I've double-towed quite a few times, not with my TT but with a GN flatbed + a 16' flatbed. Different states have different rules (some only allow a 2nd trailer if the first trailer is a 5th or GN, but is not allowed when the primary trailer is a bumper-type hitch. States have different length restrictions, usually around 60-65' overall). You would need to look/contact your state DOT for the rules that would apply to you.
Driving around with it depends on many factors; how long your trailers are, where the axles are located on the TT will determine how far out the tail swings and as a result will determine how the boat will track in a turn. For example if your TT had the axles all the way back, the tail wouldn't swing out away from a corner so the boat will cut in and you would have to make a wide turn to keep the boat from hitting the curb. If your TT axles were centered on the trailer the tail would swing away from the curb and make the tongue of the boat be farther from the curb and resulting in you not needing to make as wide of a turn... It isn't a big difference but the second trailer will always be the closest to the curb in a corner unless it is super short/skinny.
You can back up the combo easily, you just have to do the opposite of what you would normally do with just one trailer (at least at the beginning). It will take a little practice but you need to focus on what the boat is doing. What makes it hard is that the primary trailer is usually long and a longer vehicle has a wider turning radius so it is less responsive. With a long travel trailer and a short boat, small movements from the TV will make small movements in the TT but big movements in the boat, and it will be hard to recover a turn when backing. You shouldn't have to navigate much in reverse, but jack-knifing the boat and/or TT is no problem and will almost always give you enough room to get out of a bind.
The boat tongue will reduce the TT tongue. The amount lost on the TT will depend on the axle placement of the TT (think teeter totter).
Fuel stops should be no different than with just the TT.