Annie Harlow and Leslie Wilson of Hi-Five Doughnuts | Photo by Nerissa Sparkman
Annie Harlow and Leslie Wilson of Hi-Five Doughnuts | Photo by Nerissa Sparkman

Annie Harlow and Leslie Wilson, usually referred to as the “Ladies of the Morning,” are in the doughnut-making business and the proprietors behind the successful food truck Hi-Five Doughnuts.

Since 2013, the friends have been bringing one-of-a-kind sugary goodness to Louisville’s streets and festivals by way of Shelby, their eye-catching doughnut mobile. And, as Insider reported in March, they’re currently working on a brick-and-mortar location inside ButcherBlock, 1011 E. Main St., in Butchertown.

Just like their doughnuts, Harlow and Wilson are up for almost anything when it comes to collaborations. Nothing is off limits ingredient-wise, and they’ve made their pastries with the likes of bourbon, blackberries, Fruity Pebbles and even fried chicken.

Their adventurous spirit reminds us of another local business that isn’t afraid to push boundaries when it comes to dressing up dessert — the folks over at Louisville Cream. That’s why an event pairing the two businesses — the Doughnut Ice Cream Sandwich celebration — isn’t so surprising and, in fact, promises to be a match made in heaven.

Shelby in front of the Four Roses Distillery | Courtesy of Hi-Five Doughnuts
Shelby in front of the Four Roses Distillery | Courtesy of Hi-Five Doughnuts

The second annual event will be held Thursday, Oct. 20, from 5-9 p.m. at Copper & Kings. Attendees will be able to choose an ice cream flavor as well as a glaze and watch as the two businesses combine their talents to make one delectable product.

Harlow tells Insider that after a chance encounter with Louisville Cream, she fell immediately in “business love.” They paired up for an event at Apocalypse Brew Works last year, which was so well attended — despited the rain — “we wanted to do it again, make it an annual thing,” she says. “Doughnuts and ice cream! The best part is seeing what everyone creates. It’s a doughnut ice cream bar.”

And, since it’s being held at Butchertown’s Copper & Kings, there also will be brandy cocktails available to help wash it all down.

Insider caught up with Harlow and Wilson to ask them some very important questions …

What’s the most surprising thing on your Bucket List?

Annie Harlow: As a non-roller skater, I was a founding member in the Derby City Rollergirls. Thinking about it still blows my mind. Along those same lines … as a non-baker, I, along with the incomparable Leslie Wilson, make the most delicious doughnuts in the world!

Leslie Wilson: I want to sell as many Hi-Five Doughnuts it would take to fill the Grand Canyon — a billion and a half times.

#Danny4life
#Danny4life

What poster was on your wall in junior high?

AH: A black-and-white poster of a young Elvis Presley in a diner. Thinking about it makes me swoon.

LW: NKOTB — #Duh #Danny4life

If you were mayor, to whom would you give the key to the city?

AH: I would have to give the key to Leslie Wilson. She is always misplacing them.

LW: I could never be mayor. I lose my keys all the time.

What are your preferred pizza toppings?

AH: Pepperoni, onions, tomatoes, and jalapeños on the side.

LW: Pineapple and black olives.

If you could be any age for a week, what would it be?

AH: I’m digging this age, 36. Growing my business, making doughnuts, excited about what is yet to come. The future is so bright, I have to wear shades.

LW:  I’d have to say now. I am madly in love with my life.

Sofia & Darlene
Sofia & Darlene

What famous person do people say you resemble the most?

AH: I had a customer tell me I resembled Sofia Coppola once.

LW: My Mom says I look like Darlene from “Roseanne.” So, there’s that.

Who would you most like to be stuck with in an elevator?

AH: Dolly Parton. Love me some Dolly.

LW: Richard Pryor.

Sara Havens
Sara Havens is the Culture Editor at Insider Louisville, known around town as the Bar Belle (barbelleblog.com). She's a former editor of LEO Weekly and has written for Playboy and The Alcohol Professor. Havens is the author of two books: "The Bar Belle" and "The Bar Belle Vol. 2."