Going Steady: Cool Looks for Date Night

The Big Game

On Him
"Andy '83" Vintage varsity jacket, $58
Baseball tee, $18
Vintage denim, $12
On Her
Rabbit fur coat, $128
Striped top, $16
High-waisted mini skirt, $14
Leather belt, $12

The Rollerama

On Him
Letterman cardigan, $48
Plaid button-down, $14
Cobalt denim, $10
Leather belt, $12
On Her
Sixties striped day dress, $36
Cardigan, $18

The Late Night Diner

On Him
Member's Only leather jacket, $58
Flannel, $20
Vintage denim, $12
On Her
Calvin Klein denim jacket, $28
Lace bodycon dress, $24
Leather belt, $12
Turquoise and silver necklace, $24