It is a jungle out there. I would recommend a device where the ring folds open. In that way you can get it of even if something happens that makes you swollen or so.

You could definitely be able to wear a cage during a hike. However I strongly recommend that you try wearing it several times before you go on that hike so you and your body get used to it.

When it comes to urinating on the trail it should be fine. But urination in a cage is always a bit tricky. The best way is always to sit down but since you will be on a trail it doesn’t really matter if it is a bit uncontrolled.

What I would be a bit concerned about is hygiene during a multi day long hike. I would recommend to remove the cage and clean your self and the cage every other day.

How discrete will it be under a pair of shorts? Well depends on how tight your shorts are and how large the cage is.

I recommend that you read some of the articles on locked in lust https://lockedinlust.com/?srsltid=AfmBOooCk-zF8GklgWJXr2laCgBhgwAqd52QfqVxha6SiQ1lu08EwdOo

Personally I like the cage called The Vice but we are all shaped differently so a cage that fits me might not be a good fit for you.