Restart slideshow

What To Wear On A First Date If You're Not 20 Anymore

Prev 13 of 30 Next
13. Model A Shirt Dress
If you're looking for a casual piece that won't leave you fidgeting or feeling self conscious all night - but still feeling feminine and beautiful - give a shirt dress a try. It's oversized and flowy, which makes you feel womanly and comfortable. Pair it with sneakers or oxfords for an unexpected touch.