I'm now 6 weeks past surgery. Here's what I found worked best for me:
Immediately after surgery (and most of the rest of the first 4 weeks): Go naked as much as possible. I sat in my hotel room naked for a week and a half and then stayed naked at home for about 3 more weeks. I even traveled in my car naked whenever I thought I could. Wearing ANYTHING hurt. There were 2 sources of pain - pressure and friction.
During first week or as long as you are kept inflated: As little pressure as you can get away with. I wore an extremely loose pair of shorts and no underwear. I covered the hardon with the tail of a long shirt and tried not to be in public too much. I also tried a very loose pair of sweats with a button fly and forgot to button the fly. I felt the breeze after a little bit and found my erection was sticking out in the unbuttoned fly and leading the way. Thankfully, no one seemed to notice. If you absolutely must be in public and be decent, with no one able to see the erection, then light compression may work. I used very low friction, stretchy, boxer briefs, held my dick up as much as possible and sometimes a little to one side. I covered everything with a loose pair of shorts or pants. This worked OK for walking but the added pressure from sitting was very hard to deal with. As soon as I could, I removed the pants and undershorts, usually on the way back to home or hotel in my car. The pressure was the killer.
Many guys are kept inflated for weeks and have to go to work. I have no idea how they managed. I was activated and able to deflate after just one week. Most say they had to keep their cocks in the "up" position. I tried this during that first week with tight compression shorts, a jock, and holding my dick under the waist band of my shorts. All of these became too painful within just a few minutes and I went back to lighter compression from my boxer briefs.
Once you can deflate, things are easier to deal with. For the first several weeks, naked is still much better than anything else, but I have been successful with low compression boxer briefs to a degree. My favorite underwear for going out, playing racquetball, walking, etc., has become the David Archy 2-pouch boxers.
https://www.amazon.com/gp/product/B00CB ... UTF8&psc=1These let you put your dick, which will be bruised and sensitive to both pressure and friction, into its own separate pouch/sleeve. A different pouch provides good support for your balls. Your dick will be bent downward a little, so these are not suitable for the period while you have to stay inflated, but they feel better than anything else I've tried when I'm flaccid.
I still feel some discomfort from too much compression, so my purchase of compression shorts was wasted money, but the 2-pouch underwear and boxer briefs with very light compression have been fine. Now that I'm more healed, I can also go with regular boxers and be comfortable. There is more weight to both my cock and my ball sack than there was before, but with healing the extra weight is no longer uncomfortable and I'm almost at the point where I don't notice it at all.
Hope all this long-windedness helps. Send me a PM if you want more discussion.
Quincy.