Sleepover at Connor's (True Story)
 

This is my first time telling this story to anyone.

Connor (me) Age 15

Tyler Age 15



I texted Tyler Friday after school "Hey dude my mom said you can sleep over if you want"

I sat in my room waiting for a response. I had started to develop feelings for Tyler recently but there was no way I would ever act on them. Recently I had been really curious about other boys, but especially Tyler.

"Yea my mom said yes" - he replied.

Oh man this is going to be the first time I've ever had a sleepover with just Tyler. I've been to a few with Tyler but there were other guys there too.

"Anyone else coming?" he asked

"Ummm no. No one else could. that ok?"

"ya"

It was 6:30PM and Tyler was coming over at 7:00. I decided to change out of my clothes from school. I took of my jeans and red t-shirt and was just in my blue boxers now, I had to make a decision. Should I keep my boxers or switch to my tighty whities? A little back story: I always loved wearing white briefs and kind of had a thing for them, but I had to switch to boxers at school because kids in gym class kept making fun of me. What would Tyler say if he saw me in them?

Screw it. I went to my underwear drawer, reached into the back, and grabbed my favorite pair of FTL tighty whities and put them on. I put on some black basketball shorts and a blue t-shirt too as I waited for Tyler in my room.

(knock knock)

"Hey Con, Tyler is here!" my mom yelled from downstairs.

[End of Part 1.]

[Any suggestions? sorry this is my first time]

[Part 2]

As I was about to get up, I heard Tyler storming up the stairs. Tyler was wearing a green t-shirt and white basketball shorts.

"Hey dude!" Tyler yelled as he jumped on to the bed and landed right on me

"Ahhh what the hell?"

We began to laugh and wrestle on my bed trying to pin each other down. I noticed his American Eagle waistband as we wrestled back and forth. After about 3 minutes Tyler pinned me down and I gave up.

"Hahah so what's up Ty?" I asked

"Nothin, just stoked it's finally the weekend. what are we doing tonight?" Tyler flashed me his amazing smile. Tyler was about 5'8 145lbs had dirty blonde hair and stunning green eyes. He was perfect.

"ummm well we can play some Madden and FIFA, watch a movie, oh and Ryan got us something" (Ryan is my older brother)

"What, what??"

"Go check the fridge dummy"

Tyler went and opened the mini fridge in my room and saw the beer that Ryan got for us

"Sweet"

"ya, he just said if we drink we can't leave the house and we can't tell anyone or he'll get in trouble"

I tossed Tyler the xbox controller and we played FIFA and Madden for the next 2 hours until we heard a knock on the door.

"Hey Dad and I are going to bed, there's food and drinks downstairs, but please try to keep it down tonight"

"Thanks mom" I glanced over at Tyler and grinned as she shut the door

So far the sleepover was off to a good start. I just wonder if Tyler is willing to have some fun tonight, I don't want to ruin our friendship by doing something stupid though.

[End of part 2]

[Part 3]

So now that my parents were in bed, it was time to have a little more fun. I went over to my mini fridge and grabbed two beers. I tossed one to Tyler and kept one for myself.

Tyler and I sat on the edge of my bed and kept playing FIFA as we drank our first beers.

"Hey wanna made the game more interesting" I asked

"What did you have in mind?"

"I was thinking each time you get scored on, the other guy gets to give you a Truth or Dare"

"Hahaha I'm down" Tyler responded

Almost instantly Tyler scored on me. "So Con, Truth or Dare"

I decided to start off easy "Truth"

"Ummm how far have you been with a girl"

"Ehh I've only kissed a girl - I know it's not too much. Hey can we make a deal that nothing leaves this room?"

"Yeah that's a good idea" Tyler said as he looked over and smiled again

Finally I scored a goal and tied the game up. "Yes! Truth or dare Ty?"

"I'm not a pussy... Dare!"

"I dare you to...uhhh. take off your shirt for the rest of the night."

"Easy" Tyler took off his green T-Shirt and revealed his perfect tan body. I started to get a little hard in my FTL white briefs under my basketball shorts just looking at my best friend with his shirt off.

The game was tied with only 2 minutes left and we were both done with our beers. The final whistle blew and we went to Penalty Kicks.

"Ok loser has to chug a beer?" Tyler proposed

"I'm game"

The game came down to the final kick and I won! "Haha YES! chug that beer bud!"

Tyler went and grabbed two more but chugged his beer in 2 minutes.

"uhhh I'm actually starting to feel it"

"You wanna keep playing or just stick to truth or dare?"


"Yea let's ditch the xbox and just play TorD"

Finally we were about to have a bit of fun. Now I just had to contain myself a bit so Tyler didn't see my hard on through my tighty whities.

[End of Part 3]

[Any suggestions or comments?]

Please continue! That is lovely!;)

please continue I like it

Continue please let's get down to the nitty gritty:D

[Part 4]

Tyler and I continued to sit on my bed playing Truth or Dare and drinking beers for the next 30 minutes. The questions and dares were kind of boring. They mostly just involved questions about crushes on girls at school and stupid dares.

I was finally dared to take my shirt off and tossed my blue t-shirt aside. I was not as tan as my friend, but a bit taller. I was about 5'10 and 155lbs with short brown hair and piercing blue eyes.

I made sure to sag a bit so that Tyler could see the waistband of my FTL tighty whities. Even though I was slightly embarrassed to wear them, it kind of turned me on if he found out.

As Tyler went to go grab another round, he picked truth.

"How often do you watch porn online?"

"Ummm when ever I'm home alone. So a few nights a week."

Just thinking about Tyler possibly masturbating got me harder. I had to flip over on my stomach to hide it as my basketball shorts were halfway down my butt.

"Hahah cool, ok I pick Dare" -I replied

"Ok Con, pull out your laptop and show me your favorite website buddy"

"Really? ok"

I pulled out my laptop from my backpack and went to one of my favorite sites (I skipped the ones with just guys) Before I could do anything Tyler grabbed my laptop.

"Hmmm let's see" Tyler quickly double clicked the search bar and my recent search history popped up in a drop-down menu.

"Dude stop" I yelled as I tried to wrestle it back, but to no avail.

It was too late, Tyler had seen too much.

-Twinks
-Twinks in briefs
-18 year old boys
-Gay Blowjob
-Tighty whities

I was screwed

[End of Part 4]

Please continue, cool story

So far the story is really good! It's getting me so hard! Please continue and don't stop, I like that you update it pretty often, you seem really hot, message me if you wanna talk, or kik me Josh.white36097 ;) I'd love to talk to you

[Part 5]

"Sooo what are these all about?" Tyler asked as he smiled at me again.

"Umm uhh I dont know....I must have got a virus on there or something"

"Ohhh ok" Tyler clicked on a recently watched video of two twinks jacking off together as he finished another beer.

I tried to play it cool as Tyler and I watched a video that I have secretly watched already. I was starting to get hard again. I couldn't believe that me and my best friend were in my room watching gay porn together while drinking. I kept glancing back and forth between the computer and Tyler, I started to notice a bulge in his shorts.

"Should we keep this going? Truth or Dare Connor?"

"Dare"

"How about you take those shorts off"

Well I guess it's now or never, Tyler was about to be the first guy to see me in my white briefs. I slowly pulled off my shorts to reveal my FTL tighty whities. "Sorry, I didn't have any clean boxers, and had to wear these"

I can't believe I was actually sitting on my bed with a hard on next to the boy I always had a crush on in just my briefs.

"Nice undies bud, I didn't know you still wore tighty whities"

"umm uhh yea sorry."

"So I guess it's my turn, Truth or Dare Tyler?"

"I'll take a dare too"

"Ok time for you to take off the shorts too, it's only fair."

Tyler stood up and slowly slid his shorts down to reveal his orange and black American Eagle boxer briefs, he was also just as hard as me.

"Before we keep playing, I think we need another drink"



[End of Part 5]

Yoymu do like to leave us at cliff hangers don't you?

You are killing me with these cliff-hangers!!

The story is really good though!!, the only suggestion I have would be to make the posts a little longer, at least long enough to jack off too. ;)

Great story! Keep it coming!!

Keep going! This is surprisingly amazing!

sorry for the long wait everyone.

[Part 6]

I walked over to my mini fridge and grabbed another two drinks. I was definitely feeling it now and could tell Tyler was too. Seriously, I doubt he thought we'd end up in our underwear with hard ons sitting on my bed drinking tonight.

"Sooo, umm I guess it's your turn. I pick Truth though" I honestly just picked truth so he wouldn't make me take off my tighty whities first.

Tyler took one more sip and you could tell he was thinking long and hard, "So Con, tell me the truth about the search history. Was it really a "virus"?"

Oh God I don't know what to do...do I lie? "Ehhh well, no" I looked down trying not to make eye contact with Tyler.

"That's alright, bud" Tyler slowly moved his hand to my inner thigh right above my knee. Right as I looked up and made eye contact he said "What if I told you I've looked at things like that too?"

What? Did I just hear him correctly? I smiled just a bit and looked into Tyler's amazing green eyes for reassurance "Really?"

"Yeah ya know, just kinda always thought about it. I think most guys do at some point." his hand was slowly but surely moving up.

I scooted closer to my friend as I kept my eye on his hand. Finally he reached my tent in my FTL white briefs and just started rubbing it. I could hardly contain myself as I was biting my lower lip trying to keep it together. I quickly followed Tyler's lead and reached over to rub his cock though his American Eagle boxerbreifs.

Before I could say anything Tyler said "Hey I really like your white briefs, you look good in them"

"Thanks, like I said all my other underwear was dirty" Little did he know that was a lie.

As we kept touching each other Tyler let me know "Yeah I used to wear them when I was younger, but haven't in a few years. I wish I still had some right now"

"I might have another pair in the top drawer" I pointed to my dresser. Tyler quickly stood up and made his way over to the set of drawers.

As he opened it up, he started to dig through all my boxers and found my stash of tighty whities hidden in the back. "Oh yeah all the other ones were dirty huh?" Tyler smirked at me as he pulled out a pair of FTL, just the like ones I was in.

"Should I try em on?" Tyler asked.

[End of Part 6]

Any comments or Suggestions?

its amazing so far, please continue

Still really good ! Can't wait until the really dirty stuff ;) keep going

The story
 

Keep it going cuz I want to hear more

[Part 7]

Tyler stood in front of my dresser and slowly pulled his American Eagle boxerbriefs down. As I sat on the edge of my bed in my tighty whities I watched as he revealed in 4.5in dick. He had just a bit of hair and put on my FTL White Briefs.

As he stood there he said "I don't think I've worn tighty whities since 3rd grade"

"They look good on you" Tyler came and sat back down next to me. I reached over and started to rub his bulge again, this time while wearing my undies and he did the same.

"So have you ever done anything like this?" I asked

"Umm no, but I've always thought about it"

I finally decided to make my move. I leaned over and pushed Tyler back on to my bed and leaned in close. We closed our eyes and I made my way towards his lips. Our lips met as my hard on rubbed against his side.

I could not believe it, I was actually making out with my crush. We continued to makeout as our hands kept exploring. Tyler's hand went down under my waistband and he started to rub my 6.5in cock through my briefs.

I slowly backed up and our lips separated as my hand ventured down into Tyler's briefs. I gave him a few strokes as we lay back in my bed. At this point we each pulled our cocks out above our waistbands. As we stroked ourselves, Tyler reached over and began to jerk me off and I did the same.

I bit my lower lip as I lay there jerking off one of my best friends as he did the same.

This was unreal.


[End of Part 7]

You gotta keep this story coming!

Keep it coming! I NEED MORE!

The story
 

Keep it going dude

This is definetly one of the best stories I've read in a while on here. Definetly would love to see you keep going.

You can't let it die!

nice
 

this needs to keep going

Important question
 

Are you sure? This seems a rather large difference between penis sizes for two boys the same age!

Please continue!!

This is great! I am really enjoying it

Awesome!
 

I can't believe how awesome or scarily familiar that sounds! I had a really similar encounter and secret love/embarrassment of tighty-whities, especially FTL's!!

I doubt this story will be finished since it's been so long since the last update, but it was very well written, well thought out, and excellent display of style. I have a steadily growing archive of like 60 stories/undie-stories I've written over the last couple of years since HS.

LOVE me some boys in briefs!!

Fancy sharing some of those stories in your archive?