Sayantan Das,

Dear Sayantan, While it is true that some Harley-Davidson owners who have bought a Street or a Sportster series bike have upgraded to one of the bigger models a few years later, there are also others who haven’t; so that is not a compulsion by any means. Test-ride both these bikes, and any other you might like the look of, and buy whichever bike you feel comfortable on and whichever one you feel will fit your needs perfectly, don’t worry about anything else.