PHOTOSGabby Windey Flashes Her Butt Crack in Cheeky Candid Photo
Gabby Windey teased her fans with a recent silly snap.
July 20 2026, Published 2:52 p.m. ET
Gabby Windey gave fans an eyeful with her latest Instagram Story!
On Sunday, July 19, Windey shared a few photos with her 1.5 million followers, one far more revealing than the others.
The Bachelorette alum posted a photo showing her backside, as she sat down on a striped towel wearing a Burberry bikini and a black silk mini skirt for the snap that offered fans a glimpse of her butt crack.
Letting It All Hang Out
Gabby Windey shared the photo to her Instagram on July 19.
The television personality, who is no stranger to posting revealing content on her social media, captioned the funny photo "tried to get a candid of my butt :/," seemingly appearing to make a joke of the photo.
Throughout the rest of her story, Windey could be seen relaxing oceanside with a friend before sharing a selfie accessorizing her bikini with a blue head scarf and designer shades.
'I Need Rest and Respite at Home'
Gabby Windey opened up that she would rather 'rest' then stay 'out late.'
The "Long Winded" podcast host recently opened up about preferring to spend her time at home instead of out and about.
“I need rest and respite at home because I refuse to neglect myself. I’d rather be there 1000 percent of the time, but I understand sometimes I must leave, they say. I don’t really like that. I don't have to be anywhere after dark. My fun is in my own bed, with my own TV and my own face wash, followed by my own special potions,” she shared.
Windey continued, “Skincare is my hobby and fashion is my passion. These are the things I wanna be doing. Not staying out late. Nothing good happens after midnight, and even if it does, you won’t remember it the next day.”
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Two Peas in a Pod
Gabby Windey had only dated men before meeting her now wife, Robby Hoffman.
Also at home is her wife, comedian Robby Hoffman. The pair, who met in January 2025, have been inseparable ever since, with fans often getting a glimpse into their life together on social media.
They first met by chance at a bar in the spring of 2023. Both were out with their friends when they ran into each other and instantly connected, with Hoffman later joking on her own podcast, "Too Far," that her first thought after meeting Windey was, "Never mind you. Who's this?"
The pair got married in 2025.
The romance moved fast, and in August of that same year, Windey came out publicly as lesbian, revealing she had been in a relationship with a woman for a little while, sharing later that it was Hoffman.
Then, at the start of 2025, the couple got engaged in Las Vegas and had a wedding the next day at a Las Vegas chapel before legally getting married a few months later in April.
