Underwear is a tricky thing. If you’re trying to hide the odd bulge in your crotch because the pants you’re wearing are especially “showy”, then I’ve found tight briefs to be the best bet. However, I’ve also found that the better a pair of underwear hide the device, the more uncomfortable they are. Holding the device down between your legs, squashing the balls into the tube, etc., can leave you feeling rather abused by the end of the day.
If you’re looking for maximum comfort, then I’ve found a simple string thong to be best. The pouch supports your package just enough but doesn’t push it around. Of course, the trade off is that it does nearly nothing to hide the device (it’s almost like going commando, which I’m not a big fan of in chastity), but the difference in comfort is noticeable at the end of the day.
This discussion, of course, is all a flimsy artifice to give me an excuse to post a picture of me in my underwear. Click the jump for the moderately NSFW image (and then click again for a slightly more risque reveal).