The Independent’s journalism is supported by our readers. When you purchase through links on our site, we may earn commission.

Vanilla Ice claims Madonna proposed to him during their Nineties romance

Pop-rapper dated the Grammy-winner from 1991 to 1992

Annabel Nugent
Sunday 31 October 2021 14:02
Vanilla Ice posts video of quaratined JFK flight

Vanilla Ice has reflected on his past relationship with Madonna, claiming that the singer once proposed to him.

According to the book Madonna: Unstoppable, the pop-rapper – real name Rob Van Winkle – and the Grammy award-winner dated for eight months in the Nineties.

He appeared in photographs for her coffee table book titled Sex, which was released in 1992.

Speaking about his past relationship with Madonna, Van Winkle told Yahoo Entertainment that she had once proposed to him.

“She actually proposed to me,” said Van Winkle. “I was like, ‘I’m too young for that. I’m just getting going here, I’m just revving up – I’m sorry.’

“But she was a sweetheart, and we had such a great time. I think she loved, kinda like me now, being the oldest teenager in town.”

Madonna, 63, is nine years older than Van Winkle, 54.

He continued: “We had fun everywhere we went, and we would go just the two of us. It’s funny because we had disguises, so you’d never know it, but we were in public with everybody.

“We went shopping at the malls, we ate at Chili’s and Waffle House. I had a moustache and this crazy wig and glasses and we would go to the movies and stuff.”

He recalled living with the “Like a Virgin” singer on location in Indiana while she filmed the 1992 film A League of Their Own, in which she starred as Mae Mordabito.

The Independent has reached out to a representative of Madonna’s for comment.

According to Van Winkle, Madonna enjoyed his 1991 film Cool as Ice, starring himself, Kristin Minter and Naomi Campbell.

“She loved it, man,” he said. “She was at my concerts and would come out there and dance.

“She loved hip-hop and all the dancing, because she choreographed a lot of her own stuff, too. She’s just a super entertainer.”

Register for free to continue reading

Registration is a free and easy way to support our truly independent journalism

By registering, you will also enjoy limited access to Premium articles, exclusive newsletters, commenting, and virtual events with our leading journalists

Already have an account? sign in

By clicking ‘Register’ you confirm that your data has been entered correctly and you have read and agree to our Terms of use, Cookie policy and Privacy notice.

This site is protected by reCAPTCHA and the Google Privacy policy and Terms of service apply.

Join our new commenting forum

Join thought-provoking conversations, follow other Independent readers and see their replies


Thank you for registering

Please refresh the page or navigate to another page on the site to be automatically logged inPlease refresh your browser to be logged in