Rylan & Anna

September 13, 2025 • Rome, GA
155 Days To Go!

Rylan & Anna

September 13, 2025 • Rome, GA
155 Days To Go!

Our Story

Rylan made his debut... with his twin, Reese. Rylan will happily tell you he pushed his way to the front and he is, in fact, the older twin.

October 07, 1998

Rylan made his debut... with his twin, Reese. Rylan will happily tell you he pushed his way to the front and he is, in fact, the older twin.
Anna made her debut. Just in time to call herself a 90's kid.

December 08, 1999

Anna made her debut. Just in time to call herself a 90's kid.
Anna and Rylan meet at Big Whiskeys Restaurant & Bar where Anna had just started as a host and Rylan was a server.

June 15, 2020

Anna and Rylan meet at Big Whiskeys Restaurant & Bar where Anna had just started as a host and Rylan was a server.
First date! Rylan invited Anna to church and breakfast at Gailey's Breakfast Cafe in Springfield, Missouri. He was a perfect gentleman. We had such a good time we have only this photo that Anna snapped while they waited for their table. 

Fun fact #1: They unintentionally matched on their first date. Both wore olive green shirts and blue jeans. 

Fun Fact #2: Their first date was on September 13th and their wedding is 5 years later on September 13th. This was completely unplanned. We found out about this when we put together this timeline. Dates have never been our strong suit.

September 13, 2020

First date! Rylan invited Anna to church and breakfast at Gailey's Breakfast Cafe in Springfield, Missouri. He was a perfect gentleman. We had such a good time we have only this photo that Anna snapped while they waited for their table. Fun fact #1: They unintentionally matched on their first date. Both wore olive green shirts and blue jeans. Fun Fact #2: Their first date was on September 13th and their wedding is 5 years later on September 13th. This was completely unplanned. We found out about this when we put together this timeline. Dates have never been our strong suit.
Second date! Kayaking Lake Springfield, in Springfield, Missouri.

September 18, 2020

Second date! Kayaking Lake Springfield, in Springfield, Missouri.
Third date! Coffee & Study Date at Kingdom Coffee, Downtown Springfield, Missouri. Things are getting Serious!

September 24, 2020

Third date! Coffee & Study Date at Kingdom Coffee, Downtown Springfield, Missouri. Things are getting Serious!
Rylan's first birthday spent with Anna. Clearly we had a blast.

October 07, 2020

Rylan's first birthday spent with Anna. Clearly we had a blast.
First Halloween together, Rylan's favorite holiday!

October 31, 2020

First Halloween together, Rylan's favorite holiday!
First big hike with our puppies! Whitaker Point, Arkansas.

November 12, 2020

First big hike with our puppies! Whitaker Point, Arkansas.
First roadtrip to Georgia together to see Rylan's Family for Thanksgiving!

November 20, 2020

First roadtrip to Georgia together to see Rylan's Family for Thanksgiving!
Anna's first birthday spent with Rylan!

December 08, 2020

Anna's first birthday spent with Rylan!
First Christmas and New Years together. We spent it in Georgia with his high school friends!

December 31, 2020

First Christmas and New Years together. We spent it in Georgia with his high school friends!
First Missouri snow together! Rylan insisted that Anna go out in the middle of the night to go find a hill to snowboard on.

January 11, 2021

First Missouri snow together! Rylan insisted that Anna go out in the middle of the night to go find a hill to snowboard on.
First Valentines together! We went to Flame Steakhouse and Wine Bar where Anna was a server at the time.

February 14, 2021

First Valentines together! We went to Flame Steakhouse and Wine Bar where Anna was a server at the time.
First Nashville trip together! We went for Rylan's sister, Madigan's, wedding and had a blast!

March 20, 2021

First Nashville trip together! We went for Rylan's sister, Madigan's, wedding and had a blast!
First mini-golf date! We went to Fun Acre in Springfield, Missouri. It was literally 1 acre.

May 27, 2021

First mini-golf date! We went to Fun Acre in Springfield, Missouri. It was literally 1 acre.
Anna and Rylans first concert together, Alan Jackson!

August 28, 2021

Anna and Rylans first concert together, Alan Jackson!
Rylan and Anna got engaged! Rylan Asked Anna at his family Christmas!

December 26, 2021

Rylan and Anna got engaged! Rylan Asked Anna at his family Christmas!
First Ski Trip together!

December 28, 2021

First Ski Trip together!
Rylan took Anna to try crab legs for the first time. She loved them. He became the official crab leg cracker from here on out.

February 15, 2022

Rylan took Anna to try crab legs for the first time. She loved them. He became the official crab leg cracker from here on out.
Rylan and Anna started growing their first plant together, Cactus Jack.

April 11, 2022

Rylan and Anna started growing their first plant together, Cactus Jack.
We moved to Georgia!

May 22, 2022

We moved to Georgia!
First Atlanta United Game!

May 27, 2022

First Atlanta United Game!
First 4th of July with Anna's Family at Lake Nehai Tonkayea in Missouri!

July 04, 2022

First 4th of July with Anna's Family at Lake Nehai Tonkayea in Missouri!
Rylan and Anna's first trip to Disney World!

October 17, 2022

Rylan and Anna's first trip to Disney World!
First New Years Eve in Georgia! We went to Reformations Keg Drop in Woodstock, Georgia.

December 31, 2022

First New Years Eve in Georgia! We went to Reformations Keg Drop in Woodstock, Georgia.
First Valentines in Georgia! Rylan took Anna to the Georgia Aquarium and they laughed at funny looking fish.

February 14, 2023

First Valentines in Georgia! Rylan took Anna to the Georgia Aquarium and they laughed at funny looking fish.
First trip to Universal!

March 21, 2023

First trip to Universal!
First Atlanta Braves game! We had a massive cold snap. Rylan forgot a coat and we spent $168 for a sweat shirt and blanket at the team store in the stadium. He still forgets his coat to this day.

April 07, 2023

First Atlanta Braves game! We had a massive cold snap. Rylan forgot a coat and we spent $168 for a sweat shirt and blanket at the team store in the stadium. He still forgets his coat to this day.
Ice skating at Rockefeller Center! I was just like the movies!

December 29, 2023

Ice skating at Rockefeller Center! I was just like the movies!
New Years Eve in New York City!

December 31, 2023

New Years Eve in New York City!
First trip to California together! We went for his cousin, Tara's wedding. We visited all of the wineries and got unbelievable sunburns.

April 25, 2024

First trip to California together! We went for his cousin, Tara's wedding. We visited all of the wineries and got unbelievable sunburns.
We are getting married!!!

September 13, 2025

We are getting married!!!