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Aside from sagging, my other big fetishes are leather (massive turn on!), shiny sports gear (Adidas Chile etc), shiny satin boxers, trainers, studded belts...

At 13 or 14 by my best friend at that time. He was always sagging, wearing snapbacks, sneakers and calf socks etc. and I thought it looked hot. I dressed quite nerdy at that time and it was he who told me once after we "did" it that I should stop looking like my mother dressed me. So I started slowly by wearing caps sometimes, wearing hoodies and baggy jeans and also sneakers and nike crew socks later on. When I had enough courage I started slowly sagging and it felt and looked great. The sex was definitely better after my transition from nerd to sagger

Sexy underwear, sportswear, bball shorts and all kinds of bondage

Leave them with the laces untied and hanging the ends out, looks hotter! Also, wear them loose