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Challenges

Met this underwear lover during the last Undies101 Show and Tell day…he loves underwear, and enjoys being seen in it. We’ve been chatting for a while now and he’s been sharing some thoughts and some pictures…thought it would be a good idea, since he likes to show off in his underwear, to give him some challenges and see what he completes…for every completed challenge, he gets a post here. I’ll outline what the challenge was, how long it took him to complete it and post his pic of the completed challenge.

For his first challenge, I wanted to start off a bit on the easy side…so we had him pose in tighty whiteys out on the balcony of his apt…where anyone going by could see him, and take a picture. He completed it in a few short days and the results are here…

if you want to know more about him, you can follow him on his blog. Ready to see the results of his next challenge?

9 thoughts on “Challenges

  1. Glad to serve Sir. I am a little scared that you considered that going easy on me 🙂

    I was exposed to the busiest street in my city off to the northside. Quite embarassing to consider how many of my neighbors saw me in just my white briefs.

  2. I say get him with his briefs off. Want to see what hes packing. and to keep the underwear theme going, have him stuff his used briefs in his mouth

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