Thanks to Amazon and Cyber Monday deals for giving us the perfect underwear for chastity. "ISNOWOOD" Boxer Briefs. Get it? IS NO WOOD. Hah! https://www.amazon.com/isnowood-Mens-Performance-Compression-Shorts/dp/B07PBWBNZS/
I've personally found that shorter underwear is nice if it has a good support "pouch" of some kind. I am curious as to how those feel though...
I have one pair of boxers left that might get worn once a year if that. I can’t stand the way they bunch up and feel.
Saxx is one of the best underwear brands for chastity. They basically have a compartment for your balls and cage. Even with my full belt I love where they keep everything.
Mine arrived today, purely for use at work, a somewhat physical job, the rest of the time it’s panties per my Wife’s instructions, I also wear these at work 5Mayi Mens Underwear Boxer Briefs... https://www.amazon.com/dp/B0784TGH4M?ref=ppx_pop_mob_ap_share very comfortable, keep my balls warm in the cooler at work and nothing moves around.
I bought a handful of Under Armor 9" compression shorts a little over a year ago when I caught a really good sale. More recently I bought some Neulus Pro ones (also 9") off Amazon. I really prefer the ones without a fly. With a fly rubs me the wrong way. Literally!
I've been very happy with David Archy https://davidarchy.com/collections/mens-underwear/products/micro-modal-full-cut-rib-briefs-4-packs They give really good support and are very comfortable. On the rare days that I'm not caged I switch to really light, skimpy briefs that I got from a gay men's catalog. I don't know how I got on their mailing list (I'm not gay). These were the most modest style and they're basically men's cut panties. I really like them but they don't support the weight of the cage. The company has stopped making them so once these wear out (which should take a long time since I wear them only uncaged) I can't get any more.
I will say that Duluth’s Bullpin underwear are my new favorites both with and without a cage. Similar to the Saxx.