Date: Mon, 12 Aug 2013 05:48:38 -0800 From: Jeff Howarth Subject: First Job in a hotel (pt 2) I wasn't sure which was bigger, the hole in my pocket which the $50 was quickly burning or the thought of having his mouth all over my cock again. Which ever it was I ran home as fast as I could stopping at the seven eleven on the corner of our block to pick up a few things. A box of chocolates for Mum and some peppermints for me to hide the smell of the alcohol. I split the $50 and hid $30 in my back pocket. Two minutes later and I was home explaining to Mum that I really was a good boy, I mean a really really good boy and I'd been given a tip for all my extra efforts in the restaurant. Seeing the $20 a huge smile crossed her face, I told her about working the whole weekend and that I'd been offered a room to stay in. She said it was fine for me to stay there all weekend if I wanted. I hope she didn't notice but my dick instantly started to swell in my tight fitting trousers. It was school the next day and I had to be out for the school bus at 8am but not before I'd sneaked into my sisters room and borrowed a pair of her panties, pretty pink ones with lace around the edge. I jumped back into bed, slid the panties on and very nearly shot my load just doing that. As the smooth feel of satin caressed my throbbing cock I gently rubbed, then I held it tight holding the material against the shaft of my cock, twenty seconds later I was cuming like a train. Hiding the panties I dressed, went downstairs and quickly ate breakfast. I told Mum I had a little homework to finish, rushing back up stairs I jerked off again, this time thinking about filling his mouth with my cock. Eight hours later and a loud bell sounded the end of classes, no time to waste I ran all the way into town and to the large department store. A little sheepishly I headed straight to the top floor, I stood before the lingerie section with my mouth wide open. Oh my God, there must have been a million pairs, black, blue, pink white, pretty bows, thin bits, fat bits. I could jerk off in a different pair every day of my life and there'd still be some left over to give as a christmas present. I picked two pairs and walked to the counter, the lady asked me who they were for? Opps, I'd been rumbled, I said my sister it was her birthday. I guess she believed me putting them in one of those smart bags she handed me the $10 change. I wasn't expecting any change, I knew instantly what I could do with it. Close to the bus station was that really smart hairdressers, I'd always wanted to go in there but never had the money. As I approached the door the man was just changing the sign to closed. I looked at him and smiled, he saw the disappointment in my eyes. He said if he was quick then he'd be able to fit me in. I went inside sitting on the big leather chair. I put the bag to the side and he covered me with a shawl. What's your name kid, he introduced himself as Ronny and then started to ruffle my hair telling me how pretty it was and what a good looking boy I was. He didn't see the bag by the side of the chair, kicking it the contents fell, as he looked down he noticed that I had gone bright red. Picking up a pair of pink panties he asked me if they were mine. Well er yes, I mean no, well I mean they are for my sister. Blushing even more I was also getting hard, thank god for the shawl. He put them back into the bag telling me not to worry he wouldn't say a thing, in fact he said I reminded him of his nephew Scotty and he wanted to show me a picture of him . Opening a drawer he pulled out a picture of Scotty, his hair tied in bangs, he was wearing a pair of blue panties, blue stockings and a blue chocker. Geez he looked like a little girl, I thought maybe he had a job at the hotel as well. My bulge started to grow and I was fumbling trying to get comfortable. Ronny the hairdresser said not to worry, that he'd shown the picture to loads of people and they also got hard, he said it was natural for men to get hard looking at pictures like this. He went over to the door and locked it telling me he didn't want anybody coming in now he was closed. He took the panties out of the bag again and asked me to tell him why I had them, I was a little shy and didn't feel comfortable but given he'd shown me the pictures of Scotty I thought it was Ok to share my story of what happened at the weekend. I chatted about the hotel manager dressing me as a girl, Ronny asked if the manager had touched me, Oh boy I was getting really hard now. My cock started to leak as I recounted how he had shown me some rude videos and then sucked me until I shot in his moth. I could see Ronny licking his lips as I told the story. Asking if I was comfortable the hairdresser removed the shawl whilst brushing bits of hair from my neck. He noticed the bulge in my pants and said to stand up and loosen my belt if I wanted to. My cock was straining and I was dying to release it. Look he said, the door was closed and no one was going to come in, he was fine if I wanted to take my trousers off completely. I did as he asked and sat back down on the leather chair, my bottom sliding because it was getting a little wet. He started to cut my hair again, asked me if I was thirsty and went off to bring us both a drink. I knew there was alcohol in it the minute I tasted it. I couldn't help but think of what happened in the hotel, I drank it all in one gulp, my cock twitched and I felt really really horny. Ronny the hairdresser started to tell me that his nephew had been to his house several times and had really enjoyed wearing the girlie clothes, in fact he'd helped Scotty a few times by preparing him. I was very curious, what do you mean, 'prepare him'? Well he said, because the panties were so smooth the best way to wear them was to have very smooth skin yourself. He asked me if I was going to go back to the hotel and help the manager choose the uniform the next weekend. Yep I said, my cock twitching as I said it. Ok, then maybe he could help me. As well as cutting hair he also did hot lather shaves he said. I hadn't a clue what he was talking about but it sounded OK and after all I did trust him, he was letting me sit there with a throbbing cock with no trousers on. A few minutes later he had reclined the chair and removed the shawl, he'd asked me to remove my underwear and I was lying in the leather chair almost naked apart from my T-shirt and my white sport socks. He stood at the side of me holding a shaving brush, dipping it into a tub of hot water and then rubbing it over the soap it became covered in lather. He rubbed the brush on my belly covering it with the soft soapy foam, he asked me to open my legs and a second later I could feel the brush slide between the cheeks of my ass. Oh dear, I was getting harder and harder, my cock stood tall and proud. Next he held my cock and used the brush to spread the soapy foam all over my balls. Oh God, I was going to explode. The whole of my private parts were now covered in a thick white soapy foam. Taking a razor he held my cock with one hand whilst expertly using the razor to remove what little hair I had. He cupped my balls in his hand carefully massaging them as more lather was applied, my bulging throbbing red cock was now all white. His hand moved gently up and down, I squeezed my legs together, I wanted to come right them but sensing it he stopped rubbing me. He took a towel and asked me to stand. I took another sip of a drink, I was getting to like this. He knelt in front of me wiping what little soap was remaining with a soft damp cloth. There he said you're all nice and smooth now, let's see what you look like wearing the panties. He held the pink panties as I raised each leg stepping into them. Pulling them up my legs he had to tuck my cock into them, it felt so good as his hand pushed it inside the lacy material. He stayed on his knees suggesting that it wasn't a good thing to go home with such a bulge in my pants. I shrugged my shoulders as he gently pulled the elastic away to expose my teen cock. Oh God, I was so wet, I was dripping. I felt his tongue circle the head of my cock, his lips drew it into his mouth and a second later I was all the way inside his mouth and his lips were touching my smooth belly. He held me for ages and ages, holding my bottom firmly he sucked and let his tongue flick the head of my cock. It was just too much, remembering what I'd seen on the hotel managers videos I took hold of his head and pushed him back and forth. I told him he was a cock sucking pervert and he was very very bad doing such things to a young teen. Talking to him this way seemed to drive him on, I pushed my cock farther and farther down his throat. I felt my ass clench, my muscles tighten and a screamed as I filled his mouth with my boy cum. As I recovered sitting in the leather chair I realised I might be onto a good thing here, I dressed and asked him would he like to cut my hair again. He'd love to and he'd also throw in a shave for free. No I said, it wasn't for free, if he wanted me back in his chair then he'd have to give me $25 and also make sure there was a new pair of panties to wear each time I came to his place. I saw his I-phone and said for an extra $25 he could take some pictures of me, he could keep them with the ones he had of his nephew. I was liking this, I went home with $50, two pairs of panties, a smooth cock which had just been emptied and I'd also got the weekend to look forward to. Inspired by the way the hairdresser had given up the money I thought perhaps I'd try the same approach with the hotel manager. My cock began to twitch at the thought of dressing as a girl for him, I was going to get more than my wages this weekend, I could hardly wait...