6 Teen Celebrities Who Dated Stars Who are 10+ Years Their Senior

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It seems like just about every week, a new celebrity couple gets together while another one falls apart. And while it remains unclear why just about every young Hollywood couple eventually splits, what is clear is that by the time their next relationship comes around, they seem to go for the exact opposite of their “type.”

While some celebs decide they’re going to date someone taller or ~more famous~, others believe that age is the reason that their relationships are failing in the first place. The next time around, they seem to go after celebs who are way older. More often than not, it turns out the two are incompatible, regardless of their age, but that’s neither here nor there.

Our suggestion? Maybe try dating out of the celebrity circle! *wink wink* Harry Styles. Seriously… we’ll be waiting! But until then, here’s our list of celebrities who dated other stars 10+ years older than they are… when they were still in their teens!


Bella Thorne

After 19-year-old Bella Thorne's seemingly typical relationships with Gregg Sulkin, Tyler Posey and other suitors closer to her age, Bella decided that perhaps she would try someone a bit older. Enter Scott Disick. 34 years old, the ex of Kourtney Kardashian and the father of her three kids.

Although Bella denied just last week on social media that she and Scott were ever hooking up, the paparazzi photos of the two in Cannes tell an entirely different tale.

It's unknown whether or not the two will ever be spotted anywhere together ever again, but we can kind of just assume it's over because upon returning from Cannes, she was spotted once again cozying up to her ex, Gregg, and he was spotted with a couple other ladies (including 18-year-old Sofia Richie... but Sof denies any sort of romance).

Photo: WENN

Demi Lovato

Unlike many couples on this list, Demi Lovato and Wilmer Valderrama were actually the real deal. The pair dated for about six years and fans around the world really believed that eventually the two would tie the knot despite their 12-year age gap. (She was 17 when they first met; supposedly 18 when they ~got together~.)

Unfortunately, last year, the too-good-to-be-true couple called it quits and announced their split via Instagram, saying, "After almost 6 loving and wonderful years together, we have decided to end our relationship." Although the two remain friends, we still ship #Dilmer hard.

Photo: WENN

Taylor Swift

Just as Taylor Swift was on the brink of entering her twenties, she began her relationship with the incredibly talented John Mayer, who is 11 years her senior.

Although fans were less concerned with the outcome of the relationship and more concerned with the music that would come of it, it's probably true that the relationship was doomed from the start for that exact reason.

Once the relationship fell apart, fans pretty much reveled in the music. If you're not sure which songs came out of the Taylor-John demise, check out John's "Paper Doll" and Taylor's aptly-titled "Dear John." It may be too late for their relationship, but it's not too late for you to enjoy the amazing tunes that came from it!

Photo: WENN

Harry Styles

It's no secret that Harry Styles loves older women, but when he entered into a relationship with the then-32-year-old Caroline Flack while he was just 17 years old, all hell broke loose. The One Direction fandom had a field day with this relationship, sending Caroline a slew of death threats on the daily. No doubt, it would've still been bad if the girl were closer to Harry's age, but the fact that Caroline's 15 years older than the teen pop sensation definitely didn't do the pair any good.

Ultimately, the scrutiny from the public turned out to be too much and the relationship fell apart. This is further proof that if Harry fans don't approve, the relationship is pretty much over before it starts.

Photo: Gareth Cattermole/Getty Images

Dakota Fanning

After being photographed holding hands around New York back in 2013, it was confirmed that a 19-year-old Dakota Fanning was in a relationship with model Jamie Strachan, who's 13 years her senior.

Three years later, in 2016, Dakota revealed the couple called it quits! When asked about the split, Dakota told Town & Country magazine, "You don't air your dirty laundry to people that aren't your family or your friends."

Even though she wouldn't divulge the juicy details, she did remark about how much she hates dating, so it's safe to say she wasn't looking forward to jumping back in the dating pool.

Photo: WENN

Hayden Panettiere

It's been a minute since Hayden Panettiere and Milo Ventimiglia were a thing, but just about ten years later and we still just can't seem to forget!

Hayden and Milo first met on the set of the sci-fi drama Heroes, and engaged in over a year-long relationship. Hayden was just 19 years old at the time, and Milo was in his thirties, sitting pretty at 12 years her senior.

Even though fans adored this couple (seriously, even Hayden's mom shipped it), ultimately, the two were just in different places at the time and wanted different things. Who can blame them?

Photo: WENN

22 Couples with Larger Age Gaps Than You Thought

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