Feature image photo of Ariana Debose and Sue Makkoo by PATRICK T. FALLON/AFP via Getty Images / photo of Holland Taylor and Sarah Paulson by Emma McIntyre /VF19/WireImage via Getty Images
If thereโs two things I love, itโs a romantic comedy and a gay May-December romance. Iโve just come off watching nearly all of Audrey Hepburnโs romantic comedies (follow me on Letterboxd, Iโm watching a romcom a week!), and I couldnโt help but notice that throughout her career, Audrey Hepburn played opposite men who are much older than her.
A leading man being older than his romantic opposite is kind of standard practice, as far as Hollywood goes, but itโs especially blatant in Audreyโs films. Fred Astaire and Humphrey Bogart, two of her leading men, were literally born in the year 1899! Not only were they 30 whole years older than her, they were born in an entirely different century! I have a lot of thoughts about why this was, first and foremost of which is that Hollywood wasnโt quite sure what to do with Audrey Hepburnโs wide-eyed, โinnocent” look, so they often cast her in roles that infantilized her, making her the perfect match for a Protective and Paternal romantic lead. (Hit me up for more on this, for real, Iโm working on some real theories.)
But I digress. Weโre here today because we are gay, not for my hot Old Hollywood takes! And because I am me, and because I am obsessed with celebrity relationships, I also have some thoughts about how some iconic celesbian May-December relationships are represented by these iconic Audrey Hepburn films.
My Fair Lady (1964)
Audrey (35)/Rex Harrison (56)
Ariana Debose/Sue Makkoo

Photo by PATRICK T. FALLON/AFP via Getty Images
Assigning the classic musical to Ariana DeBose might seem like a gimme, but hear me out. This is a musical, ultimately, about the comforts of being in the house even when you have access to a whole glittery society, is it not? Which, from the profile about their cottage home, seems to fit these two to a tee. And though it was obviously miles away from the horse races and โCome on Dover, move your bloominโ arse!,” wasnโt Arianaโs Oscars speech a delightful breath of fresh (and genuine!) air on a (normallyโฆ) stodgy night?
Charade (1963)
Audrey (34)/Cary Grant (59)
Stephanie Allyne/Tig Notaro

Photo by Tara Ziemba/FilmMagic via Getty Images
This movie relies on banter! From their very first meeting on a vacation, Cary and Audreyโs characters are whipping bon mots at each other, building recurring bits together and making each other chuckle, all while on the run from some murderous assassins looking for a lost $125k. Cary Grant literally showers while wearing all his clothes, and itโs delightful. I have to imagine that all Tig and Stephanie do is laugh constantly, all while looking dapper and cool in the process.
Roman Holiday (1953)
Audrey (24)/Gregory Peck (37)
Robin Roberts/Amber Laign

Photo by Desiree Navarro/WireImage via Getty Images
Of meeting her wife, Amber, Robin writes in her memoir: โI liked that she had no idea who I was.” In Roman Holiday, Gregory Peck meets Audrey Hepburnโs character (a full on PRINCESS) after she sneaks out of a palace while on sedatives. He has no idea who she is, and later she has no idea who he is (a journalist, out for a scoop on the princessโs life). Can you imagine the international incident it would cause if a princess went missing for a night these days? And who would do the morning-after interview upon the princessโs safe return? None other than Good Morning America‘s living legend, Robin Roberts, that’s who!
Funny Face (1957)
Audrey (28)/Fred Astaire (58)
Portia/Ellen

Photo by Emma McIntyre/Getty Images for The Recording Academy via Getty Images
Fred Astaire has become near-synonymous with romance in the mainstream, in the same way that, arguably, Ellen became synonymous with lesbian. The film takes place mostly in Paris, where Audrey Hepburnโs character is thrust into a high-profile modeling career, not unlike how Portiaโs relationship with Ellen thrust her even further into the limelight. Itโs fashionable, charming and witty, all adjectives you could use to describe Portia and Ellen, who also collect and sell art (Funny Face is a very artsy movie!). And while I acknowledge how mostly lovely this movie is, you do have to watch through rose-colored glasses (least egregious among a few sins in this movie is that Audrey Hepburn is called ugly so frequentlyโฆugly where!), not unlike the more complicated relationship many have understandably come to have with Ellen over the last few years.
Sabrina (1954)
Audrey (25)/Humphrey Bogart (55)
Sarah Paulson/Holland Taylor

Photo by Emma McIntyre /VF19/WireImage via Getty Images
Humphrey Bogart plays a very taciturn, stern businessman in this one, similar (though obviously less fun) to the type weโve come to know and love from Holland Taylor in The L Word, Legally Blonde, DEBS, or The Morning Show! And honestly, the idea that Audrey Hepburn needed a two-year sojourn to Paris to make her worthy of notice is absolutely absurd, but echoes the level of recognition weโve been fortunate enough to see Sarah Paulson reach over the last decade (thank you Ryan Murphy โ a sentence I truly never say), after years of steadily working her butt off! Itโs a romance that is unexpected but I still ended up losing it over this pairing by the close of the film, just like how one time I let Holland and Sarah cut me in line at a movie theater and also really lost it.
Breakfast at Tiffanyโs (1961)
Audrey (32)/George Peppard (33)
Sarah Paulson/Cherry Jones

Photo by – AMBER DE VOS /Patrick McMullan via Getty Images
George Peppard was only one year older than Audrey Hepburn, and these two are no longer together (obviously) so this doesnโt belong on this list for many reasons. But I had to include this erstwhile couple if only for the coded acceptance speech Cherry gave when she won a Tony in 2005 for her role in Doubt, thanking โLaura Wingfield,” the role Sarah Paulson was playing during that season. Something something New York blah blah culture whatever all that matters is I LOVE YOU CHERRY JONES.
I love that…have watched audrey films on tv as a kid , preteen and teen countless times but dubbed in german unfortunalely.
thank goddess for the invention of dvds.
I wonder who would play the queer roles in ariane- love in the afternoon and two for the road or wait after dark
What do you think analyssa?
I have had a hard time finding some of these online, too, so I’m very thankful for my roommate’s extensive DVD collection!
I actually haven’t seen any of the Audrey’s that you’ve listed above, but I’m excited to check them out!
I haven’t seen any of these movies or know anything about these couples but i just really appreciate the whole concept of this article lol
nice :)
Haha thank you! I definitely would recommend most of these, they’re really charming (though of course all come with the caveats that most old movies do…)
Dang. I didnโt realize that Audrey and most of those dudes were so far apart, or that Ellen and Portia are so far apart.
It’s so wild, thirty years for an acting co-star is huge, even by Hollywood standards I think!
And Ellen/Portia are 15 years, which yeah I didn’t realize either!
How about Gary Cooper and Audrey in ‘Love in the Afternoon’ one of my favorites.
Analyssa:
Thanks for this article if just to highlight some wonderful old Audrey Hepburn movies. I have seen nearly all of these and there is nothing like watching one of these classics wrapped in an afghan, with a hot drink (tea).
I knew that large age differences in romantic leads was common back then but never really thought about it as especially blatant in the Audrey Hepburn films. So thanks for that tidbit of hollywood history….
Just as an aside: Portia de Rossi always looks so pretty in just about every photo I have ever seen her in……
Re: on analyssas comment,april 11th,6.33 pm:
Analyssa,you should def check them out, often the old hollywood classics dvds come at a low price)or a library is a good bet if you dont wanna pay.drew, your film buff can surely help too ๐
Two for the road is not so well known, but great, more modern,with albert finney, a road movie.
but love in the afternoon is a classic, audrey having an affair with a man but pretending to have had many lovers,but gary,her paramore,is her first,is also a big age gap.
emily gilmore referenced the moviein a very entertaining way when she caught her husband’s mother who is widowed kissing a man
( gilmore girls)
And wait after dark is a thriller,audrey as a blind woman fighting off burglars …
Yeah i would love if you would suggest more queer couples and would update that article with more audrey films
I love that concept old classic hollywood transfered into queer couples ,make it into a series๐
Actually it doesnt have to be queer couples it can be a single queer person , i dont remember a romance in wait after dark
To second the point about libraries, chances are your local library does have a good collection of multiple copies of these classics.
I know because several years ago I donated a large collection (200+) of classic movies on DVDs from the 1930-1960s to my local library so they would be more accessible rather than me just hoarding them.
I am sure I am not unique in doing that……
All of the films highlighted here are worth watching…..