Date: Wed, 27 Dec 2023 18:27:32 +0000 From: Candyman Subject: Sweet Lily & Tyler. Chapter 2 Thanks to all of you who read my stories and send me comments. I really appreciate it. Here's chapter two of this story and I'm just starting chapter three. There's more juicy stuff to come. Please remember to make a donation to Nifty to keep this wonderful site alive. Use this link https://donate.nifty.org/ I'd just experienced the most amazing two days of my life. Never in a million years did I imagine that I would get an opportunity to live out my fantasies like this. I was the youngest of four boys with no sisters. My father was absent and my mother was screwed up about her boys being too good for common girls. I wasn't allowed girlfriends, period. As a result I became an adult without ever actually seeing a naked girl. There was no internet back then and 'blue movies' were hard to get. So I became the architypal nerd. I had just started High School when personal computers were invented and I found out early that I was fairly good at understanding them. As each new model came out I immersed myself in it's structure and language so at the end of my college years I was snapped up by a nerd-hungry Silicon Valley. I was married by then to the first girl who ever took an interest in me who also happened to be the first girl I'd seen naked, such was my nerdness. She was also a computer nerd (how else would we have met) and together we became valued engineers at a start up that became one of the biggest tech companies in the world. We split up after eight years and she left the company for a better offer that included eventual marriage to the billionaire CEO. I carried on where I was, kept my head down, took advantage of all the stock option offers and retired at 48. I hadn't really been keeping count and was surprised when my exit package netted me around 600 million in shares. I sold half and caused a minor flutter on Wall Street -- perhaps I shouldn't have put them all up at once, but I thought it was funny all the same. I bought a big house, had some parties, banged some fortune seekers and travelled. I was 52 when I met Liz and her children and now I had a dilemma. My beautiful friends had left the nudist camp to return to their lives. My dilemma was simple. I could follow them and try to become part of their lives somehow or I could not. I met a Swedish woman in Paris recently who, after a steamy few days sharing the sightseeing and nightlife, congratulated me on getting out of the rat-race and thinking about me for a change. I was torn between going back to my new normal of travelling around or possibly settling down in a family environment - with benefits. What to do. What would any self respecting middle aged man committed to thinking about himself do? He'd pack up his tent, get in his car, and high-tail it to Tallahassee, that's what he'd do. So after a weekend on my own over-thinking about things I found myself on the road to Tallahassee late on Moday afternoon. I had Liz' phone number so I gave her a call, told her I just happened to be passing through, which would be true if she signalled any discomfort, got her address because there was no discomfort signalled and she thought I was sweet, and continued on my way to a small brick house in a nice tree-lined street in suburban Tallahassee. The door opened before I got close to it and out bounded Tyler. "Tom", he squealed as he jumped into my arms. I struggled to hold him because I had gifts in my hands but I managed to give him a big hug and kiss as he slid down my body. He was wearing a cute little pink sun dress that went down to his knees with loose hair and bare feet. He took the bag with candy for himself and his sister in one hand and my now empty right hand in his other as he dragged me towards the house and talked at me about school or something. I wasn't listening though, I was looking at the beautiful sight before me. There on the porch was Liz with her arm around Lily. They were both wearing similar sun dresses to Tyler's -- Lily in a bright blue floral and Liz in plainish orange. Hair loose, barefoot, and big wide smiles on their faces as Tyler and I approached. We stopped at the doorway for a group hug before they welcomed me into their home and shut the door. Lily and Tyler couldn't stop talking, such was their exitement to see me (and the candy). "No candy 'til after supper" piped up the spoilsport mother. I handed her two bottles of wine I'd been clutching in my free hand. "Thanks Tom", she said with her big smiley face. We all had big smiley faces, me probably the biggest. "Kids, show Tom around the house while I finish supper -- Tom I hope you like Lasagna?", she asked. "Love it", I replied as two sets of tiny hands dragged me away. They whisked me quickly through the various rooms of the house until we got to the bedrooms. There they were keen to show me their spaces and their stuff. Tyler's was first down the hallway. We went in and they made me sit on his bed whilst Tyler showed me all his favorite things. These were a fairly even mix of boy toys snd girl toys. I realised that Tyler really was quite androgynous, in more than just physical characteristics. Then he showed me his wardrobe which was mostly girl's clothes, mostly hand-me-downs from his sister he explained. He also explained that he usually wore girl clothes to school but had to wear boy clothes on gym and sports days because it was too awkward otherwise. His posters were also an interesting mixture. There was a sports car, a football team, a girl band and a shirtless boy pop star. I had no idea who they were, even though their names were on the posters. Never heard of them. "My turn", declared Lily as she led us out of Tyler's and into her room. Again I was made to sit down on the bed. There was no mixture here, it was all girly, and much bigger than Tyler's room. I guessed this was where they spent most of their play time, day and night. Lily went through the same routine as her brother until she got to her wardrobe. "Pick one", she offered. I have to say something here about dresses and womens clothing. I love them. In the privacy of my own home I wear dresses and soft silky underwear. I've never been brave enough to go out in public cross dressed, but nowadays, in my 'me' years, almost always have female underwear on. I even sleep in long nylon nighties. I never revealed this kinky side to my former wife, or any other aquaintence for that matter. Too shy. I think that part of my attraction to this family, besides the obvious ones, was their attitude to Tyler's inclinations to the feminine side. And now a little girl was showing me her wardrobe and inviting me to play dress ups. My heart was all afflutter. Gosh. "The black one", I chose. She took it out and hung it on the door handle before shucking off her dress to reveal my beautiful ten year old Lily in only a pair of white cotton panties. Did I say that I had a thing for little girls in panties? Oh my god. I was floating. My head felt light. "Hmm, I'll have to change these for black ones", she pondered. She turned towards me and slowly slid those gorgeous plain white panties down her legs and kicked them off. She turned sideways to me and opened her top draw, panty central, and selected a new pair. She made a show of facing me and placing them against herself before shaking her head and casually dropping them on the floor. They weren't black. She did this with another, then more until she appeared to have emptied the draw. The floor was strewn with little girl panties. I wanted to take most of my clothes off (I was wearing nylon granny briefs at the time) and roll around in them. Tyler was giggling at the spectacle. I was trying to breath and stop my heart from jumping out of my chest. Lily took a long look in the apparently empty panty draw and seemed surprised to find what she had been looking for all along, a black pair. She took this out and tried them before seductively putting them on and adjusting their final position. Do you like these Tom?", she asked as she crossed the room and stood before me. I reached out with both hands and gently felt her warm body in her sexy black lacy panties. "Beautiful", I replied in as normal a voice as I could muster. Tyler had now slipped out of his dress to reveal his pink cotton panties adorned with a unicorn. Of course he was fully boned up. He slipped his own panties down and stroked himself whilst reaching down and selecting a pair of Lily's red silky panties. He slipped these on himself and now continued stroking himself through the sheer material of the oversize (for him) panties. Lily noticed the tent in my shorts. She reached down and felt it before unzipping me and sliding her hand in feeling the smooth softness of my nylon panties. Her eyes opened larger in surprise and she wasted no time undoing my belt and sliding my shorts down to my ankles. I kicked them off the rest of the way and they landed amongst the mess of Lily's panties on the floor. I pulled my T-shirt over my head so we were all clad only in panties. Mine were bright yellow Teri full briefs, one of a set of ten I'd bought online. I was fully aroused and Lily now had both hands gripping and stroking me. I had slipped my hand into her black lacy panties and started sliding my finger up and down her already moist slit. With my other hand I motioned for Tyler to get closer so that I could feel his little hard cocklet in his silky red panties. We were enjoying a nice panty-clad feel up but Lily wanted more. She had made the front of my panties wet with pre-cum so she knelt down, released my shaft from the soft nylon and slipped her mouth over it. I located and pinched her tiny clitoris and she let out a muffled squeal of pleasure. I laid back on her bed and coaxed little Tyler to straddle my face. He still had his panties on but he got the idea and soon had his penis poking out the side and lowering into my mouth. I closed my mouth around him and played with the delightful little appendage with my tongue while his sister was bobbing up and down on mine. This went on for a few minutes but Lily suddenly stopped sucking me, stood up and straddled my soaking cock with her equally wet little girl pussy. It slid straight in. All the way. No 'nice & easy' like a few days ago. She sat still on me for a few seconds to get used to the intrusion but then started pumping up and down on me in earnest. I was ready to blow but hung on as long as I could. I had little boy in my mouth and little girl riding my cock like there was no tomorrow. I felt the pressure reach it's limit before bursting out of me and into my beautiful Lily's tight pussy. Once again cum was spurting out, this time covering our panties with a sticky mess. Tyler reached down to grab a handful and spread it over and under his own panties. I could now taste my own cum on his cock. Lily started shaking with her orgasm just as Tyler reached his own. I was still pulsing and leaking cum when Liz walked in to the room to announce that supper was ready. "I'll keep it warm while you three get cleaned up", she said with a smile before returning to the kitchen. We three showered together and used plenty of soap on each other. Tyler put his dress back on and Lily slipped in to the little black dress I'd selected for her earlier. My panties were soaked in cum so I just put my T-shirt and shorts back on without them. I hadn't even bought my bag in from the car so the undies would have to wait. Liz and I drank wine with our supper and afterwards Lily and Tyler disappeared into the TV room with candy. I helped Liz with the washing up while slipping her the odd peck on the neck and hand up her pretty dress. When we were done I took her in my arms and we shared a moment or two of warm togetherness before sitting back at the table to finish the wine. I had things I wanted to say and her reaction would determine my future. "Liz", I began, "I've been thinking alot about things in the last few days and I want to run something by you." "Ok", she replied hesitantly. "You three, and you in particular, have been very kind to me. You've let me in to your most intimate lives and now into your house and if that were to end here and now I would take away some fantastic memories of an amazing few days. You have given your children to me and they have fulfilled my deepest most secret fantasies." I reached over and took her hands in mine before continuing. "I thank you for that". "Oh don't be a silly old goose. You're such a sweet man Tom, and we like you very much. Something seems to just click with us -- it all seems so natural. I hope you feel the same." "I sure do Liz, I sure do." I took a sip of wine. "I want to tell you how I really feel". I took another sip -- I was so nervous. We were at a crossroad. What I was about to say would send us in one direction or the other. "I don't want it to end." I looked into her eyes as I said it and I noticed a flutter. She wasn't expecting that which I took as a good sign. Before she had a chance to reply I continued "I know that sounds silly given our age differences and, well, the situation you're in and everything but I want you to know that whatever you say will be ok with me. If you really think I'm a silly old goose and want me gone then I'll go. I'll never think badly of you and, as I said, I'll take away some glorious memories. But I'd really love the opportunity to be part of your beautful loving family and if given that opportunity I promise I'd never let you or the children down. I can pay my way and even help with your predicament, if you let me. I know it's only been a few days and maybe I am silly but I'm sorry. I love you, all three of you." She looked down at her wine glass. Bad sign. She took a sip and stood up. Oh oh. I was done for now, I'd gone too far. She came around the table and reached up and gave me a big hug. "We love you too Tom, you silly but lovely old goose, and you can stay as long as you want." She went back around the table and sat down again looking at me. "But I've got some conditions." "Ok, I agree to them all", I pre-empted. She laughed. "I need you to understand that my children are everything to me. They are my sole priority in life. Whatever I do, and you do, will be for them. If they want to do something, or not want to do something, that is the priority. We don't want to be hurt or abused. There's nothing but love in this house and if at any time that becomes not the case then it has to end and you will have to leave. Those are my terms." Up to now I hadn't seen Liz look or act seriously but this was a fair and decisive laying down of the law that left no confusion in my mind. I was over the moon. "I absolutely accept your terms. My happiness is in your hands and I promise to do everything I can to honour your trust and if at any time you want me gone then gone I shall be, like a silly old wild goose in winter. We spent the rest of the night with the kids, watching TV and talking. Liz announced that I'd be moving in with them which seemed to please both kids. "Are you going to be our new Daddy?", asked Tyler. "I took him in my arms and said "I can never be your Daddy, sweetheart. I'll be Tom. But I'll look after you like a Dad." He cuddled in to me and replied "And I can be like your daughter". "Will you two get married?", asked Lily. I'd marry Liz in a heartbeat but in the grown-ups world five days isn't long enough to make those sort of decisions. I was ready for that question so I answered her before it got too awkward for Liz. "We'll wait and see about that Princess. Don't forget I've only known you for five days. Once your mother gets to know me and all my bad habits she might kick me out. I would." That got a few laughs. Later I was dragged in to the bedrooms to help them choose their sleepwear. The choice was simple as they only had one item each that was distinctively designed for bedtime, matching lightweight chiffon teddies. Lily's was white and of course Tyler's was pink. "Santa bought us these last Christmas", he informed me as he slipped his on. They were completely transparent and I got hard looking at them parading themselves in front of me. His little penis was pointing up as usual and Lily looked delightfully innocent with her tiny titties and slit. It would have been so easy to start another wild round of sex but with school the next day Liz played the sensible role. I did manage to get a good feel of their young bodies in their almost non-existant 'pyjamas' though. Exquisite. We eventualy got them into Lily's bed and goodnight kisses were exchanged. They wrapped themselves in each other's arms as I switched off their light. Liz took me to her bedroom straight away and took my shorts off me exposing my full boner which was already leaking. "I think you liked those outfits Tom". "Oh yes. I could wear one of those to bed if they made them in my size". She giggled before taking me in her mouth. After half an hour or so of satisfying peaceful sex we found ourselves wide awake in our own thoughts. Liz wanted to talk some more. "We need to talk about money", she broke the stillness of moment. "As I told you at the camp I'm quite stretched at the moment. It's the off-season for conferences so there's not much coming in. Over the years I've had to borrow against the mortgage to keep our heads above water and now I have to sell up. We'll either rent a place or buy a cheaper house or trailer. In the meantime I'd appreciate it if you could help out with the groceries and stuff." I'd also wanted to talk about money but didn't want to be the one to bring the subject up. "Liz I'll tell you a bit more about me. I mentioned to you that I work from home now and then". "Yes I remember, but you were pretty vague about it". "Well what I do is give money away. I have so much of it that I decided to become a philantrapist." "Wow. Like Bill Gates?" she asked. I chuckled. I'd never been compared to Bill Gates before. "Well sort of, but not on the same scale. He's got billions but I've only got millions. Now I don't want to offend you, this money thing is always a touchy subject, but I'd like to help you with more than just the groceries and stuff. I'd like to pay off your mortgage. It would be a gift, with no strings attached and no repayment required. You could literally let me pay off your loan tomorrow and then kick me out on Wednesday if you wanted to. Of course I'd be broken hearted if you did, but I'd really like to make that gift to you three. What do you say?" She was silent for a while before turning to me and saying "Tom I never saw that coming. Are you sure?" "Sure I'm sure. Never been surer about anything before. Hey that rhymes." We both laughed and she accepted with a kiss. "Thank you Tom. That means so much." "I just don't want you to lose your house. It must hold some special memories for you." "No not really. If anything it reminds me of both happy and sad times. It's just a house, but the financial insecurity was eating me up. I don't want to fail my children. It's a mother thing." "I understand", I responded, and I did understand. I remember my college years when I had nothing. It wasn't much fun scraping rent money together and living on noodles. I was pleased that Liz appeared to have little emotional connection to the house as it opened the door to buying a bigger house -- a house that would better suit our future needs. The next day was my first taste of life with school children. Getting them out of bed and dressed was chaos, as was breakfast, getting lunches together and getting them into Liz' car. It was wonderful. I loved every second of the chaos but Liz didn't. The kids were both wearing shorts and T-shirts so it must be gym day for Tyler. See, I was already in the swing of things. Liz dropped them off at school and I tagged along. There were quick kisses all round before they bounded out of the car and ran into the school to be with their friends. On the way home I asked Liz to pull in to the local Toyota dealership I'd noticed earlier on the drive to school. She pulled in without question and I asked her to come with me. I took her in to the showroom where there seemed to be a vast selection of all the current models. "Pick one", I said as we stood there looking at the cars, SUV's and trucks. "What do you mean", she asked. "Pick one", I repeated. "We're not going another mile in that old rustbucket of yours. So pick one, any one you like, except those", I said pointing at the range of compact cars. "They're too small". She turned to me with tears in her eyes. "Thankyou Tom but I don't know anything about cars. You pick one. Please." "Ok", I replied and we wandered around until I found a good mid-sized bronze colored SUV that looked like it would suit a mother's needs satisfactorily. "How about this one?" "It's beautiful. Are you sure Tom?" I didn't get a chance to reply because the salesman turned up. "Just browsing?" he asked nonchalantly. "Yes thanks", I replied and he walked away. "I hate that", I whispered to Liz. "That's no way to make a sale." We walked around the car a few times before another salesman turned up. "I can see you two in that", he said before rattling off the cars features and price. "Ok, we'll take it. But we've got a trade-in out there", I pointed at Liz' old Mitsubishi, "and we'll accept nothing less than $100 for it". The salesman looked at me sceptically for a moment before outstretching his hand and saying "It's a deal". It took about an hour to get the paperwork and registration dealt with and I used my phone to transfer the funds while Liz transferred her stuff from the old car to the new. All the while the original salesman was glaring at us and his colleague. I winked at him from the passenger seat as Liz drove her new car out of the showroom. You snooze you lose pal. The mortgage repayment happened fairly straight forward, after all it was just basically depositing money into an account. While I had Liz' account details in front of me I slipped twenty grand into her bank account to cover my share of "groceries and stuff" for the next couple of months. Liz kept saying "are you sure" so I'd always reply with my rhyming line I'd authored the night before. I got Liz to take me on an extensive tour around the state capital to show me the sights so she could get used to her new wheels. We stopped for lunch at a cafe beside a lake before filling the car up with groceries and heading home. By the time we'd stashed all the groceries it was time to pick the kids up from school. Liz parked in the parents' pick up area and we waited inside the car for the kids to appear. We were early enough to hear the school bell ring and I realised that it had been many years since I'd heard that sound. Kids started exiting the school, some running some walking. Lily and Tyler appeared in about the middle of the bunch hand in hand and stopped just outside the school gates. They looked for their familiar old Mitsi up and down the row of parked cars and seemed to settle in for a wait for their mother to turn up. We were giggling as other children were getting into their cars and being driven off. Liz started flashing her lights whenever the kids looked our way and eventually Tyler grabbed his sister and pointed at us. We got out of the car and they ran over to us. I'd suggested to Liz that we downplay the money aspect of our new living arrangements and to not make a big thing of it so when asked about the new car Liz just said that the old one died so she bought a new one. That satisfied their curiosity so they threw their backpacks in the trunk and climbed in claiming their respective sides. "Look, there's seatbelts in the back", Tyler declared. "Yes", relied Liz. "And from now on you'll always wear them OK?" We drove home the long way so the kids could get used to their new ride and when we arrived they went straight for the fridge and the treats we'd told them would be in there. "Wow, look at all this food". They took their triple chocolate muffins outside where there was rusty old swingset. A couple of hours later and it was shower time, which I was asked to supervise. Oh the duties of a step father. Sigh. I took my supervising role seriously and one by one slowly undressed the children. Tyler was first. I gave him a hug first then lifted his T shirt over his head. I ran my hands over his tummy and nipples before lowering his shorts to reveal blue cotton boy undies that had a little bulge in them. I rubbed his bum and tickled his tum and gave his penis a gentle squeeze through the fabric of his underwear. That got him giggling. I slowly lowered his undies until his little cock sprang out the top. He stepped out of them as I took his penis and tiny testicles in the palm of my hand and gave him a gentle hand massage. I gave him a kiss on the lips and patted his tight bum and sent him into the shower then started undressing his sister. I repeated the procedure with Lily but spent a bit more time playing with her nipples and kneading her almost breasts before heading down lower. She was also wearing sensible cotton panties, white with little pink flowers on them. I slid my hand inside her panties and gently rubbed her tiny slit and clit, then slowly lowered her panties down her legs to the floor. I kissed her lips, patted her bum and said "off you go", but she replied "your turn" as she not so gently yanked my shorts down. She looked at my baby blue nylon panties for a moment before giving my semi hard cock a rub, firstly through the soft silky fabric then slipping her hand in through the leg. Ooh that felt good. I was fully boned in an instant. I took my own shirt off as she lowered my panties and led me to the shower. It wasn't really big enough for three but we managed. Tyler was already in there getting wet and soapy so I lifted him up against my chest to make more space. He put his arms around my neck and snuggled in as Lily followed us in to the spray facing me. She took the soap and started cleaning my penis which was at full attention and sticking out under Tyler's ass, which was also getting a soapy rub. Lily started guiding my soapy cock between Tyler's little bum cheeks. I helped her by moving the little boy down a bit so the action was smoother. I think she wanted to see if I would fit inside him because every now and then she would halt the rubbing with my cock head at his little pucker. In another world I might have been tempted to apply some force and take this boy who was so blatantly being offered, but I instinctively backed away from that. I was not going to cause harm. Maybe when he was bigger. Lily got bored with that game so she put the soap down and took the head of my cock into her mouth. She gave the knob some serious sucking and with that combined with the shaft still sliding between Tyler's cheeks it didn't take long before I blew my load into Lily's eager mouth. Liz came in and suggested that we were probably clean and perhaps we could get out before using up all the hot water as she wanted to take a shower as well. If only there was room for another body. I helped the kids in to their transparent nightwear and we all watched a bit of TV before I had to tuck them in again, with obligatory feel ups along the way. The next day began the same as the previous day, which was probably normal school day routine for most families. Liz worked for a company that organised and ran conferences for mostly state government type clients and had to go to work so I offered to drive the brats to school to give her a break. After that I drove around looking at houses for sale that I'd seen online but nothing jumped out at me so I consulted Mr Google and found a real estate agency that seemed to cater for the more upmarket clients. I called in to their office, told the receptionist what I wanted and was soon introduced to Sandra McLean, who insisted I call her Sandy. I told Sandy what I was looking for and that I was a cash buyer and soon we were in her car with three properties to view. The first house was too small so we didn't even stop the car. The second had possibilities but would need extensive alterations. Back in the car Sandy looked at me with a mischievous look in her eyes. "I've saved the best til last", she said as she drove a few miles north of the city to Lake Elizabeth and a sprawling house overlooking the lake that wasn't officially listed. The owners were home and were happy for us to look around so we spent the next hour inspecting the property before sitting down with the owners to discuss a price. The place was perfect. Five large bedrooms, six bathrooms, large living spaces, pool, spa, tennis court (I could learn how to play) and three car garage with apartment above all set on three acres of wooded private land. It even had it's own jetty. It was over the top but I agreed to the price pending approval from the family of course. They approved. We wanted a few minor alterations done to 'open plan' the three upstairs bedrooms and I found a builder who could start as soon as we got posession so it looked as though we would be able to move in before Christmas. Until then we repeated our school-time routine and spent the weekends ordering furniture, drapes and everything else we would need in our new home. I found a married couple who would be our housekeeper and gardener and would live in the garage apartment. We were all set. A few weeks before we were to move we had a minor setback to our perfect lives. Liz was called to the school one tuesday with reports that Tyler had been involved in a fight with a known bully. I went along of course and heard how the bully, Jake, who was in the 5th grade (same as Lily but a different class), had bullied Tyler (4th grade) over gender identity issues. Although this school was known for it's tolerance it was still Florida and sadly full of intolerant conservative types. Jake had been hassling Tyler for a few weeks but Tyler had done his best to ignore him. Jake moved from name calling to pushy shovey so Tyler pushed him back. Jake jumped on Tyler and started bashing him. Another 5th grade boy, Brad (from Lily's class), jumped in and pulled Jake off Tyler and socked him one on the nose. Jake ran off crying and now it seemed Brad was in the most trouble. What a crock. All the parents were there. Words were said. All three boys were sent home. After a few hours Liz and I took Tyler around to Brad's house to thank him for stepping in. Brad's Mom invited us in for coffee and while we were discussing the injustices in the world Brad took Tyler to his room. On the way home I asked Tyler why he seemed so happy. "Brad wears dresses too". End of part two.