Friends, today we gather to examine the illustrious career of noted bisexual and notorious grower of eyebrows Cara Jocelyn Delevingne. Who is Cara Delevingne’s 2020 girlfriend? Who are all of her previous girlfriends? Let’s talk about it.
Throughout the years we’ve been covering celebrity gossip, Ms Delevingne has been at the center of a lot of our programming. While our previous timeline of Demi Lovato was scattered with the occasional quiet period, no such silence exists for Delevigne, possibly the world’s most prolific bisexual with a long list of ex girlfriends. If there is Vapid Fluff drama to be found, it almost certainly concerns Cara, someone she’s dated, someone she’s about to date, or someone who doesn’t know that a year from now they’ll be dating Cara Delevingne. If you’re reading this right now and you haven’t dated Cara Delevingne, trust me: you will.
While assembling this detailed but by no means complete collection, it was striking how often journalists bulldozed over or otherwise completely dismissed Ms Delevingne’s bisexuality. You know who’s bisexual? Cara Delevingne. Even if she dates every woman in the whole world (and she seems like she’s trying), Cara’s bisexuality will still be a real and valid thing that exists!
These posts are intended to be living documents, so if there are important developments I’ve missed, please let me know in the comments and we will continue to add.
If this exhaustive list is only the publicly recorded incidents, imagine all the stuff we don’t know. Jesus.
Dec 27, 2013 – Miley Cyrus and Cara are photographed licking each others’ tongues, because contractually every queer person in Hollywood has to make out with Cara at least once. Miley was reportedly on a break from Liam Hemsworth at the time of this photograph.
January 8, 2014 – Cara Delevingne and Michelle Rodriguez teach the world at large about the beauty of their budding relationship by getting waaaaasted and making out sloppily at a Knicks game. Riese and I have compared notes and determined that this magical moment constitutes the birth of the modern Vapid Fluff movement.
Feb 18, 2014 – The relationship between Cara and Michelle Rodriguez is officially confirmed to the press.
Feb 23, 2014 – Michelle and Cara are named by Autostraddle as the “Gayest Couple Ever;” it is confirmed that the pair held hands while receiving an intravenous vitamin drip, which interestingly enough is not a euphemism for anything.
March 3, 2014 – Years before the world will end and Tiger King will become all we have left, Michelle and Cara visit a (notably unethical!!!) big cat reserve and photograph themselves bottle-feeding a tiger. This is apparently something Cara loves doing.
July 7, 2014 – We regretfully admit that Michelle Rodriguez and Cara have gone their separate ways, as Michelle is already having this extremely heterosexual public relationship with Zac Efron.
August 7, 2014 – Cara and Selena Gomez vacation together in Saint-Tropez. Rumors abound that the two are dating, which Selena later squashes though she does admit she loved every minute of it. “Honestly, though, she’s incredible and very open and she just makes me open… She’s so fun and she’s just extremely adventurous, and sometimes I just want that in my life, so I didn’t mind it. I loved it.” She sure is, kid.
November 6, 2014 – Did Cara give her costar Jack O’Connell this hickey? Sure seems like it.
March 2, 2015 – We began to suspect that Cara Delevingne and Annie Clark (aka St Vincent) might be dating. This post marked the debut of a paper doll I made of Cara to avoid having to post copyrighted tabloid shots from the Daily Mail. That thing is still kicking around my apartment somewhere; I found her when I was moving in August.
April 22, 2015 – A month and a half into this glorious relationship, we feared they might have broken up, but oh no:
I am very much in love ❤️
— Cara Delevingne (@Caradelevingne) April 22, 2015
June 19, 2015 – Cara and her eyebrows grace the cover of Vogue, and for the first time I learn that her name is pronounced KAH-rah. She publicly comments on her relationship for the first time – “I think that being in love with my girlfriend is a big part of why I’m feeling so happy with who I am these days. And for those words to come out of my mouth is actually a miracle.” Then the reporter is dismissive about her bisexuality, which is a fun treat for everyone:
She conveys a Millennial’s ennui at the expectation that she ought to settle upon a sexual orientation, and her interests—video games, yes; manicures, no—might register as gender-defiant in the realm of dresses and heels. (“I’m a bro-ey chick,” says Cara.)
And then this gem:
It took me a long time to accept the idea, until I first fell in love with a girl at 20 and recognized that I had to accept it,” she explains. “But I have erotic dreams only about men. I had one two nights ago where I went up to a guy in the back of a VW minivan, with a bunch of his friends around him, and pretty much jumped him.” Her parents seem to think girls are just a phase for Cara, and they may be correct. “Women are what completely inspire me, and they have also been my downfall. I have only been hurt by women, my mother first of all.
“The thing is,” she continues, “if I ever found a guy I could fall in love with, I’d want to marry him and have his children. And that scares me to death because I think I’m a whole bunch of crazy, and I always worry that a guy will walk away once he really, truly knows me.” When I suggest to Cara that to trust a man, she might have to revise an old and stubborn idea of hers—that women are perennially troubled and therefore only women will accept her—her smile says she concedes the point.
At this point, my eyeballs explode from rage. It will take me five years for them to grow back, at which point I will write this article, reread this quote about her smile conceding the point, and then they will explode again.
June 25, 2015 – Vogue readers are so offended by that Vogue piece that they start an online petition demanding that Vogue apologize! It receives nearly 30,000 signatures.
July 16, 2015 – Cara is profiled in the New York Times, and literally says, “My sexuality is not a phase.” The best part of bisexuality is having to repeat this over and over until you die!!!!
July 22, 2015 – Cara buys Annie this guitar, which is autographed by David Bowie. She wins every girlfriend award literally forever and none of us can even vaguely hope to top this extremely suave move.
December 16, 2015 – Cara brings Annie home to the Delevingne family Christmas, and Annie looks right at home among all the cheekbones. Things are pretty serious!
February 10, 2016 – Did Cara and Annie get engaged atop the Eiffel Tower? That’s what the tabloids think, even though this seems like too basic a move for these two weirdos.
June 20, 2016 – Cara and Annie are both featured in Marc Jacobs’ 2016 campaign.
August 3, 2016 – Cara tells Elle that she’s “completely in love,” which as any embittered person can tell you, signals the death rattle for her relationship. Things are about to get weird over here.
September 10, 2016 – We start hearing rumors that Cara and Annie have split for good.
September 17, 2016 – Cara visits another tiger. Still not great!!!!!
September 25, 2016 – According to the tabloids, Cara Delevingne has been having “sleepovers” with Amber Heard, in the midst of Heard’s extremely messy divorce from Johnny Depp.
October 4, 2016 – Hangs out with Dakota Johnson on her birthday, FaceTimes Taylor Swift. Not necessarily a bisexual move, but not not a bisexual move.
October 10, 2016 – Annie Clark is spotted roaming Astor Place in matchy outfits with Kristen Stewart, as one does. Tongues wag! Rumors fly! They seem to date for a while and it’s a real moment for everyone.
October 13, 2016 – What are Dakota Johnson and Cara up to? Just normal gal pal things:
Dakota johnson & Cara delevingne pic.twitter.com/A7NLiZzODD
— ️️ (@celebsgalery) October 13, 2016
October 18, 2016 – A fan sees Cara Delevingne and Amber Heard getting coffee together and sneaks a photo; the internet seems to take this as confirmation that the two are officially dating.
— Elton Firmalino (@elt0nb0y) October 18, 2016
November 24, 2016 – The internet says Cara ISN’T dating Amber Heard, despite a “flirty” friendship and rumored “lip locking” at Kendall Jenner’s 21st birthday party.
December 14, 2016 – Annie Clark is seen having dinner in Los Angeles with Cara, which sparks reconciliation rumors. Later, Annie releases mournful ballad “New York,” and we all try to guess which ex it’s about.
December 21, 2016 – Who among us has not cuddled up in the back of a car with their very good friend Amber Heard after leaving a wild party thrown by Rihanna?
March 20, 2017 – Cara is seen taking in a Broadway show with ex Annie Clark. If this isn’t gay enough for you, they were going to watch Cate Blanchett (she was starring in The Present at the time).
May 7, 2017 – The MTV Movie Awards take place, where allegedly Cara first “hits it off” with “rising It Girl” Paris Jackson.
June 30, 2017 – In the upcoming August edition of Glamour, Cara has the unique pleasure of telling yet another journalist that she remains bisexual:
“Once I spoke about my sexual fluidity, people were like, ‘So you’re gay,’” she explains. “And I’m like, ‘No, I’m not gay…’ A lot of the friends I have who are straight have such an old way of thinking. It’s, ‘so you’re just gay, right?’ [They] don’t understand it. [If] I’m like, ‘Oh, I really like this guy,’ [they’re like], ‘But you’re gay.’ I’m like, ‘No, you’re so annoying!’ …Someone is in a relationship with a girl one minute, or a boy is in a relationship with a boy, I don’t want them to be pigeonholed. Imagine if I got married to a man. Would people be like — ‘she lied to us!’ It’s like, no.”
August 10, 2017 – Does Cara have a “creepy crush” on Rihanna? An anonymous source in a tabloid thinks so: “They used to be really close but when Cara said she had feelings for Ri, things went south.. Cara can be really intense and obsessive. She’ll just stare and stare at Rihanna and it makes Ri uncomfortable.” Sounds like they got me and Cara confused. Anyway, Gossip Cop says this story isn’t true.
August 12, 2017 – Is Cara bailing on her model friends to make room for all her new high-profile actress friends? OK’s source says, “Now she’s pestering [A-list actresses] with calls and emails, asking them out for lunch or coffee. She’s even willing to put aside her rivalry with Kristen Stewart.” Must be pretty serious! As Gossip Cop points out, this story is published while Cara is on vacation with a bunch of her model friends. Debunked!
September 27, 2017 – Annie Clark is profiled by Vogue UK and has this to say about Cara: “We’ll always be really close. I’ll love her forever… I fell in love with this very famous person. It’s not anything I was in any way ashamed of, so I wouldn’t have hidden it.”
December 6, 2017 – Cara is seen leaving a nightclub with 19-year-old Paris Jackson, allegedly bound for 25-year-old Delevigne’s hotel.
February 20, 2018 – Paris and Cara galavant around Europe, “doing little to quash romance rumors” and allegedly “hanging out and having fun.”
February 21, 2018 – Gossip Cop says Paris and Cara aren’t dating, because they never want me to have any fun. They also quote Jackson as saying, “Hand holding is a very common thing,” which I guess it is, but whatever.
March 21, 2018 – Anyway, a month later, Paris and Cara watch Carol in bed together and if THAT’S not gay I don’t know what to tell you.
March 27, 2018 – Paris Jackson and Cara are seen kissing and cavorting outside a restaurant while waiting for a table with Paris’ godfather Macaulay Culkin and his girlfriend. This is all the scientific evidence we need.
May 3, 2018 – Well, looks like this is happening.
May 9, 2018 – We learn that Cara will be in the Elisabeth Moss film Her Smell, as a member of the band. Her costars will include rumored sometimes-paramour Amber Heard and her new pal Pretty Little Liars star Ashley Benson.
May 23, 2018 – Ashley Benson and Cara Delevingne hold hands on the street.
May 27, 2018 – Cara is seen having what appears to be a pretty romantic time with Ashley Benson at a parking meter, a popular location for passion.
NOWOŚĆ: Cara i Ashley Benson zauważone przez paparazzi w West Hollywood. pic.twitter.com/WMJ1NMgCsG
— Cara Delevingne Polska (@CDelevingnePOL) May 27, 2018
June 20, 2018 – While tabloids claim that Paris Jackson is now dating three women (Cara Delevingne, Ashley Benson and DJ Caroline D’Amore), Gossip Cop debunks the rumor. Paris also jumps in to offer her own salty rebuttal; seems like her situation with Cara may have soured. No word on Guy with the Man Bun.
i’ve never met miss benzo. caroline is one of my bestest friends who is **straight** and **married**, and also the mother of my godchild. cara and i were never officially exclusive, you guys made that up. https://t.co/mhXzZvdvLG
— PK (@ParisJackson) June 20, 2018
August 10, 2018 – Is Ashley wearing a necklace with a little C and a little A on it or is she gay?
August 14, 2018 – We’ve decided it’s officially official; Cara Delevingne and Ashley Benson are dating now!
August 15, 2018 – Paris tweets and then deletes “welp. she makes you happy so.. whatever makes you happy..” but chooses to stick with a more universal message:
— PK (@ParisJackson) August 15, 2018
August 18, 2018 – Ashley attends Cara’s star-studded birthday party:
August 24, 2018 – Ashley Benson refuses to confirm her relationship with Cara to People and instead says she chooses to keep her relationships very private. “I think it’s the best way in any relationship… I’ve always been very private about them, and I think it’s just better.”
September 28, 2018 – Ashley sits in the front row as Cara walks the runway during Paris Fashion Week. It’s nice that these two are such supportive friends.
November 23, 2018 – Ashley and Cara enjoy Thanksgiving in London, as one does.
December 22, 2018 – I’m not sure what your tabloid-speculated maybe-girlfriend is doing for your birthday, but Cara rents out the Natural History Museum of London for Ashley. Like, not just to take in the exhibits, but with a bed surrounded by Christmas decorations. What a pal! She also makes two whale puns in one Instagram caption, which is illegal:
January 4, 2019 – Cara and Ashley vacation in the Maldives with some friends, some ass grabbing happens.
January 8, 2019 – Spotted kissing in Los Angeles after being observed eating lunch! Being famous is so weird.
March 5, 2019 – Still looking pretty friendly over here.
May 29, 2019 – On a day that will live forever in infamy, Delevingne and Benson are seen collaboratively carrying a high-end piece of sexual furniture into Cara’s home.
June 13, 2019 – Now that the place is furnished, Ashley is finally free to sell her place in LA and move in with Cara.
June 18, 2019 – You’d think the sex bench would have done it, but Cara finally goes ahead and confirms her big gay relationship with Ashley Benson via Instagram. When asked about the post by E! News during the TrevorLIVE Gala, Delevingne comments, “I don’t know because it is Pride, it’s been 50 years since Stonewall happened and I don’t know. It’s been just about our one year anniversary so, why not?” Later, she tells the world that her nickname for Ashley is Sprinkles, and everyone dies. Everyone is dead now.
July 1, 2019 – Now that they’re officially an Established Hollywood Couple, Cara and Ashley are free to upgrade their relationship to Wedding Dates.
July 10, 2019 – Actually, we’d better upgrade it all the way up to “allegedly engaged, according to randos on Twitter.”
July 23, 2019 – In a popular Definitely Never Breaking Up Because Our Love Is For Sure A Real Thing That’s Built To Last move, Delevingne and Benson reveal that they got nauseating tattoos of each others’ initials.
August 5, 2019 – We thought Ashley and Cara got married, but it turns out they did not.
September 10, 2019 – Despite reports that Cara and Orlando Bloom were “flirting up a storm” while doing promo for Carnival Row, Gossip Cop says Katy Perry is actually not jealous and this story is a load of hogwash. Good for you, Katy Perry.
October 10, 2019 – One thing Cara is doing on the Carnival Row press circuit is gushing about Ashley Benson. “It’s so nice to have someone in my life that supports me so much and loves me. I’m the luckiest girl in the world.”
December 10, 2019 – Cara tweets and then deletes about a breakup with Ashley. The post is only up for 20 minutes. Was she hacked or is this just dyke drama?
December 23, 2019 – Suave Leo Cara surprises her Sagittarius love with a whirlwind trip to Morocco. Sags love spontaneity!
January 11, 2020 – Did Rihanna offer her home in Barbados to Cara and Sprinkles for their wedding? Gossip Cop say no. Gossip Cop are really raining on my parade over here.
February 19, 2020 – Ashley posts a very cute kissing selfie with Cara for Valentine’s Day and the Stand Up To Cancer campaign.
April 1, 2020 – As the world we once knew dissolves into chaos, Cara and Ashley find peace in quarantine by fostering some really cute puppies. Their names are Bowie and Hendrix!
April 21, 2020 – Cara releases some behind the scene photos of when she very casually provided some background “meow” noises on Fiona Apple’s new record.
May 5, 2020 – Here we go again! Did Cara and Ashley get married in Mexico? Gossip Cop still says “no.” As a matter of fact…
May 6, 2020 – Cara Delevingne and Ashley Benson announce that their romance is no more, that love remains a lie an all hope is dead. They like, extra did not get married in Mexico, as it turns out.
May 14, 2020 – Ashley Benson is seen kissing G-Eazy and fans of her relationship with Cara are appalled! Cara takes to her Instagram stories to ask her fans to lay off.
July 23, 2020 – Rumors start flying that Cara Delevingne, 28, is now dating model Kaia Gerber, 19. Personally I do not like the Cara Delevingne/Kaia Gerber age difference at all! It may surprise you to learn that Gossip Cop says this rumor is false.
August 13, 2020 – You know what Cara loves doing? Getting really ill-advised matching tattoos with women! To celebrate her birthday, she and Kaia got “solemates” tattooed on their feet so they can hold toes and it’s uncomfortable for me. Vogue calls it a “modern iteration of the friendship bracelet.”
September 8, 2020 – Apparently Cara and Halsey have been “hooking up for the last couple of weeks and having a laugh together.” Sure, why not! Halsey and G-Eazy are exes too, which (if true) is very The Chart of everyone involved.
September 20, 2020 – Is It True Kaia Gerber Is Hung Up On Cara Delevingne And Can’t Move On? Join the club, kid. Might I recommend Some Guy With A Man Bun?
October 21, 2020 – Although Kaia Gerber is rumored to be dating Euphoria star Jacob Elordi, this blind item seems to suggest Cara is still her not-so-secret side dish.