Everything We Know About Ashley Benson and Cara Delevingne's Relationship So Far

Tamara Fuentes, Carolyn Twersky
Photo credit: Getty

From Seventeen

Rumors of a coupling between British model Cara Delevingne and Pretty Little Liars star, Ashley Benson have been swarming around for almost a year now, so it's fitting that the two finally came forward with their relationship. Need a reminder on how this beautiful union came to be? Take a look back at this timeline of Cara and Ashley's relationship.


October 14, 2019:

Cara Delevingne had a big night when she was honored by Girl Up for her advocacy for the LGBTQ+ community and she also couldn't stop gushing about her relationship with Ashley Benson.

"It's so nice to have someone in my life that supports me so much and loves me," Cara told E! News. "I'm the luckiest girl in the world."

While the cute couple didn't pose on the red carpet together, Ashley posted a video of Cara accepting the award with the caption, "So proud of you. I love you."

Photo credit: ashleybenson - Instagram

September 9, 2019:

Cara Delevingne and Ashley Benson packed on the PDA while cheering on Serena Williams at the 2019 US Open Women's Final. The two seemed to enjoy the match, but couldn't help but sneak in some kisses here and there, and a few were caught on camera.

Photo credit: Gotham - Getty Images

This display of love comes after Cara opened up to Marie Claire about how her relationship with Ashley started very unexpectedly.

"We weren’t looking for it," Cara said about them meeting and hitting it off on the set of their movie Her Smell. "It was really just very authentic and natural."

September 2, 2019:

Cara Delevingne just opened up about her relationship with Ashley and while it might not be what fans have been hoping for, she definitely wants the world to know that they are totally the real deal.

In her new interview with Elle UK, Cara revealed why she wants to keep her relationship private and how it has been so different from her past ones.

"[I won't talk about it] because it’s sacred. I get why people care so much, and I don’t want to be so secretive that people think I’m ashamed of anything. But I’ve never been in a relationship where things are so public, or where I posted pictures of someone else," she said about her relationship with Ashley. "This seemed different. We had gotten to the point where we had kept it a secret, or at least not wanted attention, and now I feel like I’m not going to not be proud. Which isn’t the same thing as wanting to pose on a red carpet together, either. People make their own assumptions and that’s what worried me. Because if it is something that is so good, you don’t ever want anyone to ever change it, even though people shouldn’t have that power."

August 5, 2019:

Cara and Ashley are NOT married, despite reports made otherwise from a British tabloid.

The Sun recently reported that the couple headed to Las Vegas in order to tie the knot in front of an Elvis impersonator and some celebrity friends, including The Jonas Brothers. A source has since told E! News that this is false. Instead, Ashley and Cara apparently had a "friendship ceremony" about a year ago, but of course, that one was not legally binding.

If your heart is broken that these two are not engaged in holy matrimony, you're not alone. But, considering they reportedly live together, and have matching tattoos, maybe a real wedding isn't too far off.

July 22, 2019:

While the engagement rumors that were circling earlier in the month may have been proven to be false, Cara and Ashley did recently take a very big step in their relationship. In an ad for her new sunglasses collection with Privé Revaux, Ashley showed off her new side boob tat, which features Cara's initials, "CD."

The tattoo is major when it comes to Cara and Ashley's relationship. I mean, it's even more permanent than getting engaged! It's unclear if Cara has a matching tat featuring Ashley's initials as well, but a girl can hope!

July 10, 2019:

OK, don't freak out, but Cara and Ashley might be engaged! Yup! You heard that right. And while right now it's just a rumor, there is some pretty good evidence, namely that the two were spotted with bands on their ring fingers while on vacation in Saint Tropez.

Photo credit: BACKGRID

Nothing has been confirmed, but considering it took the couple a year to admit to the public that they're actually dating, we might be facing a similar timeline when it comes to them commenting on their engagement. In the meantime, I'll be sitting here freaking out and celebrating their maybe engagement with the rest of Twitter.




June 29, 2019:

Cara and Ashley brought their love to Paris as they attended the wedding of Big Little Lies star Zoe Kravitz. The two looked absolutely adorable in matching black looks as they walked the streets laughing together, making their way to the wedding venue.

Photo credit: AbacaPress / SplashNews.com

The night before, the couple attended Zoe's rehearsal dinner and, once again, looked stylish af in their respective outfits. Unfortunately, they didn't post any content from inside the event, but I'm sure they had a great time together celebrating the exciting occasion.

June 18, 2019:

Now that Ashley and Cara are FINALLY public, it seems like they are just revealing all the insider information about their relationship, and I am eating it all up. Recently, at the TrevorLIVE Gala, Cara told E! why she decided to go public with her relationship with Ashley after months of speculation and she revealed it was thanks to two important anniversaries.

"I don't know, because it is Pride [month]," she said. "It's been 50 years since Stonewall [riots] ] happened and I don't know. It's been just about our one year anniversary so, why not?"

Later, when Cara spoke at the gala, she took a moment to thank her girlfriend, who was in the audience. "I also have another very special woman in this room to thank and you know who you are," the model said, referring to Ashley. "She's one of the people who help me love myself when I needed it most and I really needed it. She showed me what real love is and how to accept it, which is a lot harder than I thought." She ended her speech with a simple, "I love you, Sprinkles," revealing the cutest pet name for a SO ever!

Meanwhile, Ashley couldn't help but support her bae from the audience and she shared a pic of Cara onstage on her Instagram story. "Love you @caradelevingne," she wrote. "Proud of you."


Photo credit: Instagram

June 17, 2019:

Looks like Ashley and Cara aren't hiding their relationship anymore. Cara posted a steamy video of the two of them making out on her Instagram page with the caption "#PRIDE".

Fans have been going crazy over the video and Ashley responded with a bunch of heart emojis so the love is so real!

June 14, 2019:

At this point, Ashley and Cara don't even need to confirm that they're dating because there are so many signs that their relationship is flourishing. The two have been spotted on countless dates and have even defended each other against haters commenting on their relationship.

Now, Us Weekly is reporting that Cara and Ashley have taken a huge step. A source told the outlet that Ashley sold her home in Los Angeles and moved into Cara's place. The news comes less than a year after the two were first romantically linked in May 2018.

May 29, 2019:

Things with Ashley and Cara seem to be going really well. So well, in fact, that the two decide to indulge in a large purchase together...a sex bench!

The couple was spotted carrying a $400 sex bench into their LA home and I'm getting red just looking at the pics. In case you were wondering, a sex bench is a hanging contraption used during sexual acts and the one they bought looks pretty intense.

Ashley and Cara seem to be very excited about their new purchase, and I truly hope they enjoy their new toy.

April 29, 2019:

While Ashely and Cara have yet to officially confirm their relationship, they have been forced to defend it against haters on Instagram. Recently, an account shared a video of Cara Delevingne with some of her friends. They used the caption of the photo to warn Ashley about Cara, calling the model "disrespectful towards women" and saying that Ashley "deserves better."

Then, another commenter chimed in. "I'm serious you need to stay away from that devil and never go back I'm sure many strong handsome religious men would take you back in a heartbeat. You are not like this you aren't gay you love men and you need one."

Obviously, this didn't fly with Ashley who wasn't about to let a random stranger define her sexual identity. "You need to mind your own business," she wrote. "Stop making things up."

Finally, Cara chimed in, responding to both the original poster as well as the commenter. "You are f*cking disgusting!" she said. "If you have a problem with true love then come and say this sh*t to my face instead [of] pathetically hating through Instagram. I genuinely feel sorry for you both, you are clearly not happy with your lives and have far too much time on your hands. Maybe get a hobby that doesn't involve being homophobic and hating other for being happy."

And, with that, Cara and Ashley shut down some extremely offensive people, and seemingly confirmed that what they have is "true love."

March 5, 2019:

Ashley and Cara keep it very coy when it comes to their relationship. They don't post pics of each other too much on social media, and we barely ever see them in public. That's why, this rare glimpse of PDA was pretty major.

Stylist Jami Mizrahi posted a pic of the couple on Instagram, hanging in a car following Chanel's Paris Fashion Week show, which featured Karl Lagerfeld's final collection for the brand. The two are seen embracing in a sweet moment.

Cara walked in the Chanel show, so Ashley was most likely front row supporting her girlfriend. And what better way to celebrate a major career moment than to enjoy a cuddle puddle with bae?

December 24, 2018:

Things seem to be getting pretty serious between Cara and Ashley as the couple heads to Cara's hometown of London just in time for Christmas. The two held hands as they made their way through the airport, with Cara even showing some affection and kissing Ashley's hand at one point.

Ashley will most likely be meeting Cara's whole family while in London, a big step following rumors that the couple broke up earlier this month.

Here's hoping they post some cute Christmas snaps for us to enjoy. Are matching red onesies too much to ask for?

December 19, 2018:

Cara and Ashley seem to be doing just fine thanks to recent fan sightings of the two of them together celebrating Ashley's birthday in London.

The two of them hit up Winter Wonderland where they were spotted riding a roller coaster together and having a good time.

According to the same fan account, they also hit up a gallery together and spent the night at the Natural History Museum in London.

Looks like we have nothing to worry about with these two!

December 18, 2018:

Sorry, Cash fans, Cara and Ashley might have just called it quits. Cara recently posted a photo of her talking about the importance of crying.

Ashley, however, seems to be doing just fine especially since it's her birthday. She posted a photo of a sunset the day before, but didn't post a caption.

The two of them haven't been spotted together in a while, so it's not that surprising to hear that they've broken up. According to her Instagram, they're still following each other so there's likely no hard feelings between them.

October 25, 2018:

While it's not the official confirmation that we've all been waiting for, it seems like things are going pretty well for Cash according to a new report.

A source revealed to Us Weekly that Ashley is "very happy" in her relationship with Cara.

"Ashley and Cara are dating. This is the first girl she’s ever dated," the source said. "This relationship with Cara is the first time she’s been in a healthy relationship and she feels as if it’s really easy with her."

If only they would say this to us officially! At least we now know that they're pretty much the real deal.

October 23, 2018:

OK, can we just say that Cara and Ashley are dating already? I mean, they're not exactly hiding it anymore. The two are even giving each other compliments over Instagram, the most public platform of all! When Ashley posted a photo of a neon sign that read, "you are magic," Cara was quick to jump at the opportunity. "Yes you are," she commented on the post.

OMGGGG! They're adorable and we are living for this relationship. If you need me, I'll be sitting and waiting for Cara and Ashley to confirm that Cash (and love) is real.

October 19, 2018:

Guys, alert the press! Ashley is cheating on Cara with a...pink stuffed monkey? That's right, the actress was seen leaving a hotel in NYC with a monkey!! Don't believe me? See for yourself.

Photo credit: KEVY, JWNY

OK, so it could be Cara, so fed up with the paparazzi that she opted for this creative face shield. Despite the coverage, we aren't fooled. We know the two were hanging together in NYC over the weekend, further fueling romance rumors. The only question now is, are monkey face masks in now? Should we head over to our local arcade and get one for ourselves?

October 13, 2018:

It was a solo night for Cara Delevingne as she attended the Royal Wedding of Princess Eugenie and Jack Brooksbank. While all eyes were on the newlyweds, Cara stole the show when she showed up wearing a top hat and tails. She later took it to the next level when she posted the most adorable throwback photo.

While fans and fashionistas were freaking out over the photo, Ashley couldn't help but jump in the excitement.

Photo credit: CommentsbyCelebs - Instagram

"STOP," Ashley commented on the photo.

Guess it's safe to say she loved the throwback as much as we did.

September 28, 2018:

Get ready for this Cash fans. The two gal pals just made their first appearance together at Paris Fashion Week and they look super fierce.

While they still haven’t confirmed their relationship, it seems they’re pretty close enough as they left the Balmain show together. Cara actually opened the show, so Ashley was there cheering her on.

September 10, 2018:

Fans thought the couple finally confirmed their relationship, but it turns out, Ashley actually got hacked. Cara posted a photo of herself at the Toronto International Film Festival and while Ashley wasn't in the photo with her, her (very short) comment did make everyone freak out.

"Mine," she commented on the photo, according to Comments by Celebs.

After a few hours of complete chaos within the Cashley ship, Ash took to her Instagram story to share that her account was hacked while she was on a flight.

Photo credit: Instagram

Will confirmation ever come?!?

September 9, 2018:

Ashley and Cara attended the Toronto International Film Festival premiere of their new movie, Her Smell. The two looked gorgeous at the event and later attended at cocktail party for the movie together.

Photo credit: Getty

"Her Smell" stars Elisabeth Moss as Becky, a self-destructive rockstar struggling with sobriety. While we don't know for sure, we can assume that Cara and Ashley both play members of Becky's band.

In an interview with W, Ashley said her role is a departure from Pretty Little Liars' Hanna. "I am really excited for people to see this movie," she said. "The cast was just amazing."

Photo credit: Sonia Recchia - Getty Images

Is it safe to assume that the two met and bonded on the set of Her Smell? We can't wait to check out the indie flick and see if Cara and Ashley have any onscreen chemistry.

August 28, 2018:

Remember that "C" necklace that Ashley was seen wearing before? Well, Ashley just revealed the meaning behind the necklace to Elle.

"There's this company called Lola James that designs these 'squad goals' or friendship necklaces, so that’s really it," she told Elle.

Ashley previously said that she won't openly talk about her relationships, but at we're still holding out hope that they'll confirm it someday.

August 24, 2018:

While the rumored couple has been seen out and about together recently, Ashley says that she doesn't plan to officially confirm the romance rumors as she wants to keep her romantic life private.

"I mean it’s hard, I don’t know, you kind of can’t get away from that if you’re in the public eye," she told People. "I just kinda try to keep myself as private as possible."

Ashley said that she prefers to live in NYC instead of LA because she gets more privacy when she's out of the house.

"That’s one good thing about living in New York — I can live kind of a normal lifestyle. In L.A., the paparazzi are really bad, but here I can kind of just walk anywhere and not be bothered."

Even though she won't officially confirm their relationship, it still seems very real and we can't wait to see more of them together soon.

August 18, 2018:

Cara celebrated her 26th birthday with a ton of famous friends, including rumored girlfriend, Ashley Benson.

Since photo booths seem to be required at celeb parties these days, guests (including Margot Robbie, Zoe Kravitz, Sienna Miller, and Kate Beckinsale) gathered around with tiny instruments and bunny ears to take some pics. Ashley seemed to fit right in among Cara's crew.

To top it off, a mermaid made an appearance and, obviously, tons of pics were taken with the sparkly mythical creature.

August 14, 2018:

While we are still waiting for an official confirmation, we may no longer need it after the pair was seen at Heathrow Airport in London locking lips.

In the photo, Ashley can also be seen wearing a "C" necklace, assumed to be for Cara! And that's like, a big deal in a relationship!

May 27, 2018:

Cara and Ashley (can we call them Cash?) were spotted again, this time in West Hollywood. The two got pretty cozy while paying the parking meter.

Ok, these photos are adorable, and definitely NOT platonic!

May 18, 2018:

While Cara and Ashley had been hanging out for awhile now, posting pics on Insta throughout, we finally have our first piece of evidence that they might be together! The two were seen holding hands leaving a bowling alley in New York. Obviously fans have been freaking out ever since.

One fan even spotted the couple making out at a bar!

We are SO here for this romance.

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