The Diapered Date (Patreon)

(Male version below!)

Her Diapered Date
 I have to admit you made a good first impression for a first date. That wine you brought was fine and you're a pretty cute girl. Were not done yet though. Don't mistake me liking you for sexual attraction. I still have my reservations... Maybe it's because you remind me of that little girl I used to babysit. That's a weird feeling, I know. There's just something about you...
 Look, I'm willing to give you a chance, but before we go any further, I'll have to see what you got hiding under these clothes. Oh yeah, you heard me right, I want you to come over here and drop those jeans and t-shirt down so I can see what I'm working with here.
 Why are you so shy all of a sudden? You talked the big talk at the restaurant, now you look... intimidated. Do strong women make you feel uncomfortable? Maybe I'm right to trust my gut feeling then, look at you... so bashful now. You look exactly like the little girl I told you about when I scolded her. You're blushing!
 What's wrong princess? Aren't you proud of what you got under there? Why are you so defensive? Okay you got me curious, now I have to see. Are you really gonna make me come over there and check by myself? Alright, if you insist. Let's go, I'm sliding those pants down.

I swear it feels like I'm checking a baby's diaper... that's not too good for you, but if that's the way you want to go... Let me just... see...

Oh. My. God.   
 Now I understand why you were so ashamed. Look at you with your little baby tits! And this shaved pussy! I've babysat girls with bigger ones. God... I'm sorry, it's true, I feel like I'm about to give you a bath and send you to bed.
 I can't believe you made me waste my time for this... Did you think I wouldn't notice? Did you think that push-up bra would fool me forever? And those heels... You just didn't expect to come all the way here, did you? I got you this far though... What am I to do with you?
 Honey, I'm not overreacting, it just feels wrong for me, you understand? I'm into curvy women... and you're built like a little girl. When I look at you I have no attraction whatsoever. I just feel like I'm about to put you in your night time diaper or something...
As a matter of fact... Yeah! I think I still have some Pull-Ups over there from one of my babysitting charges. They should fit you just fine, with that tight little butt.

Don't move, I'm gonna get them for you. No I'm not kidding, this baby butt belongs in a diaper. I don't want you squirting all over my bed! Or, you know... pee your pants! I bet you still have some of those at home, don't you? Sure looks like it.
 Oh you're not going anywhere sweetheart. You owe me. Here's what's gonna happen: I'll put your baby ass back in a diaper, where it belongs and you're gonna eat me out with your tongue like your life depends on it... and it may very well do.
 I did not waste my only night off work to babysit you, so I expect something in return, you understand me? It'll be fine, trust me. You'll get to eat that perfect pussy of mine and I'll be certain you won't make a mess everywhere while you do.
 You just hold on, I'll be right back... and DON'T put your pants or panties back up. You don't belong in them anymore. Take them all the way off. You wait for me half naked like a good girl and try not to pee yourself while I fetch your diapy.   
 ***
 Found them! It's a good thing I kept those around, it's like I knew they would be of use eventually. Granted you're a bigger baby then these were intended for, but you're so small that it won't be a problem. Luckily I still have half a pack so you should be covered for a little while.   
 Here you go, a fresh pair of training pants for this sweetie pie. Oh... Did I forget to tell you they were the toddler's model? My bad. Don't worry, I won't tell anyone if you don't. Besides, Disney Princesses or Butterflies it's for the same purpose anyway. They're gonna absorb your little ''accidents'' all the same.
 Let's put them on you, see how they fit. Let's go, I don't have all day. Don't act so timid now, you've come this far, you're already buck naked. All you need to is step into your pretty little princess Pull-Ups for me.   
 I thought so...
 That's my girl, one feet at a time. Let's slide them all the way up! Wow. These actually fit you perfectly. It's like they were made for you. Who knows, maybe they were.
 You look so cute in your pink training pants, it's adorable. You're like a bashful little one ready to go to bed... and that's exactly where you're going. But I'm not done with you just yet. Let's head to my room.
 Oh no sweetie, you're not walking there. I want you to crawl for me. Yes... I want to   see that little padded butt of yours from up here.   
 Can you hear your diaper crinkling? You noticed, didn't you? That babyish sound reminds you what it's for. It's so you don't go pee pee in your pants, honey. That's why you need underwear with a bit of padding on them, to keep you dry. Come on, carry on, keep your head up we're almost there.
 Look at you, all bashful in your dia-dees, you have nothing to be ashamed of, everybody grows at their on pace. Unfortunately for you it seems like it may take a few years before you're fully grown. But don't worry, I'll be there to make sure we keep you nice and dry in the meantime.
 Oh yes, I'm enjoying this. You'll be my new plaything. I'll get to use you whenever I want and you'll be stuck wetting your Pull-Ups like a scared little girl.
 If you do a good job I may even let you use my wand over that princess diaper... as long as ou finish in them, of course. That's why we put you in them, so you don't make a mess everywhere. It's the only thing you're good for anyway.
 You can even stay when I have a real woman over. She'll fuck me real good while you're in the other room playing with yourself in your girly diaper. But no slipping your hand inside it! I want you to rub the front so you can hear the diaper rustling as you brush your hand over these pretty princesses. I want you to remind yourself that you're my little bitch now and the only place you will squirt in is the padded seat of your training pants. Got it?
 Good. Now time for your dessert.


 
His Diapered Date
 I have to admit you made a good first impression for a first date. That wine you brought was fine and you're pretty cute. Were not done yet though. Don't mistake me liking you for sexual attraction. I still have my reservations... Maybe it's because you remind me of that little boy I used to babysit. That's a weird feeling, I know. There's just something about you...
 Look, I'm willing to give you a chance, but before we go any further, I'll have to see what you got hiding under these pants. Oh yeah, you heard me right, I want you to come over here and drop those jeans down so I can see what I'm working with here.
 Why are you so shy all of a sudden? You talked the big talk at the restaurant, now you look... intimidated. Do strong women make you feel uncomfortable? Maybe I'm right to trust my gut feeling then, look at you... so bashful now. You look exactly like the little boy I told you about when I scolded him. You're blushing!
 What's wrong buddy? Aren't you proud of what you got under there? Why are you so defensive? Okay you got me curious, now I have to see. Are you really gonna make me come over there and check by myself? Alright, if you insist. Let's go, I'm sliding those pants down.

I swear it feels like I'm checking a baby's diaper... that's not too good for you, but if that's the way you want to go... Let me just... see...

Oh. My. God.   
 Now I understand why you were so ashamed. Have you seen how tiny this dick is? I've babysat boys with bigger ones! God... I'm sorry, it's true, I feel like I'm about to give you a bath and send you to bed.
 I can't believe you made me waste my time for this... Did you think I wouldn't notice? You just didn't expect to come all the way here, did you? I got you this far though... What am I to do with you?
 Honey, I'm not overreacting, it just feels wrong for me, you understand? When I look at it I have no attraction whatsoever. I just feel like I'm about to put you in your night time diaper or something...
As a matter of fact... Yeah! I think I still have some Pull-Ups over there from one of my babysitting charges. They should fit you just fine.

Don't move, I'm gonna get them for you. No I'm not kidding, this baby dick belongs in a diaper. It's so small you probably can't even control it yet. I don't want you squirting all over my bed! Or, you know... pee your pants! I bet you still have some of those at home, don't you? Sure looks like it.
 Oh you're not going anywhere sweetheart. You owe me. Here's what's gonna happen: I'll put your baby dick back in a diaper, where it belongs and you're gonna eat me out with your tongue like your life depends on it... and it may very well do.
 I did not waste my only night off work to babysit you, so I expect something in return, you understand me? It'll be fine, trust me. You'll get to eat that perfect pussy of mine and I'll be certain you won't make a mess everywhere while you do.
 You just hold on, I'll be right back... and DON'T put your pants or underwear back up. You don't belong in them anymore. Take them all the way off. You wait for me half naked like a good boy and try not to pee yourself while I fetch your diapy.   
 ***
 Found them! It's a good thing I kept those around, it's like I knew they would be of use eventually. Granted you're a bigger baby then these were intended for, but you're so small that it won't be a problem. Luckily I still have half a pack so you should be covered for a little while.   
 Here you go, a fresh pair of training pants for this sweetie pie. Oh... Did I forget to tell you they were the girl's model? My bad. Don't worry, I won't tell anyone if you don't. Besides, pink or blue it's for the same purpose anyway. They're gonna absorb your little ''accidents'' all the same.
 Let's put them on you, see how they fit. Let's go, I don't have all day. Don't act so timid now, you've come this far, you're already buck naked. All you need to is step into your pretty little princess Pull-Ups for me. Or maybe you want everyone to know how tiny that dick of yours really is?   
 I didn't think so...
 That's my boy, one feet at a time. Let's slide them all the way up! Wow. These actually fit you perfectly. It's like they were made for you. Who knows, maybe they were.
 You look so cute in your pink training pants, it's adorable. You're like a bashful little one ready to go to bed... and that's exactly where you're going. But I'm not done with you just yet. Let's head to my room.
 Oh no sweetie, you're not walking there. I want you to crawl for me. Yes... I want to   see that little padded butt of yours from up here.   
 Can you hear your diaper crinkling? You noticed, didn't you? That babyish sound reminds you what it's for. It's so you don't go pee pee in your pants, honey. That's why you need underwear with a bit of padding on them, to keep you dry. Come on, carry on, keep your head up we're almost there.
 Look at you, all bashful in your dia-dees, you have nothing to be ashamed of, everybody grows at their on pace. Unfortunately for you it seems like it may take a few years before you're fully grown. But don't worry, I'll be there to make sure we keep you nice and dry in the meantime.
 Oh yes, I'm enjoying this. You'll be my new plaything. I'll get to use you whenever I want and you'll be stuck wetting your Pull-Ups like a scared little girl.
 If you do a good job I may even give you a few strokes over that princess diaper... as long as ou finish in them, of course. That's why we put you in them, so you don't make a mess everywhere. It's the only thing you're good for anyway.
 You can even stay when I have a real man over. He'll fuck me real good while you're in the other room playing with yourself in your girly diaper. But no slipping your hand inside it! I want you to rub the front so you can hear the diaper rustling as you brush your hand over these pretty princesses. I want you to remind yourself that you're my little bitch now and the only place you will cum in is the padded seat of your training pants. Got it?
 Good. Now time for your dessert.

_______
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