This story follows "Derek's Sexy Briefs" Enjoy!
Derek woke up and rolled out of bed. He was wearing his black stretch nylon Hang Ten brand bikini briefs. He immediately recalled giving his new friend Marko a blow job and then giving Marko his pair of light grey Fruit of the Loom fashion briefs to wear.
Derek's dick was hard. He started to rub the soft fabric that covered his dick with his right hand. It felt good and he began to move his hand faster and faster. He thought of the image of Marko pulling those grey cotton briefs on. He had noticed the way Marko seemed to revel in the fact that the briefs were colored.
Derek pulled his bikini briefs off and gripped his dick, stroking it faster and faster. He tossed the pair of briefs onto the floor and began to sweat as he worked his dick. Faster and faster he stroked. His mind was filled with images of the colored briefs he had recently started to wear. A few weeks ago he used money from his first paycheck at M--------'s to buy four packs of different colored cotton Fruit of the Loom fashion briefs, a pack of Hang Ten stretch nylon bikini briefs, and a tube of Jockey polyester bikini briefs.
The underwear made him feel sexy.
He kept stroking his dick. His speed kept increasing and he could feel his body shaking. With no warning he shot his load all over his chest. He stood and walked to his dresser. He pulled a pair of white Fruit of the Loom briefs from his underwear drawer and wiped his chest off.
He tossed the white briefs into his clothes hamper. He pulled a pair of leopard skin printed bikini briefs out of the drawer and put them on.
Derek stood in front of the floor length mirror on his wall. He admired how he looked in his polyester bikini briefs. He felt sexy. He still hadn't worked up the courage to wear his new bikini briefs to school. But after Marko's friend Mike showed his own bikini briefs off, Derek was reconsidering. He had noticed a few other guys in the locker room who were also wearing colored cotton briefs and even one guy who wore bikini briefs everyday. Most guys, however, wore only white cotton briefs.
Derek opened another drawer of his dresser and pulled out his pair of light grey spandex shorts. He slid them on. His dick got a little hard as the stretchy fabric of the spandex shorts was pulled over the soft polyester fabric of his briefs.
Derek told his parents he was going jogging and left out the front door of his house. He started to jog. He planned to try out for the school wrestling team and he wanted to be in shape.
As he jogged he saw Marko's friend Mike working on a car in front of a house.
Mike waved. "You live around here?" Mike asked as Derek slowed to a stop and approached him.
"Yeah, just a couple of blocks back" Derek told him.
Derek looked Mike up and down. Mike was tall and handsome with a toned body. Mike was wearing a yellow tshirt with the school logo on it and a pair of white Umbros. Derek could see Mike's briefs through the Umbros. It was a pair of bikini briefs that were white with thin yellow, red, and blue horizontal stripes.
"I live here with my dad. He got me this old Mustang and I work on it when I can" Mike said. His eyes went straight to the bulge in Derek's spandex shorts. He could make out the shape of Derek's briefs beneath the thin spandex material. He could tell Derek was wearing bikini briefs.
"So why did you pull my shorts down the other day?" Derek asked Mike.
"I was just messing with you" Mike told him. "Besides, I wanted to see what color your underwear was."
"Why?" Derek asked.
"Well, I was curious. I figured you knew what you were doing wearing those spandex shorts and I had a feeling you wouldn't be wearing regular underwear" Mike said with a smile.
"I did want people to check my package out" Derek admitted. "Plus, I just recently started wearing colored underwear. I wanted to wear something to get noticed."
"I definitely noticed your dick" Mike said. "I can see it pretty good today too. I can tell you've got some skimpy underwear on."
Derek felt his dick starting to get hard.
"Do you mind if I peek?" Miked asked.
"Go ahead" Derek told him.
Mike reached down and lightly grasped the waistband of Derek's shorts in the front. He pulled the waistband away from Derek's body. His eyes grew wide as Derek's briefs were revealed.
"Leopard print" Mike said. "Nice!" He released the waistband of Derek's shorts, letting it snap onto Derek's body.
"Thanks. I like yours too" Derek told Mike.
"Why don't we go inside. My dad's not home. I can let you see my underwear up close" Mike offered.
"Sounds good" Derek said.
They went in the front door. As soon as they entered, Mike's heart began to race. His hardening dick strained against the stretch nylon fabric of his striped bikini briefs. He felt that it would rip through the thin nylon at any moment.
"Come on" Mike said as he led Derek back to his room.
Upon entering the room, Mike pushed Derek down onto his twin bed. Derek's dick was fully hard now. Mike could make out the head easily due to the grey spandex and the polyester covering it. Every detail of the shaft was apparent. Mike grabbed Derek's shorts at the hip on both sides and yanked them down to Derek's ankles. Derek's briefs were pulled down a little as well, but his boner kept them in place for the most part.
"I love your underwear" Mike said.
"Let's see yours" Derek teased.
Mike pulled off his shirt and Umbros. His striped white bikini briefs were finally exposed. The thin nylon was almost see through as his dick tested the strength of the material. Mike straddled Derek on the bed.
"I hope you like them" Mike said.
"I like them" Derek told him.
Mike reached into Derek's briefs and began to jack Derek off.
"I want to see you cum in your little leopard underwear" Mike said. He tightened his grip on Derek's dick slightly and he sped up.
"Oh...that feels so good..." Derek moaned as precum wet Mikes hand as well as the stretchy polyester of his briefs.
"I'm gonna make you cum all over your underwear!" Mike said.
Derek felt his body tensing up all over. He kicked off his spandex shorts but didn't notice.
"You know why I wear these nylon bikinis?" Mike asked as he kept jacking Derek off. "It's the way the nylon feels. It's just so soft and sexy. I bet that's why you wear it too."
Derek heard Mike but he didn't respond. His whole body felt pleasure as Mike continued.
"I'm gonna show you what I mean" Mike said. With his free hand, he reached over to his nightstand and got a small pair of scissors. "I think you're gonna love this!"
Mike snipped both sides of Derek's briefs and tossed the scissors across his room. He quickly yanked the cut briefs off of Derek. Derek didn't notice it. Mike stopped jacking Derek off only long enough to wrap Derek's dick in the remnants of his own leopard print briefs.
"This is why we both wear these" Mike said.
Mike resumed jacking Derek off, only now Derek's entire dick was encased in the sensual, soft, stretchy polyester material of the briefs.
"Oh my god!" Derek said. He was struggling to keep himself from cumming. He wanted to feel this for as long as possible.
Mike's own dick was wetting the fabric of the briefs he wore. The nylon became completely see through where it covered the tip of his dick.
"I'm gonna cum!" Derek shouted.
"Do it!" Mike told him.
Derek's back arched as he started to cum. Mike kept jacking him off, causing more and more sensations. Derek could feel his dick getting wet from the cum soaked polyester wrapped around it.
"I told you that's why we both wear these" Mike said.
Derek finally stopped cumming and his body relaxed. He looked up and saw Mike holding the cum soaked remnants of his briefs.
"I hope you don't mind me cutting your underwear off, but I figured you have more, at least those green ones" Mike said.
"I guess you'll have to give me a pair of yours" Derek said.
Derek looked and saw Mike's nylon covered dick. He rolled over and Mike followed his lead. Now Derek straddled Mike and Mike was laying on his back on the bed. Derek slid onto his knees on the floor. He reached up and pulled the front of Mike's briefs down. Mike's dick sprang free. Derek slowly pulled the briefs down and off of Mike. He spread Mike's legs, leaned into Mike, and put Mike's dick into his mouth.
"Oh, yes!" Mike shouted as Derek slowly worked his shaft.
Derek could taste the precum on Mike's dick. He started to go faster up and down, his head bobbing rhythmically. Mike put his hands on the sides of Derek's head. Derek kept going.
"Yes!" Mike shouted.
Derek could feel Mike's body shutter and he knew Mike was about to cum. He pulled away from Mike and stroked Mike's dick for a few seconds until Mike began to cum.
"Oh...oh...oh...my god..." Mike shouted as the warm cum shot onto his chest.
"Hope you don't mind, but I wanted to watch you cum" Derek said.
Mike smiled, breathing heavily, and sat up. "I need to clean up" he said.
Derek stood to let Mike up. Mike stood and walked over to his laundry basket. He pulled out a towel and wiped his cum off.
"Open the drawer on my nightstand and grab us some underwear" Mike told Derek.
Derek opened the drawer. Within it was Mike's collection of underwear. There were no white cotton briefs. No colored cotton briefs for that matter. It was filled with a dazzling array of various colored and striped bikini briefs. They were all made of stretch nylon. Derek remembered Mike saying he had just gotten a bunch of nylon bikini briefs for the new school year. He wasn't kidding.
"Wow. Your underwear is all sexy" Derek said.
"I know. All I wear now is those little bikinis. I used to wear just regular white underwear but I wanted to wear something sexy instead" Mike told Derek.
"You definitely do wear sexy underwear" Derek said. He reached in and pulled out a yellow pair and a purple pair. He tossed the yellow pair to Mike and put the purple pair on.
"You can give those back after you wash them" Mike said.
"No problem" Derek said. He pulled the his spandex shorts on. "I better get back to jogging. I'm trying out for the wrestling team."
"Me too" Mike said. "Maybe we can practice together."
"That would be great!" Derek told him. "But I have a feeling we'll end up in our underwear again."
"That's the idea" Mike said.
A few minutes later, Derek was jogging again and Mike was working on his car again. Both of them knew something special had just happened and both were anticipating their next encounter.
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