Jane the tomboy

Nate hesitated as he stood before the stairs. Then Jane grabbed him, her wet hair dripping onto his sleeve. ''Cmon! don't be such a baby'' She said teasing pushing him up the stairs. ''You're gonna look totally hot in a speedo, believe me. all the girls... and some of the guys are totally going to be checking you out!''. Nathan rolled his eyes. ''Yeah.. thats what im affraid of'' He said under his breath.

Jane led the way up the staircase, her wet feet leaving faint prints on the wooden steps. She turned back to him with a sly grin. ''You know it is kind of hilarious how much you’re freaking out about this. Most guys would kill to be in your position right now. A pool party with the hottest people in school? It’s basically high school heaven''.

Nathan rolled his eyes but stayed quiet, his nerves getting the better of him. They reached the second floor, and Jane pushed open the door to Miranda’s brother’s room without hesitation. The space was a shrine to competitive swimming: trophies lined the shelves, posters of Olympic swimmers adorned the walls, and a rack in the corner held at least a dozen meticulously organized swimsuits. Nathan wandered into the room, trailing a finger along a shelf crammed with medals. His eyes landed on a poster of some olympic diver posing in his speedo. His long dick outline totally obvious. Nathan swallowed hard, the image doing nothing to ease his nerves.

''You stalling, or are you just admiring the view?'' Jane quipped, catching his gaze lingering on the poster. Nate shook his head and looked at her annoyed. ''ugh.. Why did you even want me to join the swimteam?'' He groans annoyed with the entire situation. Jane flopped onto the bed with a smirk, her wet hair leaving streaks on the pillow. ''To be Honest.. I just wanted to see your thick butt in a speedo'' she teased, winking at Nathan.

''Real helpful, Jane'' Nathan muttered, arms crossed. She sat up, her grin softening. ''I’m serious, Nate. You’ve always been too hard on yourself. Joining the swim team was my way of giving you a confidence boost. You’re such a catch''. Nathan sighed. “Yeah, well, whatever confidence I did have is about to vanish when I step out there in one of those things.”

“Not if we find the right one!” Jane declared, pulling out a few speedos from the dresser. ''Now here comes the awkard part... Do you know what pouch size you are?'' She asks. A blush creeping onto her face. Something that Nate isn't used to. Jane was literaly the most unapologetically disgusting person he knows. ''Excuse me.. pouch size?'' He asks dreading what she is going to answer. She rolls her eyes and lays down the 4 speedos. She straightens them out and grabs the 4 labels attached to the waistband. ''Okay by the looks of it we have one with a small pouch, one with a small medium pouch, Your normal medium, and last but not least a Large medium one'' She says smirking. She sees Nathan raising his eyebrow. ''Ugh! pouch size as in the room in the speedo ment for your dick!.. Im asking you what size cock you have'' She exclaims annoyed.

Nate is taken aback. ''I-i'm sorry... what?'' He says flabergasted. He looks over at the 4 different speedos and sees the clear difference in material in the front. ''So thats how that works'' He says blushing. She nods grinning from ear to ear. ''So what's it gonna be Nate'' Jane says tilting her head.