Been there done that.
I have a Road King and could not close the tail gate on a 8' truck bed. We could get the bike in the bed, just had to leave the tail gate at home to pull the TT. So in 2007 we bought a Raptor 299MP. I think it is one of the smallest 5th wheel toy haulers at 34'. I have seen people pull them with a 3/4 ton (F250, 2500, etc.) but I would not. It is a big heavy trailer. You do give up allot of space for the garage and we were just never comfortable in it. The bed room would have worked if we were 5' tall, but we are both over 6'. Hit our heads more times than I can count. Miles per gallon was the pits.
So we are now back in a 35' TT and love it. If we want to take the bike the DW pulls it in a cargo trailer with her truck.
Hope my experience down this path helped.
Russ & Kim
2014 Alpine 3600RS
2007 Dodge Ram 3500 5.9 4X4
2008 Harley Davidson Road King 105th Anniversary
(2011-5 bad year)(2012-40)(2013-45)(2014-23)