‘LPBW’: Matt Roloff’s Girlfriend, Caryn Chandler, Just Proved Once Again How Close She Is With Jackson Roloff

We remember when Matt and Amy Roloff were happily together on Little People, Big World, but a lot has changed since then. Fans have watched the couple go through their divorce, struggle to figure out what to do with Roloff Farms, and bicker frequently, especially in the last season of the show. And if there’s anything alarming we’ve noticed, it’s how much Amy and Matt’s girlfriend, Caryn Chandler, seem to dislike each other.

In Amy’s recent memoir, A Little Me, she wrote about how Matt and Caryn seemed to have an intimate relationship while she was still married. And fans have suspected Amy’s jealous of Chandler for the good relationships she has with the Roloff grandchildren. It seems Chandler is proving once again how much the grandkids, especially Zach Roloff’s son, Jackson, love her, too.

Amy Roloff hasn’t always responded well to Caryn Chandler interacting with her family

Matt and Amy Roloff
Matt and Amy Roloff | Stacie McChesney/NBCU Photo Bank

Before Amy shared her thoughts and feelings regarding Chandler and Matt’s relationship in A Little Me, she’s told the cameras how uncomfortable she feels around Chandler during family events. On Little People, Big World, Amy even once said on the show, “Caryn has been part of pumpkin season and managing it for a long time and does a great job. But knowing the relationship between Matt and Caryn, and to know that they’re dating … You know, to work beside Caryn, it’s not healthy for me.” And Amy’s dislike was even more apparent during Tori Roloff’s gender reveal party.

During Tori’s pregnancy with her son, Jackson, Chandler attended the event while Amy’s boyfriend, Chris Marek, did not. And Amy made it known how she felt about Chandler being there. “I think coming here to this particular event is an intimate family thing… It just throws a whole different dynamic to my life here on the farm,” Amy said at the time.

Chandler was just out spending time with Jackson Roloff

Jackson Roloff and Caryn Chandler on Matt Roloff's Instagram Story
Jackson Roloff and Caryn Chandler on Matt Roloff’s Instagram Story | Matt Roloff via Instagram Story

Despite Amy being uncomfortable with Chandler at private family events, it hasn’t stopped Chandler from spending time with the Roloff grandchildren one bit. Matt is frequently posting photos of himself, Chandler, and Zach and Tori’s son, Jackson, or Jeremy and Audrey’s daughter, Ember, to Instagram. And on Matt’s Instagram story, it’s clear that Chandler and Jackson have an ultra-sweet bond.

“Look at the berry monster, Caryn,” Matt says in his Instagram Story as he pans to Jackson. Jackson is sitting alongside Matt in the tractor and chomping on blackberries that Chandler is picking on the farm. And Chandler cackles with laughter as Jackson takes a fist-full of berries right out of her hand and eats them. “Don’t worry, Tori, we’ll clean him up,” Matt adds as Chandler continues to bring berries to Jackson for consumption. And it seems everyone’s having a great time, as Chandler can’t stop laughing.

Fans think Chandler makes an excellent step-grandmother

This is far from the first time Chandler has spent quality time with the Roloff grandkids. Not only does she frequently comment on Tori’s adorable photos of Jackson, but Matt often posts candid moments of Chandler actively playing with the kids to his Instagram. “Once again totally 110% engaged in her babysitting duties,” Matt captioned this sweet photo of Chandler playing with Ember and Jackson.

While fans remain divided on how they really feel about Chandler, many have warmed up to her due to how good she is with the kids. Love it, Caryn has a special grandma place in Jackson’s heart you can tell,” a fan commented on this video of Chandler playing with Jackson on a slide. And another wrote, “Cha cha, I like that nickname for Caryn. that’s probably what the grandkids will call her. she is so good with them.”

It seems Jackson and Chandler have a special bond that can’t be broken. And we’re excited to see how that bond progresses as Jackson grows out of his toddler years, too.

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