The Ladies of Johnny Depp’s Love Life

Amber Heard
Amber Heard
Amber Heard
Amber Heard
Amber Heard
Amber Heard
Jennifer Grey
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Kate Moss
Sherilyn Fenn
Vanessa Paradis
Vanessa Paradis
Vanessa Paradis
Vanessa Paradis
Vanessa Paradis
Vanessa Paradis
Vanessa Paradis
Vanessa Paradis
Vanessa Paradis
Vanessa Paradis
Winona Ryder
Winona Ryder
Winona Ryder
Winona Ryder
Winona Ryder
Winona Ryder
Winona Ryder
Winona Ryder
Winona Ryder
Winona Ryder

A fresh new handbag is great, clean white Birks look so good right now, and a denim jacket is hard to screw up. But a lady's best accessory? Clearly that would be Johnny Depp.

Let’s Talk About It! JOIN IN
  • Kate

    what an accurate description, but actually! wino(na) forever, y'all.
    p.s. hey ITG, any ideas where to pick up this accessory?

  • Ailyn Koay

    agreed. where can i get one?

  • Rosa

    He looked really happy with Winona

  • nina

    sorry ITG but no way, i used to like him but he looks like a total try-hard douchebag now.

    • thatreadinggrl1111

      Yes! YES! I totally agree! Unfortunately, the only other person I can find to share this opinion is my mother :)

    • Sierra

      Completely agree! Love him during the Winona / Kate Moss era but WTF is up with the effin zoot suit?!?!

    • Megan

      Preach! Ever since he hooked up with Amber Heard he just screams douche.

    • Lily

      yeah, he looks like a walking midlife crisis now. No thank you!

      • Soph

        Agreed ^ all of the above. What the hell is he thinking? It makes me ill.

  • Tara Kane

    This is my favorite slideshow of all time. Where's the Johnny to my Winona?

  • kaleiv

    All I think about when I see these pictures is how breathtaking Winona is!!!

    • Lauren

      looking back on it now, the 90s were an awesome time for beauty... everyone's cheeks were a little fuller and their faces had more personality

      • murt

        Yes and it was pre-botox/fillers..... now it seems like almost every celeb has a bit of that LA-face going on.

    • Rosie

      winona ryder top shelf!

  • lillylilacs

    Winona forever!

    Really though Winona and Johnny and Kate and Johnny were both beautiful couples. His prime has definitely passed (looks and acting wise it seems), but in the 90s he was it.

  • Lauren

    maybe at one point, but I find him so unappealing as of late.

  • Clever Girl Reviews

    He's had stellar luck in love department! I've glimpsed him in public eating with his kids in France. After dressing up as Jack Sparrow to entertain sick kids in the hospital his daughter was at a few years ago he can do no wrong in my book!

  • shelby

    how dare you mention amber heard here. she is a slap in the face to kate and winona and vanessa

    • jady

      maybe because she's his fiancee she has to be mentioned?

  • lulu

    I'm a firm believer in the Jonny+Winona magic.

  • Alex

    He definitely looks the most smug/ adoring with Amber .....maybe because of the age gap!!

  • a67penguin

    I agree about the Winona-Johnny magic, Lulu. Can you really blame the guy for hooking up with Amber Heard though? She's gorgeous in about 21 y/o! He's 50 y/o! Good for him. Vanessa seems to be doing just fine without him though!

    • Carolinemty

      Come on, Amber is only 28 y/o! if it's not mid-life crisis, i don't know what it is. He's realising he's getting old, don't accept it and is running behind his youth. for now it's just fine but in a few years the physical difference will be difficult to assume for both of them.

      • a67penguin

        Yep, he's getting old(er). Like all of us, unfortunately. Amber Heard is beautiful- as were all of his ladies- and perhaps he realizes this and that's why he's taking the step of marriage (like George Clooney).

  • Beth Jackson

    I've kinda loved Amber Heard since Zombieland. I find her fascinating, and she's gorgeous. Any chance of a Top Shelf?

  • sabah

    Kate and him were almost perfection. :)

  • Bells

    Amber is gorgeous, but she'll never be as cool as the 90s girls. Even Johnny himself will never be as cool as he was back then.

    I hate 2010s, want a time travelling machine!

  • Lauren

    Yes, but also young actresses weren't required to weight 105 pounds.

  • Brittany

    Aw Winona

  • eizhowa

    Pretty sure thats is Mark Wahlberg in Kates Calvin Klein ad.

  • eizhowa

    Picture 37 is of Johnny and Kate Moss, not Winona Ryder:)


    • prairie_dogs

      Whoa, did someone photoshop Winona's face on that picture? (Related, I thought to myself when I saw that photo in the slideshow, "Winona Ryder looks cooler than I usually think of her..."-- figures it was because she's cropped on to Kate's body language and outfit!)

  • madeau

    yes! and these ladies are infact the reason why we can't resist jonny!

  • g.s

    i thought he had great taste in women until amber heard

  • Megan

    Winona Ryder what a beauty is and still.

  • JY

    #19!!! IGGY POP!!!

  • Lily

    Winona, Kate and Vanessa are pretty closely tied as pinnacles of iconic/cool, whether or not they have Johnny Depp for a boyfriend.

    As for Amber.......well, at least she's pretty?

  • rastaseoul

    wino forever. but johnny and amber are growing on me.

  • Cristina Pinto

    His longest relationship has been with Vannesa Paradis and i think it has been the best even if they split up :(

  • Jackie @ Kleiden drew

    Amber Heard's a wonderful actress and seems to stay out of trouble (except for Mr. Depp). Who wouldn't be smitten by her. (I promise that she could have turned me out at this year's Golden Globes. Gorgeous!) What I absolutely love about this slideshow is the evolution of Johnny Depp's style. Fluid and personal? Yes. Weird at times? Yes. He doesn't give a shit. I love that!

    • Maggi

      Sorry. Amber just doesn't have the IT factor like his other ladies. I will say that she is pretty...and for sure her style has gotten much better since they hooked up. Before she was trying to do a sexy starlet, Marilyn Monroe thing which was just generic and tacky. Now she is trying to look a bit more downtown and that works better for her look. Still, don't see her becoming a big star, but who knows? Maybe in ten years I will be proved wrong....

  • Samantha

    Amber just doesn't have the ease and effortlessness of the others. RIP, 90's Johnny.

  • Kiki lic

    Winona forever! They were the best he should have stuck with her.. Iconic couple of all the iconic couples.

  • valerie

    who is that with him in #34?

  • Restless Blonde

    To me - Kate Moss is the one for Johny Depp - visually. Then Winona Ryder. Finito.

  • rastaseoul

    groaning at the 90's nostalgists up in here. I'm an early 80's baby, and I can appreciate some edward scissorhands and calvin klein ads like anyone else conscious enough during the 90's. But some of y'all acting like amber done stole your boo in the 5th grade. If he wasn't in hollywood all y'all would be side eyein his creepy ass for being with a pretty 20 something blonde.

  • HeyJillian

    How do I make this slideshow run constantly as my background on my computer??? There is no one cooler than Johnny (well maybe Samuel L.)


Dearest ITG Reader,

We're working on something new called Glossier. It's launching soon(!) and we want you to be the first to know updates.

xo, Emily