Before I get into this story, I would like to cover an administrative detail. Many of my readers have been unable to locate my other stories. The following is a list of the story titles and they can all be found under Prolific Authors / Twonight:
Bunkhouse Black Dorm World's Hottest T-Girl The Awakening Star Cruiser The Inmate Shocking Encounter Olympiad Turning 18 The Gamblers The Realtors The Kidnapping The Fluffer First Encounters Confessions of a Male Escort Fathers and Sons The Swallower Interracial and Bisexual Bi Hitchhiker
Please send feedback to twonight@excite.com. I really enjoy hearing about your first sexual encounter so tell me about it.
Ok, on with the story:
My name is Kevin and I just recently turned 18. I am blond, 6'0", and 185 pounds. I knew I was gay from the first time I fucked a girl, finding it interesting but unsatisfying. While I was fucking her, I was secretly wishing that her father or brother would come in and catch us and punish me by making me suck his dick. I know it's a lame fantasy, but that's when I knew I was destined for dick. I'm not out yet, preferring to wait until I get away from home to let the family know. I live in a Chicago suburb and the opportunities for dick out here are not what they are in the inner city. Fortunately, there is always the internet.
My first hookup came from an encounter on a gay chatroom. A 30-something married guy was really horny and wanted a young dude to suck him off. Since he lived a couple of miles from me, it was easy to arrange a visit while his wife was away. It was pretty uneventful, considering how scared I was. We chatted briefly and then he whipped it out and I dove on it like a starving man. I did my best to take all of his seven-incher and did a respectable job before he lost his load in my mouth. It was musky and erotic and I was feeling great until he started acting strangely. As soon as he came, he wanted me out of there quickly. I guess he was ashamed of what he had done and grew very cold. He tried to get me to come back a couple of times, but I refused. After a couple more fun blowjob sessions with older married guys, I hooked up with a single guy in his early twenties. He was in town on business and staying at a nearby hotel. After I swallowed his load, he went down on me and played with my ass as he sucked me. His index finger was all the way up my ass as I erupted in his mouth. He wanted to fuck me but I just wasn't prepared for that, so I sucked him off again and swallowed more cum. I promised him that, if he called me when he was back in town, I would let him try to fuck me.
A couple of weeks later, my older sister was getting married. Her fiance Josh is quite a hunk and I would have loved to let him sample my mouth to see if I could suck as well as my sister. I had heard them in her room a couple of times going at it and she must have been doing something right because he was really moaning. I had seen his big cock once when we were at a restaurant and he was taking a leak, It is a beautiful nine-incher with a big mushroom head. While he was fucking her, I dreamed of his cock spurting cum in my mouth or up my virgin ass. At the rehearsal dinner, I met Matt, Josh's former college roommate and current best friend. He was drop-dead gorgeous, 6'3" and 190, with black hair, blue eyes, and muscles. He was a dream and the bulge in his pants suggested that he might be muscular down there as well. He had a beautiful wife, so I knew I was not likely to get a shot at him.
He was friendly, but his focus was on Josh and Linda (my sister) and helping them with the wedding. Since I was a groomsman, I was able to spend some time with him and he invited me to the bachelor party at his hotel suite. Coincidentally, it was the same hotel where I had gotten my first blowjob. The party was fun because I got to drink liquor and I took advantage of it. All night, guys were slipping off to one of the bedrooms with one of the three hookers and getting some pussy. No one suggested that I participate and I was glad I didn't have to go through that. Josh left about 2AM and the remaining guys were doing shots with the girls. I slipped into Matt's bedroom to hit the restroom, only to find Matt taking a leak. I was stunned by the sight of his long, thick cock. It was totally soft and it had to be 8 inches. His balls were like tennis balls. I couldn't take my eyes off of his crotch.
"Hey!," he said. "Your causing a draft. Close the door."
I stammered an apology and started to exit.
"Wait a minute. I meant for you to close the door with you inside."
"Excuse me?"
"I want you to stay."
"But why?"
"I've seen you staring at me, particularly my package. I thought you might like a closer look."
"You mean...."
"I mean I want you to suck my dick. You do want to, don't you?"
"God yes," I replied and dropped to my knees in front of him.
He stroked his cock slowly, rubbing the head across my lips and face. My own cock grew hard as his grew to its full, thick 11 inches. It was stunning to look at and even better to lick at. When he finally inserted it in my mouth, I took it as deep as I could. His moans of pleasure told me that I was doing something right. I licked his shaft and balls while stroking it. Then I took him deep again. He was really getting into it.
"Damn, kid. That's some great cocksucking. I'm going to have to get you to give my wife lessons. Oh fuck yeah. Suck that big dick with that pussy mouth. Lick it good you fucking slut. You've been wanting that dick bad, haven't you?"
His dirty talk was making me so hot. After several minutes, he grabbed the side of my head and began to facefuck me. At first, I was concerned by his cockhead hitting the back of my throat, but it was so sexy I let him keep going. Finally, he pressed forward and his cockhead slipped into my throat, followed by the rest of his cock. His balls slapped my chin with each thrust forward and I knew he was getting close. As he reached orgasm, his big balls tightened, his cock swelled, and sperm flew from his cock into my waiting mouth.
"Mmmmmmmmmmmmmm! Fuck yeah, kid! Take that hot cum like the fuckwhore you are! You're gonna be tasting that jizz for a week."
He was in no hurry to take his cock out of my mouth and I was enjoying sucking it dry. I would have stayed in that bathroom all night (or his bed, for that matter), but his wife was supposed to be back from the bachelorette party at 3AM, so I licked his package clean and got up to leave.
"Don't you spit that out! I want you to taste me all night and remember how I used that whore mouth of yours as my own personal fuckhole. If my wife wasn't going to be back soon, I'd teach you some more tricks, but you better go."
We said goodnight and I went home and crashed. I could still taste him as I drifted off and I knew I would dream of that big, tasty dick. The wedding was at 1PM, the next day and Matt had a big grin on his face every time he looked at me. We were the last two groomsman to walk out and, as we left the waiting area, he grabbed my ass with his hand and snickered, knowing that my cock was getting stiff. I struggled to cover it as we walked to the altar. I decided I had better ignore him until after the wedding.
The reception was in the banquet room of an upscale restaurant and I was seated next to Matt and his wife at the same table. After the toasts and other formalities, we all just hung out and the guys danced with their wives and girlfriends. The restroom was way at the other end of the room from where we were seated, but I remembered that there was a small private one for the restaurant manager, down a hallway and to the right down another narrow hallway near our table. He had let me use it when we were looking at options for the reception. Since the manager was out, I thought I would check to see if it was unlocked, so I didn't have to walk so far. Luckily, it was open and I slipped inside. I had just started to lock the door, when it opened suddenly, and Matt stepped inside with me. It was a one seater and I pointed that out to Matt, but he just smiled and said, "I didn't come in here for that."
"Are you crazy? My family is out there."
"They can't hear us and nobody knows this restroom is here."
"It's too risky."
He ignored me and unizipped his pants, releasing his long love muscle, causing my knees to get weak. I wanted it so desperately and it showed.
"Suck it, bitch," he said leering at me. "Suck my dick!"
I knew it was no use pretending that I wasn't going to do it. I dropped to my knees and took it deep in my mouth. A loud moan escaped his lips and my dick grew rock hard. I licked his balls and then took his shaft as deep as I could. He grew impatient and forced it down my throat, causing me to gag.
"That's a lot of dick, isn't it boy. Don't you pull off. You take every inch."
I concentrated on breathing and not gagging and I eventually managed to control it. He was really enjoying the feel of my throat around his dick. I even managed to lick his balls while I swallowed his cock. I assumed he was going to keep it up until he blew a load in my mouth, but he had other ideas. He suddenly pulled out and whispered, "Drop your pants pussyboy. I want some ass."
"What did you say?"
"I said drop your pants. I'm gonna fuck you."
"But, I've never been assfucked and your dick is huge."
"Look, I can get that story from my wife. As for you being a virgin, that's just good for me. It should feel great on my dick. I know you want it and you're not leaving this room until I blow a load in your butt, so just lose the pants you fucking cunt.
I knew that he wouldn't give up and I couldn't get past him, so I resigned myself to it and dropped my pants. Deep down, I knw he was right. I did want him to fuck me. I was just afraid that I couldn't take it. He had me bend at the waist and lean over the sink as he slowly stroked my dick. He pulled some lube from his pocket and put some on his fingers. The first finger entered easily and the second was not too much of a strain. He looked at me quizzically and I confessed that I had used my sisters dildo when she wasn't home. He smiled and inserted a third finger. That got my attention in a big way. It hurt a bit, especially when he began to fingerfuck me. It helped a lot that he was jerking my cock as he did it. Under normal circumstances, that would have been enough to prep me for penetration, but his cock was so thick that he had to use all five fingers to loosen me up enough for that monster. The pain was intense for a while, but he was patient and determined. Eventually, I adjusted to the fingerfucking and he lubed up his cock.
As the cockhead touched my sphincter, I almost came from the excitement. He pressed forward twice before the head slipped inside. It hurt, but the pain was not intense. As he pushed deeper, the thick shaft filled my anal cavity to the limit. It was amazing how intense it felt. Inch by inch he took possession of my ass. Soon, he had all eleven inches buried in my butt and he reached around to stroke my dick. It was the best feeling of my life.
"You like that big cock in your pussy, don't you slut?"
"Oh God yes I do."
"I knew you would. Now I'm gonna fuck that tight cunt of yours and I don't wanna hear any whining."
With that, he began to stroke my cock and fuck me in unison. It still hurt, but it was a good pain. He told me to take over stroking my cock and she grasped my hips and began to fuck me harder. By now, the pain was gone and it just felt so incredible to feel his cock filling me then leaving me empty as he pulled out. There was a mirror in front of me and I could see his eyes flash and his hips thrust against me. It was so hot to watch him fucking me.
"Damn, kid. That's the tightest manpussy I ever had. Mmmmmmmmmmm! You are one fine fuck. I'm gonna have to come visit Josh more often so I can fuck you again. How would you like to get this dick on a regular basis?"
"Fuck yeah," I hissed. "Please fuck me as often as possible. Please use my fuckhole anytime you want."
"That's a good fuckboy. Nnnnnnggghhhh! Oh, shit. I'm gonna cum in your ass. Stroke yourself bitch. I wanna see you squirt while I fuck you."
I did as I was told and I was soon on the edge.
"Ohhhhhhhh God! Here it comes boy! Let's cum together. Stroke it pussyboy!"
I finally reached my limit and began to shoot against the mirror over the sink. That set him off and he screamed as hot sperm began to shoot deep in my butt. I could feel the warmth as he emptied his balls into my fuckhole. It seemed to last forever. As he pulled out, he said "That should last you for a while. You're gonna walk funny for a day or two and you'll be dripping cum from your pussy for hours. Before you go, get down there and clean my cock with your tongue."
I thought about his cock being in my ass and I hesitated, but I quickly reconsidered and took his cock in my mouth. The lube was flavored, so it actually tasted good. The fact that I was sucking it while it was covered in lube, cum, and my assjuice just made it even more sexy. I could tell he was enjoying it as well. When I had cleaned his cock, he made me lick my own cum from the mirror and then he zipped up and left. I followed shortly after. Josh was looking at me strangely as I returned to the table, but he said nothing. Finally Josh and Linda left and Josh and his wife Abby said their goodbyes and departed. As he pulled away, I felt his cum running down my leg.
Stay tuned for Part 2...
As always, send comments to twonight@excite.com. Check out my other fiction stories, Interracial and Bisexual, Bunkhouse, Visiting Dad, Confessions of a Male Escort, Bi Hitchhiker, Olympiad, The Gamblers, Black Dorm, The Awakening, The Inmate, Turning 18, The Realtors, The Kidnapping, The Fluffer, First Encounters, Fathers, and Sons, The Swallower, and Star Cruiser - and my nonfiction Shocking Encounter and Tess' story - World's Hottest T-Girl.