Kayley’s Diaper Date Surprise

Kayley was a normal 25 year old girl. But she had a big secret one she even kept from her fiance. She had a humiliation kink and one of the things she loved most was wearing diapers. On nights her fiance worked late she'd sneak upstairs and put a diaper on and would masturbate thinking about him finding her like that and humiliating her with them. One night that becomes a reality.

It was a normal Saturday. Alex, Kayley's fiance, was working late. Kayley decided she was going to go out wearing her diaper. She knew how to hide it and even the idea of just getting caught made her hot.

She put on a short dress, her pink thick diaper that said daddy's girl on the front of it, and a pair of thick tights to hide it. She curled her hair and did her make up. She didn't want to look like a baby, she just wanted the humiliation that came with being an adult and wearing them. I mean why would a 25 year old who was healthy ever need diapers. After getting ready she headed out to go shopping and to eat with friends.

While shopping she would bend over and think about if people could see it or not. She knew they couldn't but if they listened and looked close they'd be able to tell her butt was too thick. The thought made her pussy wet. She continued to roam the store until it got closer to dinner.

As she was leaving her fiance Alex surprised her. Kayley tried to act excited but she got extremely nervous. Of course she wanted to share this weird kink with him. It made her so wet thinking he'd catch her wearing the diaper but at the same time she didn't think she was ready for that level of humiliation. What would he think of her? He'd be so disgusted and tell everyone and break up with her. She didn't want everyone to know, did she?

Alex strolled up to her and gave her a kiss. He had gotten off work early and wanted to surprise her by taking her out to a romantic dinner. Kayley started to sweat a little. She would just have to find a way to take it off at dinner before he could find out.

As they got to dinner Alex helped her out of the car and rested his hand on the small of her back. Kayley tensed up worried he'd feel the edge of her diaper. His fingers started to stroke her back getting closer to the diaper.

"You look gorgeous tonight" Alex said.

"Thank you" Kayley said as she tried to step away from his touch. "I have to use the restroom," Kayley said.

She tried to walk off as the hostess came back to sit them.

"Just wait until after we order then you can go. I don't want to have to wait, I am starving." Replied Alex.

"Okay", Kayley said.

She could wait until after they ordered, then slip into the bathroom to take it off. She was turned on and so stressed out at the same time.

The hostess led them to their table and Kayley sat down. Alex, who usually sat across from Kayley when they ate sat down next to her in the booth. That's weird, thought Kayley.

The waiter took their drinks and left. Kayley thought to herself, I kind of have to pee. It would be so humiliating to do it right now. I might as well before I have to take it off.

So sitting next to Alex she relaxed and peed in her diaper. The warm feeling of the pee in the diaper made her clit tingle. She might just orgasm sitting there. All while Alex had no idea. She thought, I need to take this off asap before it gets too saggy and Alex notices.

The waiter returned with drinks and took their order.

"I'm going to go to the bathroom now." Kayley said.

"Just wait a bit, I want to talk to you about something." Replied Alex.

How weird she thought. "Okay shoot", Kayley replied.

"Why don't you finish your wine first and relax then we can get serious." Said Alex.

So she finished 1 glass, then 2, then 3 as she talked about Alex's day at work, all before the food arrived. The wine was starting to make her feel very relaxed. So relaxed she almost forgot she was wearing a diaper.

A sudden urge to pee hit her. However the food had just arrived and her 4th glass of wine. She decided to wait till after eating and use the restroom before leaving and take the diaper off before Alex ever found out.

While eating Alex asked, "Are you happy with our relationship?"

"Of course I love you and how you take care of me and never judge me." Kayley responded.

And it was true that was exactly how she felt. "Why do you ask?"

"I just wanted to make sure." Said Alex.

Okay then she thought. Kayley and Alex finished eating but Alex ordered another round of drinks and suggested they both stay and continue chatting.

"I have to use the restroom" Kayley said as she got up. The wine was really starting to hit and she was so horny while sitting there in her diaper she wanted to take it off so she could start rubbing up on Alex, and he might take the hint to leave and take it back home to the bedroom.

"Why don't you just stay right here you don't need a bathroom now do you." Said Alex with a smirk on his face as he started to run his hand up her leg.

"Whoah we're in public let me use the bathroom and we can head home and finish there babe." Said Kayley. She was starting to freak out a bit as his hand continued to move up her thigh.

"Oh you can use the bathroom right here. While I feel it." Alex said as he moved his hand to your crotch and pressed against your diaper.

Kayley gasped, "how did you know? I can't do that in the middle of restaurant. I am so embarrassed, please let me take it off and we can talk in private at home." Kayley was about to cry she was so embarrassed.

"I found your secret stash,"said Alex, " At first I was confused as to why a 25 year old grown woman in perfect health needed baby diapers. But then I read your diary and all the dirty things you wanted to try in your diaper and how you liked to be humiliated. So I thought why not give the lady what she wants."

Kayley was dumbfounded and turning redder by the minute from embarrassment. "I never meant for you to find out, please I just want to take it off and forget about it."

"But isn't this what you wanted,"said Alex, "isn't the humiliation of me knowing you're sitting in here in what feels like a wet diaper already when you know you don't need them turning you on?" Kayley didn't know how to respond.

"So here's what's going to happen you're going to pee while my hand is right here and if you don't I'm going to tell the waiter my fiancé here needs her diaper changed and take you to the family bathroom with your dress tucked into your tights for everyone here to see. You don't want that now do you?" Alex said with a smirk.

"N-no please don't make me do this." Said Kayley. But in reality she was turned on and so wet thinking about how humiliating this was.

"Go ahead pee for me baby." Said Alex.

And so Kayley peed while he rubbed her crotch through the diaper. It felt so good she had to bite her cheek from moaning out loud. As she finished peeing the waiter appeared with the check and her cheeks flushed bright red again. She could not believe he knew and she had just peed in public while he rubbed her.

Alex paid the bill and they got up to leave. As they were walking out Kayley went to head to the bathroom. He can't possibly be into this. She thought, I am going to take this off before we get home. But Alex grabbed her arm and said, "Oh Kayley you aren't getting off that easy. We still have to meet up with your friends and a diaper that big can take a little more before you need to change, don't you think?"

Kayley quickly looked around as her checks reddened to make sure no one heard them. "Please keep your voice down! I don't want anyone to know and I can't keep this on all night. I've had too much to drink already." Said Kayley.

"Oh my little baby your night of humiliation is just getting started." Replied Alex.

They headed to the car and got in. "Take your tights off and lift your dress. I want to see my baby's diaper."

"Please don't call me that I am a grown woman. The tights stay on. I don't want anyone to see." Replied Kayley.

"First off you're clearly a baby you just peed in your diaper like one. Second off you're going to do as I say or I'll rip your leggings off and bend you over outside the car for everyone to see." Said Alex.

He's lying, Kayley thought but the look on his face told her not to try it. She took her leggings off and pulled her dress up so he could see the diaper.

"Good girl. Now lay over my lap and scoot your diaper down to your knees."

Fuck Kayley was getting so wet, this was so hot she thought and the drinks were starting to make her feel fuzzy. She went ahead and did what he wanted. "Smack" Alex delivered a hard slap to her ass.

"Ouch" Kayley screamed out "Why did you do that?"

"Don't act like you didn't like it Kayley, and you've been a naughty girl so I'm going to make this ass nice and red. Then you're going to wear your diaper with no tights under your dress and keep it on the rest of the night until I say so. If you don't follow directions your friends might just find out your big dirty secret."

"No, please don't tell them!" Kayley shouted, "I'll follow directions I promise."

"Good girl now hold still while you get your spanking. I even brought a wooden spoon. You're going to get 10 hits. As I spank you you're going to count them out and say thank you daddy." Alex said.

As he spanked Kayley she did exactly as he said. She didn't want her friends to know anything about what she was wearing underneath. When he finished the 10th one Kayley had snot running from her nose and she was crying. Alex pulled a butt plug out and lubed her ass up before spreading her cheeks and popping it in. Kayley moaned. "I knew my little baby would want her ass filled. What a dirty little whore you are." Said Alex.

Damn Kayley was so wet she wanted to cum so bad she was so turned on. "Let's just go home we can take this diaper off and you can fuck me." Said Kayley.

"Not so fast," said Alex, " I am so enjoying watching you feel so humiliated. You're going to wear that diaper all night until you've used it and it's sagging. Then I'll take you home and change you like the dirty little baby you are." Alex put the car in drive and took them to the bar where their friends were at.

When they arrived at the bar Kayley was to afraid to get out. What if I bend over too far or I fall and everyone can see it she thought. "Let's go baby," yelled Alex. Kayley blushed at the nickname and rushed to catch up as Alex entered the door.

Their friends were sitting back in a booth already drunk. "Looks like we're playing catch up," said Alex. He grabbed 2 shots and a couple mixed drinks. Kayley was feeling a little anxious having her diaper so easily on display but as she knocked back shots and finished her drinks she was feeling a little more brave. One by one their friends went home, turning in early for the night.

Usually Kayley and Alex would be one of the first to leave but Alex was waiting for their friends to leave to have more fun exploring Kayley's humiliation kink.

Alex and Kayley were the last 2 in the booth. Kayley was super drunk and Alex was feeling the buzz. Finally, Alex thought, this is going to be fun. "Hey Kayley, have you used your diaper at all?" Alex asked in a slightly raised voice.

Kayley's eyes got really big and her cheeks flushed with embarrassment as she looked around to make sure no one could hear them. "No I don't want it to sag below my dress!" Explained Kayley.

"Hmmm come over and face me and lift the front of your dress so I can check." Said Alex.

"Ummm what if someone sees?" Kayley asked nervously.

"Then they see. Now get over here or I'll bend you over and spank you in front of everyone." said Alex.

Kayley got up looked around to make sure no one was looking and rolled her dress up in the front.

"Good girl. Now I'm going to press right here and I want you to pee." Directed Alex.

"Please what if someone sees us?" Says Kayley.

"Last warning, follow directions or get spanked."

"Okay okay" said Kayley as she squeezed her eyes and then relaxed. As she started peeing, Alex reached up the back of her dress palming her ass and pushing into the butt plug. He started to rub her through her diaper as she peed. Kayley moaned, extremely turned on.

"Yeah that's my big dirty baby. Go pee pee in your diaper like the little whore you are." Kayley blushed at the words but her clit felt tingly from how turned on she was by his words. "Okay baby, lower your dress. I want to see if your diaper peaks out yet. We aren't leaving until it's sagging below. That's when I know it needs to be changed." Said Alex.

"Please change me, I don't want anyone to see! I packed regular undies in my purse." Kayley exclaimed.

"Really? Grab your panties." Demanded Alex. Kayley grabbed them and handed them to Alex. Alex said, "open up" and shoved her panties into her mouth. "Good now you'll keep those in your mouth until you pee again and your diaper is visible for anyone to see."

Tears started to well up in Kayley's eyes; she didn't want anyone else to see her diaper. She didn't want anyone to make fun of her. But at the same time she could feel how hard her nipples were through her shirt. She could feel her clit throbbing to be rubbed. So she pressed into Alex's hands with her undies in her mouth and pushed to pee again.

All that wine had caught up to her anyway and she let loose. It was so loud she was sure everyone could hear what she was doing. As Alex pulled back his hand Kayley could feel it sagging. It was so full she couldn't close her legs all the way together anymore and had to waddle. Her diaper was now visible and anyone could tell what she had under her dress if they paid attention.

"Wow you really are a slut. I can't believe you just pissed yourself twice in public, Kayley. I'm not sure we can take your diaper off or you might pee all over the place!" Exclaimed Alex. Kayley blushed but couldn't respond because she still had the panties in her mouth.

"Alright baby we can go so we can get you changed out of the dirty diaper." Alex said as he grabbed Kayley's hand and let her back through the bar to the front of the door. People probably couldn't see the diaper but Kayley kept her eyes down and felt like everyone was staring at her as she moved through the crowd not to mention the noise.

She carefully took the panties out of her mouth and put them back in her purse without Alex realizing it. Once they got outside Kayley said, "This has been so exhilarating but once we get home I'll take this off and change into something sexy while I suck you off. You deserve something for playing along with me."

Alex whipped around and grabbed Kayley's hand and pressed it to his hard length in his pants. "Can you feel that?" Alex asked. Kayley nodded. "I am so turned on and I cannot wait to fuck my dirty little slut when we get home later." Kayley moves to kiss Alex but he quickly grabs her shoulders and bends her over the bench right next to them.

"Oh no good girls get kisses but bad girls get spankings. Now pull your diaper down so I can make that ass red for not following the rules." Says Alex.

"What do you mean? I did everything you said! We are in public, it might be dark out but people can still see us!" Exclaimed Kayley as she tried to stand up.

Alex forced her to bend back over and slid her diaper down so her ass popped out and raised her dress up to her shoulders. "No you took the panties out of your mouth even though I didn't tell you that you could. Now you're going to get 5 spanking each cheek. If you make a sound I'll make you get on your knees right now and suck me off right outside the bar in just your diaper where anyone could see you." Explained Alex with a smirk on his face.

"Alex, please we can go home and finish it." Pleaded Kayley. "Make a choice Kayley, spankings or sucking my dick in nothing but your diaper."

Kayley already knew she wouldn't be caught dead in just her diaper. If she kept quiet and took her spankings it'll be done before anyone can come out and see her like that. Kayley bent over and pulled her diaper down.

"Now don't make any sounds." Alex started to spank her hard and Kayley had to bite her lip from crying out. Each spank made her clit throb and she so badly wanted to be fucked. When Alex was done with his spankings Kayley quickly pulled her diaper up, lowered her dress, and stood back up.

"Actually come over here Kayley and lift your dress back up." said Alex. Kayley lifted her dress back up and Alex pulled her diaper back away from her ass but not down. As he did that he pulled his dick out and started peeing in her diaper while she was wearing it. "Fuck I figured if you're a dirty whore wearing your own toilet I should get to use it to like I get to use you. How's it feel my pee soaking in around your pretty little cunt in your little pink diaper. I cannot believe this is what you're into. You are such a little baby. Remember baby's follow the grown up rules and can't think for themselves."

He grabs Kayley's hand and takes her over to the car. "Take the dress off before you get in." Says Alex. Kayley freezes but follows directions. She was so turned on and didn't want to get stuck standing out there in just her diaper for too long. She handed Alex her dress and she got in the front seat in just her diaper. Alex hopped in and drove them back to their house.

The entire drive Alex made fun of Kayley in her diaper while holding his hand on the front for some pressure and telling her to hump his hand. Kayley happily obliged, between being drunk and horny she was willing to do anything.

When they arrived home Alex parked on the street instead of the garage and snatched Kayley's dress before she could put it on. "It's dark out so no one will see you. I want you to get out of the car and crawl to the house. If you don't I might need to leak a picture of you all dressed up like this." threatened Alex.

Quickly Kayley got out of the car and crawled as fast as she could to the door. She was practically cumming in her diaper at this point from the humiliation. When they got inside Kayley went to stand. But Alex pushed her back to her knees. "Open your mouth" he said "and stay on your knees."

Kayley opened up and sat back on her knees while Alex went to get something. He came back downstairs with a paddle, handcuffs, nipple clamps, and a vibrator. As Kayley stayed on her knees with her mouth open Alex pulled her arms rough behind her back and handcuffed them together. Then he attached the nipple clamps.

"Ouch," Kayley said, "ooooh yes". Kayley closed her mouth and moaned as Alex pulled on the nipple clamps he just attached. Slap, Alex smacked Kayley across the face, "I said keep your mouth open. But you're just a dumb baby who needs to learn her lesson."

Alex grabbed Kayley by her hand cuffs and drug her up to her feet then pulled her into the living room. Alex sat on the couch and laid her belly down ass up across his lap. "Now I'm going to spank you with the wooden paddle here. You're being punished for being a pathetic baby who can't follow the rules and for lying to me about wearing diapers when I'm not home. Every time I spank you I want you to tell me thank you and that you love the humiliation and if you're good I might just reward your dirty cunt that I'm sure is dripping for attention in your soggy wet diaper." Alex said.

Kayley couldn't even deny it. She had loved every second of this humiliation. She was so turned on and drunk she would do whatever he asked if he would just fuck her.

Alex slid the paddle over her ass and pulled on the nipple clamps. Kayley moaned in response and squirted a little in her already soggy diaper. Smack, smack, smack. Alex was brutal with the paddle but after every hit Kayley moaned out, "Thank you I love the humiliation."

Even as she started to cry and snot rolled out of her nose she continued to take every hit. Her clit throbbed with need. When Alex was done he said, "Wow I can't believe you're so turned on by this maybe nightly spanking needs to be a new thing. Now get on your knees and open your mouth. I'm going to use your face like it's your pussy."

Kayley got down on her knees and opened up as she was told. "You look like a little baby with your teary eyes and snot nose faced. Now I can't wait to paint you in my cum." Alex said.

He gripped Kayley's hair and shoved his dick all the way to the back of her throat making her gag. Spit dribbled out the sides of her mouth and her eyes teared up again. She couldn't breath as he roughly started to fuck her throat. "Oh yes baby swallow my dick, drool all over yourself like the pathetic adult you are in your diapers." Alex moaned.

He continued to slam into her mouth fucking it like he owned it. Kayley couldn't do anything but sit there and take it. Choking and gagging as he continued to pump in and out of her mouth. She had to look terrible but she didn't care. She was trying to rub her diaper on the ground for some friction and she loved the way the nipple clamps tugged as he fucked her mouth.

She could tell he was getting closer and started to suck harder as she stroked her tongue up and down. He suddenly pulled away and pushed her back, pulled the front of her diaper back and shot his cum down her diaper. "Oh fuck yes," Alex moaned.

Kayley tried pushing her legs together and humping the ground, anything to rub her clit and get some relief herself. "Aww is my little baby feeling needy."Alex cooed as he laughed at Kayley's attempt to stimulate herself.

He unlocked her handcuffs and said, "crawl to the couch baby and lie on your back." Kayley quickly did as Alex disappeared again.

He reappeared with another diaper, duck tape, a pacifier and a different set up cuffs. "Okay baby here's the deal I want to fuck your ass and you want to cum. So I'm going to push that diaper down and pull your plug out. Then I'm going to fuck your ass until I'm done. During that time you aren't allowed to cum but I'll let you suck on your pacifier. Tell me you understand Kayley."

"Alex I just like the humiliation I don't want a pacifier to suck on. You can fuck my ass but when do I get to cum?" Said Kayley as she pouted.

"Oh but you do want to be a little baby you've got so many diapers in your hidden drawer I picked up a couple little things to help you really feel like the little baby you want to be. Now if you want to make cummies in your diapey you need to follow directions like a good girl."

"Fine" sighed Kayley she was so horny she would do whatever he wanted to get to cum. She popped the pacifier in and started to suck and tried to squeeze her legs together to get some friction to her clit that was throbbing.

"Smile pretty baby." Alex said as a he snapped a photo. Kayley didn't even have to process what happened before Alex continued. "Good now I have a cute little picture if you even try to disobey again."

"Alex delete that please I don't want anyone else to know. I've had fun tonight but this is like a one time thing." Kayley said as she started to panic.

"Oh but all those diapers up there say it's more than a one time thing. Now I'm not saying I want to humiliate you every night but I like seeing you so humiliated, ashamed and so turned on. You're making me rock hard again just thinking about it. Now roll over to your belly so I can fuck your ass."

Without waiting for a response Alex flipped Kayley to her belly, pulled her diaper down and popped her butt plug out. Kayley moaned at the sudden release and cool air on her asshole. She was so stretched from the butt plug that Alex slid right in with no issue. This time he took his time.

Slowly moving in and out of her ass as her soggy diaper swayed between her legs. Her nipples started to hurt but she loved the pain that shot straight to her clit. "When I cum in your ass I want you to squeeze it until I put your plug back in" said Alex has he started to thrust quicker into her.

This time he cummed quicker and as he pulled out he put her plug back in to keep his cum in her ass. She felt really full but moaned as he started to turn the plug inside her. He moved his hand and pulled her diaper back up. "Roll over on your back and hold your legs up." Alex commanded.

He slid the second diaper over top of the already full one and strapped it in. She couldn't close her legs even if she wanted to. Alex pulled his phone out and took another picture of her. "Alex please I want to cum." Said Kayley.

"Okay baby you've been a really good girl." Alex said. He went and got the vibrator. "Now I'm not going to fuck your dirty cunt, but I'll let you lay here like a baby, suck on your pacifier while I hold your vibrator on."

Kayley put her pacifier in and help her legs up. She was so ready to cum she didn't even care about being in the humiliating position. As soon as the vibrator hit the diaper she started to moan, "Oh fuck finally." Kayley started to moan and pant as her body wound tighter and tighter.

The whole diaper vibrated. She could feel it in her clit through the butt plug. Her toes curled, she started to sweat, and Alex started to talk dirty to her. She felt the shame and humiliation roll through her body as she thought about how she had gotten to the point and that's when she had the most euphoric feeling she had ever felt as she finally orgasmed.

"Wow that was so good." Said Kayley once she could form words again.

"That was so sexy Kayley." Alex said as he got up.

"Okay I'm ready to get this off and get ready for bed." Said Kayley.

"About that," Alex said as he grabbed the duck tape from the table he'd left it on, "I was thinking you really needed to be punished for hiding this from me. You've felt pretty humiliated tonight and I know you liked every second of it.

But I want you to feel humiliated tomorrow morning when you're not drunk and horny as hell. I want this to be a reminder that we don't keep secrets from each other." And with that he duck taped the 2 diapers around Kayley's waist so she couldn't even try to take them off.

"Now you're going to use your diapers like a baby and you're going to stay all plugged up until I decide to take them off of you," said Alex, "let's go to bed baby."

"But Alex please this is way too much now." Pleaded Kayley.

"It's just one night Kayley. Let's go to bed." Alex said as he grabbed her hand and pulled her to the room.