Randy Fenoli says he struggles to sleep when a bride chooses a wedding dress that he thinks is a 'disaster'

• Insider spoke to Randy Fenoli ahead of the 20th season of "Say Yes to the Dress."
• Fenoli told Insider it's hard seeing brides pick gowns he thinks are wrong for them.
• He said he struggles the most when a bride picks a dress that "does nothing for her."

As a fashion director at Kleinfeld Bridal, a designer, and the star of "Say Yes to the Dress," it's Randy Fenoli's job to help brides find their perfect wedding dresses.

To some, Fenoli's job might sound like a dream, and it often is, he told Insider. He gets to help people pick out one of the most important outfits they'll ever wear, learning intricacies about them in the process.

"Choosing a wedding dress is so personal and intimate," he said. "It's really a bonding experience when you think about it."

But Fenoli also told Insider his work has difficulties, such as when he dresses a bride in what he thinks is "the most perfect dress" and she ends up buying something he doesn't think looks good on her.

For instance, Fenoli isn't a fan of sheer wedding dresses, gowns from the 1980s, or brides wearing two gowns.

"I try to get them in the dress and show them, 'Look at what this dress does for your waist, and look what it does for your figure, and look how it brings out your eyes,'" he said of his process.

"And they put the next one on are like, 'Oh, I love this,' and start crying. And I'm like, 'Oh my God, this is a disaster,'" Fenoli said, adding that he is particularly distraught when a bride picks a dress that highlights the "worst part of her body" or a gown that "does nothing for her."

"It is really tough, but if the bride's happy and she feels beautiful, that is what's most important," he said.

"That's when I have to really realize this dress makes her feel beautiful, so I can't change what she feels and I just have to let it go," he added. "But it's hard to sleep some nights."

Fenoli is currently starring in season 20 of "Say Yes to the Dress," which includes a special episode in which Fenoli reflects on the show's 15 years on TLC.

You can watch new episodes of "Say Yes to the Dress" on TLC on Saturday at 8 p.m. ET.