‘Bachelor’ Alum Sarah Herron and Dylan Brown’s Relationship Timeline: How They Met, Fertility Struggles and More

Meant to be! Little People, Big World stars Zach Roloff and Tori Roloff’s relationship has come a long way since their initial meet cute.

Kellie Pickler became one of America's sweethearts following her rise on in 2006. In season 5 she finished in sixth place before launching what would become a successful career as a country music artist.

Love you like a love song. Kellie Pickler and husband Kyle Jacobs bonded over their musical backgrounds — but they chose to take their time before getting hitched.

A Hollywood success story! Matt Damon and Luciana Barroso have been going strong for two decades.

Man of mystery! Michael Cera has kept his private life out of the limelight since he broke into Hollywood in 1999 — and his relationship with wife Nadine is no exception.

A romance for the decades! Molly Ringwald didn’t need to wish on 16 candles to find her true love in husband Panio Gianopoulos.

Finding The One. Christine Brown has gushed about her strong connection with boyfriend David Woolley following her split from Kody Brown.

Through thick and thin! Maria Menounos and her husband, Keven Undergaro, have been by each other’s side no matter what obstacles they faced.

A Jersey girl in love! Dolores Catania and Paul “Paulie” Connell were going strong before season 13 of The Real Housewives of New Jersey — but that didn’t mean she wasn’t hesitant about putting her love life on the Bravo series.

Meant to be! Trevor Lawrence’s wife, Marissa Mowry, has been his biggest cheerleader since they were kids — and he wouldn’t have it any other way.

Finding comfort in her pet. Nearly one week after Sarah Herron and fiancé Dylan Brown suffered a pregnancy loss, their dog has been in her corner.

Sarah Herron is getting real about going through postpartum changes after losing a child.

Nearly one week after Sarah Herron and fiancé Dylan Brown’s newborn son died at 24 weeks, the Bachelor alum is still coming to terms with her changing body.

Finding love again! Jana Kramer is taking things slow with soccer coach Allan Russell but is enjoying the pair’s connection so far.

Sarah Herron reflected on the time she got to spend with her son during her pregnancy before his death.

Sending condolences. Sarah Herron and her fiancé, Dylan Brown, received an outpouring of support from members of Bachelor Nation after revealing the death of their son, Oliver.

Sarah Herron is mourning the tragic loss of her newborn son.

An unimaginable loss. Sarah Herron and fiancé Dylan Brown revealed that their newborn son, Oliver, died just hours after the Bachelor Nation star gave birth.

Courtney Robertson may have handed out her final rose off screen — but she’s making a return to The Bachelor franchise in January 2023!

International love story! Haley Ferguson and Oula Palve have embraced their cross-country relationship from the start — and they are just getting started.