After the 1860s Wild West, a group of misfit settlers – including ex-doctor Phil Taylor, prostitute Belle, and homosexual bookseller Julian – decide they cannot live in their current situation in the west. They hire a grizzled alcoholic wagon master by the name of James Harlow to take them on a journey back to their hometowns in the East.

Two single friends agree to be each others’ respective plus one for each wedding they’re invited to during a particularly busy nuptial period of their lives.

Three office workers strike back at their evil employers by hatching a hapless attempt to embezzle money.