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.
December 08, 1999
Anna made her debut. Just in time to call herself a 90's kid.
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.
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.
September 18, 2020
Second date! Kayaking Lake Springfield, in Springfield, Missouri.
September 24, 2020
Third date! Coffee & Study Date at Kingdom Coffee, Downtown Springfield, Missouri. Things are getting Serious!
October 07, 2020
Rylan's first birthday spent with Anna. Clearly we had a blast.
October 31, 2020
First Halloween together, Rylan's favorite holiday!
November 12, 2020
First big hike with our puppies! Whitaker Point, Arkansas.
November 20, 2020
First roadtrip to Georgia together to see Rylan's Family for Thanksgiving!
December 08, 2020
Anna's first birthday spent with Rylan!
December 31, 2020
First Christmas and New Years together. We spent it in Georgia with his high school friends!
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.
February 14, 2021
First Valentines together! We went to Flame Steakhouse and Wine Bar where Anna was a server at the time.
March 20, 2021
First Nashville trip together! We went for Rylan's sister, Madigan's, wedding and had a blast!
May 27, 2021
First mini-golf date! We went to Fun Acre in Springfield, Missouri. It was literally 1 acre.
August 28, 2021
Anna and Rylans first concert together, Alan Jackson!
December 26, 2021
Rylan and Anna got engaged! Rylan Asked Anna at his family Christmas!
December 28, 2021
First Ski Trip together!
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.
April 11, 2022
Rylan and Anna started growing their first plant together, Cactus Jack.
May 22, 2022
We moved to Georgia!
May 27, 2022
First Atlanta United Game!
July 04, 2022
First 4th of July with Anna's Family at Lake Nehai Tonkayea in Missouri!
October 17, 2022
Rylan and Anna's first trip to Disney World!
December 31, 2022
First New Years Eve in Georgia! We went to Reformations Keg Drop in Woodstock, Georgia.
February 14, 2023
First Valentines in Georgia! Rylan took Anna to the Georgia Aquarium and they laughed at funny looking fish.
March 21, 2023
First trip to Universal!
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.
December 29, 2023
Ice skating at Rockefeller Center! I was just like the movies!
December 31, 2023
New Years Eve in New York City!
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.