Underwear can be tricky. Some guys wearing trapped ball devices eschew it entirely, though I find that leaving the device totally unsupported will eventually cause sore spots, especially in a heavier steel device like the Steelheart. For the rest of us, picking the right pair is a balance between stealth and comfort.
The stealthiest underwear compresses everything down and as flat to the body as possible (think about any pair of tighty whities you’ve ever worn – something like this). Necessary for certain situations and for short periods, but life’s too short to come home every day with aching wobbly bits. I’ve found that the most comfortable underwear type is something like the N2N G-string. I have several pairs of these and they provide the bare minimum of support necessary to ensure the weight of the device isn’t being fully borne by genitalia. On the other hand, their generous pouch and stretchy strings do almost nothing to hide the tube. It’s almost like going commando, so I typically reserve their use for when I’m wearing baggier pants (or feel like putting on a show).
After much trial and error, I’ve found what I think is the best balance for those wearing a device like mine. They’re the line of “natural pouch” briefs by John Sievers. They provide a modest amount of stealth while not squashing anything. After the jump, you’ll find some NSFW images and more info.