Half true story about my first diaper sissy date with a Daddy.
This story is fully true until the blowjob is over. In real life Daddy came in my mouth, changed my diaper and sent me on my way. I hope you enjoy the full story though. This is my first writing so I'm open to suggestions.
I finally had my first sissy diaper date. I've realized later in life (38) that I was more of a diaper sissy than abdl and decided to find a daddy to fulfill my and his urges.
I found his profile on FetLife and thought his photos were really hot plus he had daddy in his FetLife name! He was 45 according to his profile but looked 35. I would best describe him as a hairy muscular cub about 6 feet tall. I sent a pm and told him how hot he was and asked if he'd be interested in chatting. 2 days later no response.
then on day 3 I get a message saying "hi cutie, you look perfect in your pink diapers. I'm definitely down to chat. tell me about yourself and what you're looking for."
after some small talk I explained that I was open to anything because it was my first time and since he had more experience he should take the lead. he seemed very happy about that and asked my sissy name. I told him I hadn't thought about it and he said you'll be called chloe. I asked him what his name was and he said you can call me daddy. my diaper got sticky when he said that. after chatting for a few days , mostly sexual, I asked him if we could meet for a drink at a bar. He said only if you come caged and padded little chloe. I responded with a pink heart emoji and we set up the date. my heart was pounding as was my little clit. he didn't give me any other directions besides being locked and diapered. I figured I would get ready like any girl would for a date. I shaved my entire body except for my longish hair on my head. I washed with pink princess body wash and unicorn shampoo. I then dried off and started to put on my smallest pinkest cage I had. it was about 1 inch long. it was really hard getting it on thinking about my date and all the power daddy had over me already. I used an ice pack to stop the "swelling", gave myself a good baby lotioning and powder then taped up my locked clit in a rearz princess diaper. since I was going out in public I put on the cutest sneakers I had along with tight jeans and a pink seethrough mesh onesie. I wore a pink button down shirt over it and sprayed myself with women's perfume on my neck and on the small of my back just in case daddy wound up back there. finally I grabbed my diaper bag which was actually a pale pink jansport. I had placed 3 butt plugs of various sizes, a nub chastity cage, 2 extra diapers, wet wipes, powder, a glittery pink pacifier that said sissy on it and some big boy dinosaur underwear just in case.
I walked to the bar very crinkly and very excited. I was early so I sat down and ordered a beer. I guzzled it down and ordered another. I figured if he wasn't crazy and I wanted to let him take me home id want to be able to make my diaper soggy for him.
about 10 minutes and 3 beers later he shows up in a navy blue sweater and tight jeans that show off a nice bulge. he's the same guy as the pictures. Oh my god, this is happening. I get up to greet him while crinkling and we hug. he says nice to meet you chloe, you look very pretty. I say thank you Daddy it's a pleasure to meet you too.
he sits down, orders a beer and we chat about normal things. we have a lot in common and things are going great. We're both getting very comfortable and our conversation turns to the real reason we're here. he's making sure I'm ok with everything and assures me we can go slow. I'm into it big time though and daddy can tell. Daddy tells me he's going to get us a round. He orders himself a beer and me a sippy cup of apple juice. the bartender looks at both of us,laughs and says we don't have that. Daddy then ordered me hard cider with a straw. it was more embarrassing than it sounds which just turned me on more. After about 6 beers daddy told me he was going to the bathroom and asked if I'd be ok on my own. I said I would and I'd also be going to the bathroom with a wink. Daddy was gone for about 5 minutes and i peed almost the whole time. I had to stand up off the barstool to distribute it or I would have been leaking like crazy. When Daddy came back I told him I had an accident and probably needed to be changed or I might leak. He gave me a loving smile and said a little louder than I expected, well let's get you home and changed chloe. it was about a ten minute walk to Daddy's place and on the way he was grabbing my soggy butt and lightly spanking it. every time a muffled crinkle would emerge from my pants and a slight moan from me. He told me about various boys and sissies he'd taken care of and each story was so hot my clitty was getting very sticky and very confined. we finally get to Daddy's house and we start making out. I've never done this with a man. his beard is itchy in a great way and his tongue is working its way around my mouth. he tells me to suck it like a pacifier so I suck his tongue while he unbuttons my shirt and says let's get you out of these big boy clothes and into the clothing a pretty princess deserves. He pushes my mouth away gently and unlaces my sneakers. He then unbuttons my pants and slides them off telling me to lift one leg at a time so I don't fall and hurt myself. now I'm standing there in front of a fully clothed daddy locked in a very soggy diaper that's only being held up by my sheer pink onesie. So humiliating. And hot! Daddy resumes making out with me while cupping my soaking clit through my diaper and onesie. he guides my hand to his growing cock and asks me if Ive ever touched a real man's penis. I told the truth and said no but I really like the way it feels. He said of course you do chloe. all sissy diaper sluts love the feeling of a real man's cock. the only thing they like more is the taste of it. I was dripping. he picked me up without warning and placed me on the couch. He spotted the diaper bag and asked me if he could see what I brought for playtime. he immediately found the pacifier and stuck it in my mouth. he then found the butt plugs and said it was tummy time for chloe. I laid tummy down on a baby blanket daddy had ready for me, not knowing what was next. I felt daddy unsnapping my onesie then reaching to the front of my soaked diaper to undo the tapes. he pulled the diaper back and I felt the cold air hit my cheeks and pussy. I heard him going through the diaper bag. When he returned he gave me a coloring book and some crayons and told me to be a good little girl and color while daddy takes care of me. I started coloring and daddy began to massage my little butt getting closer and closer to my pussy then moving away. after about 10 minutes of this teasing daddy tried to slip his dry finger in my pussy. it wasn't working and I told daddy it was hurting a little. he sternly told me that slutty sissies should always be wet for daddy and he went to get some lube. He lubed my pussy with way more than it needed and started to work his index finger in. it was so much bigger than my own. He worked in his middle finger, then his ring finger until I yelped ever so gently through the pacifier. daddy said I was a good girl taking 3 of his fingers and he slid them out of me. He grabbed the largest buttplug I had in my diaper bag and placed it in my pussy. He retaped the diaper and led me to his bed. on the bed he took my pacifier out and we made out again fondling each other. I asked Daddy if I could have my pacifier back and he said I could have a new pacifier. he then unbuttoned his jeans. He wasn't wearing underwear. I was so eager I went right for it with my mouth but daddy told me to stop. He walked away and came back with neon pink lipstick. He told me I needed to be pretty in pink to see how far I could leave a lipstick ring on his cock. He gently grabbed me by the hair and pushed my lipsticked lips towards his precum dripping cock. I asked him if I could suck and he told me that's all I could do. I started to kiss it and when I would pull away strings of precum would dangle from my pink lips to Daddy's penis. I was in heaven and daddy seemed to be too. daddy grabbed my hands and held them with one hand so he could use the other hand to push my mouth onto his cock. I sucked gently only taking the first half of him in my mouth. Up and down daddy guided me until he pushed me to my limit. my nose was buried in his unshowered pubes and I was in pure bliss. I started to choke and daddy pulled me off of him with spit hanging everywhere. He gently fucked my face for about 20 minutes occasionly testing my breath holding skills while I tasted and smelled everything hot about a man. After what only felt like a minute but was actually 30 daddy grabbed my ears and filled my throat with his cock as far as it could go while streaming hot semen down my throat. As soon as he was done he collapsed on the bed and I collapsed in his arms petting his hairy muscular chest with my little hand. He told me I was a very good girl and gave me a my little pony stuffie to hold while he spooned me. He stuck the pacifier in my mouth and I could feel his cum in my mouth too. Eventually daddy hopped off the bed and went to the diaper bag where he found my big boy panties. He wasn't happy that I thought I was a big boy and proceeded to piss all over my big boy underwear. he then placed them in my mouth while he grabbed a fresh diaper. he untaped me and laughed at my little clit. He said it was the cutest thing he's ever seen and flicked it a few times, like a bug. He then said he thought I could use a smaller one and pulled out the nub cage I had brought. He released me only to squeeze my girl parts into the smallest cage they make that isn't inverted. Daddy then swapped my pacifier with my buttplug. I was enamored with the taste of my pussy and the feeling of my pacifier inside me. Daddy said he wanted to be able to hear me moan so he removed the plug from my mouth and replaced it again with the pacifier. He started fingering me again. This time he got 4 fingers in and said his little girl was ready to lose her virginity. Daddy had been extremely gentle so far but I think we both had reached our peak horniness and he plunged his thick cock into my ass. If I didn't have the pacifier the police probably would have been called by the neighbors. He plunged in and out. Removing it fully each time with a pop sound. After he pounded me like that for a while he told me to get Daddy's cock wetter so I flipped around and covered it in my saliva. After daddy deemed it wet enough he picked me up and placed me on my back. he grabbed my feet and legs like he was changing my diaper and pounded me for what felt like minutes but was likely hours until I could feel my pussy fill up with warmth and daddy collapse on the bed once again with me collapsing into him. after he spooned me again he told me this baby sissy needs her diaper on so she doesn't wet Daddy's bed. Daddy jumped off the bed and turned my sideways so he could diaper me. He cleaned every inch of me with wet wipes paying extra attention to my clit and pussy. He lotioned and powdered me before he taped me up in another princess diaper. I told daddy I had to get home because it was late and he told me he'd walk me home. As we got to my door he told me what a great sissy I had been and kissed me. he then told me he had one more gift for me and pulled the front of my diaper out and emptied his bladder into my cum filled diaper. he kissed me on my forehead and said to call daddy anytime princess needs her holes filled.