Softball star Sierra Romero gets engaged to girlfriend Addison Caldwell after a romantic seaside proposal

After dating each other for about three years, softball star Sierra Romero and her girlfriend, Addison Caldwell, took their relationship to the next level by getting engaged to each other.

Taking to Instagram on Monday, Romero shared the big news with fans. Looking at her caption and the images she shared, it seems Caldwell was the one that went down on one knee, a few days prior on Saturday, September 20.

Addison Caldwell certainly cut no corners in planning a romantic proposal, as she popped the big question on a picturesque beach.

"mrs. & mrs. coming soon 🤍💍 9.20.2025. 1 John 4:7" Sierra Romero captioned her Instagram post

Born in Murrieta, California, in 1994, Romero attended the Vista Murieta High School. She displayed a great talent for softball from an early age, and was ranked the number 3 prospect in the country by ESPN when she graduated.

After high school, Sierra headed off to the University of Michigan to represent the Wolverines. After enjoying plenty of success at collegiate level, Romero was drafted by the by the USSSA Pride of the National Pro Fastpitch in 2016.

At the moment, she plies her trade for the Volts professional softball team, who compete in the recently founded Athletes Unlimited Softball League.

It appears a love for softball and baseball runs in Romero's family. Sierra's two sisters, Sydney and Sophia, are both pursuing softball professionally, while her brother, Mikey, was drafted by the Boston Red Sox in the 2022 MLB Draft.

Addison Caldwell celebrated her 28th birthday alongside Sierra Romero on Sunday

Just a few days before Addison Caldwell proposed ot Sierra Romero, the couple had another big occasion to celebrate. As Caldwell celebrated her 28th birthday on Sunday, Sierra Romero took to Instagram to share a series of snaps alongside her.

In addition to the snaps, Romero captioned her post with a heartfelt birthday wish.

"My birthday girl 💗 I love you" Romero posted

The couple have not yet announced when they are planning to tie the knot. At the moment, it appears they will take their vows in the offseason after the current season ends.

About the author

Raghav Mehta is a baseball journalist at Sportskeeda awaiting results for a Bachelor's in Journalism from Delhi University. He enjoys highlighting the key battles between players at different stages of the game and analyzing the decisive moments upon which they hinge.

One of Raghav's favorite moments, which underscores this, was the Shohei Ohtani vs. Mike Trout clash in the 2023 WBC, where two of baseball's best players faced off against each other in the 9th inning. With the score 3-2 to Japan, Shohei eventually got the strikeout, which was absolute cinema.

Raghav is a Baltimore Orioles fan and is enjoying watching such an exciting young team compete at the top in a very competitive division.

Raghav has loved watching sports for as long as he can remember and realized he was pretty decent at writing his thoughts down at around the age of 14. Combining the two meant he had something he would enjoy doing every day, and he had identified that well before going to college.

Aside from work, Raghav enjoys playing sports, working out and watching movies.

Know More

Edited by Raghav Mehta