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elfowl

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  1. I keep probing slowly, gently stretching his anus, and swirling my finger around to get his ass used to having something pressing it open. After a few minues, I gently press two fingers together, and slowly slide them into Andrew's anus. "Theeeere we go. Such a good girl, nice and relaxed for Mommy. you're doing amazing Sweetheart. How does that feel?"
  2. I can't help but crack a smile, and roll my eyes. I decide to take it as permission as well, and while she's changing me, I reach up, and start to grab at Kris' boobs, pinching at her nipples gently, and groping them, as they dangle over me a little. I definitely notice the increased thickness of the diaper, as it pushes my legs apart. I sit up to let Kris brush my hair, actually enjoying the sensation of her running the brush through. I frown when I realize that she's putting my hair in pigtails though.
  3. I nod, scooping Andrew up into my arms, then lay him down on the bed, and kiss his forehead. "Good Girl" I praise. "Wait here, Mommy's going to go get some lube. Mommy promisses to be very very gentle Sweetheart." I walk out, retrieving the lube as fast as I can, and walking back just as quickly. I pick Andrew up by the ankles, and pull off the pullups, then flip him onto his stomach. I spread apart the cheeks of his bottom, and pop open the cap of the lube, then squirt a large amount onto the pucker of his anus. I take my index finger, and start to probe his anus. "Relax Sweetheart. This will feel really really good if you can relax, and trust Mommy, okay Little One?"
  4. I frown, still pouting, then giggle as I'm tickled. "Hey! Tickles are cheating!" I declare, making sure my stance is known. I frown again at the idea of a doll or pacifier. "neither of those are going to make me feel any better about being forced into diapers, so no thank you."
  5. I stride over, and plant a kiss on Andrew's forehead. "I promise you I'll be very very gentle Sweetheart. I'll make sure to stretch you out first too." I grab the dress, and pull it up over his head and off. "Now, Honey, do you want to do this in here on this bed, or do you need the restraints on Mommy's bed to keep you from moving around too much, and making Mommy hurt you on accident?"
  6. i wake up a bit, when I'm put down in the tub, and have to focus on keeping my head above water. I lift my arms out, stretching and yawning. I realize I probably couldn't quite get out of the tub by myself if I wanted, and feel very grateful when Kris lifts me out. I let her dry me off, happily rubbing into her hands, as she drys me. I giggle, and return her kiss when she's done. "Thank you Mommy" I say, being genuinely thankful. I frown and pout when she mentions putting me in another diaper. "There's nothing wrong with my bladder. i can use the toilet just fine!" I say with a huffy pout. "if your rules are that I have to wear a diaper to live with you, then that's okay, but let the record state, that I'm following the rules, under protest."
  7. I can't help but look disappointed as Andrew tells me that he doesn't want to use his ass. "Well sweetheart. You can use your hands, or your mouth, but that will take a lot more work from you. If you let me use your ass, all you'll have to do is lie there and take it, if you want to use your mouth or hands, you'll have to work much harder to get Mommy off." I say, slowly, as If I'm explaining the concept to a small child.
  8. Slowly I drop down, closer, and closer to falling asleep. Kris rocking me back and forth doesn't help one bit. I'm only the barest amount awake when I hear Mommy thank me, then with my consciousness fully gone, I hear her as if I'm hungry. I don't open my eyes, but just nod gently against her breasts, and groggily murmur. "Yes please Mommasasfs..."
  9. "Well it's simple Sweetheart. Mommy helped you shoot out your cummies in the bathtub. Mommy may be becoming a woman, but for right now, she still has her penis, and you excite that penis very much Honey. Mommy wants you to make her shoot out her cummies too. There's a lot of different ways that could be done. Mommy would really like to stick her penis deep in your ass, but she understands if you're not ready for that Sweetheart. Though if you are, Mommy promises to go slow, and to make sure it feels very very good for you." I could simply make fucking me with his ass part of Andrew's duties and force him into a rediculous amount of debt if he refused and therefore broke the contract, but I don't want to pull the trigger on that too soon, there will be something much more valuable down the line, I'm sure of it.
  10. I blush a little, as Kris tells me how cute and adorable she finds me. "As strange as this sounds coming form me right now. I'm really glad to be wanted by you so much." I let her cradle me, and lay gently against her breast. "Please do... right now... I just want to lay on your chest and relax." I say, as I do just that. I gently close my eyes, and listen to Kris' heartbeat. After all the stress from before, I find myself slowly starting to doze off, as I relax in the warm water, cradled against my mommy's chest, listening to her heartbeat.
  11. "Well, once you graduate from those training panties, I'll have to have you try on some real panties, so you know." i tease. "We can definitely watch something then," I say with a smile. When Andrew asks about special fun. I give him a very serious look, and look deep into his eyes. "Andrew, you are as cute as a button. And qutie frankly, sexy as hell. Mommy already helped you with an uncomfortable little stiffy while we were in the bathroom, and Mommy would like her turn now."
  12. Let out a sigh of relief, and for the first time since the contract, smile. "That sounds good... Mommy." I say as I snuggle into her breasts. "I think I can handle this... if you let me know what is going to be expected of me... and what you want... maybe I'll even start like drinking from your breasts." I pull back just a little, and stretch up, to plant a genuine kiss on Kris' lips, it's only a quick peck, but for the first time, it's a kiss I mean.
  13. I smile. "Those pullups are designed to feel, and look like panties, so they're less obviously for bed wetters." Seeing him shiver, I frown. "Okay... well if you're sure." I make my way back into Andrew's room, I was tempted to demand that he let me fuck his ass right then and there, or to move him immediately into a crib in the little girl nursery with thumb less mittens, and a crawling harness so he has no hope of getting out. For now though, I keep things simple, and slow. I want him to love me, even if I know that he will in the long term. "You about ready for bed? We should probably take off your pretty dress when you sleep Princess, we don't want to crush that lovely poofy skirt. We can stay up a bit later if you want, I can get you some water and we can watch a movie, or if you'd like you can have some special fun with Mommy." I say, giving Andrew a wink.
  14. I stare deep into Kris' eyes. "If you just tried to spring everything onto me all at once like you did. NO, I would have said no. but if you had asked me to do it as part of the rent, if you had seduced me with your sexy as hell body, if you had given me any time to get used to the ideas instead of just throwing me off the deep end... maybe I would have said yes... I do love your boobs, and ...maybe I could get used to drinking from them. Only using bottles form now on... I guess that's not so bad. I still hate the diapers... I want to say that I hate you... and some part of me does.. but honestly... the idea of being cared for, cuddled, carried, and cradled, gently rubbed and stroked... not having any responsibilities, not worrying where my next paycheck, and my next meal is going to come from... yeah... that sounds nice... ...I still don't really want the sex stuff from you... can you buy me dinner first? so to speak? Talk me through things, give me rules... let me get used to this whole idea... then maybe I'll love you?"
  15. I smile. "There's no need to be embarrassed sweetheart. Trust me, I of all people, understand what it's like to want to try on pretty dresses, and see how they make you look and feel. If you would like, we can put on the tights and some shoes, really complete the outfit so you get the full effect. I can't help but worry as Andrew looks over the contract, if he smells something fishy right now, then everything is ruined. I nearly breath a sigh of relief as he signs. "Alright, I'll go get this sent in, and send off copies to all of our offices. Congratulations Andrew, you're now officially promoted to my live-in personal assistant." I take the contract and go back to my office, making sure to send coppies to my lawyer, HR, and the legal department. Andrew was mine now. Completley.
  16. "Because you made me pee myself, and wouldn't let me use the toilet." I say, mater-of-factly and defiantly. Kris is doing her best to get me aroused, and to a certain degree, it's working. i can't help but shiver and moan, as she pulls my thighs apart, and then spreads my labia wide, sticking a finger just barely inside, and rubbing my vulva gently. I'm almost gasping for breath, my eyes clenched shut, as each exhale comes out as a moan. But still I plead, "Please stop. Please don't. Please..." then in a quiet moment of weakness, I quietly mumble. "Why couldn't you have just asked... if this is what you wanted... why didn't you just ask...."
  17. After checking the Living room, and the upstairs playroom, and being unable to find Andrew, I finally go back to the room I left her in and check. I'm surprised to find her checking herself out in the mirror. "Hey there pretty girl." I call out, walking into the room, and smiling at Andrew. "Checking out how pretty you are in your dress and your padded princess panties?" I ask, genlty pulling her to me, and planting a kiss on her forehead. "I've got the contract right here, and a pen for you to sign with, I only need a signature on the last page." I say, handing both over.
  18. I can't help but acridly mumble "I wouldn't smell of pee if it weren't for you." I relax as I'm gently washed, on my neck, back, shoulders, and legs, but start to tense up a bit as Kris' touch becomes more sexual, as she spreads my legs, and touches my privates, I whine, and moan. "Please... Please don't"
  19. I giggle as Andrew flashes me, and wave at his underwear. "Hello there Princesses. It's lovely to see you." I'm very glad that Andrew is onboard for and seemingly excited about the contract. "Alright sweetheart, you relax for a bit, I'll get everything sorted out, and get you to sign. Sound good?" I get confirmation from him, then head down to my office. I write out a contract that includes a few key details; changing his title from secretary to full time personal assistant, changing his hours to 24/7 with a large number of breaks, Giving me full power to dictate his tasks, any disciplinary actions, and his uniform, as well as discreetly having me both adopt him, and be granted full power of attorney and legal guardianship, it also ensures that Andrew's salary is quadruples, promising that I will cover the difference, even if the company won't agree to the raise. There is also a clause that gives a penalty of five times the remaining value of the contract for whichever party breaks contract first, with the contract lasting 20 years. I print out a copy of the contract, and take it and a pen on a hunt for Andrew.
  20. pressing up onto my tiptoes, just so it doesn't feel like I need to tread water, I give a "duh" look to Kris as she points out there's too much water for me. "Ya think?" I ask sarcastically. I don'g like being pulled to Kris and sitting on her leg, but I have to admit that it's much more comfortable, to be able to sit down without having to worry about drowning. I close my eyes, more out of not wanting to get soap in them, than obedience. It actually feels nice to have Kris rubbing the soap into my head, then down my shoulders. When she starts playing with my breasts, I instinctively jerk away, nearly throwing myself off her leg, and into the deep water, where I'd have to swim. I can't deny that it does feel good, my hard nipples give me away completely, instead I simply plead. "Please stop. I don't want this."
  21. I can't help but smile, seeing Andrew play with the dress. When he declines the tights, I shrug. "Up to you, I certainly don't mind you flashing your little princess at me for the rest of the night. Now, if you're up for it, I want to set up a contract with you, one that will promise you the raise, as long as you hold up your end of the bargain. This will be more to protect you, and make me keep my promise legally than anything else. It will also formalize the agreement. Sound good?"
  22. I blush hard, and look away from Kris as she catches me staring at her, choosing to stare at the floor, the ceiling, or anything else. I cringe as Kris calls me a good girl. I don't want to be a good girl for her. I want to yell and scream, and kick and fight, but it's been proven over and over, that that's completely pointless. The tub is very deep, and when Kris sets me down, the water is up to my chest even while I'm standing. I can't quite swim laps in it, but I could definitely swim around a little. When Kris gets in, the water level rises, and I have to tilt my head up, to keep my mouth and nose above water. I can't lay or sit down at all without trying to drown myself, it's very uncomfortable. I come to a realization that to be comfortable in this tub when it's full I need either an infant bath tube, or to sit on Kris' lap. I hate both ideas.
  23. I feel happy as Andrew takes the compliment well. "You very definitely do Sweetheart. You're so cute I could eat you up!" I smile apologetically as Andrew asks if the dress is too short. "It probably is a little short, you're a little bit taller than my Nice, but I'm afraid it's the same length as the other dresses, and I don't have anything else for you to wear. She usually wears it with some tights to cover up her legs and feet. Would you like me to grab a pair of those for you?"
  24. I roboticly plant a kiss on Kris' cheek, knowing that it will be forced if I don't comply. The bathroom she carries me into is absolutely gorgeous, though it feels very weird to be carried in lying on my back in her arms. Every part of it seems huge to me. I frown as Kris tells me she'll wash me in the sink sometimes, and that she'll be getting in the bath with me. "Can't I just take a shower? I don't wanna just sit in a tub of water, with all my pee in it. I sit up on the towel as Kris leaves me in the bathroom. I consider trying to run for it, but realize that with Kris' long legs, she could probably catch me quite easily. I look up when Kris steps back in. In her dress she was beautiful, in her underwear, she's absolutely sexy, even just bending over to test the water, the way her full breasts naturally bounce and droop down as she bends over, making her bra work to contain them, and hold their weight.
  25. I smile and nod. "Great, then you'll be right back out of these, and back into your own clothes in no time." I wait until he puts both feet through the leg holes in the pullup. I pull it up to his waist with a little "Upsidaisy!" I then pull out another pullup, and hold it open for Andrew again. "Step into this one too Sweetheart. After he does, I reach over and pick up the blue dress. "Alright now. Arms up!" I wait for Andrew to put his arms up, and slide the dress down over his head, I slide his arms through the sleeves. "There we go." I coo as I smooth out the skirt. "That looks really good on you Sweetheart." I tell Andrew. Looking him over, the skirt only comes a little bit down past the pullup, but it's hard to tell from the wearer's perspective since the skirt poofs out so far. When he sits down, or moves quickly, the skirt will show flashes of the pullup.
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