11 CLASSIC CASUAL OUTFITS TO TRY:STRIPED TOP + WIDE-LEG JEANS + BOOTS. (Image credit: @smythsisters) ... TRENCH COAT + TEE + WHITE SKIRT. ... DENIM SHIRT + JEANS. ... LEATHER JACKET + TEE + MAXI SKIRT. ... BLAZER + JEANS + TRAINERS. ... CARDIGAN + WHITE JEANS + SLINGBACKS. ... JUMPER + MATCHING SKIRT + KNEE BOOTS. ... RELAXED SUITING + WHITE TEE.