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1. Buy/wear tighty whities for 13-14 year olds
2. Comment on his pic of him already wearing the undies. >> https://bit.ly/1NsH1b7 << Get him saying he likes them and it makes him feel like a kid and it reminds him of diapers and he wets himself when wearing them.. etc.. make it embarrassing for him..
3. Comment on this pic >> https://bit.ly/2oU1i2D << his secret crush, Dempsey. He has to say what he'd do. Mention that he should be the bottom as hes the one wearing tighty whites etc.. and mention that Dempsey probably wears boxers and has a bigger cock and that he probably wants to suck it.
4. Wanna make it extra embarrassing? Send him this pic of Dempsey when he was younger and tell him that Dempsey was probably wearing boxers still. >> https://bit.ly/2oMELo8
5. After you done all that, tell him you have his pic and you can send it to Jakenorman61 on snapchat at any time so he can tell Dempsey his secrets. Tell him he's to show prove whenever you request it that he's wearing briefs size 13-14 year olds, and that he's to show prove his phone background is a pic of Dempsey. He's to keep it as Dempsey. Also, he's to say 3 nice things about Dempsey and he's to say things about his underwear as if wishing he could wear boxers like Dempsey does.. make him envious!
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