Sinnndy Meets Billy
Introduction:
Summer hijinks starting with my vacation, and then going out with Billy. I was 18, he was 31, there was immediate heat and there still is today.
I was doing some flyes on a machine and a guy came up and asked if he could work in. Without looking up, I said sure. When I was finished with my set, I looked up, and for one of the first times in my life, I was speechless. In front of me was one of the best looking men I had ever seen.
We got to talking, I found out his name was Billy. He was 31, 6 foot 190 pounds, muscular, but not steroid muscular like some of the guys at the club. He had shoulder-length straight brown hair and big beautiful brown eyes. He just moved to town from Scottsdale Arizona to open up a new business. He was divorced about a year back but didn’t go into. We just met, so I didn’t want to pry.
He had great legs, and the tastiest looking tight ass. I love good looking guys, but Billy was a notch above the rest of the guys I had been with. He had a kind face, with very manly, athletic features. The next time you watch a pro sports event, take a real close look at the athlete’s faces. There is a look that pros have that weekend warriors don’t have. It’s a confident, strong, hunter look, and Billy had that. He had been a minor league pitcher and infielder, but hurt his arm after four years in the minors. My dad was a second baseman in the Orioles minor league system but just didn’t have what it took to make it to the majors.
Billy had made it to AAA, but had shoulder surgery and lost too much velocity off of his fastball. We continued our workout together and had a nice chat like we had known each other for years; he was so easy to talk to.
We went out for drinks after lifting. He had a great sense of humor, a very important trait to me. We talked more about why he got divorced. He married her five years ago, she was a very hot blond, and very kinky. They were swingers and had been to a lot of swap parties. Somehow I always end up talking about sex, can’t help myself. When they got married she decided she didn’t want to try anything kinky anymore, no more swinging, and she also started to put on weight and stopped working out. While Billy loved swinging with other couples, he would not cheat on her. He came home early one day and found her in bed with some fat neighbor. He filed for divorce and made plans to move away.
We had a great conversation, agreeing that neither of us was looking for anyone serious, just some fun and laughs. I then told him that I would be going away on vacation the following day, for a whole week. I was bummed, here was this great guy, I wanted him bad and I had to go away for a week. I gave him my number and he promised to call when I got back into town. I figured, yeah, sure, he will call, fat chance.
I went on vacation with my family. We go to the Lake of the Ozarks every July 4th, with my Aunt, Uncle, and cousins. My Aunt and Uncle have a condo, boat, and Jet Ski on the lake. I spent almost the whole trip on the Jet Ski, I love that thing. It’s like being the Captain of your ship; you just have to watch out for big boats, they tend to not see jet skiers.
My cousins and I went out to a bar one night for a couple of drinks. It was early and pretty quiet there. They were both a couple of years older than me and had boyfriends, so they went home before me. I started partying with two pretty good looking local guys a little older than me and they said they would take me home. We stayed at the bar; it was called Shooters 21 and danced for a while. The guys asked me if I wanted to go party back at their place, being horny as usual, I said yes.
We got back to their place, it was kind of run-down, but it was clean inside. Luke asked me if I wanted a beer, and I said sure. Phil asked me what kind of music I liked. I asked if he had any Def Leppard, he said yes, and put on Hysteria which is one of my favorite albums ever.
Luke was 5-9 and about 160 pounds, with dark brown hair, a great tan, and the whitest most perfect teeth I have ever seen. Phil was about 5-9 as well and about 170 lbs, blonde hair. He was the funny guy, great sense of humor, made everyone laugh and feel good about themselves.
We sat down and started talking about high school, and they started talking about college, they were going on their third year at U of Missouri. We then started talking about sex, you see, I just can’t control myself. We got to the subject of the wildest place that we ever had sex.
Luke’s craziest place was on his parents living floor with his stepsister, with his parents in their room and relatives staying in the basement, anyone could have walked in on them. Phil had sex with a girl just outside of the police station. My story was the time my family took a Southern Caribbean cruise. We had hit a couple of the islands, and the last stop, which I think was St. Thomas, had a beach called I believe Orient Beach. It started as a normal beach, but as you walked down, it turned into a topless beach, and if you went down further, was completely nude. I took a bus there with my mom, dad, brother, and a guy I had met on the cruise named Jake, he was a couple of years older than I was, and a lot of fun.
When we got to the beach, I told my parents that we were going to the nude end, being nudists; I knew my whole family would end up at the nude part. So Jake and I found our little portion of the beach, peeled off our clothes and jumped into the ocean. It felt so free to be naked in public and not even think about it. Everyone else was nude, young, old, fat, skinny. No one, well maybe a couple of Americans were staring, we are such an uptight society; I believe that there should be nude beaches everywhere.
We went back to our spot and laid out in the sun, after a while, Jake started kissing me. We were trying to act nonchalant, but we were both getting horny. Jake got on top of me and eventually worked his cock into me, he couldn’t pump really hard, we didn’t want to get arrested, and somewhere nearby, was my family. People were walking all around us, pretending not to notice. There was one guy; he looked like Isaac from the Love Boat, he was walking all around us, like he was looking for someone, but you could tell he was checking us out.
We kept French kissing while Jake kept slowing pumping his nice hard cock in and out of my pussy slowly. It was getting late, so Jake picked up the pace a little, and finally came and laid on top of me kissing me. We picked up our towels, and went back to the bus; I can imagine a lot of people on the beach had a real story to tell.
After that story, the guys agreed that mine was the hottest. I’m guessing my story got them horny, as Luke came close to me and started kissing me, Phil was also close, and I turned from Luke, and started kissing him.
We all got up, and took off our clothes; I got on my knees and pushed Luke down on the couch. I started licking the head of his cock; it was a nice cock, about 6”. Phil got behind me and started licking my pussy; he was doing a pretty good job, licking my clit, and finger fucking me. I swallowed Luke’s cock and started bobbing up and down on his cock, I didn’t want him to cum just yet, so I slowed down and then started licking his balls. I felt the tip of Phil’s cock at my pussy; he then slid it in slowly and started to fuck me at a nice steady pace. He wasn’t too long either, but he was pretty thick, and it was what I needed at the time.
I wanted to be DP’d, so I pulled away from Phil and mounted Luke, slowly sliding my wet pussy down on top of his cock. I asked Phil if there was anything back there he liked, so he put some saliva on his cock, spread my ass cheeks, and buried his cock deep inside of me.
I love having two cocks in me at the same time and this wasn’t the first time these two guys had tag-teamed a girl. They pumped into me in rhythm, pulling out at the same time, and then slammed back into me in unison. It felt great.
They did the Chinese fire drill on me, switching positions. They took their cocks out and I sat on Luke and he put his cock in my ass, and Phil facing me started drilling my pussy. We were all going at it hard, Luke pumping into my ass, while Phil slammed into my pussy as we kissed deeply swirling our tongues into each other’s mouths.
Phil was the first to cum, pulling out of my pussy, and spraying his jism all over my breasts. I told Luke to let me know when he was close, and when he said that he was near, I jumped off him and swallowed his cock as his cum filled my throat.
We got dressed, and they took me back to the condo and I kissed them both goodbye. I was sharing a room with my cousins, so I tried to enter the room quietly without waking them up. Wendy, the oldest cousin was still awake and asked me how the night went. Jamie was still awake as well and was listening. I told them what had happened and they weren’t surprised anymore by the things I have done. They weren’t as wild as I was, but I think they enjoyed my recap of the evening.
On the next to last night of the trip, everyone was tired, so I went to a local place called Big Dick’s Halfway Inn. Great name, take a look and think about it. I bought a t-shirt that said I Big Dick’s. This was a fun place, they had minnow shots. If you did a shot with a minnow in it, it was free. I love my shots, but that wasn’t happening. A man laid on the bar and they poured a shot on his navel. A Grandma, who was a stranger, licked the shot off of his navel. The place was loud and I wanted some entertainment and a couple of drinks.
Two older men in their 50’s sat at the bar on either side of me. Jim, who had a buzz cut and a cut off t-shirt asked if he could buy me a drink. I can never refuse a free drink so I accepted. He introduced himself as Jim and told me his buddy was Mike. I said hi to both men.
Jim was a big guy, well over 6 feet tall, and had a huge beer gut and a lot of tattoos on his arms. Mike was just less than 6 feet and was just a wide man. He had a hat on and a big thick beard. I ordered a beer and talked to both men. They were both locals and worked construction. I told them I was here with my family and needed to get out for a bit. Jim asked me if I was old enough to be in the bar and I just smiled.
They were relatively friendly and we talked about how much the town had grown and what was next for the area. Jim did most of the talking. He asked me if I had a boyfriend and I told him that I normally didn’t have a boyfriend, but there was an interesting guy I hoped to see when I got back home. He asked me if I ever dated older men and I told him that back home I did from time to time.
Jim bought me another beer and we continued to talk. He asked if I wanted a shot and I passed. At this point, Jim and Mike had each done about 4 shots and 4 beers. Jim had been divorced for a long time and had a couple of kids who he rarely saw. I told him it was time for me to go and started to get up, but he grabbed my arm and asked me to stay for a bit.
I didn’t want to be rude so I sat back down. The guys were getting drunk and I was getting a bit nervous as Jim put his hand on my thigh. I didn’t want to make a scene so I let him leave it there. He whispered in my ear that he thought I was hot and wondered if I wanted to go home with him. He wasn’t exactly my type so I told him my parents had expected me back already and would probably come looking for me. Jim’s hand had moved up my thigh and was getting closer to my pussy which made me feel uncomfortable.
I tried to excuse myself and go to the ladies’ room and stood up, but Jim pulled me onto his lap. I didn’t fight it as I didn’t want to turn this into something horrible, so I sat on his lap as his fingers started going into the side of my pants, getting closer to my pussy. “You got me really turned on, honey”, Jim said. “Can you feel how excited I am?” I could feel his cock getting hard in his pants, it actually felt like it was really big, but I wasn’t interested. At this point, Mike had put his hand on my other thigh and both men were inches from my pussy.
I felt it was time to act fast so I told Jim that if I didn’t go to the bathroom soon, he would have a wet mess on his lap and promised him I would come right back. Jim released his grip on me and grabbed my ass as I got up and walked quickly to the bathroom.
I called my cousin Wendy and asked her to grab my older brother and come and get me at the bar as I was in a bad spot. I went back and Jim pulled me back on his lap and started moving his fingers closer to paradise. I think if I had been there for even 1 more minute, he would have succeeded.
My cousins and my brother came in and told me it was time to go home which saved me from a bad situation. I said goodbye to Jim and Mike and we went back to the condo.
Thankfully nothing else that exciting happened the next day. We left early the following day and got back late Sunday night, my mom checked the answering machine and told me that I had a phone call from a guy named Billy. I couldn’t believe it, he called, so I called him back and we talked for a while. I told him about how great my vacation was, and about Phil and Luke and then about my scary scene with Jim and Mike. We then set up a date for the following Friday night.
Billy picked me up in his car, a brand new green Lexus, a really sweet car, he smelled yummy. He kissed me on my cheek, which I thought was really sweet. I asked him where we were going and he told me it was a surprise. He showed that he was a good listener when we showed up at my favorite sushi restaurant. We talked about sushi when we first met; it was my favorite food and one of his favorites too. I let Billy order, all of the food was great, especially the spicy Dynamite rolls. He told the chef’s to just surprise us, I had no idea what I was eating some of the time, but I loved it all.
Billy also ordered sake and Sapporo beer; he introduced me to Sake Bombers. You take the sake glass, and drop it into a glass of beer and then chug. It was great and I got pretty tipsy. After dinner, we went back to the same bar that we went to the night we met. We talked about everything, sports, weight training, family, sexual fantasies, and favorite positions. I was attracted to him and could not wait to see him naked.
Billy said that it was getting late and that he had an appointment the next day and drove me home. I was disappointed and I was soooooo horny. Billy walked me to the door and gave me a nice soft kiss on the lips, I was waiting for more, but he said good night and started walking to the car.
I thought to myself, did I say something wrong? Does he think I’m too young? Did I fart? Crap, I want to fuck this guy soooo bad. As if he was reading my mind, Billy turned around and asked if he could see me tomorrow night. I said, “Yes, I would like that.” He said, “I’ll pick you up at seven, dress casually”. He got in his car and drove away.
I ran up to my room and took off my clothes and started fondling my breasts. I then worked my fingers down to my dripping pussy, rubbing my clit, mmmmmm, I wish Billy was here right now I thought to myself. I took out my 7” dildo, got on my knees on my bed, and started sliding it in and out of my pussy, fucking myself hard while rubbing my clit. It felt wonderful; I was imagining it was Billy fucking me. Sometimes I have a hard time cumming when I masturbate, but the thought of Billy fucking me brought me over the edge. It took me five minutes to catch my breath and then I went to sleep.
I decided I needed to catch Billy’s eye, so I went out and bought the sexiest, shortest, tightest dress I could find. No panties, of course, shaved everywhere; I was nice and smooth. I put some Candies perfume on, I love that stuff, and no man can resist me when I wear Candies. When Billy got to the door and I opened it up, well his eyes just bulged out of his head. He said, “Wow, you look great! I thought I mentioned casual attire for tonight.” I looked at him and said, ”what, this old thing. I just threw on the first thing I could find in my closet.
When we pulled up at Silo pizza, I knew I was way overdressed, or underdressed, depending on how you look at it. Of course, it didn’t bother me since I am such a show-off. Every eye in the restaurant turned to check me out. If I was to stand on my toes, my ass would stick out from under my dress, which again didn’t bother me.
I love pan pizza and the Silo is my favorite, we had a nice conversation, both of us complimenting the other one on their looks. Billy said, “That’s some get up you are wearing, are you trying to seduce me?” I looked at him, and said, “of course silly, I can’t wait to get you in the sack and jump your bones.” We both laughed, but we also knew I was telling the truth.
After dinner, Billy asked if I wanted to see a movie. I asked if he had any appointments the next day and he said, “No”, so I said, sure, a movie would be fine. We went to see Keeping the Faith, with Ben Stiller and Edward Norton. It was supposed to be funny and we both love comedies. The movie was a riot, but we had a dead audience, it seemed like Billy and I were the only ones laughing. About halfway through the movie, I was wondering what was wrong with me, how could any mortal man not be all over me, again, as if reading my mind, Billy put his arm around my shoulders, looked at me, and smiled. I figured, ok, maybe he is shy, but I don’t think that’s the case, maybe he really likes me, and just wants to take it slow, I was hoping that was it.
At one point, Billy looked deep into my eyes, bent over, and gave me the most passionate, loving, gentle kiss I have ever had. I just melted in his arms, he had me and he knew it. I am usually the one in control, but I was putty in his strong arms. We kissed for what seemed like hours, and since the audience was quiet; it was a real romantic moment.
I felt his hand on my thigh, I was dripping wet, I’m sure he could smell my juices flowing. He reached under my dress and started lightly fingering my pussy lips while still kissing me deeply and passionately. He started rubbing my clit, ohhhhh myyyyyyy, he had a great touch, magic fingers. He knew exactly where to touch and circle my clit and when to push his fingers into my pussy. After a couple of minutes, I came moaning loudly. A couple of people were telling us to be quiet, to take it outside, so we got up and left, laughing.
When we got into his car, I helped him pull his pants down. He started the car, and I placed my head in his lap and started licking and sucking his cock and balls. When we got to a stoplight, I climbed on his lap and impaled myself on his cock. What a great cock he had. Later that night, I measured it with my eyes at 9” and 2 ½” wide. I started riding him while he tried to drive home. If we would have been pulled over by a cop, we would have been in big trouble. He didn’t live that far from the theater, so when we got in his garage, he carried me with his cock still inside of me, into his house, gently laid me on his bed, and started to fuck me like a mad man.
He pulled out of me and placed me on my knees, he then stuck his cock back in my pussy, I loved his cock, it is the perfect length and width, big and wide, but not too big and wide, a perfect fit. He fucked me at a nice steady pace for a while as I reached between my legs and lightly squeezed and tickled his swinging balls. He then pulled out of my pussy, and since we talked about my love of anal sex, he slid right into my ass, not missing a stroke. Ohhhhh it hurt so good, he knew how to control the pace, when to speed up and when to slow down. He then surprised me by slapping my ass, it wasn’t really hard, but I felt it. He then slapped my other cheek and I found myself liking it. He then said to me, “so, you like it rough, huh you little slut?” I said, “yes you bastard, fuck me, fuck my ass hard.”
I had never had rough sex with a regular guy, and I was really turned on by it. He started fucking me hard and slapping my ass at will, and I loved it. I had never been turned on so much in my life. “Who’s my little whore? Huh, who slut?” “I am, I’m your slut, your whore, fuck me please, use me, hurt me please.” He then leaned forward and started pulling my hair pretty hard, “how’s that you little whore, you like that too?” “Ohhhhh yes Billy, fuck me, harder please, use me, I’m your whore, use me any way you want to.” He said, “you’re damn right, you are my whore, you will do what I say, fuck when I want to be fucked, and if I tell you to fuck my friends, you will do it, right bitch?” I said, “Ohhhhh yessss Billy, I will do what you say, fuck and suck whoever you tell me to, whenever you want me to, just keep fucking me, please.” With that, he pulled my hair with one hand and slapped my ass with the other, like I was his pet, and I loved it. It was the hottest sex session of my life, I would have done anything for him, I had never felt this way about any man.
Billy then started grunting and I felt the familiar feeling of cum filling up my bowels. Billy collapsed on top of me, cock still in my ass with both of us out of breath. His cock finally slid out of my ass and then we cuddled. Billy started apologizing, telling me he hoped he wasn’t too rough, I told him that I had never been so turned on and that I would have done anything he wanted or wants me to do. He told me he didn’t know what got into him, that he isn’t usually that rough this early in a relationship. I asked him, “are we in a relationship? If so, we must have ground rules”. He agreed and we came up with these rules, there will be no jealousy; we are allowed to date other people as long as we tell each other about it, and have no problem with the person that the other one is seeing.
I told Billy, that I would only see people that he wanted to see me with, that I would trust him and his choices. I also agreed that since he goes out of town a lot, that he could see women in other towns, as long as he told me about their sex sessions. We also agreed that neither one of us wants to get married anytime soon and that I’m too young anyway.
I woke up first and looked over at Billy sleeping. He was such a beautiful man and while it was a shame to wake him up, I’m guessing that most men wouldn’t get mad being woken up by a hot teenager sucking his cock. I started lightly licking his shaft all over, up and down on all sides of his now hardening cock.
It didn’t take too long before he was erect, as I started to lick and tease the head of his cock. I looked at him and his eyes were open and he smiled at me. I then swallowed his cock whole which took him by surprise as no woman had ever come close. I stayed like that with his cock buried down my throat, and snuck my tongue and licked his balls as best I could.
I gave him a little wave, and slowly started to release his cock from my throat, I then licked the head of his cock while I fondled his balls. I gave him a little smile and then slowly swallowed his cock back down my throat. He grabbed the back of my head and held it there tightly. He released my head and I started deep-throating his cock, releasing it and then sucking it back down into my throat.
I then started bobbing my head up and down on his cock while stroking his shaft firmly with one hand while fondling his balls with the other hand. I kept up this fast pace for a couple of minutes and when I sensed he was ready to blast, I swallowed his cock whole again as he shot a huge load straight into my throat.
After cleaning his cock, I curled up next to him. He wondered how I learned to suck cock like that and I told him, I wanted to be the best cocksucker in the world. He told me, “Mission Accomplished”.
Normally most stories end with, The End. Not this story.
Only the Beginning!
