Date: Tue, 9 Apr 2019 13:15:21 +0100 From: Never Less Subject: The Sissy Models "It's not something I've ever done," Daddy said, with a frown though the fact he hadn't laughed it out of hand meant I knew I had a good chance of persuading him. "There's a first time for everything," I answered. "What if someone recognises us, Ricki?" he asked. "They won't" I said reassuringly, "Once we're done up in make-up, with our hair all done and in dresses no-one's going to recognise us -- they won't even put our real names in the magazine." "it's not something I've ever considered," he said, though that was a lie as I'd seen the hidden sissy fashion magazines, with the well thumbed pages and ticks beside some lovely, fetching dress or a hair style he knew would suit him. However I also knew that wimpy as he was (as I was as well) my divorced Daddy would never take the plunge and try it without some encouragement. "There's a twenty thousand prize for first place, with ten thousand for second and five for third," we weren't in penury, but neither were we so well-off that even five thousand wouldn't be a nice addition to our house funds. It was the excuse he needed to give a reluctant nod, "So all we need to do now is send a photo of us together." "Yes," I'd already printed a few out for him to agree, confident I could persuade him to give it a go. I spread them out over the table. Luckily we were as close as Daddy and son could be and there had been plenty to chose from, though my favourite was the two of us sitting on the edge of a pool in our trunks. I paused in silence as Daddy looked over them, before deciding to explain a little bit more to give him an idea what to choose. "At the moment all "Sissy Fashionista" magazine is looking for is a picture of us, which I'll send in. Then they're going to choose the top one hundred to feminise for photo shoots, with at the end them choosing the winners." He nodded and looked up, "So they might not even choose us?" "They might not," I was aware of the risk that I was putting up my hopes, and secretly his, for it all to come crashing down with a rejection slip. But I was confident, we both had a soft, feminine look, our facial hair taking ages to grow and even then was wispy and our lips rounder and larger than the average man's. Our chests, legs and arms were smooth like a baby porpoise's and we both had collar length hair, which could be easily styled into a fashionable, but ladylike, look. "Well, there's not much harm in entering," he said, "We can always pull out if we get accepted and change our minds, can't we?" "Yes," I agreed verbally, whilst mentally crossing my fingers. "Okay then," said Daddy and pushed a picture across the table. It was off the two of us, standing close together and sipping a non-alcoholic cocktail from the same glass. It wasn't the best shot, but it showed that we were close and as this was a Daddy and son competition, it was why I'd put it in the selection. I picked it up and slid it in an envelope, writing the address of Sissy Fashionista on it, before putting on a stamp and sealing it. "I'll just send this off," I smiled. - I wouldn't say that every morning I was rushing for the mail, but I'm not going to deny that I felt a frisson of excitement as I opened anything addressed to me. Daddy didn't say anything, but I noticed that he would stop what he was doing to watch me as tore the envelope open, and a brief look of disappointment would pass his face when he saw it was something as unexciting as college scholarship forms for next year. It was about a month later when the response came and I knew we'd been invited as soon as I opened the envelope and saw Sissy Fashionista on the letter heading. The letter itself gave the bare details, we'd been shortlisted for the competition, where the shoot was and when, and a confirmation of the prizes on offer. The accompany material gave us more detail, included a detail itinerary and a brochure, showing shots of previous Daddy-son winners and how good they looked as it followed them from the start of the process to the end shots. It also gave us some hints on how to prepare, including buy high-heels to practice walking around the house and the best ways to remove any unsightly hair. Over the next couple of weeks it wasn't unusual to see me and Daddy tottering around the house of some high-heels he'd bought, looking incongruous as we were otherwise dressed in jeans and T-shirts. It was hard for us both at first, our calves aching as we used muscles in a way we never normally did and more than once I slipped over with a muttered curse and an embarrassed sigh. Daddy wasn't much better and we had to make sure neither of us walked past anything breakable or sharp. However soon we began to improve and by the end of the fortnight we were walking on them as if we'd been born with high heels on our feet. We also made sure we did as suggested with the hair removal, moving from razors to waxing, which even if it was a little more painful (as the squeaks which emanated from our bathroom confirmed) it was worth it for the smoothness. I waited until the Thursday before we went to do my balls, both so that I wouldn't have to explain why I was silky smooth to any of the laughing jocks at gym and also because I thought it'd be the most sore and didn't want to go through it more than once. It was painful as I stripped away the hairs, but it was worth it, leaving my sac as bald as a coot, without any messy hair strands which would stick out of my bikini as I was modelling. The Friday came and I did rush out of school, not even saying goodbye to my buddies. Daddy was waiting in the car and he smiled as I got in, "Ready?" "Yes," I grinned happily, "You? no regrets?" "No, for twenty thousand I'm willing to give it a go," he smiled back, before letting it fade a little, "I'm not going to deny I'm not nervous, this isn't something I ever thought I'd be doing." "Relax and just go with the flow," I said encouragingly. He gave me a wan smile back, "I wasn't sure what to pack, I know the brochure said all the women's clothes would be provided, but I don't know what we'd be wearing when we go to dinner or when we're not shooting, so I packed our suits and some pants and shirts, as well as some smart shoes." "Sounds a good idea," I replied, though my reading strongly suggested that they were going to supply clothes not only for the model shoot, but for casual wear as well. I gave Daddy another smile, "I'm sure everything will be okay; they're not expecting us to be experts -- that's the whole point of the competition, to show how easy it is for us to go from regular guys to beautiful women." "I'll be fine," he agreed, "Just nerves. I'm actually kind of looking forward to it, thinking about it over the last few weeks made me realise how much I'm wanting to give it a go." "Good," I said and settled in for the long drive to the hotel. It was three hours drive, luckily Daddy and I are not only a parent and son, but also best buddies and we could talk for ages -- about school and work, about my college plans about music and what was on at the movies, television and books. Normally we'd also talk about girls who I fancied at school and he'd give me some encouragement. not tips as he was as useless as picking up women as I was. I'd hardly seen him with one, since him and Mom had divorced nearly eighteen years ago and whilst they might come over on the weekends when I was at Mom's, that was only once every three or four months as we didn't get on. But this time we avoided the subject as if aware that for the weekend I was the hot teen and he was the gorgeous PILF that everyone desires (parent I'd like to fuck) and that our interests might not be the same as they normally were. With a stop for something to eat it was past nine and dark by the time we drove into the hotel. It was a large building with its own sizeable grounds with a long drive down a tree lined lane making it near invisible from the highway. The parking lot was busy when we arrived, others must have got their earlier, but it didn't matter as the weekend's activities didn't start until the next morning. The hotel entrance was as grand as the outside, up a flight of stairs and into a lobby which was elegantly modern. There was more going on than the photo-shoot as we saw signs pointing towards a fitness weekend and an authors retreat, as well as for Sissy Fashionista. We went to reception and Daddy announced us, "Chris and Rick Schama." The girl nodded, "For Sissy Fashionista?" she asked obviously able to tell from our looks (and Daddy's returning nervousness) and without waiting for a response, was typing in our details. She handed us the keys and asked, "Have you brought luggage?" As there was a couple of small roller suitcases behind us it was a question she didn't need to ask, but Daddy replied anyway. She gave us a smile, "Would you like to leave it in our secure storeroom? Sissy Fashionista magazine is supplying all you will need for the weekend." Daddy paused for just a second and then he nodded, as the receptionist typed in the details and printed out a couple of tags for us to tie to the handles. As we were doing that she told us that the magazine had a desk for us to sign in at and they'd show us our rooms. Handing over the suitcase we followed her directions. It was a medium sized room with a table, behind which sat a middle-aged woman (at least I thought she was, she might have been a sissy); there were a number of advertising stands and posters, all with pictures of fashionably dressed sissies around. A number of people were standing around talking in groups, some men, some women and some I thought could have been sissies, but they were so feminine looking that it was hard to know. We went over to the dress and the woman smiled. Her voice was deep as she said, "Welcome, your names please." As my Daddy was having a very quick attack of nervous silence I responded and gave them, "Rick Schama and my Daddy, Chris." "Pleased to meet you," said Daddy getting his voice back. She smiled again and quickly looked down the list in front of her, "Brandi," she called. A young woman in a tight vest, which showed enough of her cleavage to show her bosom was real, broke away from the conversation she was having and came over. The receptionist said, "Rick and Chris Schama." "Thanks Dave," Brandi said, her voice high-pitched enough to confirm she was a real woman. I glanced at Dave, marvelling at how well he was made up that I hadn't been sure he was a man until Brandi had given his name. I quickly turned back to her, "Come I'll show you your room," she trilled, leading us out of the room and down the corridor. "Rick and Chris, I like those names, but can I call you Ricki and Chrissie, they sound much more feminine and will put you in the mood." "Yes," Daddy agreed and I nodded as well. "Good," Brandi continued, "I should introduce myself, Brandi McVeigh. I'm your personal stylist and assistant for the weekend, it's my role to work with you to make you look and feel your best -- but you both look like naturals, so that's going to be easy." We both gave a smile, reassured by her bubbly and friendly demeanour. She continued to chat, telling about what styles she thought we might like to look at and what make-up colouring would match our reflection. "You're both shaved? That's good, nothing is worse on a sissy than some chest hair -- it really spoils the effect." She stopped at our door and let Daddy unlock it with his card, before following us in. "I hope you like the room," she said. It was much larger than I expected, with two small double beds as well as large vanity desk with a long mirror and two stools. There were the normal amenities as well, a television and wardrobe and cupboards, a window which looked out onto the grounds (though it was too dark to see anything). I wandered through into a large bathroom, with a mirror which was wide enough that two people could stand over the sink at once to pluck their eyebrows. Brandi followed myself and Daddy round as we had a look, grinning as she could tell from our coos and pointing that we thought it was perfect. We returned to the main room and Brandi pushed two sheets of typed paper towards us with pen. "This is a nudity clause. Tomorrow when the photographers are shooting your transformation, they may take some shots of you naked or semi-clothed, nothing explicit, but we want to make sure we have your permission to publish them. Also some of the shots on Sunday for your modelling might be a risqué, though that really is up to you -- it won't affect the judging." This had all been described to us in the supporting material so neither of us had any worries about signing (or if Daddy did he still did it anyway). Brandi grinned, "Could Ricki just sign at the bottom to show he's over eighteen." "Just," I said, my birthday having been only three weeks before. I grinned and signed, passing the papers back to Brandi. "Okay, let me have a quick look at you again, properly, stand side by side." We did as she asked and she looked us up and down professionally, "Good, you're both about the same height that makes it easier. Slender as well, let's see your stomach -- good, they're flat but no muscle development. Wow you really are making it easy on a girl. Your hair is just the right length as well, I can really do something with that. Could you pout your lips -- wow, you've both been practising, that's really sexy, the photographers are going to love you too." We blushed, as she continued to inspect us, going round and round in a circle and commenting and complimenting everything from our eyelashes "they're just right for extensions" to our butts, "so round". Eventually she finished and sat us down on the beds, "I've already got some great ideas to share with you," she trilled. "It'll be an early start tomorrow, so I'll be at your door at seven with the photographer." "Do you want us all ready?" I asked. "Just in the clothes you're wearing so we can get some before shots, don't worry about breakfast I'll bring a few pastries which should keep you going," she said. She then added, "If you look under your pillows you'll find a surprise." We did so immediately, both of us pulling out a knee length nightdress and a pair of small silky panties. Brandi grinned, "This should help put you both in the mood for tomorrow and help you get a good night's sleep; it's the secret of modelling -- relax the night before so you come in full and ready the next day." We nodded and placed the nightdresses beside us. Brandi stood up, "Okay I'll see you at seven." "Yes," Daddy and I chorused as she left. When she'd shut the door we looked at each other, "I'm feeling excited for tomorrow," Daddy said, "Nervous as well, but looking forward to being feminised with you." "Me as well," I agreed. "Should we do something tonight, go for a walk or perhaps look if there's a pool table." I didn't want to, I wanted to try my new nightdress out and see how it felt and looked. So I was relieved when Daddy shook his head, "If we're going to need to be up and dressed by seven we need to get to bed early. I'm just going to get washed, then you do." He went into the bathroom, leaving me disappointed that he'd left his nightdress on the bed. When he came out, drying his face with a towel and wearing just his boxer shorts I followed him in, but I took my nightdress and panties with me. My teeth cleaned and face washed I slipped out of my male pants, top and underwear and into the nightdress. It felt so lovely against my skin and I gave a little twirl and prance in front of the mirror, thinking how lovely it looked and how it fitted me perfectly. I imagined how I'd look when I had make-up on and had my hair styled. It was an appealing thought. I slipped the panties on next, feeling the cotton rubbing against my four and half inch dick. It went hard at the cotton, luckily causing so little a bump it wasn't noticeable on the loose nightdress. They did feel good, even though they were tighter than my normal boxers, it felt lovely to be constrained. I took a deep breath before opening the door, so Daddy could see me for the first time as a teenage girl. "How do I look?" we both said in unison and immediately laughed. As I'd come out of the bathroom Daddy had been standing in front of the full length mirror, wearing his own nightdress, and twisting round to admire it. "You look really good," I said and he did. He was smiling as much as I'd ever seen him do, looking relaxed and not at all nervous. It suited him as well, slender and with his hair down to the bottom of his neck he looked like a hot mom, rather than a Daddy and I was sure that once he was done-up tomorrow he'd been turning some heads. "You as well," he replied, appraising me. "I bet any guy who sees you will be after you like flies to honey." He blushed, "Or not guys, girls." "I think guys," I replied. I'd never felt gay, I still didn't feel gay, but I was feeling like I was becoming womanly for the weekend, and women, especially young teen women, liked guys. Daddy nodded his acknowledgement of my comment, then confirmed he felt the same, "I hope I can turn some of these heads at the same time." "You will," I agreed. - After we got into bed and switched off the lights we were both too ramped up to sleep, so we talked for a little while, both of us wondering what the next day would bring and looking forward to it. Even when we decided to stop and try for sleep, it wouldn't come, as I felt as excited as I had been on Christmas Eve when I was ten. It must have been after one by the time I eventually managed it, but despite that I woke up energised and eager, getting out of bed even as the alarm went. Daddy was doing the same and after cleaning our teeth and folding up our nightdresses and panties, we got dressed into our male clothes -- both aware we'd soon be changing out of them again. If it was not seven on the dot when Brandi knocked on our door it was as near as made no difference. She wasn't alone, following her in was squared jaw photographer, "Ron," he said introducing himself and shaking our hands as men do. "And this is Harry," said Brandi gesturing at a sissy in his twenties and "Melanie," this time pointing to a real blonde woman. "They're my assistants for the day." "You ready to begin?" Ron asked. "Ron will be your main photographer for the day, but some others might take a few shots as well," Brandi explained. "We need one of you before, so we can see the transformation." "Can you stand side by side, really close. Yes against that wall so we don't having anything distracting in the background," Ron instructed. "Right Chris, Chrissie... you put your arm round Ricki's waist and pull him close. Ricki you do the same, you're not just Daddy and son, you're best friends forever. That's right - smile." He snapped away, slightly adjusting our poses, so that we held each other higher or lower or turned our head so that we looking at each other and not him. Eventually he stepped back. "That's the prep shot done, if it's okay I'll just hang around and take shots whenever they present themselves, don't worry about posing, just relax and pretend I'm not here." "Okay Chrissie, Ricki, why don't you get out of those ugly men clothes and we can start your feminisation." We nodded and started to move to the bathroom as everyone else seemed to be staying put. Brandi giggled and shook her head, "You can get undressed her and into the hotel robes, you can turn your back if you're shy." I'd got undressed in public before, but it felt different doing it in the swimming pool or gym with as a guy with bunch of other guys, than stripping in front of others as I was made into a woman. I turned my back and began to undress. Daddy did the same, but he was grinning happily, looking relaxed. He gave me a quick look and winked, smiling. It made me feel better and I swiftly slid out of my male clothes, not worrying that I was being watched and nor Ron was taking photographs. I slipped into the robe. "A quick shampoo of Chrissie first," said Brandi, before leading me over to the chair, "Let's see what shades suit you best Ricki." I don't think I've ever had such a great day as my male to female makeover with Daddy. Brandi was the perfect make-up artist and stylist, trying a series of shades with me to show me how they looked and talking about how they'd suit each colour I was wearing. Then I went to have my hair shampooed and when I got out, Brandi was just finishing with my Daddy's and worked with me to get mine. He went for a split parting, brushed to each side, I went for a more fuzzy and deliberately messy style, which brought out my youth. Then we sat side by side as we had our make-up applied, Rod taking shot after shot. Some pastries and then fake eyelashes and eyebrow plucking, before we got out of our robes and into some panties, as we tested a series of padded bras (to give our dresses and tops some lift). More photos as we went round the room in nothing but our underwear and then the application of our long fake nails, the colour chosen to match our lip gloss and painting of our toes nails (to the same shade). A few sandwiches for lunch and then an afternoon spent trying on different costumes and trying out different poses in front of the mirror and high-heeled walks across the room (I was glad myself and Daddy had practiced as we pulled it off skilfully, Ron grinning as he snapped away). Brandi taught us to swing our hips more and how to hold a strapless purse so that it seemed effortless and not like we were carrying it at all. Yet more clothes followed, formal dresses, and short skirts, casual wear and bikinis -- Brandi expertly helping us pick what worked best and we want to wear for the shoot tomorrow. Eventually in late afternoon Brandi was content. "You two are so stunning looking," she said as she guided us to a mirror to look at ourselves. For the last change of the day we were both in skirts, which went half-way down our thighs, with medium sized heels; on top we were wearing blouses with a padded bra underneath which gave them a small amount of lift. We were wearing hoop earrings, clipped to our lobes and with our make-up, eye shadow and curling lashes, looked hardly recognisable as our normal, male selves; we did look so much better and both me and Daddy stood close to each other, admiring our own and each other's reflections as final few photographs were taken for the day. "You think we look feminine?" I asked. "Totally," said Rod. "Beautiful," said Brandi. She grinned and stepped between us, "Seriously if anyone saw you they'd be thinking you're a really sexy Mom and daughter, not a Daddy and son." We blushed and giggled, glad at the compliment, even if I wasn't sure I believed it (though I couldn't say I didn't believe it either). Brandi continued to smile, "Look, I'm going to leave you for the evening, I'll call about seven tomorrow so we can start the shoot." "You want us to be ready?" I asked. "As ready as you can be, but don't worry we'll touch up the make-up and hair and make sure you're both as beautiful as you can be," she replied. "It's up to you what you do. You can change back into your male clothes and go out or order room service or.." she paused and I knew that the final option was going to be the one she recommended, "...grab your purses and go down to eat here, perhaps have a drink at the bar afterwards and enjoy the hotel. The only people who are going to even notice that you're sissies dressed as women will be the ones giving you the eye because they think you're hot." "We'll think about it," I said. Once they were all gone, I turned to Daddy, "So what do you want to do?" "Shall we do as Brandi suggested and go out and down to the restaurant?" he said. "Do you think we can do it?" it was me who was suddenly nervous and him smiling confidently. "Yes, why not. Brandi is right we both look gorgeous, so feminine and womanly, I think guys will be queuing up. Anyway if we want to win the prize, we need to be confident in how we look when we're shot and we're not going to be told how alluring we are, if we spend all evening in our room." "Okay," I agreed, "Let's do it." We didn't go down straight away, spending a little time cleaning our teeth and retouching our lip gloss. But soon we were ready, walking down confidently into the restaurant. We were soon seated, the waitress not batting an eyelid and Daddy and Brandi being right in that the open people looking at us seemed to be doing so approvingly. We sat down and took the menu, looking through it for meals which were non-fattening and wouldn't risk us putting on any flab between now and our shot. The waitress took our orders and we sat back, gradually relaxing as I realised no-one was running up to scream sissy fag at us. The only two people paying us any attention were a couple of black men a few tables over, who kept glancing at us with surreptitious smiles, before glancing back down at the menu. I checked them out back, trying not to make it too obvious. Straight Rick would have thought they were just jocks and had no interest, sissy Ricki thought they were hot and muscular, their shirts tight enough over their chests and arms you could see the ripples. To me they'd both be older men, to Daddy younger -- as they were mid to late twenties. Daddy could see me admiring them and he gave me a small, secret smile, "Good looking aren't they." "Yes," I said Daddy grinned naughtily, but didn't say anything in reply. We ate our dinner, continuing to glance at them whenever I could without being obvious. The way Daddy smiled it wasn't working; not that he could say anything as he kept throwing glances there way and checking them out as I was. Now and then my looks caught one of them looking back and they would grin and I would blush, before quickly returning to my meal. We finished and I said to Daddy, "Do you want to order some coffee and go into the lounge?" He nodded his agreement and then gave a small wave to the two black studs. I blushed as they grinned and gave us a nod back, mutual recognition that they were checking us out as we had them. Daddy grinned at me, flicking his head towards the guys, "Shall we see if they want to join us?" I gave a little squeaky moan of surprise, that my Daddy was about to go up to a couple of strange guys and I could feel my legs shaking with a fear. "They're guys and we are as well, even if..." "No," Daddy laid a comforting hand on mine, "This weekend we're both women, we might have the bodies of men, but we're women." "Sure," I agreed, "They'll soon know we're sissies." "And if they're leave because they don't want to sit and have a coffee with a couple of beautiful sissies, it's there loss," Daddy said, smiling. "It's just a coffee." >From the way he looked at them I'm sure he was thinking about more than coffee. But I couldn't deny both men were so masculine and sexy, that the sissy in me was devoured by lust. I found myself standing and following Daddy over to their table, where the two men waited expectantly. "I'm Chrissie," he introduced himself, his voice gave him away as a man, even if he was a feminine one, and his introduction of me also left no doubt of my physical sex, "and my son Ricki." "I'm Tyrone," said the nearest of them. His voice was hard and manly. "Nathan," grinned his friend, with a voice that was just as masculine. "We were just about to have coffee in the lounge, would you like to join us?" Daddy kept it cool. The two men nodded immediately, "We'd love to," said Tyrone. We walked through to the lounge. "So are you with the sissy fashion event?" asked Nathan as we sat round a table. "What gave it away?" Daddy laughed. "You're both hot enough to be models," Nathan replied. I blushed, this time in pleasure, "It's our first time." "Seriously wouldn't have guessed, we were there about ten minutes checking you out before we could be sure," Tyrone grinned at me, putting me at ease that he was relaxed about us being sissies. "So are you here with the writer's retreat or the gym weekend?" Daddy teased. Nathan flexed an arm, his muscle bulging under his tight shirt, "Guess." Daddy reached out and gave the bicep a squeeze, giggling as he found he couldn't push the iron muscle in at all, "That arm's rock hard, you must do a lot of writing." The two men laughed as the ice began to be broken. The waitress came to get our order and we gave it, before Tyrone said, "Would you like to go to one of the booths, the seats are more comfortable than those at the table." They were, they were also more private and closer together, but Daddy and I nodded, Daddy next to Nathan and me squeezing next to Tyrone. "So do I get a chance to guess as well?" I turned to Tyrone, my Daddy giving me a quick smile of encouragement. "Sure," he grinned and flexed. I'd never felt a bicep so strong, my was thin and weedy, Tyrone was so large I could hardly get my hand half round it and it was like trying to squeeze rock. "Not a writer." "Yep, we're into sports," replied Tyrone. "Football, basketball, athletics... other sports." He grinned and when his arm returned it was on the back of the seat behind me. "You both look athletic," replied Daddy flirtfully and I nodded my agreement, moving just a little closer to Tyrone. The muscular black man grinned and let his arm drape closer, so that if I leaned back I was on it. I leaned back. "You do this a lot?" "Have a coffee with a pair of hot sissies, first time," grinned Nathan. "No," giggled Daddy, "Gym weekends." "When we can," said Tyrone, "Work out all day and then relax in the evening." "You don't work out then?" said Daddy. "Depends if we get lucky," grinned Tyrone and Daddy and I gasped at his effrontery and tittered at the same time. The coffee's soon arrived and we sipped at them as the two guys continued flirting with us and us with them. "Best not have another coffee at this time," said Nathan, "Perhaps we can find something else to do." "Perhaps we can," giggled Daddy with a coquettish smile. "But let me and Ricki go and powder our noses." The guys let us go and we headed to the restroom, going for the first time into the Ladies. There wasn't anyone else in it and I put down my purse next to the sinks and pulled out some lip-gloss to touch up my colour. Daddy did the same, though quicker, putting his back in the bag and waiting patiently as I finished. I'd needed the extra few moments to think about what was happening and what I was going to say to Daddy. I turned to him, "Are we really going to do this?" and then to make sure he knew what this was, I added, "Are we going to take those guys upstairs to our room and have sex with them?" "Do you want to?" he asked. I paused for less time than I should have done, "Yes." "So do I," he agreed and then gave me a beaming smile, "So to answer your question we really are going to do it." "I've never had sex with a man before," I'd never had sex with a woman either, but that didn't seem relevant. "Neither have I," Daddy said with a giggle, "but I'm sure we can work out what goes where." "Let's do it," I agreed and sashayed out of the Ladies with my most appealing wiggle, Brandi would be proud. The two guys were waiting by the entrance, "We've paid for the coffees," said Nathan. "Thank you," giggled Daddy. "We were wondering if you wanted to come up to our bedroom, so we could get to know you better." The guys both grinned and agreed, Tyrone's arm went round my waist as his buddy's went round my Daddy. I found myself walking towards my room, his hand comfortably rubbing on my side as I put my own arm round his thick, manly body, feeling the iron beneath. Underneath my panties and skirt my small pecker was hard as it realised I was soon going to be fucking for the first time. There were a few other people in the corridors, but if any of them paid any attention to the two studs escorting two hot sissies they didn't say anything. We got to our room and Daddy got out the key to open the door as I turned round to Tyrone, "Be gentle with me," I smiled, "but not too gentle." "I'll treat you just right," he grinned back, pushing me inwards so that I walked backwards into the room, following Daddy and Nathan. As soon as he was in Tyrone back heeled the door closed and moved in on me. I was already moving in on him, my mouth moving up to his as I pulled him into the room. Soon we were kissing passionately, as a few yards away Daddy and Nathan made out with equal enthusiasm. My tiny prick was rock hard as I stood on my tippy-toes to kiss the masculine stud. I could feel the strength of his body as he gripped me tight, holding me up as his mouth took mine. I got nearer and felt the stir of him underneath the pants. He grinned and broke the kiss, "That's another muscle of mine." "And it's like iron as well," I giggled as I stroked it, feeling the hardness of the lump in his pants. "Yes, for you," he pulled me closer, kissing me again, his hands gripping my arms and holding me close. I managed to pull them free enough to start to undo his shirt, pushing it off so I could admire his ebony chest, the pecs standing out and the stomach rippling with real man muscle. My lips moved to their as I kissed another man's pecs and stomach for the first time. I should have been nervous, but it any anxiety had been pushed aside by excitement. I was bending my knees, gradually going down, aware that Daddy was doing the same beside me. I kissed Tyrone's stomach again and went lower, feeling the carpet beneath my knees. "That's good, yes," said Tyrone encouragingly as I scrabbled with his belt and buttons. "Oh my God," gasped Daddy beside me and I knew what he meant. I'd got Tyrone's dick out and it was the largest I'd ever seen, none of the Jocks in the gym ever had a member so large. It was ten inches and thicker than my wrist, hard as oak and ridged with veins which seemed to pulsate. I had no idea how I was going to be able to manage it, but I was wanting to try. I could hear my Daddy kissing Nathan's cock and I decided that was the way to start, my lips kissing the massive wang in front of me, peppering it with kisses. "Yeah," Tyrone growled in pleasure as I reached to stroke and work his member gently. He shrugged off his shirt and got out of his pants and boxers, leaving me with a named black hunk to please. Luckily I was up for the challenge my tongue slithering round his ramrod member, licking it sensually. I glanced at Daddy, seeing he was opening his mouth and attempting to swallow Nathan's python. I grinned up at Tyrone and gave the head one last lick before opening my mouth and sliding it down. It was so big that I had to stretch my jaw open, breathing through my nose as my mouth was filled. I continued to stroke and work his dick, trying to encourage it in. It wasn't going too far, too fast, but Tyrone seemed happy enough, beaming down at me as I took in his cock. "Easy does it Ricki," he said encouragingly, taking my head and helping it forward. I've never had my mouth so full, not even when I tried to eat a bunch of dry oaten cookies as a bet. I could feel my tongue getting pinned to the bottom and my jaw stretching so wide open my ears ached. The cock was sliding at my cheeks, pressing at me. It was both uncomfortable and great. I tried rocking my head up and down, to suck some more, and Tyrone gave an appreciative groan, working himself so that he was helping me. My mouth got fuller and fuller, until I felt I could hardly breath. I sucked his magnificent meat in one more time and then sprang back gasping. Daddy was in the same position, gasping and panting as he got his breath back, a small strand of saliva dropping from the end of Nathan's cock. He and Tyrone grinned at each other, "You're both doing well if you've not sucked cock before," he said. "Let me go again," I begged Tyrone, slipping my mouth forward. I wasn't sure how much better I did. I sucked with enthusiasm, but the cock didn't get much further into my mouth and I still could only hold for a short time before pulling back. Tyrone grinned, "Relax and don't worry." I tried his advice, which was easier said than done. The cock stretched my mouth and pushed in, pressing hard against my cheek as I moved my head in time with Tyrone's rocking. It had to be said the third time was easier, if not easy, and I began to work up a rhythm, sucking at him eagerly as I jerked and worked his member, whilst every few moments pulling my own head back enough to give myself some air. My own cock was hard under my panties and I slid my spare hand under them to rub it between my fingers. The difference is size was palpable, but normally where I felt self-conscious about it if another guy could see the little fellow, this time I was turned on and glad I was so small. "Mnnn, this dick is lovely," Daddy said as he slid it out of his mouth and resumed licking round it. I looked at Tyrone who nodded his agreement so I did the same, running my tongue round the hard shaft, feeling the blood pumping through it as I ran over it. I licked round and up and down, from the tip to the balls, making sure all the bits which weren't wet from my sucking were cleaned by my tongue. Tyrone was grinning widely, enjoying my touch and I was so glad that I was pleasing him for the first time. I felt Daddy's hand reaching out to take mine. I took it and he squeezed me in encouragement or nervousness or because we were both together and we knew what was coming next. Tyrone's hands were on my shoulders pulling me up. Even standing upright my eyes were level with his chin and had to raise them to look him in the face. He grinned, his teeth gleaming so white they were like stars. "I want to fuck your tight sissy butt." I nodded, nervous, excited, turned on, shivering. "Yes, I want you to be my first." Beside me Daddy was nodding to Nathan as he confirmed that he too was ready. The strong black men lifted us up, laying us back on our beds. Tyrone raised my legs and pushed back my skirts, before reaching down and taking hold off my panties. He pulled them up, exposing my small and hard willy for his delectation. He grinned as I reached down to gently stroke it as he threw my panties on the floor and climbed between my legs. "Lower them on my shoulders," he instructed and calves rested anything his muscular shoulders. "Let go off that little cock, I want to see it jiggle as I pound you," he said and I obeyed, reaching my hands out like I was on the cross awaiting the nails. It wasn't a nail which entered me, but something much bigger, thicker and ultimately more enjoyable. It wasn't at first though, I gave a small pained gasp as the huge prick pushed open my sphincter and immediately started to stretch my virgin anus. Tyrone gave me a reassuring grin and continued in, pushing my tunnel apart with his rock hard member. My ass stretched even more painfully, but even as it was doing so I could feel my own small prick hardening as it had never hardened before and start to jiggle and dance. I wanted to stroke it, but kept it bare for Tyrone. He grinned more, "This is such a tight sissy butt, I'm loving it." "I want it all the way," I groaned, not sure if I did or not. It was certainly sore and uncomfortable, like a fire was lit there or concrete poured down. But it was also feeling so sexy and good, making me shudder in ecstasy. It was made even better by the feel of the womanly clothing on me, the blouse which was now half-open so you could see my padded bra and the skirt which was up over my chest. I was still wearing my earrings as well and I could feel the large hoops pressing into the bed as I pushed my head back. The cock pushed deeper, opening me and making me quake with pleasure. I could see Daddy in the same position as I was, his face a mixture of pleasure and pain, with his lipstick lips twisted and his eyelids closed shut, so you could see how artfully the make-up was applied. He gave a groan as Nathan shoved in deeper, as did as Tyrone did the same. "Mmmmmhh, more, give it me." Tyrone was going faster as my ass got used to his dick, burrowing it deeper and deeper into my hole. It still hurt, but that seemed to matter less and I shuddered and shook with excitement as his hard body rammed into me manfully. I could see him grinning down at me his hands on the bed as he pushed down at an angle, my legs going back further than they'd ever been. My back bent, the spine stretching and aching as he put his weight down. But my anal bud was singing, the prostate burning with pleasure as he rammed over it. "Yes, Tyrone, yes, fuck my butt hard." "This is such a tight sissy hole, I am so enjoying popping this boi-pussy cherry," he grinned in response. He turned his head to grin at his friend and I followed, smiling at Daddy as he was rocked and pounded into the bed. He smiled back and then we both turned up to look at the sexy, masculine faces of our lovers, the sweat and effort evident on their faces, their mouths wide open in beaming grins as they butt-slammed us. "MMnn, yes, fill my butt with your gorgeous big cock, stretch my sissy asshole wide. MMmnnn this is so lovely," I grunted, feeling my body rock with every forceful thrust. My own dick remained hard and erect, bobbing like a cork in a barrel as I was driven back and forth, the bedding crumpling beneath me. "OOoohh, oooohhh, yesss," Daddy was squealing beside me, his passionate cries testimony to how much fun he was having. As if it was a competition Tyrone drove harder at me, making me too cry out like I was a woman, "Ooohhh, my God, ooooohhh, ram me with that big cock." I'd never felt anything so delicious. "Let's switch positions," said Tyrone, pulling his large manhood out of my gaping boi-pussy. I nodded my agreement, still a little breathless from magnificent butt-pounding I'd just had. "Shall we get this skirt off?" he asked, but it wasn't really a question as he was helping me to stand and as soon as I did so, undoing it so it dropped to the floor. "Ever heard of reverse cowgirl?" he asked and I nodded, having seen it in a blue movie with some girl, never imagining at the time I would be the cowgirl. He was sitting on the edge of the bed opposite where Nathan was still ploughing Daddy hard. He patted his hard thigh with one hand, whilst stroking his even harder cock with the other. I'd never done it before, so I was little nervous and unbalanced as I got onto his thighs, my feet scrunching up like I was a bird on a perch. However, Tyrone was in control, holding my waist strongly to keep me in place and give me confidence, as well as guiding me onto his waiting hard meat. I groaned in anticipation as my butthole rubbed on top of it, my moan loosing none of its intensity as I went down. "MMmnnn, lovely." I began to work myself up and down, slowly at first, nervous I might fall, but as Tyrone held me and my ass opened even more, with increasing speed and enthusiasm. Daddy and Nathan were disengaging and moving into a position opposite us, Daddy too losing his skirt, before he slid down Nathan's thick dark pole. I'd never seen Daddy's prick so close before. I'd probably glimpsed it a few times when we'd been swimming or when I'd accidentally walked in on him after a shower. But then I hadn't been looking. Now it was right in front of me, as hard as mine and just as small. Daddy grinned as he bounced, seeing where I was looking and obviously glad his sissy cock was as small as it could be. "Mmmmn, yes, this is so good," I groaned. "Oh, your cock fits me so well," Daddy moaned. We both went up and down as fast as we could, our bodies jumping and our earrings jangling. His blouse was as open as mine, so I could see his bra and that it had fallen from his nipples, exposing his smooth and slender pecs. Nathan's hands were moving up and down over him, pulling the blouse even more open and running over the bra's silk. Daddy gasped and squealed rocking his back and pressing at his lover. I did the same, riding Tyrone with the same passion he'd ridden me earlier. My ass was stretched open more than I imagined possible, but I didn't care, the pleasure I was getting from the huge cock was worth it and continued to squeal and cry in ecstasy. "Jerk yourself," Tyrone grinned, "Work that tiny sissy dick." I grabbed hold of it, it was much easier to wrap my hard round than Tyrone's monster and jerked it, Whether Nathan suggested to Daddy to do the same or whether it was watching me gave him the idea Daddy was gripping his own small pecker and jerking hard. The two of us thrummed the dicks as we went up and down, our eyes drawn downwards to watch the each other masturbate and see the big black dicks vanishing into each other's assholes. If anyone wants to know how to get close to your Daddy, this is the way. It was such a turn on to be doing it with him and so relationship affirming, as if we no longer could have any secrets from each other. It might have been a coincidence or it might have been something else that we both came together, gasping as our spunk arced out of our cocks, crossing in the middle to land just in front of each other. I collapsed back against Tyrone, my dick spent. He wasn't and neither was Nathan, the two studs taking up the slack and pounding us good. Soon I was squeaking again, my body writhing in pleasure as my prostate was stimulated by the thrusting dick. My back arched and bent and my small cock was hard again, still slippery with my cum and I worked it. Daddy was yelling in pleasure as well, his mouth wide open as he yowled. "Fuck yes," grunted Tyrone and I could feel his hot spunk jetting into my hole. It seemed to go on forever, flooding my bowels with his goo so it dripped out as he lifted me off under my thighs, temporarily, by accident or design, showing Nathan and Daddy my gaping and dripping butt-hole. I lay down on the bed exhausted and sated as Nathan finished banging Daddy. It didn't take long and I knew from the satisfied look on Daddy's face that Nathan had spunked in his ass, confirmed as Daddy came off him and I could see the cum, sliding down his thighs. The guys got dressed and kissed us goodbye, we didn't exchange numbers as I think we all knew it was a one-off, but one that neither I nor Daddy regretted.