• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
Taste of Reality

Taste of Reality

Reality TV News & Discussion

  • Latest Buzz
  • Live Discussions
  • Shows
    • Bachelor Nation
    • Below Deck
    • Dancing With the Stars
    • Love Is Blind
    • Real Housewives
    • Next Gen NYC
    • Secret Lives of Mormon Wives
    • Southern Charm
    • Southern Hospitality
    • Summer House
    • The Valley
    • Traitors
    • Vanderpump Rules
  • Taste Test
  • Watch
  • About
  • Shop
  • Search
Buzz

Hailey Glassman Says Jon Gosselin Romance “Ruined My Life”

Sep 23, 2026 By Ashley B What do you think?

FacebookTweetEmail
Hailey Glassman Jon Gosselin

Real Housewives of New York City newbie Hailey Glassman is opening up about the lasting impact of her highly publicized relationship with Jon Gosselin.

During the September 22nd episode of RHONY, Hailey reflected on how her relationship with Jon, 49, shaped the life she ultimately chose.

“When we got married, a lot was going on. I was in the tabloids,” Hailey explained. “I just wanted to be safe.”

Hailey said Jon had been friends with her family long before Jon & Kate Plus 8 premiered on TLC in 2007. According to Hailey, Jon was “best friends with my mom” before the Gosselins became reality TV stars.

“[Kate] had six kids at once and wanted a tummy tuck,” Hailey told RHONY costar Jessel Taank. “So my dad did the tummy tuck, and my mom recovered her at the house and stuff. From there, they became family friends.”

Hailey claimed Jon eventually asked her parents if he could stay with them because he and Kate were “separated,” but allegedly couldn’t tell the public.

“I come home from college, [it’s] 2009,” she recalled. “I was 22, and at that point, they were already separated and not together. But the public didn’t know. So a friendship turned into more.”

That relationship quickly became tabloid fodder after Hailey and Jon were photographed together on her father’s boat. “And then it was on TMZ and they were like, ‘Jon with mystery woman.’ So it became, like, this whole, ‘Homewrecking Hailey, she ruined a family of eight,’ and that was never the story.”

Hailey said the media attention took a major toll on her. “We broke up because when you’re in the media, and you’re in tabloids, it’s awful. I was just so beaten down. At 22, you don’t know who you are. It’s almost like, if you could rewind your life in time and pinpoint that one moment where a piece of you died, but there was no funeral for you.”

“That whole ordeal ruined my life.” Despite the painful experience, Hailey said the relationship ultimately changed the trajectory of her life. She later reconnected with Rubin, a businessman she had known since he was 12.

“The whole Jon Gosselin situation, if that never happened, my life would be completely different today.” Hailey continued, “I would have never married Rubin and I would have never chosen a life based on safety and survival.”

“I didn’t choose a life that I wanted for myself; I chose a life to be safe. I needed to protect myself and my soul.”

Jon and Kate were married from 1999 to 2009 and share eight children.

Real Housewives of New York City airs on Bravo Tuesdays at 8 p.m. ET.

Do you remember the ‘Homewrecking Hailey’ headlines? Pop off below.

FacebookTweetEmail

Bravo TV Real Housewives TLC Bravo Bravo TV Buzz Hailey Glassman Jon & Kate Plus 8 Jon Gosselin Real Housewives of New York City RHONY TLC

Primary Sidebar

Recent Posts

taste test charleston southern charm southern hospitality

As Seen On Bravo TV: Southern Charm and Southern Hospitality Locations!

What do you think?

In the City Next Gen ATL

Bravo TV Renews ‘In The City’ and Introduces ‘Next Gen Atlanta’ To Programming Lineup

What do you think?

DWTS Horror Movie Night Week 6 songs

Dancing With the Stars Week 6 Horror Movie Night Songs and Dance Styles Revealed!

What do you think?

Abby Lee Miller DWTS scores Jenna Dewan

Abby Lee Miller Slams DWTS Judges’ Scoring and Reveals What Jenna Dewan Said To Her About The Judges

What do you think?

CT Tamburello divorce settlement Catalina White

The Challenge’s CT Tamburello and Catalina White’s Divorce Settlement Revealed

What do you think?

Andy Cohen West Amanda Bravo Return

Andy Cohen Reveals He Recently Heard From Summer House’s West Wilson ‘Two Days Ago’

What do you think?

Trending Now 🔥

  • Gia Giudice restaurant reviewsGia Giudice’s Business Partner Addresses Bad Reviews of Their Restaurant, Il Vero0 Comments
  • Ariana Biermann rude VPRAriana Biermann Hints at Bravo Feud After Vanderpump Rules OG Was “Really Rude” to Her0 Comments
  • Jen Shah Heather black eyeJen Shah Thinks It’s “Finally Time” To Talk About Heather Gay’s Black Eye0 Comments
  • Lindsay Hubbard RHONY rumorRUMOR: Is Bravo Soft Launching Lindsay Hubbard for The Real Housewives of New York?0 Comments
  • Next Gen NYC season 3 rumored castIs Next Gen NYC Getting a Season 3 Cast Shake-Up? Find Out Who Is Rumored to Join!0 Comments
  • Zack Luke Kristen vaccinesZack Wickham Slams Anti-Vaxxer Luke Broderick Amid Rumors Of His Split From Kristen Doute0 Comments

We are serving up the perfect taste of pop culture. Get the latest reality TV news and sound off in our active discussions!

Tell us what you really think.

  • Facebook
  • Instagram
  • X
  • TikTok
  • YouTube
  • Mail

Top Categories

  • 90 Day Fiancé
  • Bachelor Nation
  • Bravo TV
  • Dancing With the Stars
  • E!
  • Hulu
  • Kardashian Jenner Family
  • Love Is Blind
  • Netflix
  • Real Housewives
  • Southern Charm
  • Summer House
  • TLC
  • Vanderpump Rules

Disclaimers

This site is not affiliated with or endorsed by any shows or networks. We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites.

© 2026 · Taste of Reality · Terms of Use · Privacy Policy · Contact Us