Enclosed trailer/toy hauler advice

He’s almost talking about two different trailers. To get one fixed up with a nice living area he’s going to need probably at least a 32 foot if he wants a shower and everything. Some of the single guys have some really nice trailers then all the sudden you get married and make babies. The. Your baby is for sale and a motorhome is next. My 24 footer with workbench, alcohol for weekend, generator fuel for week, tools, 250 quad, etc was tight. My property sucks (hilly) so I bought a new 26 footer and that extra two foot is great, but I have the motorhome for long weekends. I tow with my truck for one day races. I do have an air mattress in case I decide to stay and have a few adult beverages with friends.
Not getting married again, and my baby making days are long over lol. 3 was plenty. 24 ft is the longest I can go because of parking constraints. My truck has a nice high cap on the back. I was going to do tools,generator, and fuel etc out of the bed of the truck. I can't afford to do trailer and motor home. So was trying to dual purpose the trailer.