Possible Questions:
- Wanderer
- Vagrant
- Vagabond
- Tramp
- Bum
- Boxcar rider
- One for the road?
- Bindlestiff
- One for the road
- Derelict
- King of the road
- Drifter
- Chaplin persona
- Bindle stiff
- "The Grapes of Wrath" figure
- Rail rider
- Freight car hopper, stereotypically
- Jobless wanderer
- Dust Bowl figure
- Bindle bearer
- TV dog
- Transient
- Skelton character
- Footloose fellow
- Red Skelton persona
- Knight of the road
- Freddie the Freeloader, e.g.
- Down-and-outer
- Depression figure
- Bum kin
- Boxcar Willie dressed as one
- Bindle carrier
- "I Am a Lonesome ___" (Bob Dylan song)
- Traveling tramp
- Tracks traveler
- Ticketless rail rider
- Roads scholar?
- Roads scholar
- Penniless traveler
- Gentleman of the road
- Freight-train hopper
- Freight train hopper
- Freight hopper
- Boxcar hopper
- "King of the road"
- Weary Willie
- Wandering soul
- Sundowner
- Stereotypical boxcar rider
- Skid row denizen
- Rod-rider
- Rail-riding wanderer
- One who's left holding the bag?
- One of Skelton's personas
- Mulligan-stew maker
- Man of the road
- Handout seeker
- Freight train stowaway, stereotypically
- Freight train stowaway
- Freight car hopper, perhaps
- Freight car hopper
- Drifting type
- Depression-era figure
- Wandering stewbum
- Wandering sort
- Traveler sans tickets
- Transient who travels by rail
- Trainyard vagabond
- Train rider
- Train hopper
- To whom a horizontal zigzag meant "barking dog"
- To whom "bullets" are beans
- The Littlest____(famous Canadian dog)
- Stereotypical skid row denizen
- Stereotypical rail rider
- Stereotypical freight-train hopper
- Skid row frequenter
- Skelton persona
- Rider of the rods
- Rider of the rails
- Railroad freeloader
- Person called a "swagman" in Australia
- Peripatetic person
- Penniless person
- One who rides the rails
- One asking for a handout
- Oldtime hippie
- Old-fashioned camp resident
- Odd jobs doer
- Nonpaying train rider, stereotypically
- Nonpaying train rider, perhaps
- Nonpaying train passenger
- Nonpaying rail rider
- Nomad of a sort
- National ___ Convention (annual Britt, Iowa event)
- Mulligan stew maker
- Knight, road version
- He's a bum
- Handbag brand with a bindle-toting icon
- Great Depression rail rider
- Great Depression itinerant
- Great Depression figure
- Freight hopper, stereotypically
- Freeloading rail rider
- Freddie the Freeloader, for one
- Dust Bowl rail rider
- Down Under swagman, in the States
- Ding-donger
- Depression-era traveler
- Depression-era freight-hopper
- Character often seen in a rail yard
- Boxcar Willie's persona
- Boxcar Willie, for one
- Boxcar rider, maybe
- Boxcar passenger
- Box-car passenger
- Bindlestiff, e.g.
- "Rolling stone"
- "Roads scholar"
- "Knight of the road"
- "I Am a Lonesome ___" (Dylan song)
- ''King of the road''
- ''I Am a Lonesome ___'' (Bob Dylan song)