Underoos

By Thomas James

Published on Apr 10, 2006

Gay

Underoos - 2

by Thomas James

undyshowoff@yahoo.com

Timmy had been showing off his colorful underwear and cartoon underpants since he was a kid, and now that he was getting older he still enjoyed it, even though he was really too old to be wearing underoos and funpals. Today his dad had dropped him off at the mall with instructions to buy some new clothes for school. Timmy was walking around a department store looking at shirts and pants, and finally decided to try some clothes on. Instead of going into a dressing room, though, Timmy decided to change in the middle of the store. He pushed his sneakers off with his feet and walked around the store some more in his socks. Then he pulled his shirt off and dropped it onto the floor. Finally he undid his jeans, let them drop, and walked out of them, leaving them on the floor behind him. He was walking around the store in his white socks and sports-themed underpants that had pictures of footballs, soccer balls and baseballs on them.

Timmy noticed a lot of the men browsing in the store were looking at him now. One dad was with his own son looking for clothes, but all attention was on Tommy walking around the store in his socks and briefs. After Timmy had walked around for a few minutes, he pulled a shirt and pair of pants off of a shelf and tried them on. He looked at himself in the mirror, then took them off again. He continued to walk around until finally the sales clerk came up to Timmy and offered to help him find some clothes. Eventually the clerk found some dress pants that were made very thin and of light-colored materials. When Timmy tried these on and looked in the mirror, he saw that his cartoon underpants were clearly visible through the pants. Timmy bought them along with some shirts using his dad's credit card.

After he left the store, Timmy walked around the mall carrying his shopping bag. His untied sneakers were flopping on his feet, and every so often he would walk out of his shoes and keep walking in his socks. He would have to walk back and step back into his shoes. Timmy also had on baggy jeans that kept sliding down as he walked, so his underwear was constantly exposed. He had trouble pulling them back up carrying his shopping bag. He noticed lots of guys checking him out.

Timmy was reminded of one time when his dad dropped him off at the mall when he was a few years younger. As Timmy started walking around the mall, his loose sneakers flopped around like they were doing today. But that time when Timmy walked out of his shoes, he just kept walking in his socks, leaving his sneakers behind him. That day Timmy was wearing just a cute pair of overalls. He had left the sides unbuttoned, and the overalls were loose. As he walked around, guys could see his underwear showing. That day he had worn brightly-colored briefs. All of the panels and seams were a different color. They were very bright and easy to spot.

As Timmy walked through the mall, he let the shoulder straps on the overalls slide down his shoulders. When he did, more of his underpants would be exposed. Lots of guys were checking out his brightly-colored underwear. Finally Timmy pulled his arms out of the straps and let the overalls slide down. As Timmy kept walking, the overalls just slide right down, and Timmy walked right out of them. He kept walking in just his bright underpants and socks.

Timmy walked through the entire mall like that, with lots of older men smiling at him when they saw him in his underpants and socks. Timmy loved the attention, walking around in underwear, knowing all these men were seeing him that way. He noticed a few men would follow him around for a few minutes, checking out his cute butt in his underwear. The more he walked, the dirtier he noticed his socks were getting, especially when he went into the restroom to pee. He came out of the restroom with a little wet spot on the front of his briefs, and a few guys noticed and smiled.

Finally Timmy had to go outside in his underwear and socks to meet his dad. When his dad picked him up, he asked what had happened to his clothes. Timmy said that they were too big and just came off and he couldn't find them. He had to ride in the car in his underpants and socks all the way home, then he got a spanking from dad when they got home.

Timmy was still walking around the mall carrying his shopping bag when he decided to get a soda. He took his soda and walked over to a play area where younger kids running around. Some were playing in a bin full of plastic balls, the kind where you can sink down in.

Timmy remembered one time when he was little and playing in a bin full of plastic balls like that one. Naturally he took his shoes off and got into the bin, then once he was inside, the rest of his clothes started coming off. His t-shirt came off, then his shorts slid down and off. When he emerged from the ball pit, he was wearing only his batman underoos. His dad was very mad when he found out his clothes were at the bottom of the ball pit and he couldn't find them. His dad drug him out of the mall in just his underwear, and again lots of dads noticed and smiled at him.

Timmy wandered away from the play area towards the food court where he got a snack. He sat down at a booth and kicked off his sneaks, then kicked them away under the table. He realized that he had forgotten napkins, so he got up and walked over to get them in his socks. As he walked back his jeans started to slide down, exposing his sports underpants. When he got back to the table, his jeans were down to his knees, and he sat down without pulling them back up. The jeans slid down to his ankles, and he just kicked them off. He kicked them away under the table as well.

After he ate Timmy got up and looked around. He saw his pants and shoes under the table behind him, but now a group of older boys were sitting there. They had their feet all over his jeans and sneakers, and Timmy was embarrassed to tell them his clothes were under their table. He decided to leave his clothes there and walk out in his underpants, t-shirt and socks. When he walked outside in his underwear and his dad saw him like that again, he really got yelled at. He even got grounded, and his dad told him he had to go to church the next day with him.

The next morning Timmy took a shower and got dressed for church. He wore a polo shirt and his new pants that were made of a thin material that you could see right through. Timmy wore his red and blue spiderman underpants and red socks to match. If his dad noticed his undies showing, he didn't say anything. But when they arrived at church, plenty of the other dads noticed Timmy's red and blue underwear showing through his pants.

As soon as they sat down, Timmy looked at the man sitting next to him who looked down and smiled at Timmy, and Timmy smiled back. Timmy popped the heels of his loafers off so that they were dangling off his feet. He wiggled his feet and toes around until the shoes dropped onto the floor, exposing his red socks. Timmy smiled up at the man next to him, and the man smiled back. Timmy started to swing and kick his legs and feet around, often brushing his socked feet against the man's trousers. The man watched Timmy, smiling at him. Timmy also made a point of pulling on his pants so that the man could see his underpants showing through.

The service started and everyone stood up, Timmy standing in his socks. As he stood there, he discretely reached under the bottom of his shirt and undid the button on his pants. He very slowly lowered the zipper on his pants. When he sat back down on the pew, Timmy pulled one flap of his pants to the side, exposing his spiderman undies. He looked up to make sure the man next to him could see his underwear, and the man did and smiled at him. Timmy smiled back and left his pants open and underpants partially exposed.

When they had to stand up again to sing a hymn, Timmy stood closer to the man next to him. He put his socked foot on top of the man's dress shoe and started to rub his foot up and down. Timmy had been holding up his pants, but then he pressed his body against the man's leg and thigh, and the pressure held his pants up. The hymn ended and they sat back down. Timmy still had his pants down enough to show his underoos off to the man next to him.

When they stood up for the next hymn, Timmy again stepped on the man's foot, but this time realized that the man had also taken off his shoes. Timmy rubbed his socked foot against the man's. Timmy also noticed the man reaching under his suit coat doing something. When they sat back down, he realized that the man had also undone his pants and had pulled the flap back to expose his underwear. He was wearing a pair of blue briefs.

When they sat back down, Timmy sat close to the man, touching him, so that their underpants were rubbing together. Timmy was excited that the man was not only seeing his underwear exposed, but showing his off as well, and their underpants were even rubbing against each other's.

The final hymn started, and everyone stood up. Timmy rubbed his sock foot against the man's foot again, then felt around and found the man's shoe. He slid his foot in and out of the man's shoe, enjoying the sensation of having a strange shoe on his foot that was many sizes too large. He would love to wear the man's shoes and feel how the oversized shoes flop around on his feet. He pulled his socked foot back out of the man's shoe and rubbed it on his socked foot and ankle some more.

The two were still pressed together, and the pressure was still holding up Timmy's pants. Occasionally he would pull back a little so that his pants would slide down a bit, exposing more of his underpants. Then Timmy moved away long enough that his pants fell to his ankles and he was standing in his underwear. When the hymn ended he had to quickly grab his trousers and pull them up so his dad didn't see. But when he looked at the man next to him, he smiled and winked at Timmy.

As the service finished, Timmy and the man next to him discretely zipped their pants back up and buttoned them. As Timmy walked out of the church, he noticed lots of the men were checking him out. He was excited knowing that his underpants were showing through the thin trousers, and that all the men looking at him could see his colorful briefs.

Outside of the church Timmy walked around showing off his underoos that were visible through his pants while his dad talked. Then Timmy realized his dad was talking to the man he had been sitting next to. It turned out the two had met once before, and the man invited Timmy and his dad out to lunch. The man, whose name was Richard, drove to the restaurant with Timmy's dad following in his car.

At the restaurant the three sat in a booth with Timmy sitting next to Richard. As soon as he sat down, Timmy again popped his loafers off of his heels. Soon his wiggling of his feet and toes caused his shoes to drop off onto the floor. Timmy fidgeted, swing his legs and feet, often bumping into Richard's legs. After a few minutes he asked if he could use the restroom. When his dad said yes, Timmy jumped up and headed for the restroom in his socks without bothering to put shoes on. Lots of the men in the restaurant looked at how cute Timmy looked with his red and blue underwear showing through his pants and wearing matching red socks.

When Timmy walked back to the table, he had his hands in his pockets. He had undone his fly and was holding up his pants using only his hands in his pockets. From the back his underoos could be seen through the pants, but from the front they were exposed by his open fly. Timmy discretely let his pants drop before he sat down in the booth so that his dad wouldn't see. His pants bunched up around his ankles, then as Timmy swung his legs around, the pants completely fell off onto the floor. He sat through the entire meal in just his underoos and socks from the waist down with Richard as well as the waiter and other men in the restaurant enjoying the view.

Timmy crossed one leg, resting it on the knee of the other leg with his foot toward Richard. Then Richard slid his hand down and discretely began to rub Timmy's socked foot under the table. Timmy loved the way Richard's big, strong hands felt massaging his socked foot. After the meal the men decided to relax and have some coffee while they talked. Timmy turned so that he was sideways and leaning against the wall so that he could stretch out his legs. Both of his socked feet ended up in Richard's lap, so now Richard could discretely rub both of his socked feet.

Timmy moved his feet around until his socked foot came into contact with Richard's wiener. Timmy noticed that his wiener was hard, and Richard smiled at him when he felt his foot there. So Timmy began to rub his socked feet against Richard's hard wiener. After a few minutes Richard closed his eyes, and Timmy noticed his body shaking a little bit. Then Timmy felt a wet spot in his lap.

Timmy's dad decided it was time to go excused himself to the restroom. Timmy used the tablecloth to hide his underwear from his dad until he was out of sight, then he quickly went under the table to pull his pants back on. He left his shoes under the table and walked out of the restaurant in his socks. He followed Richard and his dad out, and noticed many of the men smiling at him when they saw his cute underoos showing and his red socks. Timmy knew he would get punished for losing his shoes again, but he loved the feeling of walking in his socks. He wondered where he would get to show off next.


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate