The boat was docked at an island, where another boat was already docked and I saw three more studly men who I assumed were waiting for me. Tommy was a six-two blonde-haired beach boy, around twenty-five years old. Tony was a dark Italian kid, maybe twenty-two, about five-eight with black hair. Frank was older than the rest, he had light hair with tints of grey with a full thick mustache. Bobby was also going to be part of this set. I was looking forward to this as I had never been with this many guys at once and pros at that.
I was disappointed when Peter told me it was going to be another photo session, but I was going to make the best of it. The men got around me in a semi-circle, and I took turns sucking their cocks. Tommy had a long thin cock, Tony was about six inches, but thicker than the rest of the boys. Frank had the biggest cock, at least nine inches and pretty thick as well. I had to stop and pose from time to time, and then slowly suck while Peter took his pictures.
Peter had Tony lay on his back and I climbed on with my back towards Tony so we could both be facing the camera. Tony slowly moved his cock in and out of my pussy. Then Bobby came over and I started slowly sucking his cock. The other two men got close and Peter had me stroke their cocks while Tony slowly fucked me and Bobby slid his cock into my mouth.
Peter broke us up and put me in doggy position; Tommy climbed on board and started to slowly work his cock in and out of my dripping pussy. Frank then came over and started to work his cock into my mouth. At first, he let me control the action, but then he pulled my hand away and started pushing his cock deeper into my mouth while firmly grabbing the back of my head.
Tommy was working his cock slowly all the way in and all the way out, pausing when Peter told him to stop. Frank was pulling his cock out of my mouth, and then each time he tried to get deeper into my mouth. Frank seemed surprised when I didn't try to stop him. He eventually worked his whole cock down my throat and Peter told him to hold it as he got close and snapped away at his camera with Frank's pubes in my face.
Peter told the boys to stop, but Frank kept his cock buried in my throat and fucked my face a little longer. I just took it and waited for him to pull out which he eventually did. Frank looked at me sternly to see my expression, expecting me to be mad, but I just smiled at him and he looked a little bit pissed off.
Peter had Bobby lay on the floor, and I climbed on top impaling myself on his cock. We went slowly as Peter got close to us, taking pictures of my ass bouncing slowly on Bobby's cock. Tommy then got behind me, put the tip of his cock in my ass, and then slowly worked his cock in and out of my ass as the pictures kept on coming. Tony came over and put his cock in my mouth as we posed and slowly fucked. It felt great to be completely filled up; I just wish we were able to fuck hard. It would have been fun having these studs slamming me hard.
Frank replaced Tommy and slammed his cock all the way into my ass leaving it buried deep inside. I could tell he was trying to hurt me and it hurt a bit as I wasn't ready for him at first, but I relaxed and was fine. We would fuck slowly, and the next time I felt Frank getting ready to slam, I slammed my ass as hard as I could back into him. He spanked my ass hard and Peter told him to slow down and take it easy. I'm guessing Frank was a bit of a problem child, great cock, but a real jerk.
Peter announced it was time for the cum shots, so I sucked on Tony's cock as the guys double penetrating me started giving me a really good fucking. Bobby was pumping up hard, and Frank was trying to hurt my ass. It felt great; I loved the attention and the filled-up feeling.
Tony pulled away from my mouth and shot a thick endless stream of cum right in my eye, and kept spurting most of it on my cheek. Peter then had me clean the cum off of Tony's cock and I did so with a big smile. Tommy came over and I sucked him hard and after no time, he blasted away, most of it in my hair which started dripping down my face. I then cleaned his cock with my tongue.
Frank pulled out of my ass and aimed for my mouth, shooting a load inside, and then worked his cock into my mouth as I swallowed his load. Then Bobby lightly pushed me away and shot his load on my forehead, of course, I cleaned the cum off of his cock hungrily.
Peter announced that's a wrap. I talked for a while with Tony and Tommy, they were both pretty friendly. They told me for a first-timer, I was a natural and that they hoped we could work together sometime in the future. Bobby then came over and asked if he could see me later. I told him that I didn't know what Peter or Vince had in store for me, but I took his number and told him I would get back to him.
I took the boat back with Peter, Bobby, Rachel, Jane, and Mike. I had a couple of beers and talked mostly with Bobby. After High School, he had some waiter jobs and dead-end jobs, and one day answered an ad to work in porn. He liked it but knew there was no real future. He was studying to become a realtor and was hoping to leave porn within a year. I told him that sounded like a good plan. He had a nice way about him and was very personable which would help him in his future occupation.
I asked Peter if there were any plans for the evening, and he told me I was free and that he had just arranged a video session for the early afternoon the next day. I told Bobby I needed to check in with Vince, but that I didn't think we had anything planned and would call him later.
I got back to the hotel and checked in with Vince. He asked me how things went and I told him that I enjoyed myself, but that I wasn't as crazy about the pictures as I was about the fucking. I told him about Peter's plans for the next day, and Vince smiled an evil-looking smile and told me I would get my wish the next day.
Vince told me I was free that evening, so I called Bobby and he told me he would pick me up around seven. He asked me what types of places I liked to go to and I told him that I was low maintenance, any sports bar or dive would do.
I took a little cat nap, took a long hot shower, and started to get dressed and got ready for a fun evening. I thought I looked pretty good, nice tight white shorts and a black tank. Nothing special but I still looked sexy.
Bobby picked me up at seven sharp, I got in the car and he said, "Wow, you look amazing". I smiled and thanked him and told him he looked great as well. We went to a sports bar not too far away, maybe fifteen minutes, and sat down at a table. This was a regular place for Bobby, he told me some friends may be stopping by which was fine with me.
We each ordered a beer, and I ordered a grilled chicken sandwich. Normally I would have ordered a burger, but I hadn't worked out in a couple of days and wanted to eat a little healthy. We talked about school, our families, and friends, just a get-to-know each other conversation. He was a nice guy, the kind I would have dated back home.
We were having a nice time; there was a Dodger game on TV that we watched when three guys and a young woman came up to our table. They were friends of Bobby's and sat down at the table. I was now sitting between Bobby and his friend Jack. Across from us were Will, Jim, and his girlfriend Trish. Trish was cute, just twenty-one, a voluptuous figure will large breasts.
The beers were flowing and the jukebox was playing some awful disco music, so I went over to the jukebox and put on some good rock music. AC/DC You Shook Me came on, and I grabbed Bobby's hand and went out to the dance floor. I like dancing to rock music and Bobby was a pretty good dancer. A slow song came on and Will asked me to dance. Will was Bobby's roommate and was pretty drunk. He started pawing me, grabbing my ass and rubbing his crotch into me. I asked him if he thought it was cool groping his roommate's date. He laughed and said, "All's fair in love and war". Wow, that was an original line that wasn't going to work with me. I have a dating rule; I go home with the man or woman who brought me there.
I danced with Trish for a while. We fondled each other on the dance floor and had a good time with each other. It would have been fun to fool around with her, she was fun and pretty hot. I even told Bobby that I liked Trish and he laughed and told me she wasn't into girls. I told him that I wasn't so sure.
Bobby asked me if I wanted to stay over and being that I was horny as hell, I told him yes. We drove home with Will in the back seat. He was babbling about a threesome but Bobby told him that it wasn't going to happen. Bobby told Will that the only sex he was going to have tonight was with Fistina.
We went into the boys' apartment, it was a small two-bedroom place but it was clean. Bobby excused himself and went to the bathroom. Will came out of his bedroom buck naked, his five-inch cock hard as a rock. I guess he thought I was going to be shocked, but I had seen four cocks already just today, so it was just another piece of meat to quote the Scorpions. I asked Will what his plans were for his dick. He told me he planned to fill me up. I asked him if he had ever seen Bobby's cock and told him I planned on getting filled up by Bobby.
I doubt he had ever heard a girl talk that way but I'm not easily intimidated. Bobby came out of the bathroom and asked Will what in the fuck he was doing. Will told him he was trying to steal me away but Bobby pushed him back into his room. He then came over and placed his arms under my legs and around my neck, and carried me into his room.
He placed me on his bed which happened to be a waterbed, which I had never had sex on before. We started making out hard and heavy. Tongues swirling in and out of each other's mouths as we helped each other get undressed. He kissed me all over my body, tonguing my ears, then my neck while kissing his way down to my breasts. He started flicking my nipples with the tip of his tongue as my hand started slowly and firmly stroking his hard cock.
He started sucking on and lightly nibbling my erect nipples and started working first one, then two fingers in my wet pussy. He slowly kissed his way down towards my pussy. He then lifted me up and placed me on top of him in a 69 position. He started licking my clit in a circular motion while fucking my pussy with two fingers. I started licking the head of his cock with the tip of my tongue, occasionally teasing his pee hole which made him squirm underneath me.
He sucked on my clit which got me close to cumming as I started to suck his cock hard and fast as I used one hand to stroke him with the other hand lightly fondling his balls. He was working my clit with the tip of his tongue and my orgasm hit me hard, it wasn't too long until I felt him spasm and I buried his cock all the way down my throat. I then stuck one finger into his asshole which made him cum straight down my throat.
I told him that was amazing and while out of breath, he agreed. We lay in bed cuddling and talked for a while. He then started kissing me again as I started bringing his cock back to life with my hand. He then easily slid his cock into my waiting pussy in missionary position, and slowly we fucked like lovers. I couldn't remember the last time I just made love to someone. It felt nice just taking it easy for a change as he kept up his slow, steady rhythm.
He started kissing me and held me tight as he started to pick up the pace a little bit with hard long strokes. I reached between his legs and lightly ticked at his balls with my fingernails. After some hard fucking, I could tell by the look on his face that he was close and then he came hard while shaking and shuddering, filling my pussy up with his man juice. Bobby collapsed on top of me and he laid there as we talked for a little while with his cock still inside of me.
It was a long day; we were both wiped out at this time. We both fell asleep, for me it was a deep restful sleep which I needed. I knew I could sleep in, I also figured I was going to need my rest as later the next day, I would need all the energy I could muster.
We both woke up around the same time. Bobby asked me if I could stay and be with him. I smiled and told him that I had a life and family back home. I told him I thought he was a great guy, but at this point in my life, I was looking for variety, not settling with one man. He took it well and we both got dressed.
Bobby took me back to the hotel and gave me a deep, wet passionate kiss goodbye. I went up to the room and Vicki was awake and asked me for details, which I was happy to share. She asked me if I had any idea what I was in for today. I told her I was looking forward to this day for a long time. She shook her head and told me I was crazy, she was right.
We met up with Vince for breakfast, he asked me how last night went and I told him Bobby wanted me to stay. Vince told me that he understood that I had some special qualities that a lot of men like. I knew that already, but it was nice to hear.
He told me that I was going to be with some professional men today, really experienced, men who knew what their roles were, and that they were decent guys, for the most part. They had a job to do and I was just there to be used. He also told me these guys could get a little rough, that once I started, I pretty much had to go along with whatever they and Peter wanted. I told him that I also knew my role and that I was ready for this. Vince told me he believed me and thought I was mentally strong enough to go through with it.
I decided to relax for a few hours at the pool. I love lying out and it was a perfect day, mostly sunny and around 85 degrees. I was alone and basking in the sun when a good-looking man who looked like he was in his early fifties asked if the chair next to me was taken. He had jet black hair and had a European accent. I wasn't sure where he was from so I asked him where was he from. He replied, Greece, and asked where I was from. It's easier to say from the Chicago area as most people have an idea where Chicago is.
His name was Nick, he was here on business. He asked me why I was there and I went back and forth in my head about what to say. I thought about blurting out that I was here to do porn, but I just told him I was visiting a friend. We talked for a bit and he asked me what I was doing later that evening. I told him I was hanging with my friend and that it was one of my last nights in town. I did give him my number and told him to look me up if he was ever in Chicago.
After Nick left, I went to the bar to get a frozen drink. I sat down at the bar to wait for my drink. Two seniors sat down, on each side of me and started hitting on me. I was wearing a sexy thong bikini, who could blame them. On my right was Charles, a thin man with a full head of white hair; on my left was Fred, a big round jolly man who was completely bald with a thick white mustache. Charles asked me what I was doing right now and wondered if I was interested in a senior sandwich. That was a great line, it made me laugh. I told Charles that if I wasn't about to have a gangbang in a porn movie that afternoon, I would take them up on that offer. I was serious, I love making people happy.