****** First Time by Terry ****** =============================================================================== First Time I had always considered myself a good looking guy who had no problem getting the girls to take notice. I actually thought of myself as kind of a lady's man. My perception of my sexual prowess has changed a great deal very recently do to an experience I had recently. I like to keep in shape by jogging and stretching. I was in the local park on Saturday afternoon going for a jog. I noticed an older man in a car watching me, but I didn't give it much thought. As I laid down to stretch out my muscles, he approached me. We made small talk -- the weather, working out, etc. I didn't think anything of it until he sat down next to me, put his big hand on my sweaty stomach and asked me if I'd ever done any stripping. Bells and whistles were going off in my head about this guy, but I just hesitantly told him, "No." He offered me $100 to come back to his hotel room and strip for him. Like any 20 year old college student, I was always in need for money. I didn't know what to tell him because this was all too weird for me. He knew I was apprehensive so he just told me he'd wait for me in his car. I found myself milling over the situation and realization that $100 was better than nothing. Before I knew it I was sliding into the passenger seat of his car as he had a wry smile on his face and began to drive. We got to his hotel room which was nice and big with a king sized bed in the main room. He told me to go change in the bathroom. I entered the bathroom and turned on the light and in the bathroom he had laid out women's lingerie. I was in shock. He wanted me to wear this and strip for him. I almost laughed out loud at the thought of it but just shook my head and took off my clothes and began to put on the lingerie. I slipped on a pair of thigh high stockings, garter belt, baby-doll teddy, and a pair of silky panties. By the time I was done putting the lingerie on, I noticed I had a rock-hard cock. It actually felt good to have this silky-smooth feel against my skin. For some reason I felt incredibly sexy and desirable. I was kind of in a trance looking at myself in the mirror wondering if I was actually going to go through with this. My better sense said no, but I was very excited and just robotically turned to the door and opened it to go sexually please another man. When I walked out I realized why I was offered so much money to strip. The man who picked me up was naked holding a video camera and had it rolling on me when I entered the room. In addition to that, there were three naked men on the bed stroking their semi-erections. I was greeted with a series of catcalls and whistles. One guy I recognized as an advisor at my college. He was about 40 years old. He was a shorter man with a pot belly. He had a full beard and mustache and his entire body was extremely hairy. His dick was shaped just like his body -- only about 5 inches long but very thick. By him was a nice looking guy with salt and pepper hair who appeared to keep himself in decent shape. He was stroking his dick, but it wasn't until I came out did it start becoming hard. Also on the bed was a skinny Oriental guy who appeared to be in his mid-30s. He was grinning at me from ear to ear and playing with his small cock. But the guy holding the camera probably had the largest dick I'd ever seen! I was semi-hard and pointed straight out from him at about 8 inches and awfully thick. The thought of the money came to mind and I knew I would have to put on a show in order to get paid. I walked over in front of the bed and began to dance. I was very hesitant at first, not knowing what these guys wanted me to do or what their intentions were. They became very intent on watching me and were stroking their dicks even harder. I continued dancing and was becoming more comfortable as the time passed. I realized these guys just wanted to get their goodies watching some young guy dresses as a woman shake it for them. I became bolder and enjoyed the intense attention I was getting. I began lifting my panties and showing them my ass and cock and balls. After a while I laid down on the bed in front of them and was arching my hips up and pulling my ankles by my ears to simulate fucking motions. This was evidently all they could take as the hairy guy pounced on me pinning my arms down by my wrists to the bed. He told me, "I've seen you on campus and I knew you'd be the hottest little slut." Then he planted a deep kiss on my lips. It was very weird kissing another man even though it was similar to a woman's kiss. His hairy face was tickling mine and I could feel his hairy chest rubbing against me. He was also a much more passionate and aggressive kisser than I had ever experienced. His tongue was darting all around my mouth and I just let him. The other two guys on the bed immediately grabbed my legs and pushed them up and were kissing and licking my stocking-clad feet. Their hands were roaming up and down my sheer legs and pulling and my panties. I just figured I would lay back and let them do this and it would be all over with soon so I didn't really object. After a bit of this treatment in the background I heard some kind of buzzing sound, but I really didn't think anything of it. I couldn't see what was going on because of the hairy guy being on top of me. Then suddenly I felt my panties being pulled to the side and something wet and vibrating being pushed and twisted against my bum hole. It hit me like a ton of bricks -- they were going to fuck my ass with a vibrator! This had gone way to far already and I broke the kiss and pleaded, "Please, no! I've never done that before. Please don't do that." The men just laughed and the hairy guy said, "Sweetie, as hot as you are you should have no problem taking that up your ass. Just relax and enjoy." "No. I don't want to do this. I'm too tight for this," I kept begging the hairy guy who just smiled at me and licked my face and neck. The whole time I was clenching my ass in hope of it not being able to go into me. They just pushed harder and my ass gave away to the vibrator. It filled me up instantly and felt like it was tearing me apart. I squealed, "Ouchhhie. Please stop! That hurts!" I was pinned down and couldn't move. Tears streamed down my face and the hairy guy resumed kissing me even more deeply and the vibrator was being worked in and out of my tight hole. I must have been slipping in and out because my head was spinning. All I could feel was the vibrator up my virgin tush. The smell of the sweaty men was intoxicating. And echoing around the room was muffled moans and whimpers of pleasure. Then I realized the moaning and whimpering was coming from me!! I had loosened up for the vibrator and was actually enjoying the sensation it was giving me. My hips were mildly bucking to meet the vibrator's thrusts. I also realized my arms were not pinned down anymore but wrapped tightly around the hairy guy above me to hold him even closer to me! To my dismay the vibrator was taken from my bum. I felt open and unfilled and my hips were arching to have it back in me. But to my pleasure the vibrator was soon replaced by another object. It wasn't until I felt a pair of balls slapping against my ass cheeks did I realize I was getting my first man fuck! The hairy guy got off me and I looked up to see the Oriental guy fucking me and his smile was even wider than it had been before. My tune had quickly changed and my begging was of a different sort, "Oh, yes, please fuck me. I'll do anything you want just please don't take that out of me!" The hairy guy put his cock to my lips and I felt its glossy precome. I eagerly took it in my mouth and began to do all the things I liked from a blowjob. It was not like I had expected at all. His cock felt spongy yet hard at the same time. It was warm and smooth and filling and I was instantly addicted to sucking cock. The hairy guy said, "Hope you don't have any plans this afternoon because we are going to fuck you senseless." I just smiled through a mouthful of cock and was truly happy to hear it. The Oriental guy was rapidly fucking me now and I felt him lurching inside me and he unloaded his cum into my tush. He slowly pulled out of me and was replaced by the good-looking guy who didn't waste any time entering me. I was now well-lubricated from the Oriental guy's cum. The hairy guy whose cock was in my mouth was beginning to grunt and I knew he was about to cum. Sweat was dropping off him on my face, but I didn't care. My only concern was the cock in my bum and the one in my mouth. The hairy guy pulled it out of my mouth and stroked it a few times. He wailed, "Ohhhh, fuck yeahhhhh!" A sudden jolt of cum surprised me. It streaked across my face into my hair. I opened my mouth to catch the next streams of cum. Its taste just made me even more hot for guy sex. The guys continued to play musical chairs on my bum and mouth until they had all cum at least twice each. The cum on my face began to harden leaving me looking like a glazed donut. My panties were now soaked with cum and I could feel it dripping down the crack of my ass. My asshole was now gaping wide and I could almost feel air inside it. Every time I contracted my ass more cum would ease out of me. I had completely forgot about the guy videotaping the whole thing until he handed the camera to the hairy guy and took his place on the bed. My eyes were wide staring at his big cock and I knew I wanted to try to put it in me. He mounted me and was licking the cum on my face and putting his cock up to my bum. He would tease me by pressing the head against it and then pulling away. I was getting frustrated and said, "I need you in me. Pleasssseee!" My hips were arching and moving to get him into me. He responded, "Are you going to be my little fuck-girl from now on?" "Oh, yes, anything. I'll be your little bitch. Just please give me your cock." With that he pushed against me and entered me slowly. I was well lubricated which was the only way he could get into me. He slid most of it in me and I was whining, "Ohhhhhhh, yeahhh. So fuckin' good. Oh, fuck meeeeeee!" He began to pound himself in and out of me for about ten minutes. In that time I was blacking in and out. He was grunting and sweating all over me and fucking my ass for all it was worth. When he came it was rushing out of my bum hole in thick, hot globs. He slowly pulled out of me and I knew I couldn't handle any more cocks for the day so I decided to give the guys an extra treat. I pulled my legs way over my head so my cock was nearly at my mouth. I began contracting my ass and each time a squirt of the guys' cum would dribble down and land in my mouth. The hairy guy reached up and started to pull on my cock. It didn't take but a few strokes and I shot stream after stream of cum into my own mouth. I think I fell asleep for a bit because the guys were all dressed when I awoke. The guy who originally picked me up handed me $300 which I had completely forgotten about along with a piece of paper that indicted where and when their next "party" was going to be. He promised next time there would be more guys there to entertain me. You can bet I'll be there.