1 of 10 Shivani Anand / EyeEm
2 of 10 Jason Kempin/BET
This is the perfect look for when you want to look pulled together yet relaxed. Issa is working this cropped floral top, high-waist shorts and lace-up pumps.
3 of 10 Todd Williamson
So, we're going to have to say yasss to this dress. This mutli-colored beauty offers up much appreciated texture and pattern play!
4 of 10 Frederick M. Brown
This super cute printed boat neck frock proves that sophisticated doesn't have to be boring.
5 of 10 Kris Connor
Issa goes for a serious play with texture here. This super intricate dress is a win.
6 of 10 Jeff Vespa
You can't go wrong with a black and white sheath dress. You just can't.
7 of 10 Paul Archuleta
We're not sure if chic is even the appropriate word here. This killer black dress with a printed bodice is really just fabulous.
8 of 10 Jason LaVeris
Giving us summer '16 vibes, Issa proves that a printed maxi is a girls best friend.
9 of 10 Frazer Harrison
*Insert praise hands emoji* This printed, yellow, cold-shouldered frock is everything.
10 of 10 Earl Gibson III
Issa's geometric flare dress paired with strappy yellow heels is the epitome of bold, fun fashion.
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