Who has Skylar Astin dated? Anna Camp’s ex-husband’s dating history after divorce explored

Anna Camp has sparked romance rumors with her stylist, Jade Whipkey, marking her first public relationship after divorce from actor Skylar Astin in 2019. Speculation about Camp's relationship with Whipkey began when the actress re-shared her stylist's Instagram Story featuring her on May 12, 2025, according to People.

Before dropping hints seeming to confirm her romantic relationship with Whipkey, Camp was married to her Pitch Perfect co-star, Skylar Astin, for nearly three years.

While Anna is slowly opening up about her rumored relationship, Astin has moved on too. He began dating after their divorce.

As of May 2025, he is reportedly single. However, a few years back, in 2020, he was romantically linked with entrepreneur Lisa Stelly. However, they split the next year.

Skylar Astin's dating history explored

While the actor is not into a confirmed relationship currently, he has often made the headlines in the past for his dating reports.

Jessica Bridgeman

Who's Dated Who confirmed that Astin dated Jessica Bridgeman for about a year, from 2008 to 2009.

Lauren Pritchard

Skylar Astin was reported in a relationship with Lauren Pritchard from 2008 to 2011.

Anna Camp

His most publicized relationship was with his ex-wife, Anna Camp. They met in the early 2010s and were together till 2019.

Lisa Stelly

Astin began dating Stelly in 2020. According to People, the couple confirmed their relationship, going official on Instagram in July 2020.

Confirming the news, Skylar wrote on X (formerly Twitter),

"Correction: I am dating FOUNDER, ENTREPRENEUR, MOTHER, CCO, etc, Lisa Stelly. Treat your ladies better, media!"

Skylar Astin and Lisa Stelly's relationship explored

Astin and Stelly often shared PDA-filled moments on their Instagram, expressing love and affection for each other. While they started seeing each other in 2020, they never revealed how they met one another.

Skylar Astin's last Instagram post dedicated to Lisa Stelly was uploaded to celebrate her birthday. Sharing a loving glimpse of them, he wrote,

"Happy Birthday to my Pisces Princess and Sprinkle Queen, @lisastelly! I love you with all my heart and will share sweatshirts with you forever."

E! News exclusively confirmed the couple's breakup in a September 2021 report. News of their split came around a year after they started dating. The erstwhile couple cited busy schedules as one of the contributing factors for the split.

In fact, many netizens pointed out that neither Skylar nor Lisa were featuring on each other's Instagram for a while, fueling breakup rumors.

An insider revealed to People,

"They're both so busy, but there is no drama between them at all."

The statement further added,

"Lisa's business is growing like crazy, Skylar was in Canada working for half the time they were together, and they both just needed some time to recalibrate on their own."

The source continued,

"They still love and support each other a lot and it's definitely hard for both of them."

Following the separation, Skylar Astin devoted himself to working on his music debut. On the other hand, Lisa Stelly dedicated her time to expanding her business, Fancy Sprinkles.

Astin reflected on his breakup on the People Every Day podcast. In a conversation with host Janine Rubenstein, he admitted that life after the split,

"gets lonely and it gets a little isolating"

He continued,

"It's been seven months I've been here and I got to go home for two weeks for Christmas, which was great. But then I had to come back here for two weeks to ... quarantine before then coming back for the second half of filming."

Before Skylar, Lisa was married to media personality Jack Osbourne. On October 7, 2012, they tied the knot in an intimate ceremony in Hawaii. The former couple is parents to three daughters — 9-year-old Pearl Clementine, 6-year-old Andy Rose, and 3-year-old Minnie Theodora.

Lisa filed for divorce from Jack in May 2018, after almost six years of marriage. The divorce, citing irreconcilable differences, was finalized in March 2019, as per People.

Is Anna Camp dating now?

The You actress fueled dating rumors with her on-set stylist after she re-shared Jade's special Instagram story dedicated to her.

Sharing a beautiful click featuring Anna, from what looked like a romantic date, Whipkey penned in her caption,

"Her smile is a poem... Her eyes are roses... Her laugh is music for dancing"

The Desperados actress shared the loving mention, adding a fiery heart emoji.

Anna Camp hinted at her new love interest on May 3, 2025, sharing a glimpse of her "Date Night". She tagged Jade on this much-talked-about Instagram story, People reported. Additionally, she also commented on her speculated partner's February 23 and March 8 Instagram posts, further making fans wonder if they are dating.

Anna Camp & Skylar Astin's relationship explored

They met on a film set

Anna Camp was earlier married to Skylar Astin. The Pitch Perfect co-stars met while filming the 2012 movie.

They married in 2016

The celebrity couple started dating in June 2013 and got engaged in January 2016. On September 10, 2016, Camp tied the knot with Astin.

Anna and Skylar went their separate ways in 2019

After around three years of marriage, they announced their separation in April 2019, citing irreconcilable differences. They got divorced in August 2019.