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
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 Paul and I am a 19 year-old white guy living in South Florida. I am 5'10" and weigh about 170, with a muscular build. I grew up in Dade county with my father after my mother died when I was 4. My father was an ex-Marine and he was very tough on me growing up, but I always admired his toughness and his chiseled body. I found it disturbing how attracted to him I was, although I was still attracted to women.
When I was in high school, I skipped football practice one afternoon and came home early. Just after I arrived, a a very hot looking brunette woman in her mid-thirties showed up looking for my dad. She said her name was Cathy. I told her he wasn't home yet, but she came in anyway.
"Is there anything I can do for you," I asked, staring at her breasts, which were practically falling out of her tight miniskirt.
"Well, I don't know. Your dad was going to fuck me till I couldn't walk straight. Do you think you could do that?"
My jaw dropped as she smiled wickedly and fondled my bulging cock through my jeans.
"I'd sure love to try," I replied.
I took her to my room and we both got out of our clothes. Her body was spectacular and she immediately pushed me down to lick her hot pussy. I was all over that sweet hole and I worked her clit with my tongue, sending convulsions through her body. I kept working it until she began to flush hot cuntjuice all over my face, screaming at the top of her lungs. I figured she would want to rest, but she immediately dove on my long, thick cock and took every inch in her mouth, sucking and bobbing on it.
"Oh fuck, this is a nice cock, just like your dad's. I hope your cum is as nice as his."
The thought of my dad's cock shooting cum in her mouth was so incredibly hot. Her tongue covered every inch of my cock and balls, then worked its way to my ass. When she reached my rear entry, she force her tongue inside, causing my cock to get even harder. I had no idea how good it would feel to have something in my ass. She sensed my pleasure and really began to tongue-fuck me as she stroked my rod. In no time, I was ready to shoot and she sensed that too. She stuck a finger in my ass and returned to sucking my prick. As she took me deep, I erupted in her hot mouth, flooding it with steaming, sticky cum which she ate like it was dessert. She kept sucking until she had it all and then returned to tonguing my ass.
"I need you hard again, Paul. My pussy and ass need a good fucking."
When she said ass, that was all it took to get me going again. I had never fucked a girl's ass and I was ready. She started by sitting on my cock and riding it with her hot pussy. She was a hot fuck and I enjoyed the various positions, but I really wanted her ass badly.
"I never should have mentioned assfucking earlier," she said. That's all you can think about right now, isn't it?"
I admitted that it was, so she climbed back on top and lubed us both, placing the head of my dick against her tight little rosebud. She rocked slowly at first, allowing just a couple of inches inside her tight, hot butt. When she was ready she simply shifted all of her weight and impaled herself to the hilt on my thick cock. I thought I was in paradise as she rode my cock with that tight sheath and it milked my cock in its velvet grip. The sensation was incredible and it wasn't long before I blasted my secong load deep in her rectum. As I came, she began to ride me really hard and finger herself, bringing herself to a mindblowing orgasm. This time she had to rest and fell into my arms with her head on my shoulder.
My dad called about that time to explain that he was going to be a couple of hours more and he asked to speak to Cathy. When she hung up, she amiled and told me that he asked if she would mind hanging out with me until he got home. I smiled as she planted her cunt on my face and took my cock deep in her mouth and began to suck. I licked her to two more orgasms and then fucked her ass again, before cumming in her mouth. We finally showered together and I fucked her one more time in the shower. When Dad got home, they went to his room and fucked for hours, so I went outside and hung out by the pool.
Our neighbor, Sam, saw me out back and invited me over to his place for a drink. Sam was 23 at the time and had a great body from working out every day. We hung out for a while and had a drink and then he invited me to check out his weight room. When we got there, he told me to try his bench press. I slid on to the bench and he said he would spot me. When he moved close to the bench to help me get the weight started, it almost seemed that his balls were on my forehead. I couldn't understand why he was so close, but I have to admit that I liked it. I pressed the weight a few times and then placed it back in the holder. I looked up at him and I could see his balls through the legs of his shorts. I tried to stop myself, but I reached up and grabbed his cock. I was not surprised to find that it was rock hard. He groaned deeply and pulled off his shorts, crouching to place his balls in my face.
I took the hint and began to lick them, causing him to moan even louder. It was incredibly sexy, but I wanted his cock in my mouth and I took it. As I began to suck him, his knees almost buckled from the pleasure. He pulled me onto a mat and climbed on top for a hot 69, pushing his cock deep in my mouth as he took my cock in his own. Lust overcame us and we both sucked and licked voraciously. I wanted my first taste of cum so much and I was doing everything possible to get it. Just as I thought he was going to reward me, he pulled off, leaving me wondering if I had done something wrong. He looked at me lying there and whispered, "I want to fuck you. I want my cock in your ass."
Something in his tone told me that he would not be denied. I told him I would let him if he used plenty of lube and went slowly. He agreed and began to finger my ass with lube. He shifted me to my hands and knees and continued to finger me. It took a while, but he finally managed to get three fingers in me and the pain was subsiding. When his cockhead pressed against my asshole, I was very concerned but, when he pressed inside, the pain was not too bad. As he worked his thick, seven-incher in deeper, I was struck by the simultaneous feelings of pain and pleasure. When his balls reached my ass, I knew he was buried in my butt. He waited for me to adjust and then started a slow fucking motion. The pain was almost gone and the pleasure was increasing. Suddenly his hand reached around and began to stroke me and the pleasure was now overwhelming. Now I understood why Cathy was such a little anal whore.
As he continued to ball my ass, I became aware of someone else in the room. As I glanced around, I saw Sam's girlfriend Lisa and I lost my hardon immediately.
"Holy shit, Sam. You got a hot one there. Can I suck him while you fuck his ass?"
"Go for it baby."
With that she slid under and took my deflated cock in her mouth as Sam continued to fuck me.
"Poor baby. Did Miss Lisa scare you soft? Let me fix that right now."
Her conversation with my cock got me hot very quickly and I was soon hard as a rock again. I motioned for Lisa to spin around so I could 69 with her as Sam fucked me and she readily agreed. I was getting more sex tonight than I ever dreamed of. The sensations in my cock and ass finally put me over the top and I shot a hot load in Lisa's mouth followed quickly by Sam's in my ass. Seeing Sam shoot in my butt got Lisa so excited that she came shortly thereafter and then licked my ass clean. Before I left that night, Sam fucked Lisa's ass as I got my first chance to fuck a man's ass. A couple of times, Sam shifted and let me fuck Lisa's tight ass, then return to his. He finally came in her ass and I was about to do the same to his when he pulled off and swallowed my cock just as I shot my load. It was very erotic seeing this man sucking my cock as it shot semen inside him. It was exhilirating. It was even hotter when he kissed Lisa and they shared my load.
We sat and talked for a bit and I told Sam that I was going to be getting a lot more cock in the future. I told him about Cathy and what I had done earlier in the evening and he was impressed with my stamina. Lisa was so horny that she crawled between us and sucked my cock as Sam fingered her cunt and she moaned. Lisa's mouth was so hot that I actually got hard again.
"Damn, son. You're sure a horny kid. Maybe you need to do some hitchhiking out on the highway."
I was confused, and asked him what he meant. He told me that the highway outside of town was the main road to get to Key West, a major gay destination. He said that, over the years, guys who were looking for some out-of-town dick, began to pretend to hitch along the highway and the word soon spread that you could get a piece of ass from the hitchers in this area, so more guys began to cruise there. He told me that he went out there on Saturdays when Lisa was working and he was horny. He said that about 70% of the people that picked him up were looking for sex and he was happy to oblige, either in their car or RV, or back at his place. In fact, he told me that he had gotten fucked the previous Saturday while watching me swim out of his upstairs bedroom window. He said he imagined fucking my ass while he was getting fucked. He was so horny by the time Lisa got there after work, that they fucked for hours. Now she encourages him to go. Once, she got off work early and joined him at a rest stop in an RV with a bisexual guy. The guy's cock was so big, that neither of them could take it in the ass.
Sam's fingering finally got Lisa off and she passed out with my half-hard dick in her mouth. I was tired, so I got dressed, told Sam I wanted to do this again soon, and went home to bed. I was out cold almost as soon as my head hit the pillow. The next day was Saturday and I slept late, finally getting up around 10AM. I went downstairs to grab a late breakfast and found a note from Dad reading that he and Cathy had gone to the beach for the day and he would see me that night. I didn't really have anything planned for the day and debated going to the local hangout where my friends always gathered on the weekend. Thoughts of the previous night kept crossing my mind - visions of Cathy's ass, Lisa's tits, and Sam's cock. I suddenly remembered Sam's story about the hitchhikers out on the highway and I got hard thinking about getting some strange cock.
I had trouble working up the courage to go for it, but lust overcame fear and I was soon dressed in tight shorts and headed out to the highway. I parked my car at a large rest area and walked back toward home. As I walked I didn't see much traffic. When I had gotten about a mile and a half down the road, I stopped and began to wave my thumb at the passing traffic. After several minutes, a minivan pulled over and I walked over to talk to them. It turned out to be a family with two kids, so I lied and told them I was going all the way to Key West and really wanted to find someone who was going all the way there. As they pulled away, I resumed waving at the cars and, a couple of minutes later, an RV pulled over. I walked up to the passenger side and looked in the open window, noticing a nice looking thirty-something year-old guy sitting by himself in the front seat.
"Where ya headed," he asked.
"Just to the next town," I replied.
"Hop in."
I climbed in and he asked me if I hitched along this route very often.
"It's my first time."
"Well, this area has a reputation for young guy's hitching just to hook up with other guys."
"Really? I hadn't heard that."
"Well, that's too bad. I'm really just cruising to pick up a hot guy. I guess you should hop out and try someone else. Sorry to bother you."
"Well, wait a second. I didn't say I wasn't interested."
"Well, it's up to you. I have a big bed back there just waiting for us."
I hesitated, trying to work up the courage to move.
"I'm Dave," he said, reaching over to rub and squeeze my cock through my shorts.
"I'm Paul," I replied and got up to head to the back.
He smiled and pulled forward to the rest area and parked at the last spot, several spaces away from the nearest car. When he came back, I was already on the bed, naked. Once I decided to go forward with this, I was ready to roll. He smiled and told me that I had a great body and a nice dick. I told him that I was looking forward to seeing his and he began to disrobe. When he pulled off his underwear and turned toward me, I gasped at the sight of his massive cock. It was soft and it hung most of the way to his knees. It was also thick, with a massive mushroom head. I was hypnotized by it and I wondered if I could possibly handle it. He smiled as I reached out and began to stroke it.
"Oh God yes, Paul. Play with it and get it hard."
I continued to stroke it as I began to lick the shaft. He groaned and his giant tool began to grow and stiffen. When it reached its full size, it had to be a foot long and I couldn't get my fingers all the way around it.
"Suck it," he whispered and I strained to get the head in my mouth. His girth forced my mouth open wide and he started to fuck my face. It was hard to take it without biting, but I did a decent job. His moans of approval caused my own cock to become as hard as steel. Soon, he shifted us into a 69 position with him kneeling over my face, continuing to fuck my mouth as he took my cock into his own. My own moans of pleasure merged with his and it was total bliss. We were in this position for about 10 minutes when he began to fuck my face faster. I knew he was about to unload and I wanted it badly. I strained to take more of him and managed to get another inch in my mouth. That seemed to put him over the brink and he grunted like a bull as his cock began to shoot massive amounts of hot sperm into my mouth and throat. It just kept coming and coming, spurting from his cockhead like water from a firehose. When he finally stopped coming, he pulled back so I could clean his cock. My own cock was incredibly hard and resting on my stomach.
Without a word, Dave grabbed some lube and began to rub it on my dick and his ass. Next he straddled me and my breathing quickened, knowing I was about to have his hot ass wrapped around my hard dick. He teased me a little, sliding my cock between his ass cheeks, squeezing it so nicely. Finally, he positioned the head at his sphincter and using his weight to force a couple of inches inside. I gasped at the feeling of tightness squeezing my cock so nicely. Slowly but surely he worked more of my cock inside himself until he had taken it all. Then, he began to rock up and down - slowly, at first and then faster. The feeling was so erotic as he fucked himself on my cock.
"Oh God I love that cock in my ass," he panted. "I want your cum so much."
"Fuck yes Dave. I'm gonna give you every drop."
Suddenly, he pulled off and repositioned himself on his hands and knees, wiggling his ass invitingly. I climbed in behind, grabbed his hips, and shoved my cock deep in his butt. As I began to fuck him faster and harder, he moaned for me to "buttfuck him like a cheap whore" and I obliged, ramming him even harder. I reached around to feel his cock and I was amazed to find that it was hard again. I stroked him as I continued to ream his ass and it wasn't long before I was ready to blow. I asked him where he wanted it and he told me to fill his ass with it. He said he wanted to feel it dripping from his ass after I left. A few more strokes and I could feel it building. Finally, the dam broke and cum shot up my shaft and sprayed the depths of his ass. He was writhing and moaning as cum filled his insides. He was definitely going to be dripping it for hours.
I lay back on the bed, drained of cum and very satisfied, but Dave had another idea. He wanted my ass.
"I'm gonna fuck your ass now," he stated matter-of-factly, as if I had no choice in the matter.
"Damn, Dave. I don't know if I can take that thing in my ass. It's huge."
"Paul, let me make this crystal clear. After you learn to take this big cock, I'm going to fuck you whenever I want."
With that, he pulled out an 8-inch dildo that was moderately thick and he began to lube it along with my ass. He started with a single finger, followed shortly after by a second finger. I was handling that with little difficulty, so he began to insert the dildo. The dildo was a little bigger than Sam's cock had been the night before, so I was feeling a little pain. He was very careful working it up my ass and it took a good two or three minutes to get it in to the hilt. I expected him to start working my ass with it, but he surprised me by staddling my face again.
"Lick my balls, Paul. Get my dick good and hard, baby."
I licked his giant balls as he began to fuck me with the dildo. He had given me a little time to adjust and the pain was mostly gone. Drops of my cum occasionally dripped from his ass and landed on my face as I continued to lick his nuts. After a couple of minutes, Dave pulled out the dildo and began to insert another one that was at least 10 inches and even thicker than the first one. The pain returned but I was starting to get used to the pressure. He continued his assault on my ass for a couple more minutes and then asked if I was ready. I hesitated, but decided to go for it.
"Ok, Paul; go ahead and try it. I really want to get fucked by that big monster. The dildos were nice, but I need the real thing."
At that point I realized that it wasn't just the sensations in my ass, but the whole experience. I loved the feel of a man's body wrapped around me as he penetrated me and used my ass or mouth to pleasure himself. I loved the cum shooting from a man's balls and into my body, knowing that I had brought him to such heights of ecstasy. I didn't know if I could take his cock, but I had to try.
I shifted to my hands and knees and watched as he lubed his giant schlong and my now gaping hole. I could see that he wanted me very badly. I knew that there were lots of guys that could not take his cock, but I didn't want to disappoint him. Positioning his cock at my anal entry, his cock was so long that he could barely reach my hips. He pulled back on me at the same time that he pressed his own hips forward. His cock bent slightly, trying to break past the tightness of my sphincter.
"You're going to have to push back while I push forward, Paul."
He tried again and I pushed back as hard as I could. Suddenly, I felt the head break through and a couple of inches of hard cock entered me, causing an audible gasp to escape from my lips. The pain wasn't horrible, but it got my attention. I made him wait a minute and then we tried again. A couple more inches entered me and we paused again. We repeated this slow, deliberate process for several minutes until I felt his balls resting against me and I knew I had it all. Dave began to rock slowly, barely moving in and out as my ass adjusted to his immense girth. The pain was beginning to subside and his body, pressing against me, was so fucking hot. I began to rock back as he thrust forward and he correctly interpreted that as an invitation to begin fucking me harder. His thrusts began to get longer and harder, slowly increasing in length. Soon, he was pulling back almost all the way before slamming his big log back to the bottom of my anal cavity. My cock was hard again and my loins were buzzing. This was lust at its most primitive. I didn't love him and he didn't love me. He was like a powerful, dominant animal - a bull breeding me with his powerful cock.
I knew he was not going to last long, due to the tightness of my rectum around his massive prick, but I never counted on what happened next. Suddenly, with no contact whatsoever, my own balls tightened and my cock began to shoot wads of jizz all over the bed.
"Fuck yeah, bitch. Shoot that cum while I fuck it out of you. You love that dick in your butt. I knew that you were a natural."
The pulsing of my orgasm caused spasms in my ass and that brought Dave to another massive orgasm. I could feel it filling my ass with his sticky semen. It lasted almost a minute and, when he finished, he just slumped over me, forcing me down on my stomach. His cock was still buried in my butt and he began to nibble on my neck. It was one hot scene and I was so happy that I had let him fuck me. We lay there for a while and talked. Dave finally admitted that he was the guy that Sam and Lisa had told me about and they had tipped him off that I might be on the highway that day. I guess Sam could read me pretty well when he told me about the hitchhiking area. I wondered if that was even true, but Dave assured me that it was. He said that he had fucked several guys that he picked up on the highway.
Dave told me that he was married and he and his wife were swingers. I asked if she knew about his trysts with men on the highway. He laughed and said that I should ask her myself. I didn't understand until Dave's wife Suzie, stepped out of the closet (no pun intended) where she had been hiding and watching. I was shocked and a little embarrased, but she put me at ease immediately.
"That was one hot fuck, guys. I came three times with a dildo up my ass and my fingers in my pussy."
She told me that they were having a small swingers group at their place Sunday afternoon and invited me to join them. I told her that I was a little uncomfortable being with several new people, especially local people. She kept pressing me and I kept saying maybe until she got on her knees and took my cock in here mouth, sucking me like a professional. She got me really hot and I wanted to cum so badly. Suddenly, she stopped and told me that I would have to come to the party to get the rest of the blowjob. She also mentioned that her ass would be available for fucking and I couldn't resist that hot little butt of hers. I finally agreed to come (and cum).
Dave drove me back to the house while Suzie sat on my lap and whispered in my ear, telling me all of the things she was going to do to me the next day. By the time I got home, my cock was rock hard and I couldn't wait until Sunday. I went in and showered and relaxed until my father got home. I was surprised to see that Cathy wasn't staying over and I inquired about it. Dad said that he had told her that he didn't feel well. I figured he had fucked her brains out during the day.
"Sorry to hear that. What's wrong?"
"Nothing," he replied. "I just wanted to talk to you."
"Really? What about?"
"About you sucking Sam's cock and letting him fuck you."
My jaw almost hit the floor and I started to deny it. He waved his hand to stop me, explaining that he had seen me from his bathroom window looking down through the blinds in Sam's weight room. I knew this was going to be a difficult conversation, but it needed to happen.
"Ok, Dad. I can't deny it. What do you plan to do about it?"
"I intend to .....
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, Olympiad, The Gamblers, Black Dorm, The Awakening, The Inmate, Turning 18, The Gambler, The Realtors, The Kidnapping, The Fluffer, First Encounters, Confessions of a Male Escort, Fathers, and Sons, The Swallower, and Star Cruiser - and my nonfiction Shocking Encounter and Tess' story - World's Hottest T-Girl.