Losing His Pants
by James Daniels
losemypants@yahoo.com
Kyle loved sagging and wearing baggy pants. He loved it when his pants slid down, exposing his underwear. Sometimes his pants would fall all the way down, and there were times he even got his pants completely off in public.
Kyle started sagging and wearing baggy clothes when he was thirteen, which was two years ago. Now he did it all the time, even though his parents yelled at him. He didn't care; he loved losing his pants in public.
Most saggers wear boxers, and Kyle did too some of the time. But he also wore boxerbriefs and sometimes even briefs when he sagged his pants. He definitely wanted other boys to notice his underwear. Mostly he wore bright colors too so they would really stand out when his pants slid down.
Today Kyle had on his bright red plaid boxers. When he left for school he had a belt on, but once he got away from the house he ditched the belt. His jeans were way too big for him, so with every step they slid down, exposing his boxers.
As Kyle walked into his first class and headed for his desk in the back of the room, his jeans began to slide down, exposing his bright colored boxers. His pants continued to fall as he walked, so by the time he reached his desk, his underwear was completely exposed. A couple of the boys checked him out, and by now Kyle had a boner tenting his boxers. He sat down on his underwear, not bothering to pull up his sagging jeans.
Wendell, he boy sitting next to him, was a kind of geeky kid. He turned to look at Kyle sitting in his underwear, but tried not to be obvious about it. He looked down at Kyle's boner poking up in his boxers and felt his own hard-on start to grow in his pants.
Kyle noticed Wendell next to him checking out the tent in his boxers. Kyle liked the attention, and even though Wendell was kind of geeky, he was cute too. Kyle adjusted his hard-on in his underwear, which just made it stick out more. He looked over to make sure Wendell was watching.
Mr. McCabe, the teacher, started his lecture. Kyle knew that he could get away with a lot in Mr. McCabe's class; he was one of Kyle's teachers who liked seeing him show off his underwear.
Kyle kept his sneakers loose all the time, so it was easy for him to kick them off over to the side of his desk. Then he stretched his legs out. As he did, his jeans started to slide down his legs. The more he moved around, the farther down his pants slid. Eventually they ended up around his ankles, so Kyle pulled his feet out of them so his jeans were completely off. He got really excited knowing he was sitting in class in just his underwear with his pants on the floor. He looked over to make sure Wendell was still watching. Kyle noticed that Wendell now had a boner in his pants, and his hand kept moving toward his lap as if he were trying to decide whether or not to stroke himself.
Kyle reached down and grabbed his own hard-on through his boxers. He started stroking up and down through the material. He looked over to see if Wendell was watching him masturbate, and he was. Kyle slid down in his seat a little more and really started getting into jerking himself off through his underwear. He noticed Mr. McCabe kept looking over at him too.
All through class Kyle kept edging, stroking himself until he felt like was going to cum, then stopping. Toward the end of class he stroked himself again until he felt like he would have an orgasm and stopped, but this time he had gone too far. He could feel the sperm building up in his dick and clenched it tight to try to stop it, but he couldn't. He felt cum start to spurt out of his boner, shooting inside his underwear. His body twitched as his dick pumped sperm all over the inside of his boxers. After he had spent his load, he looked over and saw Wendell's face clenched up and his body twitching. Kyle looked down, and sure enough, a wet spot was forming on Wendell's pants as he had his own orgasm.
When the bell rang, Kyle slid his feet into his jeans, stood up, and pulled his pants back up. He stepped into his sneakers and headed off for the next class with his wet boxers showing.
The next day Kyle decided he wanted to talk more to Wendell. Although he was nerdy, Wendell was very cute. Kyle thought he could help him look a little less nerdy. Kyle asked him if he wanted to go to McDonald's after school, and Wendell agreed.
After school Kyle and Wendell met up in front of school and walked to the McDonald's that was just a few blocks away. As they walked, Kyle's baggy jeans kept sliding down, showing off his red boxerbriefs. Wendell kept looking over at Kyle's undies.
The boys reached the fast food place and got in line. After they had their food, Kyle led them over to his usual table, a booth that was in a quiet corner. As he carried his tray his jeans kept sliding down, so by the time they reached the table, his pants were practically below his boxerbriefs. Kyle sat down without bothering to pull his pants back up so he was sitting on his underwear. As usual he kicked his sneakers off.
"You look really cool when you sag like that," said Wendell.
"Thanks. You should sag your pants too," said Kyle.
"No way," answered Wendell, "I would get in trouble. My parents would kill me."
"Don't let them catch on," said Kyle. "Just tell your mom you want to get your jeans bigger so they are more comfortable and you have room to grow into them. Put a belt on when you get dressed, then ditch the belt when you get to school."
"I guess I could try that," said Wendell, thinking.
As the boys talked, Kyle was wiggling his legs, which caused his pants to slide down to his ankles. He slid his feet out so that his pants were completely off, then kicked them away with his foot.
Wendell felt something on his feet, so he looked under the table. He saw Kyle's pants on the floor. Wendell started to get a hard-on knowing that Kyle was sitting there in his underwear. "I could never be as brave about taking off my pants in public as you are," he said.
"It's fun," said Kyle. "I started doing it when I was a kid, and I have been ever since."
"Really?" asked Wendell.
"Sure, I been sagging for a couple years, but I started taking my pants off all the time even before that," said Kyle.
"Wow, that's cool," said Wendell. "Where all have you taken your pants off at?"
"Like this, under the table sitting in a restaurant, or at the movies, places like that."
"Wow, don't you get in trouble?"
"Yeah, sometimes my parents yelled at me, but I just told them I was hot or my clothes were uncomfortable or something like that." As Kyle talked, he was slowly stroking himself through his boxerbriefs under the table.
Wendell could tell from the movement of his arm that Kyle was jacking off under the table. He wanted to keep him talking so that he would continue to play with himself. "That's so cool. Where else have you taken your pants off in public?"
"At stores I like to come out of the dressing rooms in just my underwear to get different sizes of pants. Sometimes other boys will pants me. And one time some older boys were picking on me and started chasing me. As I ran my sneakers came off my feet. I kept running and my pants started to fall down. Eventually my pants went all the way down, and I had to run out of them. I kept running and left my pants and sneakers behind. The boys stole my stuff so I never got it back. I got in real big trouble when I got home and was just in my t-shirt, socks and underwear." Remembering that story made Kyle start to stroke himself faster.
Wendell has also started to play with himself while he listened to Kyle's story. "Gee, were there other times you lost your pants and got in trouble?"
"Sure, another time I was at the airport with my dad. I had on some thin track pants, and I was sagging them like I do my jeans. They were real low and I was even walking on the bottoms of them. Well, I got on one of those moving sidewalks and the bottom of my pants got caught up in it. It pulled my pants down and totally ripped them. I had to pull my legs out of my sneakers and pants, then we had to try to pull my ripped up pants out of the gears. I was stuck in my shirt, socks and briefs and my dad was really yelling at me."
"I bet," laughed Wendell as he masturbated to Kyle's stories.
"Hey man, you should take your pants off right now like I did," said Kyle.
"No way, I can't do it here," protested Wendell.
"Sure you can. Nobody can see. Nobody knows I'm sitting here in my underwear. Go for it."
Wendell was torn between the embarrassment of possibly getting caught and the desire to keep Kyle jacking off. "I guess I can," said Wendell, nervously looking around.
"Cool, go for it," said Kyle, now masturbating even faster.
Wendell reached under the table and untied the laces on his sneakers. He used his toes to pop them off his feet. Then, still looking around nervously, he unbuckled his belt, undid the top button on his jeans, and slowly pulled the zipper down. Wendell lifted his hips slightly up off the seat and quickly pulled the jeans down. They slid down his legs and then off.
Kyle looked under the table. Wendell had on tightie whities. He figured that's what Wendell would wear, and the thought they looked cute on him. Kyle get stroking his boner through his underwear as he checked out Wendell sitting in his undies.
Wendell couldn't believe he was sitting in McDonald's in just his underwear. He was nervous and excited at the same time. He was also getting really turned on, and his boner was threatening to poke out of his briefs. He reached down and rubbed it through the cotton like Kyle was doing.
What Wendell didn't see was that under the table Kyle was kicking their pants and shoes away. He kicked all their clothes so that they ended up under the table behind where Wendell was sitting. The thought of losing his clothes got him more excited, so Kyle started to masturbate himself even faster. Now both boys were quiet, just focusing on jacking their dicks in their underpants. Kyle let out a moan as he started to cum, and soon after Wendell could feel his sperm begin to squirt out of his dick and soak into his underwear. As Kyle continued to shoot his sperm inside his boxerbriefs, he smiled as he watched a couple of older boys sit down at the table behind Wendell. Kyle knew that Wendell would have to embarrass himself in front of the boys if he wanted his clothes back.
"Wow, that was awesome," said Wendell. He looked around in a panic. "Oh man, there's guys sitting next to us now. We better get our clothes back on." Wendell looked under the table, but didn't see his shoes or his pants. Or Kyle's for that matter. "What happened to our stuff?"
Kyle smiled at Wendell and said "I kicked everything underneath the table behind you."
"You did what?" said Wendell, shocked.
"I kicked all our stuff away. If you want your pants and shoes back, you'll have to go ask those guys sitting at that table behind you."
"I can't go up to them in my underwear!"
"You'll have to if you want to get your stuff back."
"Why don't you do it? You have to get your clothes back too," said Wendell.
Kyle shrugged. "I can just go home in my underwear, I don't care."
"Oh man," said Wendell. "O.K., I'll do it." When he got up, he realized that his plaid button down shirt helped hide his briefs, which made him feel better. But it was still obvious from his bare legs and socks that he wasn't wearing pants or shoes. He walked up to the boys at the table behind him. They looked to be about college aged. "Excuse me, my clothes got kicked under your table accidentally. Can I please get them back?"
The guys took a look at skinny Wendell in his underwear and laughed. "What happened to your pants, buddy?" said one of them.
"My friend kicked them over here to play a trick on me."
The other guy laughed. "Some friend. Next time don't let him get your pants off you." He picked up the jeans and shoes from under the table and handed them to Wendell. "Here you go."
"Thanks," said Wendell, grabbing the clothes and running back to his table. He was embarrassed but also excited knowing that the older boys had seen him in his underwear. He was also excited being in underwear in front of Kyle.
Both boys pulled their pants and shoes on quickly and left the fast food place. Wendell hoped he would be able to have more fun in the future with Kyle.