Date: Sat, 13 Aug 2022 13:06:30 -0700 From: Jim Roe Subject: Losing my virginity 1 I hope you like this. This is a complete fantasy. Been coming to and supporting Nifty for years. Wanted to try my luck at writing. Please support Nifty. I was in my 20's, having graduated college a couple of years prior, I found myself in a new town, working in IT for a Fortune 500 company. I owned my own very small, Southwestern, two story town home. I was making a decent living. I was tall, 6'3" and very lean, weighing only 180 lbs. I was blond but kept my hair rather short, ussually one step above a crew cut. I was also very shy and awkward. I did not fit in socially and as a result I tended to go wake up, Run, go to work, eat by myself, go home cook, and Go to bed. The next day was the repeat of the prior day. I was very attracted to girls but found myself home pounding off to videos of hot girls on my laptop. I just did not know how to interact. There were several cute girls in my office and several of my IT co workers had met, dated and married girls in the office. But while I was interested, I just did not know how to proceed or what to do. A very attractive Brunette girl, with shirt stylish hair, befriended me when I fixed issues on her system. I found out she was a runner, I asked if she wanted, and so we would run on weekends together. I asked her out, but she said she thought I was gay, and that is the only reason why she even talked to me. That she had a boyfriend in the Marines stationed over seas and they were engaged to be married. I was crushed, Gay? I am not gay. But she explained that it was how awkward I was around everyone and how stand offish and silent I was. I was destroyed. But no matter how much I tried, I found it hard to talk to others including women, no matter if they were ugly or attractive. I receded further into my shell. At work one day, A company wide email went out welcoming a new VP of sales. Robert Steele, This was a normal occurrance especially with Sales VP's, I knew that I would be getting the order to set up his system set up a phone and laptop and other duties for his new account, so I started even before the order came down. An how later my boss texted me, to come into his office. My boss was a shorter, fat, balding man that had no real knowledge of IT or system or networking security. They had put him in charge of us 20 somethings because he kept us on task. I walked into his office and my boss was sitting there but next to him was the most beautiful man i have ever seen His name was Robert, he was the New VP that I had recieved the email about. My boss introduced us, and asked to me to get his gear together. I was a bit surprised VP, especially VP's of Sales Never came to our department. But Robert said since he was new, he felt it necessary to meet people. He was definately very different than me. He was out going and friendly and very personable. He had a white Dress shirt on which barely covered his huge muscles and his giant pecs. His neck was huge as well having a vein sticking out on the left side. He obviously worked out all the time. I told him I had already started assembling all of his gear and that I would be by in about an hour to set it up. But that I could give him his new phone now. So we both went back to my work area, a closet with a table piled with computer gear. And A cart with more computer Gear. As we walked to my area, I could not help but notice that he was Buff, and obviously was a weight lifter. He was also extremely tanned having a very dark tan, making his skin look caramel. He had short cut Salt and pepper hair. As we walked, he asked me about myself, no one ever did. I called him Robert, said to call him Bob I told I was a runner. And the like. I warmed up to him just because he was focused on me and not just telling me about himself. When I told him I ran, and that I was training for an upcoming marathon. He said he was a weight lifter, and had just won Mr Universe in his age group, but had retired. We got to my area and I got the phone for him and basically thought he would leave. But he stood there asking me more and more questions about myself, it felt very nice. So I told him about my cooking, and the like. As he turned to leave. I could not help but stair at the two magnificent globes he had stuffed in his very tight suit pants. He took 3 steps and turned around and said they have a gym here right? And I said yes but I never go. He said, well, let me get settled in but maybe next Monday we can both go to use it together. I can show you how weight lifting can help your running. I do not know why, But I felt a tingle in my penis, at that. Yes I was a child at heart, no weird names for my cock. or anything of the sort. I said ok, I figured it would never happened. People say things but then forget about me. So I went about my work, for the rest of the week, Saturday came, and I woke up at 5 am to take my 20 mile run. Saturdays were my long days. But as I was drinking my energy Drink, My cell phone rang. I was in shock, no on ever calls me. I did not recognize the phone. I picked it up and it was Bob, he apologized for calling me so early. He said he got my number from the office. I said not to worry about it that I was about to go running. He said that he was trying to get his new laptop to work with his home system so that he could import data for a report but it was not working. He apologized again, and asked if I could come over after my run. I said sure. He said he would not ask but he was having a big meeting with his new sales team at 8 AM on Monday Morning. So I told him I would be there in a couple of hours. I we4nt out the door. And must admit I was a bit flustered, Forgot my keys for the car. And my ear buds for my music. Went back in to get them. Noticed my cock was actually a bit stiff and tingly. Definatley not sure why. I Had never had any feelings for a guy, but fully admitted that Bob did something to me. I did not want to admit it but the night after we first met while I was masterbating, His imgage popped up in my mind. I quickly pushed it out of my mind staring at the little blonde 18 year old with the tight pussy on my lap top. But Bobs image had kept popping back up. The entire run all I could think of was him. I even pictured what he would look like naked with the deep tan perfect ass and tight abs. Finally 90 minutes into my run I turned around and ran back to the car. Ending my run early. WHen I got back to the car I weas drenched in sweat. I called Bob and said I was going to change and be right over. He was breathing heavy. I asked if I was interrupting. He said he was just in his Garage doing weights. He said not to worry about changing, that it was just us and to just come over. So I did. I took about 20 minutes to get to his place, it was a lot bigger and fancier than mine. There were two empty boxes outside next to the front door. I rang the door bell and he answered, covered in sweat, in a really tight black tank top and really short and tight gray shorts. With white Athletic shoes and no socks. He apologized for bothering me so early on my day off. I said not to worry about it, he asked if I had any difficulty finding the house. I said no, said I loved the house, and that it was beautiful. I noticed there were several uopened boxes and others half unpacked. As he gave me a quick tour of the house he said he gone through a divorce 8 months before and was looking for a new start here. I hoped he had success. He asked me if I had a wife or girlfriend. I laughed and said I would need to be able to talk to girls or women to be able to get one of those. He asked if I was shy and admitted that I was uncomfortably so. He pointed out that I was talking to him and I said, thats because you are guy. He said you work with the strengths you have. I felt that was a bit odd. But then we came to his office and I went in and started working on his laptop and his home system. I figured out what the issue was rather quickly and fixed it. I Called him in, and showed him what I did. While I was showing him, he leaned in, and I could smell his musky cologne, BO and what I thought was sun screen. It was intoxicating and my little pecker started to come to life. I was hoping he would not notice, but my running shorts did not cover much. So after we were done we went back into the living room, he asked me if I could stay a bit and did I want a drink. I said yes, he said he had gatorade or water. I said gatorade. I went over and sat on his big white over stuffed leather couch. I loved how it felt. A minute later he came over and sat right next to me. I mean, right next to me. Since I am a bit shy I was a bit uncomfortable but did not say anything. His left leg was less than an inch from my right leg. He handed me my drink and I took a swig. I swallowed at the same time he put his hand on my bare knee. I gulped the rest of the gatorade down. I looked at Bob and he was smiling at me. He said thanks for giving up my saturday morning. I said it was not a problem. He slid his smooth hand down my leg. And said when he and his husband had divorced, he did feel attracted to anyone. But when he saw me earlier in the week, he felt something. By now my head was spinning. Husband? He is gay? I thought to myself. And my pecker, got even stiffer at that thought. i sat there, not knowing what to say. Which is not a surprise for me but this time around it was especially shocking. I finally in almost a whisper said, "You were married to a Guy? " His smiled on his dark skin broadened exposing a mouth full of perfect white teeth. And he leaned in and Kissed me on the lips. It was quick. just a peck, kind of like your aunt would give you. But then he stopped and came back for a second kiss, in a split second and this time it was harder more forceful and his mouth opened and his tongue pressed agianst mine. i Opened my mouth and let his tongue in without even thinking about it. Bells were going off in my head, my cock was no so rigid it was tenting my black running shorts. He stopped, kissing me and said yes. I was married to a guy and yes I am gay. While he said that I was catching my breathe and trying to clear my mind. It was flying at 1,000 mph. He then said my gaydar said you were gay? But it looks like you did not expect this. And I said "well like I said, I am shy I do not expect any physical conduct and up until 3 days ago I thought I was straight. BUt not so sure now. He looked at me deeply with his deep dark brown eyes and moved in slowly and kissed me again. But this one did not last as long. this time he started to slide down and kiss my neck, and then helped me raise my tank top over my head. He made a coment about the sweat. I apologized in embarrasment. He said don't. I love Sweat. He then move to my tits first sucking and licking the left one and then the right. Both were rock hard. THen he licked down my chest commenting on how in shape I was. His strong hands cupped my butt cheeks first giving them a good hard flirtatious squeeze and then with his hands, slid my equally sweaty running shorts down. THey were the kind with the inner lining so I did not have to wear underwear as I ran. My Uncircumcized cock sprang to life. Its 6 inches long. Not big but very wide around. He looked at it and said wow thats nice. I was shaking with fear, I was still a virgin. I had never had sex with anyone let alone a big handsome guy 12 years my senior. He noticed my nervousness. And said relax, and asked me if I wanted him to continue. I shook my head yes, vehemently. He smiled and cupped my two balls in his strong hand and ran his thick rough tongue over my veiny cock. He stopped briefly and said he had never blown an uncirmcized cock before, but without waitng for a response, he stuck his tongue in my tip and started sucking and licking my cock. I was so excited, I almost splooged right then but I held off. I did not want to ruin the fun. BUt needless to say it had been so long and I was so excited it only took him a couple of more sucks before I was blowing into his mouth. He raised up off of his knees and putting both muscular arms on either side of me on the couch, he rose up and kissed me on the mouth. i tasted my own siemen in his mouth. It was hot and salty and tasted good and wierd at the same time. He pulled back from the kiss and I saw some of the cum dripping out of his mouth. I licked it off. He stood up and said Lets go to the Bedroom. I need to fuck your ass. He held out his hand and I put my hand in his he helped pull me up. I was now standing completely naked in front of this God, and he was still completely dressed. I leaned in and this time, it was I that kissed him. I kissed him long and slow and our tangues were playful as they bounced between our mouths. I led me up stairs to the master Bedroom. Where he led me over to his king size bed, and pulled back the covers on one side. I turned to face him and helped him pull his tank top off and then helped his shorts dropped, at the same time he kicked off his flip flops. I kissed both of his tits. He had a perfect tan line between his perfect torso and his pelvic region, his cock was circumcized and was hard standing attention about 9 inchies. Thinner than my but damn hot. He nudged me onto the bed lightly and I sat. He said he would be right back. He said to lie down on my back and put a pillow under my excited ass. He went into the bathroom and came out a few minutes later. He smelled of more cologne and mouth wash. I was wondering if I needed some. But then said fuck it. He had not complained up till now. He said next to me on the bed and pulled open the night stand drawer next to the bed. Bob said, Am guessing your ass is virgin. I could not speak at t hat point. I Shook my head yes. He pulled out a big bottle of anal lube. And squirted some on his cock and some on his left hand. He massaged it into his cock. Suddenly a fruity tropical smell invaded the big room. He took one fingure and slowly put it into my Ass. I gasped and let out a gasp. He goes "Did that hurt? I said only a little. He said it will hurt in the beginning but it will get better. And it did the pain went away quickly. He then put two fingers in and I closed my muscles around them. He looked at me and smiled. He put in a third finger and I responded again. He fucked me with his fingers, in and out a few times and them leaned in and kissed me and said "get ready sweet heart.' I took a deep breathe, he got onto the bed and pushing my legs open, I wrapped them around him, he lay prone on my body. His heat and cologne and musky smell were intoxicating. He then positioned himself and slid his cock head into my pussy. THe Feelings were intense. I felt pain but I also felt extreme extacy. He stopped at his cock head and said he would wait till I was ready. I said, PLEASE keep going, with a sense of urgency in my voice. He slid a bit more. It hurt a bit more but went away even quicker. And then I felt his pubic hairs tickling my ass. He leaned in and kissed me. And then he slid his big cock out and waited a second. In that second, I felt empty and longed for it to return. He pushed it back in, and out and kept picking up speed. Soon we were both drenched in sweat, and he was pumping away. In the silence of the room, I could hear the slapping of his balls against my hard ass, and the smell of sex, ass, and cologne in the air. I could not believe how long he kept at it. My own cock was now rock hard and I just barely touched it and I splooged yet agian, this time my come came out even thicker and smearted on both my skinny chest and his beefy hulky chest. He kept pumping forward. Finally after what seemed like for ever he came deeply into my ass. I could feel my ass filling with his nectar. Finally his sweat covered body collapsed on my sweaty body. THe sheets were soaked and we lay their in our mess. He slid off of me, his now limp penis sliding out of my ass. He lay next to me and put his strong arms around me. He laughed and said when I asked what he was doing, while we were on the phone, he said he had been jacking off thinking about this, so he could last longer. We were staring directly into each others eyes. I looked over at the clock on the night stand as I went to sleep. It was only 9 AM.