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Trouser Fitting

Posted by: SoloTouchArchive Author: HarryCovair Posted on: 24 Jan 2006 2 comments
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I got a lot of good feedback on my other stories, so I thought I'd relay this one.When I was getting ready to graduate from high school, I needed to get a suit, so my mom took me to a department store that had fitting rooms and a man who would measure the suit on me and have it altered to fit.It was a warm day as I remember because I was wearing shorts. We went in and an older man was there helping us. He was about 50 or so and very thin, with a pencil thin moustache and slicked back hair. We agreed on a suit and he told me to go try it on. He and my mom were talking outside the room.It fit pretty well, but the trousers needed to be hemmed. When I got the suit on I came out of the fitting room and stood on a platform so the man could measure the legs. I had no idea what was going to happen, since it was my first suit, so I just stood there while the man measured me. My mom was watching the whole time. The man kept running his hands up and down my legs and at one point he even touched my cock. I looked into the mirror and I could see my mom give a slight grin. She had seen what he had done, but didn't say anything.The man was acting like he needed to smooth the fabric down and he brushed his had over my cock again. That made me get slightly hard, since I hadn't jerked off for a few days. My mom settled into a chair and just watched what was happening. I really didn't know what was going to happen, but it felt really good, so I just let it happen. Slowly, my cock began to get harder and harder until it was obvious that I had an erection. The front of the trousers were tented up, and the man kept looking at my cock, then at my face, then at my mom. Mom was trying to act cool, like she didn't know what was happening.The man turned to my mom and said that he was done with the measuring, but that he needed to make some more alterations in the dressing room with me. He asked he if that was okay, and my mom said sure.We went into the fitting room and he told me to take the trousers off. I was rock-hard, but I did as I was told. Once I got them off, the man asked if I had erections a lot. I told him I did. He asked if I ever jerked off to get rid of them. I said sometimes (not wanting to let on that the person right outside the door was who had helped me out the most). He said he would be happy to take care of it for me. I said okay, since I was so worked up. He knelt down and pulled my underwear off. My cock was right in his face and he started stroking it. It felt very good to have him do that. He was definitely an expert. I wonder now how many young men he stroked off in that little fitting room. He was very bold too, with my mom just outside. It didn't last more than maybe 5 minutes before I whispered to him that I was going to come. He started going faster and put the head of my cock in his mouth right before I came. He sucked my and swallowed while I silently orgasmed. I held the back of his head to keep my balance.When I was done, he pulled my underwear up and told me that I had done very well. He wiped his mouth and smiled, whispering to me to keep quiet about what had happened. I nodded. I got into my shorts and we went outside to see my mom. When we were leaving the men's department he said come back anytime if you need another fitting. Mom said we'd be sure and ask for him. When we got to the car, mom asked me if I liked having my "fitting." I said I did, and blushed. She said she knew what my fitting was all about. She said that she had heard from one of her girlfriends that the man in that store gave special fittings to boys and she wanted to give me that little present.I got "fitted" by that man about a dozen more times that summer. He never asked for anything in return. I did hear he got fired several years later, but by that time I had moved on. I wonder what ever happened to him.