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Best not to shave while it's growing back - the regrowing hairs make little bumps just before emerging and it's just not good to keep shaving the tops off. Exfoliate instead, no-one wants loads of ingrowing hairs. Wait for it all to grow out a bit then wax. Or if you think you'll keep at it get an epilator - you can use them on shorter hairs than waxing, and it's much less hassle for getting at random regrowing hairs like from where they've broken at the surface instead of being pulled out properly.
Finally made the full transition to roadie with the girlfriend helping me to wax it all off. So smooth and damn, it looks good. Now it's a week in and starting to grow back. What do you do? Shave or wait for it to grow long enough to wax again?