As you’ve seen from our current poll, we asked a question about tights versus long […]
Author: Undies Boy
Day 741 – White AussieBum Jockstrap
It’s jockstrap Wednesday, so I decided to comply and wear a jock. Turns out I […]
Day 740 – Bubble Gum Andrew Christian Color Vibe Briefs
I’m going to be upfront and honest with you here. This is being posted on […]
Day 739 – Navy Andrew Christian Breakwater Boxer
I’ve had these for a while, and I haven’t worn them yet. I have opened […]
Day 738 – Blue Plaid Papi Trunks
I’ve sit down to type this and the realization has hit that I’m not even […]
Day 737 – Black Forbidden Trunks with Stars
These are some comfortable trunks, I have to say and the first pair of forbidden […]
Day 736 – Blue and Yellow String Bikinis
Tonight’s post is a question submitted to our Ask Undies101 page. We were asked: I […]
Guest Bulge – @pchris88
Hey guys! Special Friday Guest Bulge for you tonight! Have been following this hottie on […]
Day 735 – Purple and Orange Addicted Briefs
For the first time in a few days I haven’t had to wear long johns […]
Day 734 – Red Magic Silk Jockstrap
Today felt balmy in NYC – compared to what it has felt like the last […]