Alternative outfit: swap the button-up shirt with a denim jacket and wear black slim-fit jeans instead.
You can’t go wrong with a crisp, white button-up shirt. Unbutton the top 2-3 buttons of your shirt for a sexy-casual vibe.
Sure, you could wear jeans, but a nice pair of fitted trousers will elevate your outfit without making it look like you’re trying too hard.
A good rule of thumb is that you shouldn’t need a belt to hold up your pants. If you do, they’re probably too baggy. Slim or straight-leg jeans are a classic, flattering fit. Jeans should have a slim fit around your thighs and then taper gently from your knees down. A button-up shirt shouldn’t be so tight that it’s constricting. If it doesn’t stay tucked into your pants when you put your arms behind your head, it’s probably too small. On the other hand, a button-up shirt shouldn’t be loose and billowing. If the shoulder seams are lower than your shoulder bones, the shirt is probably too big.
Jeans with a neutral color t-shirt and bomber jacket on top is a perfect laid-back date outfit.
Wearing dressier shoes, like oxfords or Chelsea boots, works too. They can help balance out your outfit if you don’t want to look too casual (like if you’re taking your date out to dinner).
