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Challenge #4

our boy is back with another challenge. I had him sitting around his apt in just his undies and some socks, waiting for his roommate to come home and find him that way…and see what the roommate said/did. Then he remembered he needed to go out and get some groceries. I decided to get creative…

chose some white see through mesh basketball shorts, a grey tshirt and then bright red briefs and matching socks underneath. You could see the red through the shorts…I knew that would embarrass him and wanted to know if he’d actually go through with it. He did.

While he was out at the store, an attractive guy came up and chatted with him…staring at the red through the crotch of his white shorts. That turned our little sub on a bit and he admitted he got a semi being started at like that. He also said he got a few looks at the red clearly visible through the white shorts…but he did it, as he was told to.

He got home and stripped down to just the undies and socks for his roommate to catch him in! He’s such a good boy!

3 thoughts on “Challenge #4

  1. I agree, more! I have a couple of suggestions:

    1) Have boy put on full suit and tie and strip slowly to his briefs on webcam

    2) Take pics of boy’s close up face covered in cum, he has such a cute face, it would be hot to see cum dripping off his lips

    3) pic of boy bent down on bed in doggie style position with a jock strap on

    4) make him put on some women’s panties under his clothes and go to work. After he gets home, he strips down and takes pics for us

    Really getting into these challenges and can’t wait to see what the next one will be

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