it really depends on ur style, as funny as it sound, but it's really like shopping for a car imo since there are so many factors one must look at:
1-which line? Classics:mono, damier, azur, Bold:vernis, MC, Elegant: suhali, nomade, epi, Casual: mini lin, denim, or antigua
2-easy or high maintenance? avoid nomade, vernis line if u don't plan to baby ur bag, also vachetta(pale leather) bottom (ex. mono lockit) requires more attention to keep even patina (process of vachetta deepens in color).
3-structured or casual? what i consider casual are like Neverfull, tulum, BV, structured are like Manhattan, Sac plat, ellipse etc
To avoid headache, I would go w/Speedy in either Azur, Mono, or Damier(truly worry free-vachetta less!), Neverfull (Damier & Azur print coming soon) either small or medium-u can adjust the shape by the straps, Manhattan, Le Fab from Suhali, or Sac Plat-popular in JP & Asia, a bit different than normal LV bags.
our Visual Aid section consists of many model pics of vertually all LV bags, so it's great for ur research too!