Date: Wed, 28 Feb 2024 19:06:53 +0000 From: Kevin Webster Subject: Mr. Lynn, The Bespoke Tailor All the usual disclaimers apply. The following story is entirely fictional and contains explicit descriptions of sexual activity between adult males and a teenage boy. Read no further if you are under the age of 18 or offended by such material. Please consider donating to Nifty at https://donate.nifty.org Gay / Adult-youth: oral, anal, M+/t - - - - - Mr. Lynn, The Bespoke Tailor It was my 14th birthday and my mother took me into town to buy me a new suit. We went to Dunn & Co., bespoke tailors. Mr. Lynn was the tailor, and he showed me some styles to choose from. When I made my decision, he took me into the rear fitting room to measure me up; while my mother went next door to the hairdressers. Mr. Lynn took my arm and chest measurements first. Next, he needed to measure how long the jacket would be, so he held the tape to my neck and let it fall down my back. He touched my arse-cheeks as he held the tape straight, and I gave out a little gasp. "I'm sorry about that," he said, as I blushed. "That's okay, sir," I said, as he touched my arse-cheeks again. Next, he had to take my waist measurement; and to do that, he got really close and put his arms around me to get an accurate measurement. I could feel his breath on my neck, and it felt really good. I was beginning to feel warm now, and as he let the tape go, he brushed my arse-cheeks again. "Is sir happy, so far?" he asked. "Oh yes, sir," I managed to splutter, as my cock began to rise. Mr. Lynn said he was going to enter my measurements into his appointment book, and would be back in a few minutes. However, before I had time to think of a way to deflate my cock, Mr. Lynn came back into the room. "Okay," he said, "let's finish off the measurements, shall we?" I had to stand with my legs slightly apart, so that he could take my inside-leg measurement. He knelt down beside me, held one end of the tape against my crotch and tried to read the measurement. "No. That's not quite right," he said. "Let's try that again." He pushed his hand against my tiny ball-sac and held it there. "No. Still can't get there," he said. "Can you take your trousers off for me please." As I did so, he remarked on how nice my briefs were. "Mmmm. Blue and white Y-fronts," he said. "They won't let your willie hang loose. They're ideal for the job." He then proceeded to measure my inside-leg again. The top of the tape was held tightly in place as he took the measurement. However, he kept his hand against my ball-sac for a long, long time. "Yes," he said. "You're such a beautiful boy; and you're going to break a lot of hearts before you're fully grown." He was now rubbing the top of my bare leg, and encouraging my little stiffy to get even more erect. I nearly fell over and had to grab hold of him to steady myself. His hand quickly grabbed hold of my cock as I did so. "Are you okay, young man?" he asked, as he gently squeezed my cock. "Yes, sir," I replied. "I lost my balance, that's all." He kissed my forehead and said that he had everything he needed for now. "I'm going to make sure that this suit is the best ever," he said, as he squeezed the bulge between my legs. "A handsome boy like you needs the best." Just then, my mother came into the shop. Mr. Lynn said he had finished for now, and that the suit would be ready for the first fitting in four days time, at around 4:30pm. Any alterations could be sorted out then, before the final fitting. "Oh, I can't make it then," said my mother. "It's okay." I said. "I can come in on my own, after school. It's only a fitting." My mother agreed, and so we said goodbye to the tailor. And as I left, I turned back and smiled at Mr. Lynn. ~ ~ ~ I wore my tightest briefs on the day I visited the tailors again. I arrived at Dunn & Co. a little after 4:30pm, and Mr. Lynn was there, waiting for me. "Go right through to the fitting room," he said. "I just need to lock up." I looked at him with a questioning look, but he told me that he was the only tailor on duty, so he didn't want the bother of having to interrupt the fitting to serve someone else. The moment we were in the fitting room, he told me to remove my school uniform and hang it up. I quickly removed my blazer and dropped my trousers; and as I did so, Mr. Lynn gave out a low whistle. "Well, don't you look sexy in your tight, white briefs," he said, smiling. "Take off your shoes and socks, so I can see you in just your Y-fronts. How tight are they?" "Pretty tight," I replied, as I removed my shoes and socks. "Let's see," he said, as he put a finger in the waistband, just above my cock. My cock got hard in an instant. I could feel the tip of his finger touching my little mushroom cock-head, and secretly I wanted him to pull down my Y-fronts. "They are way too tight," he said. "I need to see how the suit trousers will look when you're wearing boxer shorts." "I don't wear boxer shorts," I said. "But I know what you mean." "Good boy," he said. "Now, let's get these off and see how big you are down below." I felt his hand on my arse as I stepped out of my briefs. He then squeezed my arse-cheeks and took hold of my stiffy. I felt so good, standing there in the nude. "Tiny and rock-hard," he purred. "Just the way it should be .... And a nice small ball-bag to go with it. A superb matching pair." I blushed and smiled, and checked out my naked stance in the full-length mirrors. ~ ~ ~ Some 10 minutes later, Mr. Lynn and I were both stark-bollock-naked and rolling around on the carpet. I wanked him off, he sucked me off. I just couldn't believe how lucky I was, or how big Mr. Lynn's cock was. "Squeeze it real tight, boy," he said, as he stopped sucking me for a while. "Now, let's see how tight your hole is." I felt his fingers exploring my arsehole. He then told me to suck his cock, which I did with pleasure. A few minutes later, he came in my mouth with what felt like an explosion; and as I tried to swallow his seed, he slapped my arse-cheeks and yelled, "Fuck! Fuck! Fuck!" ~ ~ ~ I skipped school the next day, and joined Mr. Lynn in his car. As he drove me to the party, Trevor (Mr. Lynn) asked me if I'd ever been arse-fucked. "If you mean a cock in my arsehole," I said, "then no." "Excellent!" he said, as he rubbed and squeezed my thigh. We arrived at the party around 10 o'clock in the morning. Trevor turned right, into a tree-lined drive, and told me to take all my clothes off. He wanted me to arrive at the Manor House in the nude - the Manor House was located in the middle of nowhere, and was surrounded by dense woodland. I stood in front of a large oak door, shivering in the morning air. Trevor was also stark-bollock-naked, so I didn't feel too silly. Lionel, a man in his 60s, opened the door and welcomed us in. He too was stark-bollock-naked, and seemed very pleased to see me. "Hello, Trevor," he said. "It was extremely short notice, but I managed to get the Crazy Gang together for today's fuck-fest. And now I can see why you were so keen to share your good fortune." "Sorry for all the rush," said Trevor. "This is Kevin. He's just turned 14 and needs to be fucked good and hard." "Welcome, Kevin," said Lionel. "You must come through and meet my friends. They'll be so pleased to see a bum-boy in his birthday suit." Lionel led us into the lounge, where three more naked men sat. "This is Kevin," announced Lionel. "And of course, you all know Trevor, the Scoutmaster who leads the 1st Naked Nippers Troop." The three men raised their wine glasses and cheered as I made my entrance. I was then given a glass of white wine, and drank it down in double quick time, I was that nervous. "Here, have another," said Trevor. "And try to make it last a bit longer." "Mmmm. A beautiful virgin hole," said Lionel, as he squeezed my arse-cheeks. "Let's get you washed and ready for the marathon ahead." All the men were playing with their cocks when Lionel and I returned from the bathroom. The wine had definitely helped me cope with the embarrassment of the big clean out, which Lionel seemed to enjoy doing. After another glass of white wine, I was led over to the men and told to suck cock. The party was to begin with a cock-sucking preamble, which would last a good hour. "Heaven, pure heaven," said Toby, a horny 60-year-old man with a pencil-thin cock and an insatiable appetite for underage sex. He loved hosting the 1st Naked Nippers Troop on his farm. Having naked Boy Scouts on his land, and under canvas, was a real treat for the old man. And his annual barn dance, gang show and jamboree were a must to see. Harvey, another old-aged pensioner, put something to my nose and told me to breathe in deep, which I did. I later found out that I was sniffing alkyl nitrite (poppers). The next thing I felt was Arthur's awesome cock in my hole. The old man was the first to fuck me that day. Apparently, he had won the draw to deflower the virgin. I began to yell when Arthur handed me over to Lionel, the man with the largest cock in the house. He really made me sweat as he took his time to ravage my "sweet hole." I was a "slut" one minute, then a "tart," then a "bitch." The man kept calling me names has he humped my arse. "This boy is the best, Trev," he said. "And he's not a Scout, so sign him up as soon as possible!" "Will do," said Trevor. "He'll look good in and out of uniform." "Too true," said Toby. "He'll look good under canvas on the farm." Trevor was the last man to fill my arsehole with spunk that day. I had the stuff dripping out of my hole as I gulped down more spunk between sips of wine. I was drunk, and needed to sober up in front of Toby's camera before I went home. A hot bath helped, which was also captured on film by Toby. The farmer had hundreds of photographs in his personal collection. Dozens of naked boys had posed for the man over the years. The walls of his darkroom were covered with black and white images of boys, both in and out of Scout uniform. I still felt a little woozy as I got dressed beside the car. Lionel waved us off as Trevor drove away from the Manor House. We were both really tired and happy, but not too tired to pull into a secluded lay-by and stroke our cocks again. Of course, we were both back at the Manor House the following week.