1950s black dress Unique Vintage Solid Sweetheart Swing evening party or any other occasions 1950s Hepburn Style Black Dress

Outdoor or garden weddings: Black chinos or linen-blend trousers with tan or cognac loafers are a natural fit for outdoor settings where strict formality is relaxed

But Im pretty sure one or two of these dresses will make the cut

(I love those little things so much, ha.) Shop My Outfit: Floral Dress, Silver Ballet Flats, White Bag But back to this fun, floral blue baby shower dress Jenn Lake just launched her 12th capsule collection with preppy, East-coast-based, brand Sail to Sable

Old Navy The Occasion by Old Navy Fit & Flare Taffeta Cami Mini Dress "This dress felt the most formal, so I leaned into that with simple heels and a statement clutch to make the dress the star," Jefferson tells me

Inseam: Short Petite 29", Petite 31", Regular 33", Long 35" (Tall)