14 years ago I posted a couple of stories from my first sexual experience, which…
The New Suit
This is just a short story about an interesting experience I had a few weeks ago. First I should explain that I have always been a bit anti-gay. I had not hated them or anything, but I was always sort of intolerant of them. I never would have done anything to hurt them but I never wanted to be around people I knew were homosexual. AS long as they left me alone, I left them alone.
Anyway on with the story. I had recently inherited a fairly large sum of money form a favorite uncle. He had never been married and had no other living relatives except for my sister and I. I wasn’t sure about how to handle the good fortune. I had been raised by my parents to be very conservative, at least about my finances. However I figured I would splurge on a couple of items I had always wanted but could never afford. I had wanted a really nice tailor-made suit and now I could afford it.
I went to an exclusive men’s store that my uncle used, to pick the fabric and get my measurements taken. The man who owned the store had known my uncle well, as he had been a long time customer. I was to find out that my uncle was more than just a customer to him. He said that he was alone in the store, so he locked the door and took me back to his measuring room and had me disrobe down to my under shorts. While he worked taking my measurements he talked about my uncle. He told me what good friends they were and how they played golf and went on hunting and fishing trips together. As he was measuring my inseam he mused that I certainly took after my uncle, as my measurements were nearly identical. His hand brushed against my cock as he held his tape for the measurements. That was closer than any other man had gotten to my cock. For some strange reason my cock stirred a bit and grew a little. I pretended not to notice, as I was a bit embarrassed. He wrote down a measurement but then said he needed to double-check it. Again his hand brushed against my cock and this time I grew even more. He was gazing at the growing bulge in my boxers and my cock grew into a full hard-on. He said “Oh my! You are even bigger than your uncle.” At that moment my cock popped out of shorts like a flagpole. It was only inches from his face. I didn’t know what to do. He was licking his lips and staring at it. As if in slow motion his hand came up and gripped my cock. He said, “Oh it’s such a lovely cock.” He stroked it slowly and touched my balls with his other hand. I was in shock I think. No man had ever touched my cock before. The crazy thing was I liked it. He pulled my shorts down and held my cock in his hand as his tongue went out and licked the tip. It was like an electric shock. I gasped as he took my cock head into his mouth. He then leaned back a bit and my cock came free of his mouth. What was he going to do next? My god he was measuring my cock. He measured the length and the circumference. “Yes” he said, “you are longer and larger around than your uncle. It was then that I realized that the rumors I had heard were true, that my uncle Albert had been gay. He then took me back into his mouth and sucked and licked me with wild abandon. He was going to make me cum very quickly. He was toying with my balls and my ass as he sucked. I gasped that I was about to cum and he took my cock all the down his throat clear to my balls. I grabbed the back of his head and held my cock in his throat until I had shot my last spurt. He was gasping for air when I pulled out. He said “Oh my god that was wonderful, you have an amazing cock.” I didn’t know what to say. I just stood there still shaking from my incredible orgasm. He reached out and squeezed the last drops of cum from cock and licked them off with his tongue.
Then all of a sudden he was all business again and told me my suit would be ready for the final fitting in about three days and that he would call me with the time to come in. I thanked him, put my clothes back on and went home. That night I lay awake for a while wondering if I was gay too. My cock got hard thinking about that incredible blowjob and I ended up jacking off before I went to sleep.
Three days later I got a call to stop by for the final fitting. I was to be there at 5:00 pm. I was a bit apprehensive and a bit excited as I wondered what was going to happen. I arrived at exactly the time specified and walked into the shop. He greeted me warmly and asked that I call him Michael and not Mr. Blank. I noticed that no one else was in the store and that he again locked the front door. We went to the back and I removed my clothes and put the new suit on. I thought it fit wonderfully, but Michael did a couple of small adjustments and then proclaimed it to fit. It looked fabulous in the mirror. I removed the new suit and stood talking to Michael for a couple of minutes. He reached down and cupped my balls and cock in his hand. He led me by my cock to a door that was locked. He unlocked it and we went in. The room was completely covered with mirrors, walls and ceiling. There was a full size bed, a chair and a chest of drawers. He removed his clothes, including his underwear. He was in great shape for an older guy. He said, “First let me get you in the mood.” He sat on the bed and pulled me toward him. He swiftly engulfed my still half hard cock with his mouth. In a few seconds I was fully erected. He sucked my balls and tickled my asshole. I noticed that his cock was sticking straight up and throbbing. It was probably as big as mine but he was circumcised. He sucked my cock slowly for several minutes. Then he opened one of the drawers in the chest and pulled out a bottle of lubricant and spread it over my cock. He got on the bed on his hands and knees and told me to slide my cock into his ass. I was a bit hesitant to do that but I got behind him and placed my cock head to his ass hole. I pressed forward and it started to slide in. He forced his ass back quickly and suddenly my cock was buried totally in his ass. It was a very different feeling than a pussy, tighter and it seemed to grip my cock like a glove. I started to stroke in and out and it felt good. He reached back and took my hand and placed it on his cock. That was a first for me, another guy’s cock in my hand. His cock was so close to mine in size that it felt like mine. I started to stroke his cock in time with my thrusts. It was almost like my cock was sticking through him and I was stroking my own cock. I was getting into this and was slamming my cock in and out like a jackhammer. I thought I should be getting close to cumming by now, but wasn’t. Michael told me that the lube he used had a chemical in it that made my cock less sensitive so it would take me longer to cum. I noticed that he had also put some on his cock. I kept banging away and was starting to sweat. Michael told me to pull out and lay on my back. I did and he got on top and sat on my cock. He bounced up and down on my cock as I stroked his hot piece of meat. Slowly I could feel the orgasm building. Then I was exploding with the most gut wrenching cum I had ever experienced. Michael’s cock erupted too and huge gobs of cum were shooting from it. His cum arched up and landed on my stomach, chest and face. I felt exhausted. Michael got off my cock and I expected it to be soft, but it was still fully hard. Michael said that was because of the lube he had used.
I was startled as the door of the room slowly opened and Michael’s assistant came in. She was a woman of about forty, but of strikingly good looks. She was totally naked. She said “Boy, that was some show, it got me really hot!” It turned out that she was watching us on a concealed video camera and she and Michael did this with a few of their favorite clients. She jumped on the bed and grabbed both of our cocks. We three spent the rest of the night fucking and sucking. By the way I never did pay for my suit.