My New Mistress Is a Diapered Sissy

I was driving my car, dressed like an anime girl and wearing a thick diaper... Why the fuck was I even doing this? Ok, I know why… It was because Miss Maisy was the only ‘mistress’ that I could find in my area, who cared about people with no experience. Sure, she wasn’t the only dom in the city but when I called the other ones to discuss things, they instantly ended the conversation, when I mentioned being a virgin. I was only 22! How could I not be a virgin at that age? It’s normal, right? Right? There were also some ‘masters’, who had no problems with training newbies... but my insides twisted at the sheer thought of some middle-aged guy ordering me around. Mistress Maisy’s demands were strange but I was too curious about trying femdom to decline. 100$ up front didn’t feel like that high of a price... but she also wanted me to appear wearing diapers and a cosplay of anime girl of my choice. I didn’t even want to think, what she had in mind. I couldn’t remember the last time I had a diaper on and the idea of wearing one made consider quitting the idea of meeting with her. However, when the package I ordered arrived and when I tried it on... it... was very soft, giving me a firm hug. I still didn’t like it... but I didn’t mind, as she never mentioned anything about actually using it and it was going to be hidden under clothes. Speaking of clothes... Mistress Maisy wanted me to cosplay an anime girl but thankfully she allowed me to make the choice, which one. I never crossdressed before but with a diaper on my butt I had to find an outfit with a long skirt. Trying to pick something as modest as possible, I ordered a very cheap cosplay of Violet Evergarden. When it arrived, I tried it on and... it was awful. Sure, it looked nice, when you just looked at it from a distance, and hid the diaper really well but the material itself was very scratchy and completely unbreathable. While my meeting with Mistress was going to be spent at her apartment, I still had to walk outside, into the summer heat, with these clothes on. To make all of it worse, an itchy, blonde wig was included as a part of the cosplay. The anticipated day of my session with Miss Maisy finally arrived. I taped the thick, adult diaper on myself and put on the uncomfortable, long, white dress, navy-blue coat, leather boots and the blonde wig. To make myself slightly more passable, I used a tiny bit of make-up that I ‘borrowed’ from my mother and followed a guide video that I found in the internet. I didn’t look great... but it could be worse. Confirming that no one else was at home, I grabbed my car-keys, ran out and locked myself in my old car, hoping that none of the neighbors would notice. After calming my breath a bit, I quickly drove off, hoping to find Maisy’s apartment without issue. A dozen or so minutes later, I realized that I left my phone and wallet back at home... but it I was already near my new Mistress’s place and I doubted I would have a lot of reasons to call anyone. I parked opposite of her apartment building and decided to wait a bit, to be right on time. In theory, I had to wait 10 or so minutes… but with a midday sun and broken AC… my car quickly turned into an over and I could feel the sweat smudging my make-up a bit. When I saw, that there was only one minute left, it was time to go. I carefully got out of my car and straightened my skirt, only to see that… many people were crowding at the entrance for some reason. I really wanted to wait for them to go away… but being late for the first meeting would be a bad idea. Covering my face, I rushed inside through the crowd and without waiting began running up the stairs to the second floor. When I saw the door with the number 17, I repeatedly knocked on it in panic. Without waiting, I checked if it was unlocked… but it wasn’t. Thankfully, I could hear some steps on the other side of the door. When the door opened just a tiny bit, I immediately jumped inside and closed it, not even paying attention to the woman, who lived there. “Inviting yourself in, huh? Someone sure deserves a spanking…” I heard a soft, female voice, before… my ear suddenly got pinched and twisted a bit. The bit of pain made me regain some focus. Next to me was a tall girl with shoulder-long, black hair, dressed in black and white French maid uniform. Her feet were not covered by boots or stockings but it was understandable, as she was at her home. “I even spread a rumor, that there will be a neighbors meeting at the front door, to gather some people to witness my cute sissy… but you just rushed past them!” “Of course I rushed past them… m-mistress. T-this is my first time doing this…” I tried to explain myself. “Sure, sissy… but we will have to work on your confidence… and make-up skills.” She brushed the hair of my wig. “Take off your shoes and come…” She gave me a wink and went away. When I complied and followed, I could see that her home appeared… very casual. Videos on the internet made me expect walls covered in whips, ropes and gags, or a huge bondage table in the centre… but it looked like a normal apartment. She led me to the bedroom and suddenly pushed me down, to sit down on a soft, clean bed. “Now, before we start… I need to make sure, my baby won’t get a bit too handsy.” Maisy opened a bed-side drawer and I was instantly hit with a sweet scent of rubber. Just glancing down, I could see a colorful rubber sea of random fetish items, from toys to clothes. From the vast mass of things, she managed to pull out two pink pieces of rubber. When she lifted them up, they looked just like some deflated balloons. “Give me your handies.” One by one, she spread the balloons and pulled them over my hands, before letting them snap a bit behind my wrists, only to be further locked in place by some buckles. “Kids love balloons. Right, sissy?” She asked, while kneeling down before me. “Kids? S-sissy?” I questioned her opinion about me. She didn’t look much older than me but she certainly acted as if it was the case. “Mhm~” She confirmed, while unscrewing the nozzle at the tip of one of the balloons on my hands. She licked it very suggestively for a bit, her tongue dancing around the nozzle, while she looked into my eyes. After the pretend blow-job, she began to blow the balloons, inflating them until they became round and almost the size of my head. “Now that you can’t resist, baby…” She smiled and pushed me to lay down, before climbing on the bed on top of me. “…it’s time for me to have some fun…” She got on her knees, while having me between them and she slowly waddled forward. The short skirt of her maid dress was brushing against me and soon enough I was about to see its interior. Did she want me to lick her out for the start? When her butt finally got above my face… I was suddenly hit with an… unwelcome smell. Right before my eyes was a diaper… and a used one at that… “N-no no no… !” I began to struggle and begged her to stop… but she just plopped down on my face with her almost overfilled, damp diaper. I tried to grab her and push her away… but with the inflated mittens on my hands, I couldn’t get any grip. “No way to run, sissy~” Mistress Maisy chuckled and started to grind the diaper on my face. The constant sloshing of the diaper’s interior was broken only by the moans of her pleasure and my muffled grunts of disgust. She went faster and faster until her body spasmed, shaking a few times. “Yes…” After catching her breath, she moved back a bit, to get my face from under her skirt. “What? You didn’t like it, baby?” She asked, pretending to be surprised. “How was I supposed to like it?!” “But you are wearing a diaper yourself, aren’t you?” She grinned and slowly moved my long skirt out of the way, to reveal my diaper. “Clean?! We can’t have that. Use it. Now.” She commanded. “I… I can’t… y-yeah! I… went to the bathroom right before leaving my home… heh…” I tried to find an excuse. “Can’t help it then, I will have to do it for you.” She shrugged, while grinning even more widely. “W-wait, w-what are you…?” I wanted to ask… but paused in shock, seeing, what she was doing. Mistress Maisy slightly lowered the front of her diaper and… a hard, wet cock jumped out from behind the waist-line. “Ready or not~” I tried to stop her but my hands were useless. She grabbed the waist of my diaper, pulled it a bit away and put the tip of her penis inside it. Soon after, I could feel warmth spreading around my crotch and see the diaper get darker and bigger. She… no… he was peeing in my diaper. What’s worse… it made me a bit harder. It was disgusting… but I couldn’t do anything about it. Maisy finally stopped and pulled his dick out… but it wasn’t the end of it. He was as erect as possible and once again moved closer to my face, with a few leftover drops of pee dripping down on the front of my dress. He rested his cock on my lips said: “Time for your lollipop, sissy… Don’t resist~” and very gently inserted it into my mouth, which was still slightly open from the shock. At first, I could taste the bitterness from the few drops of pee, which stayed on his tip. Then, it was mixed with the saltiness of a sweaty penis, which marinated for hours inside a thick, damp diaper. The urge to vomit was strong… but if I let go, I would get my only clothes dirty, so I did my best to hold it. However, he wasn’t helping it, as after a few seconds, he shoved his penis all the way to the back of my throat, making me gag and choke. I didn’t want any of it… but I was too weak and helpless to resist. “Oh, come on! At least move your tongue a bit!” He was annoyed at how passive I was but he kept pumping back and forth. Eventually, he pulled out, until just his tip was in my mouth. I could feel his body jerk, as his penis shot out some warm… slightly sweet goo. It was obvious, what it was. “I hope you like your candy, sissy.” He chuckled and reached for something outside of my vision. I wanted to spit out the cum as soon as possible but when his cock finally left my mouth, it was instantly replaced with something rubbery… it was a pacifier… However, it was far from being a normal one meant for babies. It had a small hand-pump attached and Mistress Maisy quickly gave it a few squeezes, inflating the pacifier and making it stuck inside my mouth. He then detached the pump and tossed it to the side. I had no choice but to swallow his warm goo. Next, he finally came off me… but only to roll me over, to make me lay face-down. He quickly sat on my legs, to prevent me from getting away. Without waiting, he grabbed the back of my diaper and pulled it down, to reveal my butt. “I didn’t forget about your other mouth.~ Ptui!” She spat on my butthole to slightly lubricate it and quickly forced her penis inside my anus. She immediately started going in and out, making my hole burn from the friction. I pressed my face into the pillow, to wipe my tears and quiet down my moans. I hated it, I didn’t want it, I never agreed to it… and I didn’t want to admit that I liked it. After a few minutes, I could finally feel him jerk and deposit his cum inside me… but he didn’t stop there. Instead of pulling out, he waited for his penis to go limp and… he started peeing inside me. I felt my insides slowly filling up with his urine-enema. It lasted probably just seconds but it felt like eternity, as my belly grew a bit bigger. When he eventually pulled out, he gave my butt a spank and pulled my diaper back into its place. “Don’t let it out, yet.” I didn’t have the tiniest intention to shit myself anyway, even if my body was cramping from the liquid inside me. He got up and left the room for a moment but I was too paralyzed to do anything. When he came back, he was holding a pack of dry oatmeal. I had no way to ask, what he had in mind, but he quickly demonstrated by opening and emptying its contents inside my diaper. “This will be your breakfast, when you wake up tomorrow, sissy. Let’s hope you won’t go boom-boom in your diaper. We wouldn’t want your food to mix will all the crap inside you, would we?” I wanted to vomit from just thinking about it. Then, he slowly opened the sliding door of the bedroom wardrobe, to reveal… a life-sized crib. No, it only looked like a crib, as even the top of it could be covered by bars and locked. “It’s almost your bedtime, sissy.” I glanced at the clock and it wasn’t even 6 PM… did he really expect me to hold the pee enema for over 12 hours? No, it was probably the plan to make me fail… (Stop reading here, if you are very not into scat.) Obviously… I failed. I didn’t even last an hour and had to spend the rest of the night in a soggy, messy diaper. For a very long time I couldn’t fall asleep because of discomfort… and because of the sounds that were coming from the other side of the door. Apparently, I wasn’t the only one scheduled for today and he was having a lot of fun with someone, who sounded really into it. Eventually, the exhaustion took me to the land of dreams. When I woke up in the morning, my mistress let me out of the crib, took off my overfilled diaper, cleaned me up and put a fresh one on me. He led me to a kitchen, where an oversized feeding chair was waiting for me. It was hard, sturdy and made out of wood… but my diaper was a good enough cushion. He lowered the table-part of the chair on the armrests and locked it in place, trapping my still mitten-ed hands under it. Before my very eyes, he scrubbed off the contents of my dirty diaper on a plate, mixed it a bit and put it in a microwave. I just watched it with horror, while my mistress appeared very used to that. DING! The food was warmed up and he placed the plate on the table before me. The mix of oatmeal, pee, cum and whatever else was in my intestines looked disgusting and stank so much that the smell alone made me want to vomit. I instantly began to struggle, doing my best to escape… but the feeding chair didn’t even shake, as it was attached to the floor. “A fussy eater? Could be expected from a bad girl like you...” He sighed and opened one of the cupboards, to take out some contraption made of metal wire. It looked like something from a dentist’s office. He removed my pacifier and quickly replaced it with the device, leaving my mouth a bit open. Then, spoon after spoon, he fed me the hot, disgusting meal. I cried, I screamed, my body was spasming… but there was no mercy and he continued feeding me until the plate was empty. Finally, the mistress removed the device, freed me from the chair and removed the inflatable mittens from my hands. “I guess that’s it for today session. Now. Hate to break the mood but it’s time to pay up. For that much time and activities… 1 000$ will be good enough.” I wasn’t even able to talk after suffering all this… but I would scream if I could. I wanted to tell him that I paid in advance… but remembered that I actually paid just the ‘initial’. My shoulders dropped, as I began searching for my credit card, to pay… but remembered that I left my phone and wallet at home. The mistress shook his head with disapproval and disappointment… but smiled. “Looks like you will have to work it off… as my little baby bitch. I bet my clients will have a lot of fun breaking a crybaby like you...” He picked up the pacifier and held it to my mouth. With not many other choices, I accepted it, knowing that the next month of my life was going to be a hell full of diapers and perverts.