Connect Savannah is continuing to follow along as two singles navigate dating in our city with the help of a professional matchmaker. We’ve introduced you to our singles, Reagan and Juan, and we’ve introduced you to our matchmaker, Amanda Rose of Prestige Connections.
Now, we’re introducing you to celebrity stylist Charisse Bruin of Charisse Styles. Ahead of Reagan and Juan’s dates, Rose set up a styling session with Bruin to help them both look and feel their best. Bruin asked them to each pick out 3 to 5 outfits they would consider wearing on a first date, then she gave her advice.
First up was Reagan. She presented four looks: a seafoam green jumpsuit, a cream floral-printed dress with flowy sleeves, a mustard yellow lace dress, and a deep green dress. Bruin’s top picks were the jumpsuit and the floral dress.
Bruin suggested pairing both with a heel that’s functional and easy to walk in, like a wedge or an espadrille. She also recommended keeping accessories to a minimum and going with some simple gold earrings, or a small necklace.
“You don’t want to give your date too many things to focus on, when they should be focusing on you,” Bruin said.
When it came to hair and makeup, Bruin suggested keeping things light and flirty.
“I like your hair straight, but I think it would look great with a little bump in it or just a soft wavy curl,” Bruin advised.
“I think wavy is sexy. It’s easy, it’s flowy, it blows in the wind. It gives you some body, and you can’t go wrong with that.”
She said a good rule of thumb to follow for a natural and polished makeup look is to choose only one place to put color. She recommended applying color to either the eyes, the cheeks or the lips, but never all three.
“A lot of people tend to cake makeup on just to make a good first impression, but you really want to just highlight your features,” Bruin said. “I like a little concealer with a glow on the cheeks. I would personally just do mascara, brows and a tinted gloss.”
Juan was up next and was ready with 5 different looks for Bruin to see. He had a Polo paired with khakis, a purple button-down with jeans, and a few similar outfits. Bruin ultimately decided his winning first date look was a white button down, gray slacks and brown loafers.
“I would recommend the white button down because it reads ‘polished’,” Bruin said. “It reads ‘clean, modern, GQ.’ You definitely don’t need to wear it tight, it should be more casual and relaxed.”
Though Juan won’t be wearing makeup or too many accessories, Bruin stressed the importance of paying attention to the details. She advised him to be sure he matches his belt to his shoes, polishes his loafers, and has a fresh haircut and shave.
“I would swap the Apple watch for an actual watch,” Bruin said. “It doesn’t have to be anything fancy or expensive.”
To show some personality, Bruin suggested that Juan wear some funky, printed socks and a little cologne.
If fashion isn’t your thing, what you wear on a first date may not seem like a big deal. However, a first impression is everything, and Bruin said looking good and feeling confident are the keys to making a good one.
“People translate style to your personality,” Bruin said. “You want your style to speak the best that it can for you. You want it to say that you’re well groomed, that you take care of yourself. The details matter.”
Connect Savannah will keep following along as Reagan and Juan go through “date coaching” and finally go on their first dates in the coming days and weeks. Pick up a copy around town next week to keep up!
Do you have a go-to first date outfit? Mine is always a black blouse, my favorite jeans, and some chic booties.
Share your looks with us on social media @connectsavannah