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Oscar & Alyssa

November 15, 2025 • Chicago, IL, USA

Oscar & Alyssa

November 15, 2025 • Chicago, IL, USA

OUR STORY

Oscar started his sophomore year as a football player on the University of Wisconsin - Eau Claire football team, #71. He dealt with multiple injuries and was always seeking treatment from the team's athletic training staff.

August 09, 2018

Oscar started his sophomore year as a football player on the University of Wisconsin - Eau Claire football team, #71. He dealt with multiple injuries and was always seeking treatment from the team's athletic training staff.
Alyssa was a student in the athletic training program and was assigned to the football team her senior year. She treated all of football's injuries, including Oscar's. Oscar always found a reason to get treatment from Alyssa, so we became friendly during this time.

August 09, 2018

Alyssa was a student in the athletic training program and was assigned to the football team her senior year. She treated all of football's injuries, including Oscar's. Oscar always found a reason to get treatment from Alyssa, so we became friendly during this time.
We see eachother out at a restaurant on Water Street after our Halloween parties. We order burritos, but couldn't find our friends, so we decide to sit in a booth and eat our burritos. We ended up talking until 3 am. Thus, sparking the beginning of our friendship.

October 31, 2018

We see eachother out at a restaurant on Water Street after our Halloween parties. We order burritos, but couldn't find our friends, so we decide to sit in a booth and eat our burritos. We ended up talking until 3 am. Thus, sparking the beginning of our friendship.
We would go out with our friends, but always ended up at the same parties. We were always drawn to eachother and ended up becoming best friends.

December 19, 2018

We would go out with our friends, but always ended up at the same parties. We were always drawn to eachother and ended up becoming best friends.
Our first kiss! Alyssa gets scared because she knows she will be graduating and moving away, so Oscar ends up in the friend-zone.

February 03, 2019

Our first kiss! Alyssa gets scared because she knows she will be graduating and moving away, so Oscar ends up in the friend-zone.
We take our first trip to Chicago as "friends" (I mean, really, Alyssa? You don't realize how happy you are?)

March 28, 2019

We take our first trip to Chicago as "friends" (I mean, really, Alyssa? You don't realize how happy you are?)
Alyssa ends up having a flare of severe back pain after lifting heavy coolers all day. Instead of running, Oscar spends the weekend taking care of Alyssa, getting her food, helping her walk to the bathroom, and driving her to the doctor. Alyssa realizes that this is real love.

April 16, 2019

Alyssa ends up having a flare of severe back pain after lifting heavy coolers all day. Instead of running, Oscar spends the weekend taking care of Alyssa, getting her food, helping her walk to the bathroom, and driving her to the doctor. Alyssa realizes that this is real love.
We make the relationship official!! Shortly after, Alyssa graduates college and prepares to move to Kentucky to start her professional career.

May 14, 2019

We make the relationship official!! Shortly after, Alyssa graduates college and prepares to move to Kentucky to start her professional career.
Our long-distance relationship starts and Facetime date/movie nights.

August 01, 2019

Our long-distance relationship starts and Facetime date/movie nights.
COVID forces Oscar's college career and Alyssa's professional career to come to a halt. He was forced to move back to Illinois and she was forced to move back to Minnesota. We reunited when we could!

June 28, 2020

COVID forces Oscar's college career and Alyssa's professional career to come to a halt. He was forced to move back to Illinois and she was forced to move back to Minnesota. We reunited when we could!
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We get sick of long distance and we move in with each other (and Oscar's best man, Kyle) in Eau Claire, while they finish out their last year of college.

June 01, 2021

We get sick of long distance and we move in with each other (and Oscar's best man, Kyle) in Eau Claire, while they finish out their last year of college.
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Oscar graduates college and we decide to move to Illinois to start our lives together!

May 21, 2022

Oscar graduates college and we decide to move to Illinois to start our lives together!
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We really started modeling for our sister-in-law and my bridesmaid, Rhina, to help her jump-start her photography career. Also our first professional photoshoot together as a couple.

February 20, 2023

We really started modeling for our sister-in-law and my bridesmaid, Rhina, to help her jump-start her photography career. Also our first professional photoshoot together as a couple.
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On the same rooftop as our first photoshoot.
With our favorite photographer.
On our 5-year anniversary.
The day that led us to this moment.

February 03, 2024

On the same rooftop as our first photoshoot. With our favorite photographer. On our 5-year anniversary. The day that led us to this moment.
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