a friend over here his wife complains about the pillion provision on the streetbob as the seat does not have enough support its really a bar hopping seat not a touring seat as the Bob is primarily a selfish bike (solo seat just like my 1200N

), his wife tried our Heritage and loved it were as my wife wants more comfort

there is another wedge of money into HD.
Have a look at getting the Sundowner for the bike and for the pegs get a set of ISO mounts from Kuryakyn and fit the ISO mini wings as they will absorb most of the vibes