". (Tony was the fake name that I used to set up the account) A moment of silence followed as he was in disbelief. I stepped in saying "I was out tonight and starting thinking about that cock of yours and figured I've made you wait long enough to see mine"