Date: Fri, 26 Mar 2021 17:59:37 +0000 From: S Hardman Subject: A TALE OF TWO SISSIES teen tg category ** This is a story of complete fiction and contains descriptions of explicit sexual acts between consenting characters. None of it really happened. If you find this sort of thing offensive then do not read it. If you are under the age of 18 do not read it. **Consider a donation to Nifty.org. A TALE OF TWO SISSIES It was the best of times, it was...no that's it...it was the best of times. When you are getting hot teen sissy pussy all the time by the truckloads there are no worst of times. It was definitely of an age of wisdom when you got foolish with a femboy. It was definitely an age of Light. All femboys start out `light' in the loafers but figure out quickly that they are sissies, Dick craving sissies! This is the tale about 2 or maybe 3 of them and how they first got their tight tails plowed and how they fell deeply in love with their daddies. I'm one of their daddies. Here's our story. My name is James Waddington. Everyone calls me Jimmy Wad though. I love it. For my son's 14th birthday I got him 20 pairs of Wolford sheer pantyhose. Some people call them tights. It wasn't my idea. He begged for them. "How am I going to find a husband if I don't have the proper attire to woo a man and have him want to fuck me in my sweet butthole?" he pleaded. Little did he know he was already promised to a manly daddy. He was to be a boy bride in an arranged marriage that was of my making. He sure looked good in those nylons as he slid them up his long girlish shaven legs and stepped into some Fuck Me heels. His squeals were so cute. His girly butt was begging to become a man's pleasure zone. My son Chris or as he prefers to be called now, Crissy or Sissy Crissy, had really started to grow into his slender feminine frame and gorgeous girlish face. I'd allowed him to start on hormones the year before and encouraged he practice his feminine skills. He now prefers to be called a she. She was a quick study. I had Crissy with a surrogate. I am her only parental figure. As for me I knew I liked femboys for as long as I can remember. I encourage her to be herself and she loves that I encourage that girlishness. We've ended up living in a very special part of the world. Our town is made up completely of sissies, daddies and a few female allies. The allies are nurses and teachers. They're no competition for the pantyboys because they're all nose diving lesbos. We used to live in the big city but after the femboys were bullied by so many school mates and and their self-loathing fathers we decided to protect this precious set of cock worshiping ladyboys. Way too many men tried to assault the delicate softies and pork their girlish bottoms against their wills. Too many of them were getting cornered in a stall in the boy's bathroom and getting their boi pussies split open despite their protests. It's not hard to believe when you see how inviting those curvy bottoms are. It was time to protect their gifts. Women are not happy to have them around because their husbands and boyfriends ogle them and fantasize about the teen angels shedding their pantyhose and accepting a randy ramming from their men. It's happens a lot and so the women worry that the sissies will take their husbands and boyfriends. Some do. I never was a husband to a CIS female but we do have many guys that are reformed pussy lovers in our commune of sissy love. They quickly become boi pussy lovers, addicts even. I will become a husband soon enough to a glorious sissy, though. About 15 of us found an unincorporated parcel of land near Sicily, Wyoming. We renamed it Sissily. To use the word in a sentence, the femme princess sashayed sissily over to the strong alpha male before welcoming his monster cock into her wet mouth. We have lots of wealthy benefactors and so we are left alone to make our own laws and live our way of life. The `woke' culture doesn't really happen here. Sissies know what they are and that they have a duty to perform. That very important duty is to keep men satisfied. Men are the bosses, sissies are for fun and games only. It's very remote and we've grown it into a thriving town with all the services we could ever need need. Speaking of services we have massages with happy endings available 24/7 with randy effeminate loverbois. We have doctors to prescribe hormones and a blow job and call them in the morning. There's no police force. There's no crime. The only crime is going a day without nutting in a sweet femboy bottom or for the femboys not having your bottom nutted in. There are way more sissies than daddies and so some days there is no cum for them to swallow. No one is there against their will. Rigorous testing begins as soon as a sissy shows potential and its months before they take their place among the pantywaisted elite. Daddies must apply and have a recommendation from several others before even being considered for citizenship to the most sought after place on earth. It is Shangri La for the sissy lover and femboy alike. My best friend and I are the founders of the sissy oasis. His name is Milton Spunk. He's also got a beautiful budding feminine snowflake in the making. Her dead name was Henry but now she goes by Hailey. Milt and I have been pals since college when we became acquainted in a sissy appreciation group which we expanded into a secret society when we graduated. The Society of Sissy Sensitivity was the basis for the founding of Sissily. I began to see signs that my Sissy Crissy was a simpering swisher from a very early age. She played dress up and dolls and loved frilly things and the color pink. She never liked cars and army men. Her army men liked to violate Femboy Barbie. I was proudly raising a supermodel sissy. I wasn't totally happy in life. As I was lying in bed after destroying yet another sissy anus I was feeling empty. The sissy next to me was full though, full of semen! An idea formed in my mind. I loved nailing sissy butt sluts indiscriminately but I really wanted a sissy partner that I could mold and bend to my needs and whims. I wanted one that was socially and emotionally adjusted and ready to be a full time hot teen femboy wife in heat. I mentioned it in passing to Milt and he said he had the same problem. An idea popped into ours heads at the same time. Crissy was a prize. I knew it. I was proud that she'd turned into such a beautiful young softboy. I had always hoped I'd produce a sissy to put into the world to make it a better place. He knew what a prize she was as well because he grinned really big when we realized the solution. Why don't we prepare our 2 femboy sons to be perfect trained sissy brides for each other? My son started proudly wearing her hose with short dresses everywhere. She was a real show off and tease. As the sissy slid the sheer fabric up her shaven legs I could see the glee and the goose bumps forming. She was shaking. I was so happy for her. She knew what she really was, a sissified princess. We have church in Sissily. It's not because anyone is particularly religious. It's just so the gurls can dress up and show off for the Daddies. I am always amazed at how slutty ladies dress for church and I'm totally here for it! It's like first communion when the sissies have a coming out at church at 14. She dressed in a short black dress with straps for her debut. Her long hair was curled and styled. She had on tan pantyhose and high black open toed heels. I made sure she had her little bulge on display so the men would know she was down for a daddy soon. They all knew she was already spoken for though. She was an absolute natural. She walked so ladylike with her head held high. She was so happy and her 1000 watt smile had those men in rapt attention. She was presented on stage and she did a little dance showing off her boi booty. There were so many hard ons that some men had to adjourn with their chosen sissy for a mouth meets cock session. I was very proud. I was raising a natural cock teaser and cock pleaser. Her lessons began immediately. She was going to be the perfect boi bride for Milt and I would make sure of it. We went over everything. She knew her time as a single sissy was numbered. I taught her that she was to be shaven at all times. I taught her about enemas and douches. Every man wants a clean slick prepared sissy pussy. Cleanliness was paramount. I taught her to dress like a princess at all times. I even made sure that knew to be slutty at the right time, too. We did walking like a girl tutorials. Her lessons were not about reading, writing and arithmetic. She did need to be smart but a lot of those lessons were to done on her own. She was allowed to expand her mind and do school lessons but that was on her own times. She was to learn to be a sissy most importantly. It's not easy being a sissy here. They need to be well read and know sports so she can converse about anything her man wants to. She must know his teams and love them and know the players and scores. She must align herself with him politically. Our view is free love for everyone so it's pretty simple here. As she began I had her do lots of beauty tutorials. She was to wear pantyhose and jewelry and apply makeup to her face every day to be prepared to find a man. She wore sky high heels every day to strengthen those long luxurious stems and show them off for the daddies. Ogling and staring at femboys is fine in Sissily. It's even encouraged and makes the sissies feel so girlish which gives their lives meaning. Wearing heels and hose is the natural state for a cock loving sissy. I made my Sissy Crissy spend an hour at a time on her knees for practice. We talked about stretching. Stretching isn't arm raises and toe touches. Its boi pussy stretching and bending over to grab your ankles. Sissies must be prepared to take that dong. She was to take care of her skin and moisturize to be a soft velvety sissy for her master. In her free time I would always catch her thumbing through issues of Sissy Cocksucker Magazine. I was giving her future husband updates and pics all the time. I am sure he pounded his woody to her face and imagined the wedding night in detail. I ordered her a monster dildo as a Christmas present. She disappeared for days. I heard a lot of moaning and gagging and I could tell when she mastered it by the sucking sound that was coming from her room. I had to send her to that room because I walked in on her 4 times ramming it into her sissy bottom and whimpering about a fantasy man. She needed to keep that between her and her man. I couldn't help but look though. I had produced a superstar cum sponge. Milt was one lucky guy. "Come on dad. Let us do it. We'll look so good and so many men will want to fuck us," my sissy son pleaded. I pretended I was concerned and would say no. I was really just playing it up for fun. I was going to let them do it. She and her friends wanted to tart themselves up as sissy hookers for the annual Halloween dinner and dance at Sissily National Golf Club. As you might imagine Halloween is a big deal around her. Some people dress up as ghouls and goblins but mostly the gurls dress up in slutty teen attire to titillate the daddies. They really work the men into a lather and there is some definite goblin later, Cock Goblin that is. She and her friends wanted to dress as dirty tranny streetwalkers. Fuck yeah I let them! Mostly because I wanted to see this look on my future femboy bride, Hailey. Hailey was a smol boi but so damned sexy. Her voice was already perfection. It had the sissy timbre that drives a man wild. Her father had been teaching her to talk dirty and sent me some videos. I'd already beaten my bishop to her sexy face and voice many times. She had velvety skin and a perfect peachy butt that I couldn't wait to violate and make my own. I imagined her bouncing on my meaty shaft with her cute little dong flopping up and down. Her pink colored hair was long. I would be changing it to something a little more conventional after our wedding. I think she knew something was up with me because she took every opportunity to sit on my lap and nuzzle up to me. He'd definitely taught her to dress appropriately with hose and heels and to smell and look scrumptious at all times. Her personality was so sweet and I could not wait to get to know her. She and Crissy and their friends Evie Applebottom and Vanessa Vixen wore the shortest skirts. All of their little pecker bulges were on prominent display. They wore tube tops over the tiny titty bumps and sky high slutty heels. All the men copped a feel but none of the sissies minded. It was the whole point. They did a grinding dance on some of the daddies on the dance floor and caused some sticky pants emissions. Our sissies know their only job is to make men happy besides on that night they were tranny prossies. At one point they got up on stage and did a strip tease without actually stripping except of course their tiny dongs flopped out for all to see. The gurls usually snuck some drinks and inhibitions went out the window because the men were too drunk to put a stop to it and didn't really want to anyway. Milt and I hung out at our table drinking and howling until the gurls showed up to give us lap dances. Hailey straddled me and ran her body up and down me while licking her lips. She banged and wiggled her hosed ass on my face. It had a sexually charged aroma and I was super hot for her as I buried my nose in her hose covered bootyhole. The combination of sweat and strawberries was intoxicating. I was loving the dance and then she whispered in my ear, "Do you think I'll make somebody a good wife someday daddy?" She grinned and kissed me slipping her tongue into my mouth. "I can't wait for you to take my virgin bottom someday soon! It is so slippery and tight. Also I love talking dirty! I want you to pound my sweet tender pussy baby and choke me with your fat cock, too." Everyone was too busy with their own fun to even notice her dry humping me. I found out later she had just figured it all out on her own. Milt had not given her a clue. She just knew from her lessons that he was just teaching her to be the perfect sissy mate for me. I could not wait to take that sweet butthole down to pound town! So we decided the time to let the gurls know was on the latest one's 15th birthday. That was Hailey. We would throw a party for her and then let them both know they were to become our boi brides. The training continued. We moved to oral pleasure advanced tutorials. Use of tongue, lips and throat in combination was important. She needed to know the sensitive zones. We spent a full week on making sure she made demure and lustful eye contact with your man at all times while blowing him or getting fucked by him so he would know that you know you are his submissive loyal possession. A sissy must show acceptance that they know their place as a docile faithful daddy lover. Then she took cooking classes and cleaning classes. It's important for a sissy to know to keep a good home. There may be God given sissy rights but they can be taken away if a sissy does not perform all the duties required of her. I then made sure she knew there may be punishments. If she acted insubordinate or cruel then it might mean a spanking or she may be quarantined to her room. Be careful not to speak out of turn or have too many opinions. It was at the husband's discretion that she stayed in good stead. We both thought that keeping them locked for months at a time in cock cages was appropriate as well. We love our sissy cocks but prefer them not to get too big. Estrogen shrinks those cocks and balls, too. We love little cute sissy cocks. But two manly daddies like ourselves had dilemmas. How could we commit ourselves to just one sissy and what would we do in the meantime after our engagements were announced? I formulated a plan. We'd each make sure to keep an outside lover for our needs. Meanwhile that Halloween night at the club several sissies were giving nylon footjobs to horny daddies in a back room. Let's just say Milt and I took advantage and left some seed on some sissy feet. I was so ready to burst that a rope of cum hit a sissy in the face! It was getting very difficult to not have that teen sissy warming my bed every night. We were so close with the Spunks that there was a movie night at least once a week. Two weeks before the birthday/engagement party we were watching a damsel in distress movie. The girls had on matching little black dresses and had kicked off their high heels. Milt was in a chair and I was on the couch between the 2 sissies. I suddenly felt a toe start to slide up the back of my leg and it ended up on my crotch. I wanted to take Hailey's hosed red painted toe and suck it but I just rubbed it against my dong for a while. She said to the whole room, "These damsel in distress movies are dumb. The dumb bitches should be at home with a daddy. If you are at home getting railed by your man you are never in distress! Dummies!" We all burst into laughter and turned it off. I hated seeing her sweet ass exit later. I wanted to rail that pucker right then! I am sure Milt wanted to fuck my sissy son right then, too. The party was attended by everyone in Sissily. Milt and I are looked on as heroes and statesmen with reverence of forefathers to the sissy love movement. Our birthdays are celebrated as holidays. We have all the normal celebrated holidays. Christmas is big for the gurls. They love getting new lingerie and dresses so they can wear them to woo men. They love to go to the Christmas concert that is broadcast to the entire nation on a private invite only feed with the headliners Mannramm Reamholer. The sissies go crazy. Because we were held in such reverence we knew that everyone should attend and not feel left out. He gave our gurls their gifts of a pink VW Bug each and lots of clothes and jewelry. We each had our eye on the other's sissy son to see what we would get to see in private on our wedding night. Then the announcement came that we were to become their Husband Daddies! They screeched with joy. Hailey ran into my arms and planted a kiss on me and I picked her up and hugged her sweetly. The reaction of Crissy was different. She practically tackled Milt. She jumped into his arms and they made out for an uncomfortable amount of time to lots of cheering and whistles. She finally ran to me and said, "Daddy I dreamed it might be him but I didn't want to get my hopes up. I am the happiest femboy in the whole world. Thank you Daddy!" She actually kissed me and I felt a little tongue before she ran back to her man. Hailey hushed everyone. She announced that they thought this might happen and wanted to be prepared. She had suspected her dad to be Crissy future fiancé but couldn't be sure so she never said anything to her best friend. But in case they were announced as future brides to someone they had something prepared. They grabbed each other and disappeared only to reappear 5 minutes later to raucous applause from sissies and daddies alike. They were wearing little tiny half shirts that said `I Have No Tits' on them with little black lacy panties. It was the cutest thing I'd ever seen I was so hot and proud at the same time. The stripper song started up and they did lap dances for us on the stage. Each putting their little sissy peckers in our faces and simulating oral sex to a huge ovation. Of course by the end their little cocklets were flopping out of their panties because they are such little sissy slut exhibitionists. It was a real blast. We would move them in that night to our respective homes and marry them in 3 weeks in a dual ceremony and make them our little sissyboi wives. That night I am not sure I ever heard what happened at Milt and Crissy's but I know for Hailey and me it was as sexy as we would allow until we got married. We had decided to not use their mouths or pussies for our pleasure until the wedding night. They were still virgin pussy bois after all. When we were settled in for the evening my ladyboy sashayed in sissily and I knew any awkwardness around me was a thing of the past. She straddled me and we pressed our lips together in pure passion. I explored her body as we shed our clothes. She grabbed both of our cocks and rubbed them together. "Daddy there should be a wedding ceremony for these two as well. They'll be in contact a lot and they're already in love with each other." I laughed and said we would have a private cock and boi cock union ceremony. No rings would be exchanged but semen would definitely be exchanged. I laid her back on my couch and I straddled her flat sissy chest and she massaged my cock against her little boi titties for some awesome titty fucking. I reached back to grab her little pussy stick and massage it. We climaxed at the same time as I covered her neck, chest and face with my cum. It was the first night of an amazing partnership. Milt and I couldn't not fuck sissies. It's what we do. As I said earlier I had formulated a plan to take outside lovers. As our sissies warmed our beds we needed some back up sissy pussy for the next few weeks. We decided their best friends Evie and Vanessa were our natural cum dumpsters. We got them their own apartments not far from our houses so we could quickly go and pound those sissy assholes in a pinch. Milt chose Evie. She was a curvy redhead with a big ass and little pussy stick and always horny as fuck. He rammed her little porker with passion but pretended it was Crissy. He felt guilty as she blew his goo on her back. He would rush out immediately afterward. I had no such guilt. I was not meant to be tied to one sissy and I knew I'd never be faithful and so did my future sissy bride. She was fine with it. Vanessa was tall and thin in a hot crossdresser way but very feminine. She had a blonde wig that she wore every day and smooth girlish skin. Her lips were made to please dick. I loved kissing her and she was very receptive to my touch. She would get goose bumps and moan about how I made her feel so girlish. I destroyed her little sexy fuckhole and ruined her for other men. I loved pulling it out and blowing it on her little flat rippled tummy while she moaned my named. She was so in love with me but knew I thought I could never be. I loved lounging in bed with her and making her feel loved. She was such a sweet caring giver and I never forgot that. We had great fun and I tried to save enough cum for my fiancé at night. Very quickly I discovered she had mastered what it meant to be my sissy wife.. She was so sweet and loving. She loved pleasing me and told me I could never screw up no matter what I did. She knew her job was to support me. I couldn't wait to claim that ass. The wedding was the event of the decade for our fledgling little femboy village. Everyone was there. The only problem was there was someone there I'd never met that drew my attention to her. The intake department had approved a new sissy and she'd fast become friends with my future wife and sissy son. Good enough friends that she was invited to be in the wedding party along with Evie and Vanessa. Her name was Abigail or Abi for short. She had long red hair with creamy white skin and freckles. She was absolutely gorgeous and pure Kryptonite for my cock. I met her at the rehearsal dinner and I was actually tongue tied. I swallowed down my chicken and tried to get her out of my mind as people made speeches praising all of us and generally giving us too much credit. It was awesome. I could not get Abi out of my head that night or the next morning. The ceremony was great fun. The 3 bridesmaids wore short pink dresses and pink hose and strappy pink heels. Their little cocks were visible to everyone as they were snuggled so cutely in their pantyhose. I was ready to fuck them all before it even started. Vanessa was sad but she put on a brave face. I think Evie may have pined a little for Milt. I was pining after Abi and that perfect face, sexy shy smile and red hair. As they made their way down the aisle our boi brides looked so beautiful and happy. They had painted their lips bright red to remind us that their lips would be slobbering on our fat cocks later. My own sissy son made me so proud. She would make such a good sissy femboy wife. They had matching short white wedding dresses and tan hose and white very high heels. You could see their entire asses and they wiggled them a lot as they giggled their way through the readings and ring exchanges. Milt and I both said `I Do' at the appropriate time and the brides each read vows. They even included the part where they wanted to marry our dicks, too. And so my wife was now Hailey Spunk-Waddington and my sissy son was Crissy Waddington-Spunk. It was a dream come true for those 2 little femboy brides. The reception was an absolute fuck fest but I tried to slyly watch Abi and she was alone and never showed any interest in getting rogered by a middle aged sissy lover. The first dance of the couples was basically them massaging our rods through our tuxedo pants. There was even a stripper pole. It got so raunchy. It was so much fun. Abi caught the bouquet which led to a lot of mixed feelings for me that I didn't show at all or at least I hoped I didn't. I let it all go and got in the limo and took Hailey to a our local fancy hotel where I carried my teen sissy bride over the threshold of the Ritz Carlton Sissily. We put the Do Not Disturb sign on the door and did not emerge for 8 days. I put her down and she scurried off to ready herself. I stripped to my boxers and settled back in bed. She appeared in a sheer white baby doll with white hose and heels and she had on pink panties that said Daddy's Girl over them. She had a lot to say. "Daddy I didn't say too much at the reception. I just need to say this and then I will be quiet and demure like I know you like. I just want to thank you for taking me as your partner. I never thought my dream of being a teen boi wife would come true. It wasn't until I figured out I was a little tranny trap did I have the idea that I might be someone's perfect lady to possess. I have dreamed of this day and night since then. I have especially dreamed of what it might be like with you for the past 2 years. I never believed you'd be my man and I will try my best to be the best wife a boi could be. I'm yours to use as you will. I have a wedding present. It's me. Do with me what you will forever Daddy! I want you to take me." I smiled and told her I was so proud to now be her husband and then I stood up and pushed her head down for 2 reasons. First so she would know who was in charge and secondly it was time to introduce her mouth to my cock! I flopped it out and she began to kiss it sensually and lick it and then she spent a long amount of time on licking and kissing and inhaling my balls. She was a master. My meat was covered in her lipstick. She looked up and said, "Please Daddy fuck my throat. I want you to shove it down. Yes Daddy! Gag my mouth with your big cock!" I was rock hard and I shoved it back in. She'd obviously throat trained and gagged a little but she took it like a champ. I edged as she sucked and ran her hands up and down. Her red nails looked so good against my manhood. Then I pulled out before I blew my wad. I stood up and I began to unwrap my present. I worked her panties down as she stepped out of them. I removed her shoes. I pulled her nightie over her head and kissed all over her neck and made my way to her lips. It was our first real couples kiss and she was shaking. I kissed down her chest and tummy and then slowly got to the real prize. Her tiny pansy pecker was stiff and pushing with all its might against the hose. They stood out at least 3 whole inches. I love to look at a little sissy sticks nestled in hose. I kissed it through the fabric and then I massaged it and she started really moaning. "Oh my God Daddy! You make me feel so good. I have goose bumps. Please let me cum. Pleeeassee!" With that I picked up the pace and she shot her load in 3 big streams through the sheer fabric. I had her lick it off my hands. She was happy to do it! It was my turn now. I'd been edging for about an hour. It was time to take her virginity and smash any masculinity left in her. I had seen no signs of it for years and from what she said about damsels in distress she knew that being a cum dumpster was her only job. I ripped a hole in her hose and parked my cock at the entrance to boihole and started working it in. I spit in it to slick it up and then started moving in and out with purpose. She winced and squeaked from pain but took it like the little wife she was. I started jamming it in more and pretty soon her shit shaft opened up and I plugged it with my fat meat sword. I started smacking against her back side and driving it deeply into her. She was praising the heavens and moaning words of encouragement like, "Daddy make me your little sissy bitch. I am such a trashy trap fuck slut. Fuck my tight teen bottom. I'm your little fuck pig. FUCCCCKKK!" With that encouragement and all the edging I exploded deep in her ass pussy. I jammed it all the way in and she came in her hose again with a sissygasm at the same time. I laid on top of her until my soft cock popped free. She pushed her bum in the air and let the cream pie leak out a little at a time as it ran down the back of her leg and ruined those pretty pantyhose. The next time was in the shower and then in the morning I had riding up and down on me while her little cock flopped and bounced. As I said before we didn't emerge from the room for 8 days until someone begged me to come out and handle some of my city duties. I had explored every inch of my wife's boi body and pussy hole. There was only one problem. I couldn't get Abi out of my mind. I had actually pretended my wife were her a few times. My ejaculations were especially powerful when I'd imagine her and left my newlywed wife's little butt pussy aching. Crissy and her new husband had a different experience. They had left town and flown privately to The Seychelles Sissy Spa for a honeymoon of lust. As soon as the limo disappeared from sight she had locked lips with Milt and attempted to extract his cock. He stopped her but there was no more waiting once they were airborne. He introduced her to his monster penis and her boi pussy virginity was kissed goodbye at a mile high. She had gotten lipstick all over it before he took her to the plane's lounge and bent her over the wet bar. He entered her lady cave which had been made ready with months of preparation with my guidance. A dildo was nothing like the real thing. She told me later, "Dad I had always thought maybe I was just a lustful gay boy but now I know that I was made to be a slutty sissy and femboy wife. I screamed for him to knock me up and he tried so hard. He washed my insides with his seed and bred me. I now have a part of him in me and I am addicted to his manly tool and his load. I can never go back and I am so happy. Thank you dad!" She threw herself in my arms and wept tears of joy. She never calls me daddy because that is reserved for her man. He is her daddy. With that she scurried back to make a home for her and Milt. I was so proud. I had raised a perfect sissy wife for my best friend. He had done the same for me. We all settled into a routine of rise and shine and fuck. Work, then lunch, afternoon fuck then back to work. Then a fuck when we get home and then dinner and then a facial at bedtime for those little sluts. Semen facials are great for the sissy skin. It wasn't always in that order but you get the picture. Three weeks after the wedding I made my boi wife change her hair to a shoulder length dark red haired style. No more pink wigs or dye. Then Milt and I decided to start a tradition. We took our gurls to the local tattoo parlor and had them inked with a tramp stamp. They branded them with `PROPERTY OF WAD' or `PROPERTY OF MILT' on their lower backs. It served dual purposes. It reminded the gurls who owned that sissy ass and it was also hot as fuck to hit that target with your nut. Nothing like grunting out a load while watching it land on your marked property. We had a ceremony that was attended by friends and fans alike to show off those tattoos. Abi was of course there and she gave me a shy smile that night that twisted my guts. I had a problem. I could never get her out of my mind. When she was over for a visit I really wanted to visit her rump with my cock. It was time to figure this out. I decided it was time for some community outreach. The main drag of Sissily is 37th Avenue. It is named in honor of the original 37 sissy bois that we populated the town with. I've plundered 18 of those 37 assholes with my ramrod. Obviously there are still many virgin buttholes to explore. The population of sissies waivers between 75 and 80 these days. Milt and I are very popular with the bois because we are the founders. They are so appreciative that we started a place where they can be themselves and really love to express their free love with us. They want us to eject our free love on or in them. We've had to make a rule for them to not be so aggressive unless given explicit permission by us especially now that we are married Daddies. It was too much when I was standing in line at the grocery checkout and my pants were unzipped and little Sally Splooge sucked my Johnson into her mouth. I had to pull her up and promise to meet her later. I met her later and 4 more times after that. I like Sally and love her her mouth. I just don't love Sally. We have been very honest with our sissy boiwives that we will be popping other sissy cherries and shooting into other femboy mouths even after the weddings. But Jessica Jackoff dropping to her knees at the gas pump was too much. Her pantyhose were ruined! Rules had to be made! The reason that I tell you about this is because on 37th Avenue it the 37th Avenue Community Center. It's where men volunteer to help less fortunate sissies. When I say less fortunate sissies I mean ones that are not regularly getting their backsides serviced or their mouths filled. I told you earlier it was the best of times. It was for the best of times for men but sissies crave cock and they need regularly milking and their fair share of semen. It is the worst of times when they aren't getting a dicking on the reg. I decided to volunteer. The reason I chose the community center is because that was where one of the other volunteers was my own Abigail Buttacre. The object of my obsession, My Abi was there in a strictly administrative role. No man had soiled that perfect asshole yet. I knew because I made it my business to know. Everyone was so excited to have me around but it was also known that I was off limits. Sissies needed to get their fill elsewhere. I was conveniently placed in a back office that needed `organizing.' My helper in that office was Abi. I didn't tell my wife that was who was helping me. In the morning she would give me that shy knowing smile and then we actually would go to work cleaning and organizing. She dressed like a sexy secretary in a black dress, pantyhose and heels the first 2 days. She bent over a lot. We would `accidentally' touched on multiple occasions and it sent my cock into shock. I had not given my wife a butt stuffing since the weekend. On day 3 Hailey rolled over in bed and begged me to give her pussy the attention it deserved. I said I couldn't that day. I needed to get to the Center. I was saving up my spunk for her friend's boipussy. When I arrived I got a wonderful surprise. She was wearing the pink outfit she'd worn as a bridesmaid at our wedding and I knew she was mine. She giggled when my jaw hit the floor. We were not going to keep up this charade. By 10 o'clock the room looked pristine. She was stacking some files at the desk when I came up behind her and put my hands on her waist. I began kissing her neck and she gasped out a little moans. "Oh my God I've waited for this moment since the first night we met. I knew by that look you gave me you wanted me. I just could never approach you because it is forbidden. I had to wait to see if my dream would ever come true." I bent her forward over the desk and pulled down her pantyhose and saw that she was lubed and ready to go. I dropped my pants and entered her virgin asshole and slowly worked it in. She grunted and moaned and I could tell it was hurting and then suddenly the tiniest bit of masculinity died and it allowed me all the way into that sweet pussy. I had been in many a sissy honey but I had never felt anything thing like this. She knew my rhythm immediately. It was tight but not too tight. It was slick but there is just right amount of friction and then she said those words. "Daddy I can't help it. I am so in love with you! I want you to fuck my sissy hole the rest of my life. Please cum in me and make me your little sissy bitch." This little teen cum sponge was perfect and I had a dilemma. I had to figure out how to get her into my life and not disappoint everyone in Sissily. I crammed it in her guts and then I released my juice like never before. I soaked her insides and fell on the floor with the little femboy across my chest. We fucked 4 more times. I had to figure out what to do next. The dawning of the morning brought me clarity as my body was warmed by my sweet sissy wife. I took her in the ass so she wouldn't feel neglected and she seemed very happy. I was at ease as well since I knew what to do. I would make it look like I was doing my community a favor. I was a founder of this sissy commune and I helped make the rules. I decreed from my office that day the allowance for plural marriage. Law would not allow for multiple sissy boi wives. I didn't want to have to sneak around and disappoint not only my wife but my gorgeous red headed pale skinned insatiable sissy lover. Since we had lots of unattached femboys the most logical step was to bring them into your household as one of you own. Punish that pooper and make that sissy fag a happy boi. I waited for the news to leak out and I got a call from my wife. "Daddy are we taking in another gurl? I figured since you are so important it would look good to set an example and bring another person into our bed and take a poor unfulfilled sissy and fill her up with joy." Well how could I say no to that? I wanted to fill up my sissies with more than just joy. I knew which sissy I wanted to fulfill the most. So I, of course, consented and asked if she had any ideas. She said she didn't and I said we'd think about it. A few days later I brought up Abigail and her eyes lit up. "She is so sweet daddy. What a wonderful idea! She will make a wonderful addition to our family." With that I had solved my problem. There's nothing like looking down and seeing 2 little red headed sissies tongue kissing each other before sharing your cock. Shooting splooge on 2 femboy faces is so sexy. I took a picture of both of them grinning with my spunk all over their faces and it was the cover of Sissy Cocksucker magazine the next month. There's nothing like sucking one hosed toe while your other sissy wife sucks the toes on the other foot of your second sissy wife. So fucking hot! Milt wasn't sure he was ready to have another sissy in his house. Sissies have lots of opinions and it's good to tamp them down quickly. I had done that with my wife but my sissy son had a mind of her own. I was a little disappointed in her. I had taught her to be a submissive little cockpleaser but instead she was being a sissy brat. I encouraged him to punish that little sissy and I believe he did with a hard spanking. Eventually she consented to having Evie as her new sister boi wife. I added a third sissy wife the following year with Vanessa. They are all tattooed property as well. They are all locked in chastity. Our bed is full but there's plenty of fuck fluid for each femboy. There only job is to work out, keep clean and make our lives as perfect as possible. No fuss just fucks! Well that's the Tale of Two Sissies. It may be about the 2 sissies that are our first wives. It may be about my first and second sissy wives. I may be about 2 random sissy dick lovers. That is for the reader to decide. It really was the best of times and continues to be.