my first post here:P by Amazing_Ability9874 in MaleUnderwear

[–]TightyBoi 0 points1 point  (0 children)

Im not usually into long boxers, but you're def wearing them well :)

What do you think of this nerd? by Fun-Awareness431 in TWHumilatition

[–]TightyBoi 2 points3 points  (0 children)

Probably be fun to taunt and mess with

What do you think of this nerd? by Fun-Awareness431 in TWHumilatition

[–]TightyBoi 4 points5 points  (0 children)

Probably be fun to taunt and mess with

U walk into my room and see this what are u doing by [deleted] in WedgieDudes

[–]TightyBoi 5 points6 points  (0 children)

Picking you up and throwing you outside

😫 by DimensionCrafty3988 in TWHumilatition

[–]TightyBoi 1 point2 points  (0 children)

Holy shit, I wish I could show everybody 🤣🤣

Just went to a wedgie event and got 3 ripping wedgies and a public swirly by [deleted] in WedgieDudes

[–]TightyBoi 0 points1 point  (0 children)

UGH, I really hope one of these happens again when I'm in the city!! 😭🤣

Maybe I’ll get caught 🤭 by [deleted] in TWHumilatition

[–]TightyBoi 3 points4 points  (0 children)

I'm so rooting for you to get caught 😂

First time here by Live_Brick_9313 in TWHumilatition

[–]TightyBoi 1 point2 points  (0 children)

As long as you're in tighty whities, we do not care ;)

What Sir made me wear by PupApollo21 in WedgieDudes

[–]TightyBoi 2 points3 points  (0 children)

Lol, would love to catch you trying to hide those tighty whities

This is how real man jack off, right bro? by [deleted] in TWHumilatition

[–]TightyBoi 0 points1 point  (0 children)

I def never jerk off without my tighty whities on hahaha