Adventures with Grandma

So I have a different story I’m also working on(which you can find here) but I’ve also been working on something a little different. I’m very into ageplay, and I’m writing this more as a “ageplay scenario” than an actual story, hence why it’s written from a second person perspective. Hopefully this style can help people get into the characters headspace a bit.
Anyway, let me know what y’all think. I guess this is a regression story, or something like that. This isn’t too long yet, and there isn’t messing or anything like that, but there may be in the future if y’all like the story, lol. Also the title is more of a working title than an official one, but it may stick, lol.


Your Grandparents are a perfect example of the so-called “greatest generation.” They started dating in high school and got married immediately after graduation. They migrated to America together from England in the fifties, and they were together for nearly sixty years until grandpa passed away in his sleep last year. His passing was tough on everyone, especially Grandma, but he’d lived a long, fulfilling life.

Grandma has always been very social, but she’s starting to have some mild memory issues in her old age, and your parents moved her to a retirement community shortly after grandpa’s passing. She still gets on fairly well, and she has her own apartment there, but the retirement community has a clubhouse and a cafeteria, and there are even medical personnel on site 24/7. It’s a nice place, and she really seems to like it there.

You’ve always been very close with your grandparents, and you’ve spent a lot of time with them over the years. You’re in college now, but you make sure you spend lots of time with Grandma whenever you’re home, especially now that Grandpa’s gone. She always lights up whenever she sees you, and she loves baking and doing activities with you whenever you’re there.

You’re home for summer break, and one morning you call your Grandma and ask if you can come over to her house. Of course she says yes, so you tell her that you’ll be there in an hour. You ask your Mom for a ride, and of course she also says yes. Grandmother is Mom’s Mom, and Mom loves it when the two of you spend time together. She loves how close you are.

Your Mom tells you to call her when you want to get picked up, and she drops you off outside the lobby about an hour later. The retirement community is set up as a fairly large apartment complex with a lobby and a community area on the first floor. You walk through the doors and into the lobby, and you smile when you see Grandma sitting in a rocking chair.

“Good to see you, kiddo,” says Grandma in an excited voice as she gets up and wraps her arms around you.

“Hi Grandma!” you exclaim with a smile before you give her a kiss on the cheek.

“Is that your Grandson, Mary?” asks the receptionist with a smile.

“Yep! He’s visiting me for the day!” chirps Grandma with a smile.

“Aww! Well aren’t you lucky? He’s adorable!” says the receptionist as she beams at you.

You blush a bit since you’re not used to being called adorable. You’re a college aged male, and you think the compliment is a little strange, but you figure she’s just being polite, and of course you thank her.

“Such good manners,” says the receptionist with the same giant smile.

Grandma takes your hand and leads you to her apartment.

“I’ve had the ingredients to make cookies for months, but I haven’t felt like baking them by myself. Do you want to help me bake them? Does that sound fun?” asks Grandma as she ushers you down the hallway.

“Yep! I’d love to help, so long as I can have some!” you exclaim with a giant smile.

“Of course!” chuckles Grandma.

You love to help Grandma bake, and she’s always been so amazing at it. You’ve never been able to figure out how, but she makes the best chocolate chip cookies in the entire world.

Then you get inside Grandma’s apartment, and things start to take a very weird turn. You’re barely through the door when she suddenly reaches for your pants and pulls them down to your ankles.

“No nappy?” asks Grandma in a surprised voice.
“I know your Mommy wants us to work on potty training, but I think nappies are easier for both of us while you’re here. I can’t believe she didn’t at least send you in training pants, though. Oh well, I’ll get you sorted,” says Grandma with a slight sigh as she guides you to the bedroom.

You’re tongue tied and extremely embarrassed, and you desperately try to pull up your pants and underwear, but Grandma tells you to leave them off so she can diaper you.

“But Grandma, I don’t need diapers,” you insist.

“What’s up with you, kiddo? You usually love it when I let you wear nappies. I know you’re not a baby, you’re a toddler now, but lots of toddlers
wear nappies,” says Grandma as she pats her bed and tells you to lay down.

“But I’m in college,” you protest.

“College? You’re silly. How do you come up with this stuff?”

“But it’s true!” you insist.

“Sorry kiddo, but this isn’t up for debate. I let you wear undies last time you were here, and you had an accident on the couch. Now come lie on the bed so I can put your nappy on. We have cookies to bake.”

You’re not exactly sure what to do, but you’re not about to fight off your eighty year old Grandmother, so you awkwardly sit on the bed. Is Grandma experiencing memory loss? You can’t think of any other explanation, but it’s certainly never been anything like this. She recognizes you, and she seems to know who you are, but she seems to think that you’re a toddler for some reason.

“I’m sorry you’re in a bad mood today, kiddo. Do you want your pacifier?” asks Grandma as she unfolds a fresh diaper with Cookie Monster designs.

“Nooo!” you protest.

“Okay then, grumpy boy. Suit yourself,” says Grandma with a smile as she lifts your legs into the air and places a diaper underneath your bottom. She powders you and secures the diaper around your waist before she tapes the tapes, and you’re surprised at how well it fits. It looks exactly like the Pampers diapers you see in commercials, but surely those aren’t made for people your size.

“See, that isn’t so bad, is it? Alright, I think we can leave your pants off for now. It’s just us here, and it’ll make changing you easier if you need it later,” chirps Grandma with a smile as she helps you off the bed.
“Ready to go make cookies?”

Your head is spinning, and you have no idea what’s happening. You decide to call your Mom to tell her about Grandma’s memory issues, but you remember that your cell phone is in your pants pocket. Grandmas set your pants on the bed, so you reach into the pockets, and you’re surprised when you can’t find your IPhone.

“What are you looking for in your pockets? Did you bring a paci from home or something?” asks Grandma.

“No… I… my cell phone,” you mutter.

“Cell phone? Silly boy. First you’re talking about college, now it’s cell phones. You’re too little for any of that stuff. Mommy’s out running errands all day, but we can call her later if you’d like.”

You try to process what’s happening, but none of it makes any sense. Could Grandma’s memory issues really be that bad where she thinks you’re a toddler? That’s the only thing that makes sense, and yet, somehow you’re starting to doubt your theory. The receptionist in the lobby had reacted to you as though you were a toddler after all, and your Pampers fit you perfectly. They don’t look like adult diapers or anything, and they even have the little sixes on them. They look exactly like the diapers your little cousins wear, which is probably why Grandma has them in the first place.

None of this makes sense. You don’t feel any different. You hold your hands in front of your face, and they look the same, but you’re definitely starting to question your reality.

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This is interesting! I think grandma has some power to shift the reality! Curious to see what gonna happen next

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I’m intrigued not really my kind of story if im honest but excited to see where it goes! Keep it up. :slightly_smiling_face:

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For sure! That’s why the whole “scene” is kinda weird. We probably all like diapers, but not everyone likes the ageplay and the baby stuff.
I personally really enjoy the cute, babyish side of the scene, and I like to use my pacifier and wear my Superman onesie when I’m diapered.
Different strokes I guess, lol. Thanks for the feedback. :slight_smile:

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I like the setup. Please go on

Hope there more !!