The Little Adventures of Milo

The Little Adventures of Milothose darn cliffhangers

Draw and everything by Ludis-Luteo


Wow this is one big messy load that Milo have release into the diaper. What a good boy he is even if he is in hypnosis state he sure know how to make his diaper pretty messy and heavy.

Back in diapers for Milo

Back in diapers for Milorathalos1 being a sweet little boy for Momma Wen.

Milo by rathalos1

Draw and text by Wen


Poor Milo it looks like he is not ready to be wearing some big boy pants yet and his mother is forced to put him back into some nice and thick diapers again. So i can understand that he is blushing about this. But he have noting to worry about his mother have see him naked allot of times before ;)

Day with Marisol and Milo Part 2

Day with Marisol and Milo Part 2After a short drive from the fast food restaurant, both the Smith’s and Marisol and Milo made it to Marisol’s house. Since it was a beautiful day outside, they decided that they would spend their time together outside in the backyard. Marisol set Milo down with Caiden while her and Cheryl set up a tea party for them. The two boys played nicely with each other while Cheryl and Marisol drank tea and gossiped with each other.

After an hour, Marisol picked up Milo and brought him inside to change his diaper while Cheryl did the same with Caiden outside since she already had the diaper bag with her. Cheryl laid Caiden down and began to clean him.

“OK Caiden, you can play with Milo for another 10 minutes and then it’s naptime.” announced Cheryl as she wiped Caiden’s butt

“AAAAawwww….” Whined Caiden as his mother finished wiping him and grabbed a new diaper and powder “I dun wanna go take a nap….”

“Well that’s too bad. You were up later than usual last night and I saw you nodding off in the car. It’s not up for discussion.” replied Cheryl as she powdered her three-year-old toddler “Besides, Milo will be taking a nap with you as well.”

Caiden just crossed his arms and went ‘hmp’ to his mother’s response while she taped him up and pulled his shorts back up.

Moments later Marisol came back out with Milo. She kept Milo with her since he was starting to look tired. Caiden wanted to play with him so he was not happy when she did that and grumpily played with his trucks.

Ten minutes passed and Cheryl turned to Caiden.

“Ok big guy. Nap time.” announced Cheryl

“NNOoooo….” whined Caiden as he threw his truck down “I’m notta tired….”

“Well it sure doesn’t seem like it. Now let’s go.” said Cheryl a little more sternly as she stood up.

“No no! I dun wanna go tah nap time…it’s poopy!” shouted Caiden as he repeated that word from earlier.

“Excuse me young man?!” lectured Cheryl sternly “Do you need a spanking before your nap, because you seem to be asking for one?”

“No, no NO! I dun needa nap! I dun needa nap!…You-…you…POOPYHEAD!” shouted Caiden in full temper tantrum mode.

“That’s it young man. You just earned yourself a good spanking, and right after your nap we’re going straight home for an early bedtime since you want to behave this way.” lectured Cheryl as she grabbed Caiden’s paw and dragged him to her seat.

Cheryl pulled his shorts down and pulled off his diaper.

“I’m very dissapointed in you Caiden. You know better than to act like this and say words like that.” said Cheryl as she pulled Caiden over her lap and started spanking his bare bottom.

This all happened in front of Milo and Marisol. Milo had experienced getting spanked only once, but it was only a few swats. Caiden was getting a lot more for his behavior. It kind of scared Milo, but Marisol let him watch so that he would know that behavior was unacceptable.

After Cheryl tanned Caiden’s hide, she re-diapered him and laid him down for a nap. Marisol put Milo down as well and they went back to their tea. Caiden woke up first and, like Cheryl mentioned right before the spanking, they left early after Caiden apologized to Marisol. Caiden was forgiven and invited to come back another time.

Caiden and text by tugscarebear

Marisol by Marisolbosques

Milo by Malymilo


Poor Caiden that he dont get any more playtime whit Milo but i can understand his mother that she need to show that saying this type of words and dont listening and do what you are told always end up whit some bad and hurting consequences.

Day with Marisol and Milo Part 1

Day with Marisol and Milo Part 1The school year had started back up recently and that left Caiden at the house with his mother during the day. Most days that was no issue, but the day-to-day routine could get old so Cheryl decided to call her good friend Marisol and see if they all wanted to get together today for a playdate. Marisol had a little one of her own as well. His name was Milo and he is a little one and a half year old yellow bear cub. Caiden loves when he gets to play with Milo because he gets to play the big brother. Since Caiden is the ‘baby’ of the Smith household he never gets that responsibility of caring for the younger cub. Caiden loves to help playing, feeding, changing, and entertaining the little bear cub.

Needless to say, Caiden was really excited that he was going to go on a playdate with Milo. Since his brother had been away at school, Caiden has been playing by himself for the most part. Cheryl got the diaper bag ready to go and got Caiden dressed. Once they were loaded in the car, they headed off to meet Marisol and Milo at Mcdonalds for lunch. Once they arrived, Marisol and Milo were already sitting at one of the tables. Caiden ran up and greeted them both excitedly. Cheryl followed shortly behind and said hello to her good friend. Caiden and Cheryl sat in the booth while Marisol went to go get the food. Caiden was making funny faces and jabbering to Milo and making him laugh while they waited.

A short time later, Marisol arrived with the food and they began eating. While they were eating Marisol started talking to Caiden since she hasn’t seen him in a while. She asked about how he was doing, who his friends were, how big he was, etc. Then she started joking with the toddler when Caiden was being a little messy with his food.

“What does the cow say, Caiden?” joked Marisol expecting something like ‘Moo’ in reply.

“POOPY!” shouted Caiden loudly to the surprise of of everyone at the table and the restaurant.

“Caiden Alexander Smith!” said Cheryl sternly as she leaned in to lecture her son “You know better than to say words like that at the table. Do we need to have a talk in the bathroom?”

“No momma…” hushed Caiden as he realized that there would be little talking going down if they took a trip to the bathroom.

“Good boy.” replied Cheryl as she patted his head.

Marisol was trying to contain her laughter at Caiden’s comment while Milo was giggling his little head off.

The group finished eating without any other issues and they cleaned up and headed to Marisol’s house for tea and a playdate for the rest of the afternoon…

-End of part one

Caiden and text by tugscarebear

Marisol by Marisolbosques

Milo by Malymilo


I really love the look that Caiden’s mother have on here face when here soon say the word POOPY out loud in the restaurant. This is not really the good place to shout out something like this when everyone is sitting down to have a nice meal. That is not the kind of word you wont to here then.

Milo Worker Badge

Milo Worker Badge
Milo Worker Badge.

Milo: malymilo

Badge draw by: TaviMunk


Aww this was a weary cute and nice drawing by TaviMunk. Milo look so happy right now when he is playing whit his truck and wearing his big construction helmet that i think look little to big for him. Maybe he have borrowed it from his Daddy.

The text that i have on his t-shirt (Momma`s Little man) fit him weary good when he playing whit this kind of toys. And i hope that he going to spend allot of hours this day playing whit this thing in his sandbox. Of cures he need to leave his sandbox allot of time during the day for some food, nap time  and of curse for the diaper change. But the time between this thing he can have a fun playtime in the sandbox.