Date: Wed, 16 Feb 2022 17:03:50 +0000 (UTC) From: Lacey Femme Subject: Free Haircuts, chapter 4 [Please read the disclaimer in chapter 1 if you haven't already. Since you've come this far, please consider sending me your comments at laceyfemme@yahoo.com, or making a donation to Nifty at https://donate.nifty.org/ .] I continued having fun at the gloryhole every Saturday morning for another month or so, and by then it was the start of summer vacation. My hair was getting well below my ears, but Mr. Thompson just kept trimming the ends and said it looked good on me. My mom said she liked it, too, and my dad didn't seem to notice. Rosie asked me if I would like coming into the gloryhole all day on Tuesdays and Thursdays, the other times the beauty parlor was closed during the summer, since they hadn't found a replacement yet for the middle school girl that had quit last fall. That sounded like fun. "Sure, I'll come in during the week on those days if you need me." "You might suck 30 or 40 cocks on a typical 8-hour day. You OK with that? Most nine-year-olds can't handle a full shift like that, and we wouldn't want to overwork you until you quit. Do you want to think about it?" I thought about it. "It's fine. You know I'd stay longer on Saturdays if you'd let me." Rosie smiled. "Yes, I do. There's a summer program at the park you can join so your parents don't wonder where you are all day." Rosie gave me the application form to fill out with my parents, and she wrote out a short note for me to give to the head counselor. I had my mom sign me up for full days on Tuesdays and Thursdays, and also for Monday and Wednesday mornings. The counselor understood that I wouldn't be showing up on Tu-Th after reading Rosie's note, but it was a good program and I really enjoyed it the two other mornings. And a few times the counselor had me suck him off just for fun. Maybe that's why he was called the "head" counselor. Sometimes I also sucked cocks in the park restroom on Mondays and Wednesdays when one of the older boys and girls who normally did it was absent, but that's a whole other story. I enjoyed the new summer schedule. I was sucking lots and lots of cocks, but had other days of the week to be a regular kid. Rosie said that they had never had just one kid work the hole all three days each week before, but the customers really loved me and I was getting close to 100 blow jobs on a good week. Business had never been better, she said, and that I deserved a whole twenty dollars a week for being such a good cocksucker. I had no idea how to spend that much money without my parents noticing, so I saved most of it. And it honestly didn't seem like I was sucking that many cocks. I had stopped counting a long time ago. Every day at the hole seemed like just one long looping blow job, as each cock grew, hardened, quivered, pulsed and then came in my mouth, as I focused on sucking and licking it well so that the man enjoyed himself just as much as possible. I learned more and more about being a good cocksucker as the days went by in a very enjoyable blur, just like summer vacation always did for me. One Saturday in late July Mr. Thompson and Rosie took me over to the mock bedroom after a morning of sucking cock at the glory hole, and sat me down on the bed to talk. They told me the beauty parlor would be closed completely during August for its summer vacation, but the barber shop would still be open for haircuts and blowjobs. "Will you want me to suck cock every day all week??" I wasn't sure I was up for that. "No, just the usual schedule." Mr. Thompson responded. "But we're wondering if you'd like to model for pictures and maybe help make some magazines on the other days." This came out of nowhere for me. "What sorts of pictures and magazines?" Rosie smiled. "All sorts, depending on what you would like to try. Just pictures of you to start, either nude or wearing, um, some clothing. And maybe some pictures of you sucking cock for older boys and men after that, just like you're doing now." She saw I wasn't really getting the point of this. "You see, men who aren't able to meet you here in person for some reason can still see your pictures in the magazine, and enjoy themselves jacking off and cumming while they imagine you are sucking their cock. It's like looking at the pinup pictures for them, only much, much better. You'll make even more men very happy than you do now. And Frank and I know you'll be very, very good at it." It hadn't occurred to me that some unlucky men might actually need to jack off sometimes when they couldn't find a kid like to have fun with, and how pictures would be a big help with that. I'm aways very curious about pinups and other images, of course, since that's really how this all got started for me in the first place. But those photos still didn't get me hard or horny just from looking at them, since I'm only nine and a cocksucker at that. But we would be finding out what did turn me on soon enough, lots sooner than I expected... "OK, I guess. But won't people know I'm a cocksucker if there are pictures and magazines with me in them out there?" I was somehow still shy about exposure, even after sucking off so many complete strangers. "It will be fine, don't worry about it." Rosie did her best to persuade me. "Most of the men who see you will be from other cities or states, so they won't even know you in person ever. Maybe a few local guys will enjoy your work and recognize you, but if they're into things like this they won't want to make any problems for either you or themselves. They'll never let on they've seen pictures of you sucking cock if they meet you or your parents in real life, even if they do tell their buddies about it." "And that makes it OK somehow, if I don't know, that they do know that I'm a cocksucker?" I still really wasn't too sure about how this would work. "Yeah, I expect you'll get used to it fairly quickly, and probably even stop wondering which men you meet know you're a little sissy and talk about you behind your back, and which don't. Guys learn to be as discrete as necessary about who they have sucking their cock, even though they still gossip about it. Mostly they just want to find and enjoy a hot cocksucker, not needlessly expose him or her for no reason. What would be the point of that? A few men have already guessed who you probably are from the pictures we posted in the personals section of the Free Press when you were just getting started with us, and I'll bet you money you or your folks have never even heard about it." "Who knows I'm a cocksucker? And you've placed ads about me in papers?? With pictures!!!" "Can you try to calm down just a second, please? This is the just same as it's always been with the other kids who've worked the hole here, and there's never been any problem or big reveal. And I'd rather not tell you which customers know who you are, since we need to respect their privacy. You must know how many personal ads there are in the back pages of every Free Press. The chance of anyone recognizing you who isn't actively searching for a boy to suck his cock is really just about zero." "Can I at least see the ads?" "Sure." Rosie opened a drawer of the clothes dresser in the pretend bedroom. It contained a pile of magazines, but I really didn't get a chance to see much before she pulled out an old newspaper and closed the drawer. It was in fact a copy of the Free Press, which you could buy around town at newspaper racks for 75 cents. I had even bought them myself a few times, and knew that there were personals and other ads for adult stuff in the back. The ads made me very curious, even if they didn't make me hard yet. Rosie showed me that this particular issue was from April 25. I thought for a moment, and realized that was towards the end of the time Mr. Thompson was still training me to be a cocksucker. She opened the paper to a dog-eared page near the back, and pointed to a medium-sized personal ad that was circled. There were two small pictures of me with Mr. Thompson! The first one showed me with his cock very deep in my mouth and one of his hands holding the back of my head. The second picture showed his cock sticking straight out right in front of me, spurting cum in my face. I was smiling, and you could see the earlier globs of cum dripping off his cockhead and down my chin in the grainy picture. From the angle it looked like Rosie must have opened the glory hole just a crack to take the pictures, but I had been so focused on learning how to suck cock back then I hadn't even noticed. The text under the pictures just read "I'm new at this but I like it and will be ready for you by early May," followed by a phone number. "You see, we had to let the community know somehow we had a new boy cocksucker here when you started. And other kids advertise for customers when they are just getting started, too, like this one." Rosie pointed to another photo ad. It just read "I am young and new in town," but the boy wasn't really that young, twelve or thirteen at least. And there were also a few other ads for magazines just like Rosie and Mr. Thompson were talking about doing with me. I didn't confess it then, but these ads suddenly seemed pretty exciting to me, making me think that maybe it wouldn't be all that bad to have men see my pictures in magazines like that. And I had honestly already seen a few similar ads in the copies of the Free Press I had bought for myself earlier, although nothing anywhere nearly so explict as the one I had just seen of me with Mr. Thompson. So, I agreed with them that it would be OK to take pictures and make magazines of me, but I still tried not to seem too overeager about it. And it sounded like it would all be done so discretely that I wouldn't hardly even know about it myself, anyway. Rosie and Mr. Thompson said we could start right away on Monday. They wrote me a short note to take to the head counselor at the park program, telling him I would be busier than usual with them for the next few weeks, and not to worry if I missed a few extra days at the park. That was considerate, since otherwise the counselor might miss me and worry that I was getting into some type of trouble with the wrong people. But it was still hard for me to understand how men having sex with kids could be so common, but everyone made such a huge effort not to talk about it openly and tried to keep it all out of sight. So I asked Officer Roberts about it again the next time he came by for a blowjob, since he had told me to talk with him if something didn't seem quite right. He said not to worry--it was a much like something he called Prohibition, which was a time when government tried and failed to make it illegal to for people to drink alcohol. He explained that places with gloryholes like this barbershop were the new speakeasies, and that grown-ups making magazines with kids were something like the bootleggers. He said Prohibition was eventually repealed when it became obvious it wasn't working and was just a joke, but he wasn't certain if or when that would happen with man/boy sex, since it had never been legal to start with. But he knew it would go on, since men wanted blow jobs so much, and there were just enough little cocksuckers like me around to satisfy them. Hearing officer Roberts say it was OK made me just that much more excited to go ahead. I looked up more about prohibition when I went home that day, and I guess the comparison made sense. There are so many things in life a kid like me just hasn't had the time to learn about yet. Rosie started taking pictures of me on Monday, right after I had dropped off the note at the park to get my absences approved. She called it "modeling," which seemed to mean I would pose for her and do whatever Rosie told me to do while she took lots and lots of pictures. I was nervous at first but did get used to it pretty quickly, like she had said I would. I posed fully dressed, in just my underwear, and fully nude in lots of different poses—standing, sitting, and especially resting on my shoulders and knees. Rosie took so many pictures that all of that film must have been very expensive, but she said it was important to get just the right look. She had me smile, look shy, and even hide my face from the camera. We took a break halfway through the morning. "You're really good at this, and you seem very relaxed and comfortable getting photographed and taking instructions. You sure you've never done this before?" "No, never. But I somehow stopped being shy as soon as you started taking pictures. I kind of like the idea that lots of men I don't know will be looking at me, the same way I enjoy it when there are two or three men watching and talking together on the other side of the gloryhole when I'm sucking cock." "Great! I think you'll be just fine at this, even when there are other adult models and a photographer all in the same room with you." "Yes, I can't wait to get started." I was starting to understand that there really just wasn't any reason to be nervous about doing something if you really liked it. I was nervous at school when I needed to recite a poem from memory or do a math problem at the board, but that was just because I wasn't very good at it and would get a bad grade if I messed up. Sucking cock and making horny men cum was so much easier and more fun than school ever was. "It's just ten thirty now, and there's one more thing I'd like to try with you. You may think it's silly at first, but please give it a try and we'll see how it goes." Rosie took me up to the front of the beauty parlor where I had never been before, and sat me down in one of the chairs in front of a mirror. It did feel a little funny, since I was still nude after the modeling. She took out some tubes and small bottles from a drawer, which I recognized as the same types of makeup my mom sometimes used when my parents went out. And she started putting it on my face! Some lipstick, eye liner and eyeshadow, something called mascara on my eyelashes, and a bit of blush on my cheeks. It did seem silly at first for a boy like me to wear makeup. But that's not what it felt like at all. My little boy penis started getting hard, even without me rubbing it. It got maybe a whole inch longer and stood straight up in front of me. Just like a grown-up's cock, but of course it was still much smaller. It had never done this before on its own, ever. Rosie said "look at you!" and smiled. I was embarrassed, excited, and confused all at once. "Nine going on ten is still pretty young to be getting turned on like that, but I guess you're a little advanced for your age and you like what we're doing. Good job!" I felt myself blushing. She brushed out my hair from behind my ears. Mr. Thompson had only been trimming the ends and not really cutting it since my last real haircut in January or February, so it had grown out at least four inches and was nearly down to my shoulders. Rosie got out of my way so I could see myself in the mirror. "What do you think?" she asked. I really did look like a girl, although nine-year-old girls normally don't wear that much makeup unless they are playing dress-up. "It's, it's a little weird, but I like it. It's not just that my penis got hard all by itself for the very first time ever. It just seems right for me to look girly like this. Feels like it's really the way I'm meant to be, somehow." "I thought so. Let's get you dressed, now." Rosie took a small bit of cloth out of another drawer and handed it to me. After a moment I realized it was a pink pair of girls' panties with frilly lace and little bows. It took a while to figure which holes to put my legs through and which side was the front, since there was almost nothing to it, but eventually I got it on. It was so skimpy it couldn't even cover all of my boy penis, which was still sticking up hard in front of me. It seemed to be getting even harder, in fact. "I better help you with the bra" Rosie said, taking another scrap of clothing out the drawer. She helped me put my arms through the straps, clipped it closed in the back, and adjusted the straps so they fit me. I had to wonder why she was having me wear a bra since I was a boy and didn't have any breasts. Even girls my age didn't have breasts, yet. But then she took two small balloon-like bags out of the drawer and put them in the cups of the bra. I was looking more and more like a girl, or some sort of weird cross between a nine-year-old girl and an older teenager. Rosie finally handed me this little pink nightie she called a "baby doll." The cloth was very thin and smooth, and it felt very good against my skin when I put it on. The nightie had lace on the hem and the top part, and you could look right through it to see my bra, panties, and body underneath. And you could also see the end of my boy penis sticking out if you knew where to look for it. It was starting to get so hard it ached. "You look so hot like that! Let me go get Frank and see what he thinks." Rosie took me back to the mock bedroom again, and left me there while she went over to the barbershop. I sat on the bed and looked down at my outfit. I thought I knew what they would ask me to do next, given all of my experiences up to now. I heard the front door open and close again, and then Mr. Thompson and Rosie came back into the room. "Hello, Tina! I think we should maybe call you Tina now instead of Timmy if you don't mind." Mr. Thompson's voice was even friendlier than usual. "Rosie is right. You look very sweet and sexy dressed up that way." Mr. Thompson came over, stood in front of me and put his hands on my shoulders. I could tell he was getting excited. I was still sitting on the bed, so his crotch was right in front of my face and I could see from the bulge in his pants that his cock was already getting hard. I really didn't suck his cock all that often anymore now that I was done with the training and spent my time at the gloryhole, but I knew he needed relief now. I unzipped his pants and undid his belt, and reached in to pull his cock out the front of his boxers. He was almost completely hard by then, so I just started sucking his cock right away without having to stroke and suck it lightly to get him ready like I normally did with men his age. I could hear shutter clicks, and realized Rosie must be taking more pictures. I bobbed my mouth up and down on Mr. Thompson while I sucked and licked, letting him poke into my throat and holding him in at the end of each downstroke. I could tell that Mr. Thompson was getting stiffer and was very, very close to cumming already, and my little boy penis was still stiff and aching too. Then something happened I hadn't expected. Mr. Thompson took his cock out of my mouth just a second before I thought he was going to cum, and started stroking himself. His cockhead was just an inch or two in front of my face, so it looked even bigger than usual to me. But I was actually a little disappointed by that, because I don't feel that a man should need to stroke his cock to cum when I am sucking him. And of course, feeling a cock shoot off in my mouth and then tasting the cum always seems like the best part, my reward for a job well done. "Open your mouth and smile," Rosie said. So I did, as she continued taking one picture right after another. Then Mr. Thompson started cumming. The first shot went straight into my open mouth, but then Mr. Thompson started moving his cock back and forth so that most of his cum load ended up on my cheeks and chin. "Smile at the camera with your mouth open," Rosie asked when Mr. Thompson had finished cumming, and she took a few more pictures. Then Mr. Thompson rubbed his cock all around on my face. I guess that he was trying to get more of his cum into my mouth, but mostly it just smeared it out and made more of a mess. Then he tried using his fingers, which worked better, and finally I scooped up the rest myself the best I could. Mr. Thompson was breathing hard. "Good job!" he said, and it sounded even more sincere than the encouragement he had always given me after cumming in my mouth during training. "Thank you, Mr. Thompson. You know, my penis is just so hard it aches, and it hasn't gone down yet." "My god, you really are a little sissy, aren't you? Would you like to stroke your clit now?" "My clit?" I hadn't heard that word before. "That's the little button a girl has above her pussy instead of a penis." Rosie jumped in to explain. "We'll call your boy penis a clit when you're dressed this way, since you look so much like a girl you almost are one. But you can play with it now that Frank has cum, whatever you want to call it." I leaned back on the bed, raised up the nightie and moved the panties out of the way so I could stroke myself. It just felt really, really good, better than it ever had when I had gotten myself hard and rubbed myself a few times before at home. All I could do was stroke myself and enjoy the feeling that was growing in my ... clit. It got even harder and harder and I stroked faster and faster. There was just no way I could stop now. I wasn't thinking at all about how I looked to the other people in the room, or that Rosie was taking more pictures. The feeling finally went over the top and my clit started pulsing. I moaned as I kept stroking and raised myself up off the bed. No cum came out, but the feeling was incredible. It was my entire world while it was happening, but then it was over. I was just sitting on the bed again in front of Mr. Thompson and Rosie, breathing hard, wearing a pink nightie with some of Mr. Thompson's cum still smeared on my face. "Did you cum?" asked Rosie. "I think so, even though nothing came out." "It's called a dry orgasm. Boys have them for a year or so until they can start making cum. But it felt really, really good for you, didn't it?" "Um, yeah!" "Maybe you're starting to understand why men like having their cocks sucked so much." Yeah, I guess maybe I was. "So after today, do you still think that you'd like to take more pictures and make magazines? You'd be dressed up like you are now most of the time. Many men get harder and enjoy cumming more when kids wear makeup and dress up in lingerie like a grown-up woman, even if, especially if, the kid is actually a boy." "Yes, and I think I must like it more dressed up this way myself." I was suddenly a little shy again after my orgasm and looked down at the floor as I talked. "OK, then. You'll work the hole tomorrow dressed up to get more used to it, and then we'll try making a magazine later in the day. They'll be other men and boys there for you to play with. Mostly they'll cum on your face, since that looks better for photos. You'll get used to it, if you haven't already. And you can always scoop up the cum into your mouth after that." Rosie winked. "It sounds fun." "Good. There may also be another boy like you we'd like to meet later if we can still get a hold of her. She's somewhat older and further along in her development, but I think you'll like her" She? I wasn't used to using that pronoun for a boy yet, but I though I knew what Rosie meant.