I’ve logged a shit ton of miles in the air over the last few years. […]
Author: Undies Boy
Day 774 – Black Naked Trunks
I was fortunate enough to win a pair of these Naked trunks, in a contest […]
Day 773 – Red Joe Snyder bikinis
Have been sporting these all day today. Had them in blue too, but wore those […]
Day 772 – Black Rufskin String Bikinis
It’s been a red and black theme week this week on Undies101 to coincide with […]
Day 771 – Garfield Hearts and Valentine’s Bikinis
I’ve been saving these for you all week boys. I pulled them out when I […]
Guest Bulge – WalkinginTights358
We’ve got a hottie back with us for this guest bulge. WalkinginTights358 has made a […]
Day 770 – Male Basics Red Lace Thong
I got this a while ago, I can’t remember how or why I decided to […]
Day 769 – Red Mesh Barcode Berlin Jockbrief
Hello boys (and girls) it’s a cold night in most places on the East Coast […]
Ask Us Anything!!!
We’ve had a few questions pile up, apologies for that. Since this one is specific […]
Guest Bulge – Phucker returns!
We’ve got a treat for you today, a guest bulge who’s made an appearance on […]