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Jul 28, 2015 · For me personally, pajama shorts or sweatpants and an old t-shirt is the way to go. Many guys just wear boxers to bed. As others have said, though, it doesn’t really matter what you wear, as long as you’re not walking around naked. comfortablycurt July 30, 2015, 5:29am #11. I don’t think it matters too terribly much. My DM's are open and will send a face pic if asked. (20 | Bi | UK).
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