"So what do you want me to do?" Poko said

"I want you to put on my brother's undies" Jackson replied

Poko was really loving this, this was a dream come true for him. He quickly put on Max's briefs and was ready for what Jackson had in store for him.

"Um... can I go to the bathroom?" Poko asked

"Yeah just hurry, I'm kinda liking this" Jackson said smiling

"Ok" Poko said as he dashed inside the bathroom.

Poko comes out a couple nineties later and he is squirming quiet a bit.

"Are you on?" Jackson asked

"Yeah I'm fine, it's just that your brothers underwear is kinda tight."

"Oh yeah, well I didn't want use mine cuz I didn't want to stretch them out. Plus I saw on tv that these types of undies are really good for wedgies."

" ok that's ok, so you know what you gonna do?"

"just turn around and bend over"

"Ok"

Poko turned around and bent over so Jackson could see the white waistband sticking out of polos pants. He then grabbed them and lifted him up using all of his strength.

"Ahh, mmmm" Poko said trying not to make too much noise. The rest of the family were downstairs and outside after all.

"Hey the leg holes are starting to come out, that must hurt huh?"

"Yeah it does- ahhhh"

Poko was cut off by Jackson grabbing on the leg holes and pulling harder than before. This was severely crushing on polos private area and he wanted to scream very much but he was afraid that it would mean this fun would end.

"Ok so tell me again why you like these?" Jackson asked as he yanks the undies one more time.

"Eeek! I don't!" Poko said in pain

"Really, I thought you did cause you kinda asked for this"

" I just wanted you to give me one so I would know how it feels likes" Poko lied

"Ok, well then how does it feel?" Jackson said as he pulls harder on polos undies

"Ahhh- um it's a weird feeling" Poko said

"What do you mean?" Jackson asked

In that moment, Poko thought of an idea that could make this a bit more interactive.

"Uhh, I couldn't explain it. It's one of those things that you have to try it to truly understand it." Poko said why smoking in the inside

" oh well..." Jackson said as he let go of polos undies and they snapped back at him making him yelp

"Look, I don't want you to get the wrong idea, but can you give me one. I'm curios now about how they feel but only because I'm curios, not cuz I'm weird like you"

"Whatever you say" said Poko

They both just stand there for a few seconds until Poko finally says "you know this would be easier if you would turn around?"

"Oh yeah huh" Jackson chucked

"Um so what are you wearing under there?" Poko asked

"Aren't you about to find out?"

"Oh yeah"

Poko reaches into Jackson's black skinny jeans and pulls out his plaided boxers out and he laughs

"What's so funny?"

"Oh nothing it's just... nothing"

"Ok well then get in with it"

Poko grabs the waistband with both of his hands and he pulls upward with all of his might. He wanted Jackson's first wedgie to be the one he will remember forever.

The underwear goes almost hallways his back but is not that strechy considering they are boxers and don't stretch much.

"That wasn't that bad" Jackson said "I mean it didn't even hurt."

"That's because you are wearing boxers, those don't hurt for wedgies"

"Oh well, that's fine, I just wanted to know how it would feel like and I do know. "

"But you do t. That wasn't the full experience of a wedgie. Look how about you too put in your brothers underwear so I can give you a real wedgie!"

" I'd not know. I do t really want to go too far into this thing. Can't we just go back to playing tha game?"

"We could but don't you want to know what a really wedgie feels like!"

" I do but I just think we are talking this too far"

"Ok how about if you don't his I will do anything g you want for a day"

"A week"

"Ok fine, now go change"

Jackson goes inside the bathroom with a pair of righty white is from Max's drawer. As he comes out he is already picking at a natural wedgie because he isn't used to wearing briefs at all.

"Are you ready" Poko asked

"Yeah just do it"

Poko goes behind him and lifts his shirt. While Poko loves to get wedgies he has always wanted to give Jackson a wedgie and since he has never had one he just couldn't resist.

"1...2...3" Poko said as he lifts Jackson off of the ground.

"Oh my god!!!! Ok STOP SERIOUSLY THIS HURTS!"

Poko didn't care he was having too much fun giving his beat friend the worst wedgie that he will ever get in his life"

Poko finally lets go and turns him around

"So how was that?"

"Uhh not very good" Jackson said as he starts to blush"

"You know you look cute when you blush and you get all nervous" Poko said

"What!?" Jackson asked

"Oh nothing!" Poko said frantically. "Anyways I should be going, it's getting late"

"Ok well bye man, thanks for teaching me ways to torment my brother" Jackson said laughing

"Ha, yeah ok"

They both hug and immediately they both start to reach into each others pants and give themselves wedgies until they attach the underwear to both of their heads.

Once they both take off the underwear off there head, Poko walked over the Jackson's desk and picks up the camera he was going to borrow from him.

"Hey can I borrow this, I need it to do a project?"

"Yeah totally, just give me a sec" Jackson said as he heads into the bathroom to change out of maxs righty whites. As he was changing, Poko was going through the camera and found out it has been recording the whole time and captured there whole wedgie experience.

"Ok I'm out, do you wanna change of those too?" Jackson asked

"Uhh yeah" Poko goes inside the bathroom to change, once he finishes changing he notices that Jackson left the undies he was wearing for the wedgie in the floor. He takes them and sniffs them and then Puth them under his pants.

He walks out and leaves, but not before give it Jackson one for yank on his boxers.

As Poko was waking home he couldn't resist but to smile at all the things he was imaging and planning...