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I've heard that jock and briefs are good for pointing dick up. Does the jock go on first then the briefs or other way around? Any tips on this subject?

Your option. Usually, the briefs are a softer, more comfortable material so you would probably prefer wearing those next to the skin.

I used the Fruit of the Loom briefs I always wear but I bought one size smaller so they would hold my dick up and to the right (from my first botched implant it wants to hang down and to the left and curl a bit, which is uncomfortable....no jock....good luck!!!