A social media user wrote on Instagram: "Good god, Hilary! What are you wearing tonight? Looks like something you picked up at an op shop? Get some style advice, girl."
However, the man was swiftly put in his place last night.
"Piss off, Ken," she replied, then sharing her response to her Instagram followers.
Earlier in the year, Barry was told "dress properly" by a man on social media.
He was referring to an off-shoulder top Barry wore while hosting Seven Sharp with Jeremy Wells.
"Please encourage Hilary to dress properly. Exposed shoulders are for the young," the man wrote in a Facebook post to the show.
Barry called out the man's age shaming.
"Just for the record, I'll wear what I like, when I like."
She then posted a photo of her basking in the sun on a beach in togs, with a message of empowerment to other women.
"This is for every Geoff who ever told a woman what to wear or what part of her body to cover up. We will not be told. Not now. Not ever."
Her social media followers loved the post.
Bachelorette Lily McManus commented: "YESSSSSSSSSSS MUMMA".
Her TVNZ colleagues, weather presenter Renee Wright and newsreader Melissa Stokes, also posted their messages of support.
Last year a disgruntled viewer named Barbara made a complaint to Seven Sharp with the subject header "Hilary's cleavage" in which she claimed to have been "assailed" by Barry's preference for plunging necklines and choice of chesty clothing.
"It's a fact of nature that women's breasts are sex objects and should be kept private except for at the beach or at an evening do."
Barry's response let viewers know that she wasn't having a bar of it.
"Well here's the thing Barbara, I'm just a middle-aged mother of two who slapped on some lippy and a pretty top to look presentable for the nation," she said.
