I never rode a Boss Hawg, I am very much hoping it is as comfortable as my Break Out. I rode from Eastern Virginia to mid-Kentucky for a weekend comfortably. I am being told it wont be here until December - February. Wife is being super cool about it! I might have to go big this Mother's Day! I haven't even sat on a Triumph so eager to hear any and all input from the Rocket III. Thank you!
You will be very pleased and comfortable on the new Rocket. I've sat on both but not ridden the Breakout so based on just sitting on them, the Rocket was more comfortable and, I'm guessing here since I've not ridden a Breakout, MUCH more responsive than the HD. That triple is really smooth. I really liked everything about the bike but just wasn't motivated to purchase at the time. I'm interested to see how the single sided swingarm and shorty exhaust along with being 90 lbs lighter has on this beast. I'm looking forward to seeing one in person and for pictures and report when you get yours.
As for the wife being super cool, "Houses and wealth are inherited from parents but a prudent (read good) wife is a gift from God", Proverbs 19:14