What to Wear on a First Date, From the Experts

What to Wear on a First Date, From the Experts took on the timeless struggle of what to wear on a first date by asking the experts, and hopefully helping to keep us from the inevitable moment of "I have nothing to wear!"

The experts here to save the are Lisa Morrison, Matchmaker at I'ts Just Lunch; Jess Kirby, Style Blogger; and Jamie Krell, On-Air Style Expert. Check out some of our favorites below and read the full article here.

Q: First off, do you have any "first date" style rules you abide by?


Lisa: Always check out the venue online to get a feel for the setting! (I always do this for my clients.) A great rule of thumb for the first date: Choose a color or outfit that you are often complimented on.

"Choose a color or outfit that you're often complimented on."

Jess: Comfort should be your first priority! The last thing you want to do is be fidgeting with your outfit—there are more important things to be thinking about!

Jamie: Let location be your guide–your look should reflect your environment! Also, pick one best asset to show off and that's it. For example: Do you have great arms? Wear a strapless maxi dress. Great legs? Wear shorts or a skirt. The bottom line—too much skin can actually be a turn off and look like you're trying too hard.

Q: Are there any style don'ts to avoid?

Source: A Fashion Love Affair

Lisa: Don't show too much skin! Avoid extremes like overly trendy outfits or heavy makeup. Natural and minimal is always best for the first date. 

Jess: I always say more is more–and by that, I mean don't give it all away on the first date! If you wear something short, balance that out with long sleeves and a low heel. If you decide to wear something backless or low cut in the front, wear it with a maxi skirt or jeans.

"This might sound obvious, but give yourself plenty of time to plan out what you're wearing!"

Jamie: This might sound obvious, but give yourself plenty of time to plan out what you're wearing. (And enough time to steam or iron your outfit beforehand!) Being disheveled and stressed out until the second your date picks you up is no way to start out! Also, wear something that fits you! It shouldn't be too loose or oversized—something that shows off your figure but isn't too tight.

(Editor's note: If it requires sucking in, constant adjustment, or double-stick tape, leave it at home!)

Q: What would you wear to a casual daytime coffee date?

Source: Girl With Curves

Source: Hello Fashion

Lisa: From jeans to a casual dress, my best piece of first date advice: Make sure it's comfortable. 

"The ultimate goal? To achieve the effortless "I just threw this on" vibe."

Jess: Casual staples: Jeans, converse or flats, t-shirts, and sunnies are great options for a casual daytime setting.

Jamie: An easy dress with some sort of jacket (depending on your style—a leather cropped bomber, a cardigan, a denim jacket, etc.) is always a great outfit combination. You can do flats or wedges depending on the setting and what you're most comfortable in. The ultimate goal is to achieve the effortless "I just threw this on" vibe.

And don't forget, a colorful scarf can pull any outfit together and give you limitless options for styling.