It's challenging to find a single item of clothing that checks every box--sexy, sophisticated, classy, comfortable, and timeless--but this jumpsuit checks every single one. The plunging halter neck, wrap bodice and low back ooze sexiness, while the slightly relaxed fit of the ankle-length pants will flatter your figure. Try pairing this jumpsuit with your favorite sky-high nude stilettos, and either pearls or a diamond pendant with diamond studs.
Retail: $59