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To help us get clarity on the issue, we brought in a few experts: Lisa Morrison, dating expert and matchmaker at It’s Just Lunch; Jess Kirby, style blogger behind Prosecco & Plaid; and Jamie Krell, on-air fashion correspondent, to join us for a virtual roundtable discussion.

Single ladies, grab your notebook—you’ll want to take notes!

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The ultimate goal is to achieve the effortless “ Lisa: Stand out on a more formal occasion by adding a statement piece of jewelry or a fun accessory as a conversation starter.

Don’t be tempted to wear anything that you can’t walk in, eat in, or breathe in! If you feel good in what you’re wearing you’ll look good; confidence is everything.

(You can remove the jacket when you leave the office! A classic, fitted blazer is perfect for the occasion when worn the right way! This is what will make a great first impression and guarantee a second date! ) Jess: I can’t say it enough—wear what makes YOU feel good. If you feel good in what you’re wearing, it’ll show.

) Switch that big work bag to a clutch for an easy transition to evening. If you wear a pencil skirt and blazer to work, change into a cute t-shirt and add red lipstick. Jamie: You really want to represent yourself in a true, real way.

Jamie: For a dinner date, go for a great pair of skinny pants that show off your figure (classic black leather or fitted jeans) with a nice silk tank or blouse and clutch. You want to look like you put in the effort to look nice, but don’t want to over do it!

You can add a classic nude or black heel to dress up your look—a nice mix of dressy meets relaxed. You want to enhance your features, not overwhelm them.

) Being disheveled and stressed out until the second your date picks you up is no way to start out!

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

Jamie: Let location be your guide–your look should reflect your environment!

Also, pick one best asset to show off and and by that, I mean don’t give it all away on the first date!

The short video released on Snapchat showed Fowler playing scrabble with Styles.


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