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My first time in stockings

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It was early May and I was finishing up the last month and a half of the 7th grade. I would be turning twelve in June. One Saturday afternoon, I went with two other guys from my class, over to my best friend John’s house. We were going to play hide and go seek. When we got there, we put in our potatoes and determined who was going to be ‘it’. Paul was ‘it’ and I went and hid in the laundry room. I was only in there for five seconds when I saw a pair of Mrs. Beck’s tan pantyhose hanging out of a laundry basket. Mrs. Beck was an attractive petite woman in her mid-forties. She had great legs and she always seemed to be wearing pantyhose, even with shorts in the summer time. I loved looking at her legs when I was over there. I had always liked the way pantyhose looked and felt since I had been very young. This was the first time I had the change to examine her hosiery closely. I carefully pulled them out of the basket and stuck my hand up inside one of the legs. I pushed my hand in until my fingertips were up against the sewed seam that held the reinforced toe together. I pulled it over my elbow stretching it tight so I could see the ‘grain” and weave that the nylon strands make. That always gave me a boner. The smell of them I liked too. "What are you doing with those"? I heard Mr. Beck’s deep voice say, as he opened the laundry room door and caught me with the hose stretched over my left arm. He was tall, about 6’1” at about 210. He was good looking man in his late forties. He had dark brown hair and he worked out with his weight bench a lot in the basement. He startled me. I looked up at him and I didn't know what to say, I was busted. Fear swept over me. What would my Mom, and Mrs. Beck say when he told them he caught my playing with her pantyhose? To my surprise, he closed the door behind him, squatted down, took me by the forearm and said, "I just love pantyhose, they feel so nice"? I just looked at him saying nothing. He rubbed the back of my hose covered hand across his cheek and over his lips. “Don’t worry, I won’t tell anyone”, he said as he got up and he walked out closing the door behind him.
About two weeks later I went by to play with my buddy John. I rang the doorbell and a few seconds later his dad opened the door. “Is John here”? I asked. “No, he isn’t here. He’s out with his Mom till 7 or 8 tonight”. “Thanks”, I said as I turned to leave. “Hey, you wanna come in? I can show you some of Mrs. Beck pantyhose.” I couldn’t believe it! “She has some really nice ones, and some great stockings too”, he added in a very easy going sort of way. I was in shock, stunned but thrilled. I was about to have approved access to Mrs. Beck’s pantyhose, and stockings! I might never get a chance again I thought to myself. I turned back around to face him and before I said anything he said, “Come in”, motioning me inside with his head and opening the screen door wider. I said, “Sure, I guess”, and went in. On the way to the living room he turned to look back at me following him and he said, “If I show them to you, you can’t tell anyone”. I was so freaked out that I couldn’t speak, just shook my head yes. We went inside and I followed him to the living room. “Have a seat”, he said pointing over to the couch. I sat down on the couch, with a nervous, funny feeling inside. “Wait here, I’ll be right back”, he said. He went to the kitchen and came back a minute later with two cans of Coors. “Wanna beer”? He asked holding the can out in front of me. I though, wow this is cool. “Sure”, I answered taking the beer. “I was about your age when I started liking stockings and legs”, he told me. “I had a teacher who had great legs, I used to stare at her stockings all day long”, he added. He also told me he that was about my age when he had his first beer. We sat on the couch drinking the beer for ten or so minutes. I could feel the buzz after only a few sips. “Wait here”, he said getting up off of the couch. He went up the stairs and came back down about two minutes later with an arm load of pantyhose and stockings. There was black, taupe, blue, coffee and my favorite, beige! He put them down in a pile on the couch next to me and sat down. He picked up a beige stocking, and put his hand up inside just as I was doing when he caught me two weeks earlier. He was rubbing it on his face and sniffing it. “I really like how smooth they are and how they shine in the light”. I didn’t say anything. I just picked up a shear black stocking and did the same thing he was doing. He kept looking over at me as I played with the pile of hosiery that was on the couch between us. “Nice huh”? He asked me as I sat marveling at the hosiery. I was so distracted by the pile of stockings that I didn’t notice that Mr. Beck’s left hand was now on his crotch. He had started rubbing himself while we were sitting there playing with the hosiery. When I saw him doing that, it made me uncomfortable and nervous. He saw that I had noticed and he quickly asked, “Do you get a boner from pantyhose?” I didn’t know what to say, I shook my head yes without thinking. “Me too” he said. Two or three minutes passed while he was making no effort to hide the fact that he was rubbing still himself. “You know what I love to do with stockings”? He asked. I said “What”? Without saying a word, he stood up and undid his pants. He bent over pushing his jeans and boxer shorts down to the floor around his ankles. When he stood back up, I saw his dick. “God that thing is big!” I thought to myself, having never seen a grown man’s cock before. It was very hairy too. Something I was also unaccustomed to. He looked down at me and again said, “You have to promise me you won’t tell anyone, I mean anyone about this, it would be big trouble for both of us if anyone finds out”. My head was spinning, I could hardly breathe. I swallowed a sip of beer. “I won’t”, I found myself uttering almost involuntarily as I looked at Mr. Beck’s giant half hard dick. He slid the beige stocking he was holding on over his cock. He pulled it down until the head of his cock was pressing against the inside of the slightly darker reinforced toe. He began lightly stroking it with the tips of his fingers. I could see that his dick getting bigger and bigger. He was now standing in front of me with his cock fully erect. It was about 7.5 to 8 inches long and kinda fat. “This feels so good”. He told me. I could see a wet spot forming where the tip of his cock was pressed up against the toe of the stocking. I could also see that line of shine in the light as it shone on the shear stocking that was now stretched tightly over cock. “This feels really good”, he again said looking down at me sitting on the couch. “Why don’t you try it”? “I don’t know”, I said. “I won’t tell anyone” Mr. Beck told me. He took a step back as I stood up. I took my pants and underwear down. I was worried that he would think my dick was small but he didn’t say a word about it. I put the black stocking I had in my hand on over my dick. It felt really good as it slid over the head of my cock. I pulled it down tight, just as he had. The darker reinforced toe covered almost my entire cock. I began to stroke it with my fingertips just like he was doing. Mr. Beck asked, “How does it feel, do you like it?” “Yes”, I told him. I was really, really nervous. We stood there together working our cocks with Mrs. Beck’s hot sexy stockings! I couldn’t take my eyes off his huge cock! I kept looking at it! He saw that I was mesmerized by it and asked, “Would you like to touch it”, motioning to his huge cock with his head. “I- I don’t know”, I answered. I could feel a wave of fear come over me. “Just hold it for a minute,” he said as he stepped closer reaching out his hand. He took hold of my hand and placed it on his cock. As soon as my hand touched it, he tilted his head back, looked up at the ceiling and let out a kind-of half moan half grunt. I couldn’t believe the size of it, I couldn’t come close to touching my pointer finger to my thumb! I could feel that it was hot! It felt unreal! It was swelling and pulsating in my hand! He gently squeezed my hand around it and started moving it slowly back and forth, back and forth up and down over the length of it. “OOHHH, that’s it”, he said, “Just like that”. He let go of my hand and said, “Keep going”. After a minute or two, he reached over and began touching me. It felt so good that I came in about 30 seconds! There wasn’t much cum, but I could see that it was soaking through the black nylon that was on over my cock. He said, “Don’t worry, that’s what is supposed to happen”. “I wanna cum too”, he added. I was jerking him off with the shear beige stocking on over his cock for what seemed like 10 minutes. Every once in a while he would say, “Oh yeah”, or Ooooo, that’s nice, just like that.” I noticed that the wet stain at the reinforced toe was now much bigger. My arm was getting tired and was starting to hurt. “My arm hurts” I told him. “You can’t stop now, just a little longer, please”, he answered looking down at me with a smile. I kept stroking his big hairy cock for another few minutes. “I can’t do it anymore, my arm hurts”, I said. “OK, you can stop”, he said and we sat down on the couch. “I know what will help me to cum faster”, he said, “I’ll need you to do something for me”, he added smiling at me again. “What” I asked. “Wait here, drink your beer, I’ll be right back”, he told me. He ran back upstairs and came down a minute later with a pair of very shiny four inch black leather open toed pumps, a pair of red satin panties and a black garter belt. He held them out and said, “Will you put these on for me”. “I, I don’t really-“, I started to say when he interrupted me to say, “Please, you got to cum, it’s not fair if I don’t”. “I don’t know if I should, I feel funny”, I said. He sensed my apprehension. He said it again, this time a bit more forcefully, “Put these on, seeing you in them would really turn me on”. I sat down and took off my sneakers. I took my pants and underwear off from around my ankles. “I can help you with this”, he said holding out a black garter belt. “Stand up and turn around”, he said. I stood up feeling really embarrassed. He reached around me and latched the garter belt around my waste. “You are a little thinner than Mrs. Beck”, he said. (I was about 4’ 6” at the time and had a medium build for a kid my age) He asked me to sit down and I did. He took one of the beige stockings from off the couch and knelt down on the floor in front of me. “Hold out your leg and point your toes”. He said with a smile. I lifted my right leg and pointed my toes. He rolled up the stocking making sure that the seam would be at the back of my leg when he put it on me. He began to slide it up on to my foot, up over my knee and up to the very top of my thigh. “Mrs. Beck is a little taller than you too”, he said as he folded the slightly darker top of the stocking down and under itself so it was no longer too long for my leg. After the other stocking was on, he asked me to stand up so he could attach the stockings to the clasps. He fastened the stocking tops to the garter straps and adjusted them to make up for my being shorter than his wife, pulling them tight very quickly. He was an expert at this! “Turn around, I have to make sure the seams are straight”, he said. I turned around. He began shifting the stockings on my legs by pinching them in his fingers pulling them left here and right there. These were the real deal! Fully fashioned stockings! They were a bit too big for me and they were a little loose, forming wrinkles at my ankles and my knees. They were so shear that you could hardly tell I had them on! All you could see on me was the darker wrinkles at my ankles and knees, the reinforced heel and toe, the line in the back of them and that awesome shine! “Perfect”, he said sliding his hands down the entire length of my legs. He picked up the red panties and held them out in front of me so I could step into them. I put one leg in then the other. Mr. Beck slid them up my now nylon covered legs and fixed them around my waist. “Have a seat. I’ll help you with the shoes”, he said. I sat down and he got on his knees on the floor in front of me. His cock was still erect. I noticed clear precum was dripping down an inch off the head of it. Picking up one of the shoes he said, “Give me your left foot”. I picked up my foot and placed it in his hand. He caressed my foot for a minute, squeezing it softly and rubbing my high arch with his thumb. He brought it up to his face and sniffed it and rubbed it on his cheek and lips. I was just looking at him as he did this. I couldn’t believe it and I couldn’t move! He very slowly slid the heel onto my foot. I noticed that he was looking very closely and my legs and feet as he was doing this. “It fits”, he said with a smile as he was picking up the other one. He again very slowly slid it on looking up and down my nylon covered legs. I looked down and I could see my nylon covered toes peeking out of the sexy cut-out in the toe of the heels. I thought, wow, my legs look great, just like a woman’s!
After I had heels on, he sat down next to me on the couch and put his left hand on my thigh. He was again rubbing the nylon back and forth with his thumb. He did this for a few minutes while we talked and drank more Coors. His cock was still erect and there was clear precum running down the side of it. He stood up and walked to the middle of the room. He turned to face me saying, “WOW, you have great legs”! I was so embarrassed! “Cross your legs”, he asked. I crossed them. “Ohhh that’s hot”! He said. He stood there looking at me and my stocking clad legs and he began to stroke his cock. He walked back over to the couch and sat down next to me. He pointed across the room with his right hand and said, “Walk over there, I want to take a look at you”. I stood up, my ankle twisted and i fell down onto the couch. He laughed and said, “OK, can you crawl over there”. It was really hard to walk in those heels! I crawled on all fours across the room to the door. When I turned around, he had gotten up and was standing in front of the couch with the stocking still on over his massive cock! He was jerking off while staring at me with a kind of crazed look on his face. “You look so fucking sexy”, he said. “I love the way your legs look in those fucking stockings!” Then he said, “It turns me on and makes my cock really hard”! He sat down and took the stocking off of his cock. “Come over here, sit down”, he said patting the couch next to him with his hand. I got on my hands and knees and crawled back over and sat down next to him. He reached over taking my legs in his strong hands saying “Put your feet up here”. My beautiful nylon clad legs and sexy feet were now lying across his lap. He was caressing and stroking my legs with his hands as he looked them up and down from the tops of my stockings, to the tips of my shiny red open toed pumps! “I love the way they wrinkle at your ankles”, he told me as touched them. He put one of my legs on each side of his hot throbbing cock and held my feet together with his right hand. His cock was now between my legs just above my ankles and below my calves. “Ahhhhhhh”, he gasped as he looked up at the ceiling and started to move my legs up and down around his cock. That freaked me out, I was stunned, I couldn’t move. “You do it”, he told me as he took the heels off of me and put my feet on either side of his cock. He sat back clasping his fingers behind his head. I was moving my legs up and down so that his cock was rubbing on the nylon between my legs and feet. I did that for three or four minutes while he was transfixed on my sexy legs. He let out a loud moan and said “Ohhh shit, I’m gonna cum”! Almost immediately he was shooting his thick hot cum up into the air! It went a two feet into the air! When it landed on me, I could feel that his sperm was hot on the tops of my feet and on my shins. He shot out 5 or 6 thick ropes of it! I had never seen that before, it was amazing to me. He was now shuttering and milking the sperm that was left inside of his cock on to my legs and feet. When he was done working all of the sperm from his cock, he stood up and repeated, “You can’t ever tell anyone about this”. I was stunned so I just nodded. He got back down in front of me again and helped me take off the cum soaked stockings that I had been wearing for his pleasure. His sperm was now cold on my feet as he slid the stockings off of me. I got dressed and we walked to the front door. As I was going down the steps to the walkway he said, “Wasn’t that fun, I hope we can do it again sometime, wadaya think”? “I- I guess so” I answered looking away too embarrassed to look at him. “Good, I‘d like that, see you later”, he added as I turned and walk over to my bike.

9:16AM, 11 May 2011 PDT
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Fantastic story!

ages ago
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Very nice I wish I could have been the boy

ages ago
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Very hot! Did he get another boner? Did you do it again?

ages ago
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What a very sensual story. One of my crossdressing pleasures has been to masturbate with a 15 denier nylon stocking like the one that I have placed on my member right now.

ages ago
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