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Emily & Derek

September 13, 2025 • Harvard, IL

Emily & Derek

September 13, 2025 • Harvard, IL

Our Story

Our story isn't a conventional one where we went on a first date and proceeded to fall madly in love with each other - instead we fell back into our old ways for about a year and almost missed out on a seriously awesome romance!


Keep reading to learn how this modern love story unfolded.

The story starts the day after a different wedding! Following Emily's sister, Nicole, tying the knot - Ed (Derek's 'Top Gun' and the couple's mutual friend) decided to "put in a good word" for his boy. Bewildered but intrigued, Emily found herself liking all the farm boy's photos over the next few weeks, and shortly after the two decided to give it a go...

July 20, 2019

The story starts the day after a different wedding! Following Emily's sister, Nicole, tying the knot - Ed (Derek's 'Top Gun' and the couple's mutual friend) decided to "put in a good word" for his boy. Bewildered but intrigued, Emily found herself liking all the farm boy's photos over the next few weeks, and shortly after the two decided to give it a go...
Derek invited Emily to a picnic date at the 41st Annual Chicago Jazz Fest complete with homemade garden salsa, honey, fancy cheese, caviar and his wild fermented wine (of course)! The two dine at Cafe Marie Jeanne (RIP) in Humboldt Park, but the night ends with just a long (confusing) hug. 


Derek picks things back up with his ex and Emily continues searching for a soulmate.

August 31, 2019

Derek invited Emily to a picnic date at the 41st Annual Chicago Jazz Fest complete with homemade garden salsa, honey, fancy cheese, caviar and his wild fermented wine (of course)! The two dine at Cafe Marie Jeanne (RIP) in Humboldt Park, but the night ends with just a long (confusing) hug. Derek picks things back up with his ex and Emily continues searching for a soulmate.
Emily is lured to the farm to meet these adorable ducklings and the spark is reignited. They spend the afternoon planting sunflowers and gazing dreamily at one another in the sunshine.

June 13, 2020

Emily is lured to the farm to meet these adorable ducklings and the spark is reignited. They spend the afternoon planting sunflowers and gazing dreamily at one another in the sunshine.
Finally landed a second date after 317 days! Derek picked Emily up on his scooter and the two have a picnic at one of their favorite places in Chicago known as "The Spot" in Belmont Harbor. Emily kisses Derek (breaking out of the hug zone).

July 13, 2020

Finally landed a second date after 317 days! Derek picked Emily up on his scooter and the two have a picnic at one of their favorite places in Chicago known as "The Spot" in Belmont Harbor. Emily kisses Derek (breaking out of the hug zone).
The dynamic duo quickly become inseparable and are regularly seen scooting around Chicago, swimming in the lake, and eating al fresco until the weather grows cold.

August 18, 2020

The dynamic duo quickly become inseparable and are regularly seen scooting around Chicago, swimming in the lake, and eating al fresco until the weather grows cold.
Derek surprises Emily by taking her to Etta for a fancy meal - and just like that - WE ARE IN LOVE!

September 30, 2020

Derek surprises Emily by taking her to Etta for a fancy meal - and just like that - WE ARE IN LOVE!
The pair celebrated a very COVID Halloween with a party of three, and possibly their best couples costume to date, as Queen Frostine and Lord Licorice from Candyland.

October 30, 2020

The pair celebrated a very COVID Halloween with a party of three, and possibly their best couples costume to date, as Queen Frostine and Lord Licorice from Candyland.
They stay up late cooking an 8 course feast on NYE and walk to their favorite beach down the street from Derek's Rogers Park apartment.

December 31, 2020

They stay up late cooking an 8 course feast on NYE and walk to their favorite beach down the street from Derek's Rogers Park apartment.
Emily moves to St Louis with her sister Melissa. Derek begins regularly making the drive down to visit (a journey he quickly grows tired of despite eating some of the finest meals the city has to offer).

March 14, 2021

Emily moves to St Louis with her sister Melissa. Derek begins regularly making the drive down to visit (a journey he quickly grows tired of despite eating some of the finest meals the city has to offer).
Emily runs the Honolulu marathon and they enjoy a long vacation in Hawaii (with our favorite third wheel, Melissa).

December 14, 2021

Emily runs the Honolulu marathon and they enjoy a long vacation in Hawaii (with our favorite third wheel, Melissa).
Emily decides to move back from St Louis, with her turtle and cat in tow, and starts packing her boxes. She crams into Derek's tiny two bedroom apartment near the lake.

February 15, 2022

Emily decides to move back from St Louis, with her turtle and cat in tow, and starts packing her boxes. She crams into Derek's tiny two bedroom apartment near the lake.
They spend the next year traveling, hiking, camping, and absorbing as much art and food as humanly possible while also diving deep into the joys of growing together on the farm. They close the year with an epic road trip to Miami for Art Basel and the Florida Keys.

December 07, 2022

They spend the next year traveling, hiking, camping, and absorbing as much art and food as humanly possible while also diving deep into the joys of growing together on the farm. They close the year with an epic road trip to Miami for Art Basel and the Florida Keys.
The farm goes legit and celebrates our first CSA season selling produce and flowers. The two are beyond busy assembling bouquets, harvesting veggies, and making deliveries all over Chicagoland.

August 13, 2023

The farm goes legit and celebrates our first CSA season selling produce and flowers. The two are beyond busy assembling bouquets, harvesting veggies, and making deliveries all over Chicagoland.
They manage to squeeze in a trip to the DC area at the end of farm season to take in plenty of art and food.

November 17, 2023

They manage to squeeze in a trip to the DC area at the end of farm season to take in plenty of art and food.
Around Emily's birthday, she takes Derek ring shopping for the second year in a row so she can 'visit' the Chicago jewelry shops she worked at. This time he takes the hint to heart.

December 30, 2023

Around Emily's birthday, she takes Derek ring shopping for the second year in a row so she can 'visit' the Chicago jewelry shops she worked at. This time he takes the hint to heart.
The pair squeezes in one last vacation to the Bay Area before farming season ramps up so Derek can shred the slopes with Best Man, Ian.

February 01, 2024

The pair squeezes in one last vacation to the Bay Area before farming season ramps up so Derek can shred the slopes with Best Man, Ian.
These two crazy kids went and bought a house! Goodbye Rogers Park, Hello Spring Grove.

April 11, 2024

These two crazy kids went and bought a house! Goodbye Rogers Park, Hello Spring Grove.
Derek takes Emily to the Chicago Botanic Garden where he finally pops the big question and they toast the occasion with a nice bottle of champagne.

June 15, 2024

Derek takes Emily to the Chicago Botanic Garden where he finally pops the big question and they toast the occasion with a nice bottle of champagne.
We can't wait to celebrate with all of you!

September 13, 2025

We can't wait to celebrate with all of you!