Unrecognizable Singer, 55: Worked with Trump, Dated Seacrest, Posed for Playboy—Who Is She?

She was a major teen pop singer in the 1980s with chart-topping songs such as Shake Your Love and Lost In Your Eyes.

The Brooklyn native became a household name with her winning upbeat songs that teenagers knew all the lyrics to by heart.

She went on to star in theater on Broadway in New York City with hit shows like Grease and Cabaret.

And the red carpet regular appeared on reality TV shows like Celebrity Apprentice (during season five with Donald Trump), Secret Celebrity Renovation and America’s Most Musical Family.

She also dated TV stars Lorenzo Lamas and Ryan Seacrest, and she posed nude for Hugh Hefner’s Playboy magazine.

The 55-year-old star was unrecognizable last week when she stepped out in Las Vegas where she has resided for the past 15 years. Can you guess who she is?

She was a major teen pop singer in the 1980s with chart-topping songs such as Shake Your Love and Lost In Your Eyes. Who is she?

She was a major teen pop singer in the 1980s with chart-topping songs such as Shake Your Love and Lost In Your Eyes. Who is she?

The Brooklyn native became a household name with her winning upbeat songs that teenagers knew all the lyrics to by heart. She went on to star on Broadway in popular shows like Grease and Cabaret

The Brooklyn native became a household name with her winning upbeat songs that teenagers knew all the lyrics to by heart. She went on to star on Broadway in popular shows like Grease and Cabaret

She dated Ryan Seacrest; seen in 2022

And she worked with Donald Trump; seen in June

This celebrity dated Ryan Seacrest, left, and worked with Donald Trump, right

It’s Debbie Gibson.

Gibson was seen leaving a hair salon in Sin City where she got a cut, color and blow out.

The versatile crooner was sporting extremely short shorts that revealed her underwear and slender legs. She also had on a purple shirt with green print on front.

Earlier this year Gibson said she found it ‘terrifying’ to write her memoir.

The singer has told her life story for the first time in her tome Eternally Electric: The Message in My Music, which was released on September 9.

And she has found it all ‘cathartic and exhausting process’ but ultimately hopes to ‘inspire’ others.

She told PEOPLE: ‘I mean, listen, it’s terrifying, the idea of putting out a book. Somebody said, Is it harder than writing a song? I’m like, a song is four minutes, and a book is 90,000 words.

‘It has been such a cathartic and exhausting process. The motivation behind everything I do is to hopefully inspire people.’

The Foolish Beat hitmaker thinks that readers may be surprised at what she has been through in her life but hopes that they will learn that they too can ‘turn it around’ like she did.

She is Debbie Gibson. The star in a cute black jumpsuit on October 7 in New York City

She is Debbie Gibson. The star in a cute black jumpsuit on October 7 in New York City

Debbie became a household name in 1987 after releasing her album Out of the Blue, with her hit tune Foolish Beat; pictured 1988 in NYC

Debbie became a household name in 1987 after releasing her album Out of the Blue, with her hit tune Foolish Beat; pictured 1988 in NYC

She said: ‘I always felt like the girl who was like, people would say, ‘Well, if you could do it, I could do it.’ I hope they read this book and they say, ‘Oh my God, you went through that? I went through that. And you turned that around. Great, I want to turn that around.’

Debbie – who shot to fame as a teenager with her debut album Out of the Blue and later branched out into a career in TV and film as well as Broadway theatre – has been on a US tour recently.

She reflected that the whole experience has been ‘very, very profound and meaningful’ because it has informed how she has written the book.

She said: ‘I actually kind of set certain things around being at certain shows, and I’ve tried to take the reader on the journey with me with stops in the present and looking back at the same time.

‘It’s very, very profound and meaningful.’

Gibson at the Dancers Against Cancer's 2025 Gala Of The Stars at The Beverly Hilton on October 21 in Beverly Hills

Gibson at the Dancers Against Cancer’s 2025 Gala Of The Stars at The Beverly Hilton on October 21 in Beverly Hills

The pop phenomenon told the Nevada Ballet Theatre years ago that her heart is in her music.

She relayed that her deep rooted passion for music has enabled her to connect with audiences and tell stories the ‘way I first wrote them.’

‘I have always loved breaking songs down to their purest form and Acoustic Youth will find me at the keys, super intimate, telling stories and playing the songs the way I first wrote them on the piano,’ she shared. 

‘My audience and I share a connection that allows for me to be super in the moment and this show will find me truly taking in every moment and free flowing so that no two shows are alike! 

‘There may be some unexpected surprises on my set list and I can’t wait to experience this unique moment that marries the then and the now and with my community who has been with me on this journey for over three and a half decades,’ she shared. 

Gibson released her debut album in 1987 and went on to successfully star on Broadway. 

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