Harry Styles: Which 47-Year-Old Superstar Wants To Date Him?

Harry Styles is proving to be Hollywood’s hottest piece of cougar bait. The 21-year-old One Direction singer has been linked to a few older ladies throughout the course of his Pop music career, and now a sexy songstress more than twice Harry’s age is hoping that she has a shot at winning his heart.

If Harry Styles starts looking for someone to make sweet music with during his two-year break from touring with One Direction, Anastacia wants him to know that she’s available. The 47-year-old “I’m Outta Love” singer recently revealed that she has no problem dating younger men, so why not go after a guy who has a history of hooking up with older women?

“I would go on a date with Harry Styles in a heartbeat. I have dated much younger men and it’s fine,” Anastacia said, according to Contact Music.

Just like Harry Styles, who has also dated plenty of women who are around the same age he is, Anastacia doesn’t take age into consideration when looking for love. The singer reportedly believes that older and younger lovers both have their advantages, and it pretty much evens out when you pit them against one another.

“Older and younger men tick different boxes but they’re just as good as each other – there’s not one better. I don’t use the label ‘cougar’ – you like what you like – it’s not an age thing,” she said in an interview that was published in the print edition of Closer magazine.

Anastacia might be in luck, because Harry Styles has a long history of dating women who are more than a decade older than he is. However, his relationships with older women haven’t ended on a high note; when two of his most infamous flings fizzled out, there was abuse from angry fans and the demise of a marriage involved.

Harry’s first relationship with a much-older woman began at the beginning of his music career. The year after One Direction was formed on The X Factor, Harry started dating the then 31-year-old Xtra Factor host, Caroline Flack. Harry was just 17 at the time, and Caroline says she was flattered when she discovered the pop star had a crush on her. In her new autobiography, Storm In A C Cup, Caroline writes that being with Harry Styles made her feel like an 18-year-old again. However, the pop star reminded her that they were not the same age by cracking jokes about the 14 years between them.

“He joked about being attracted to older women,” Caroline Flack writes in her book, according to the Sun. “No one seemed to be bothered then about the age difference.”

For The Xtra Factor host, the relationship wasn’t as fun once One Direction fans caught wind of it — angry Directioners began attacking Flack by labeling her a “pedophile” and “pervert.”

Caroline isn’t the only older woman who has caused a bit of controversy by spending time with Harry Styles. In 2012, Harry reportedly hooked up with a married DJ named Lucy Horobin. Horobin was 33 at the time, and her husband talked to the Mirror about how humiliated he felt after finding out that his wife had a fling with a 17-year-old boy.

“I’m a man in my thirties and she left me for him, a young lad. That’s what has ripped me of my dignity.”

In 2013, Harry Styles also had a fling with Kimberley Stewart, who was 33 at the time and the daughter of rock legend Rod Stewart. According to the Huffington Post, the “Da Ya Think I’m Sexy” singer confirmed that Harry and Kimberley spent the night together while chatting about the romance rumors during an appearance on Alan Carr’s Chatty Man.

It’s been well-established that Harry Styles doesn’t have a problem with dating women who are more than a decade older than he is, but he does have a cut-off age? According to the Daily Mail, Harry once said that he would never date someone who is older than his mom. Anne Cox is currently 48, so 47-year-old Anastacia is in luck.

What do you think of Harry Styles dating older women?

[Photo by Juan Naharro Gimenez/Getty Images]