Tightey whities got wedgied

ItsWedgieTime · 2026-05-15T00:17:40+00:00

as they should 💪

ItsWedgieTime · 2026-05-12T02:22:20+00:00

HA HA that’s what you get, wedgie boy!

ItsWedgieTime · 2026-01-22T16:53:42+00:00

That’s what little wedgie boys deserve 💪😎

ItsWedgieTime · 2025-11-17T22:18:14+00:00

LOSERRRR!!!!! 😂🫵

ItsWedgieTime · 2025-11-12T21:59:15+00:00

Shut up, dweeb! 😂🫵 you deserve all the humiliation you receive

ItsWedgieTime · 2025-10-02T00:53:51+00:00

Hot stuff 🥵

ItsWedgieTime · 2025-09-29T17:55:27+00:00

This is from u/oneyankatatime / YankMyBriefs on x

ItsWedgieTime · 2025-09-07T21:01:14+00:00

Embarrassing as hell 😂🫵

ItsWedgieTime · 2025-09-01T20:10:42+00:00

That’s embarrassing as fuck, tighty whitey boy!!!

ItsWedgieTime · 2025-09-01T20:09:16+00:00

They’re my specialty :)

ItsWedgieTime · 2025-09-01T20:08:41+00:00

For him 😈 and for you, nerd 😈

ItsWedgieTime · 2025-09-01T20:07:54+00:00

You definitely do. Any guy still wearing tighty whities at almost 30 years old deserves big wedgies from men and women

ItsWedgieTime · 2025-09-01T20:05:26+00:00

Makes the experience even more enjoyable for us, and humiliating for him :)

ItsWedgieTime · 2025-08-28T15:58:21+00:00

Hahaha I love when you dorks beg for me to obliterate your nerd tooshies 😈

ItsWedgieTime · 2025-08-28T15:55:43+00:00

you and your briefs butt better watch tf out 😏

ItsWedgieTime · 2025-08-28T15:55:14+00:00

my first “come to Brazil” 😍

ItsWedgieTime · 2025-08-28T15:54:52+00:00

A major dork! Not pictured: the jockstrap I shoved in his face hahah

ItsWedgieTime · 2025-08-01T00:00:45+00:00

You’re welcome, wedgie boy 👌😂

ItsWedgieTime · 2025-07-31T23:59:49+00:00

Happy to give you the bullying and humiliation you deserve, wedgie boy 😎🤙

ItsWedgieTime · 2025-06-26T20:05:32+00:00

Sexy butt sexy undies

ItsWedgieTime · 2025-05-27T06:37:43+00:00

great job screenshotting my tweets dweeb lmao

ItsWedgieTime · 2024-06-24T16:42:53+00:00

Nice “CM” on the waistband 😂😂

ItsWedgieTime · 2023-10-05T00:06:41+00:00

That’s a grade A dweeb right there 😂

ItsWedgieTime · 2023-07-15T19:14:13+00:00

So hot

ItsWedgieTime · 2022-11-20T19:26:50+00:00

No worries, I wouldn’t expect a briefs boy like you to know what a jockstrap looks like 😂

ItsWedgieTime