Errol’s Most Beautiful Dates & Girlfriends

05 May

As we (and most all of the first world!) know, one of the things Errol is most famous for is his astonishing list of gorgeous dates & girlfriends. Some of these stunning beauties remain legendary; some are almost entirely forgotton. How about we try to list as many as possible, with images from relevant timeframes when possible!

To start, may I introduce the magnificent Mary Ann Hyde:


— Tim


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  1. Lollie

    May 5, 2014 at 10:58 am

    This will be an interesting thread full of lucky ladies Tim. :)

    Linda Christian / Blanca Rosa Welter

    • shangheinz

      May 7, 2014 at 10:11 am


      Dear LOLlie,

      Linda was Tarzan`s prime-maid, as well as the first Mistress Bond. She confided that Errol was her Don Juan at age 17 and became Tyron Power`s real life wife later on. Here are the three of them on a double date- does anyone know who this beautiful girlfriend is on Errol`s side?

      • Lollie

        May 7, 2014 at 11:14 am

        Wow she must of had an interesting,fun life.Errol Flynn and Tyrone Power!

      • Gentleman Tim

        September 4, 2014 at 4:38 pm

        Whatever happened to shangheinz, Tina & Daniela Parola???

        • Tina

          September 4, 2014 at 5:28 pm

          What do you mean Tim?
          I don’t know what happened to shangheinz and so far nothing happened to me.
          And what happened to Danielle, she was born in Paris on March 28, 1905 and died in Paris on September 2, 1998 at the age of 93.

          • Gentleman Tim

            September 4, 2014 at 5:36 pm

            Glad to hear that, Tina! What I was referring to/joking about, was the fact that you put up a post referencing shanghai & Daniele Parola, which then disappeared. But it’s back and even better, so, as Wilhelm Shakespeare used to say: all’s well that ends up good.

            • Tina

              September 4, 2014 at 6:31 pm

              I was editing as some of the pictures wouldn’t show an my computer froze too. Problems posting that’s all!

      • Tina

        September 4, 2014 at 5:12 pm

        Just noticed your question shangheinz:
        “Here are the three of them on a double date- does anyone know who this beautiful girlfriend is on Errol`s side”?
        It is Daniele Parola a French movie actress famous in the late twenties to approximately 1939. In addition, not just beautiful, she also was a very strong, fantastic swimmer and water-sport athlete an obvious attraction for Errol being such himself.
        The picture was taken on September 14, 1949 in Cannes (shortly after the divorce from Nora July 7, 1949) at the Da Bottau’s Restaurant, still in existence and maybe the next time anyone of us is in Cannes we could have lunch or dinner there too, meaning walking a little in Errol’s footsteps.


        • Gentleman Tim

          September 4, 2014 at 5:21 pm

          What terrific information, Tina! Thank you!!

          Is this the same Da Bottau?
          da bouttau cannes:…


  2. Tim

    May 5, 2014 at 7:21 pm

    Linda Christian! Perfect Addition for Cinco de Mayo, Lollie!

    And here’s Lovely Clara Lou, who, to me at least, looks a lot like Lovely You-Know-Who! (And should be on our most beautiful (and talented) co-stars list, too!!

    Errol was her greatest catch! But he was a Keeper who refused to be caught.


  3. Tim

    May 6, 2014 at 4:12 am

    In today’s final Cinco de Mayo tribute to Errol,

    The Muy Excitante, Lupe Velez!!!


    • Lollie

      May 6, 2014 at 11:02 am

      Hedy Lamarr


      • shangheinz

        May 7, 2014 at 10:33 am

        Dear LOLlie,
        Young Viennese Hedwig Kiesler was more of a pal than a pick for Errol (maybe reminding him too much of his Tiger Lil`?) He regretted only not having starred opposite of her and stated that she would have been a perfect match in his unfinished Willliam Tell movie. She however went on to marry two of his buddies: John Lodder and Teddy Stauffer.

        • Lollie

          May 7, 2014 at 11:11 am

          Oooops thanks shangheinz, I guess we can still keep her as one of Errol’s most beautiful friends that was a girl.Maybe in a separate Errol gal pal section. :)

          • Lollie

            May 12, 2014 at 12:19 pm

            Errol & Princess Irene Ghica


  4. Gentleman Tim

    May 25, 2014 at 7:00 am

    Lovely Rita:


  5. Gentleman Tim

    May 25, 2014 at 8:20 pm

    He did invite her: Sweet Miss Ida


  6. Gentleman Tim

    May 25, 2014 at 8:35 pm

    The Women were Mad for Him: Gita Hall & All


    • David DeWitt

      September 1, 2014 at 7:04 pm

      Omg! Gita Hall is one of my FB friends!

  7. Gentleman Tim

    May 25, 2014 at 8:52 pm

    And Then There was First “Girlfriend” in America – The Infamous Short-Termer Miss LeLong, Who Gave Virile Errol the Royal Brush-Off:


  8. Gentleman Tim

    May 25, 2014 at 9:01 pm

    And Let Us Not Forget – If Stories are True – Errol’s Favorite “Swinger”,The Tricky Miss Jean Carmen:


    • Selene Hutchison-Zuffi

      February 5, 2022 at 1:50 am

      Her stories are all debunkable with some research.

  9. Gentleman Tim

    August 23, 2014 at 8:38 pm

    M.D.’s Mom, I believe. Oh, what a web we weave.


  10. Gentleman Tim

    August 28, 2014 at 6:23 am

    Shirley Cowan: “She was goo-goo over Errol”


  11. Gentleman Tim

    September 1, 2014 at 7:02 am

    Sizzlin’ Miss Nancy Bacon


    • Selene Hutchison-Zuffi

      February 5, 2022 at 1:51 am

      She was a gossip columnist and editor of confidential. She was 19 or 20 in 1959 and her first movie was in 1960.
      I also dont believe a word she said

  12. Gentleman Tim

    September 1, 2014 at 7:42 am

    For a time – when she first arrived in Tinseltown – the best lookin’ Gardner in Hollywood history – Miss Ava Gardner:


    • Lollie

      September 1, 2014 at 10:49 am

      Miss Beverly –


  13. David DeWitt

    September 1, 2014 at 7:22 pm

    Don’t forget the lovely Martha O’Driscoll!

  14. Maria

    September 1, 2014 at 8:56 pm

    Isn’t she lovely? I like the expressions on Errol and the dog.

    • shangheinz

      November 13, 2014 at 1:23 pm

      The dog is just a fur, that Errol is keeping for her.

  15. Gentleman Tim

    September 1, 2014 at 11:19 pm

    I saw the wonderful new film “Cantiflas” this weekend. Being a biop about the amazing story & life of Mexico’s most beloved movie star (aka Mario Moreno), it features “cameo” portrayals of DOZENS of Errol’s greatest Hollywood. colleagues & contemporaries – both North & South of the Border – from Chaplin to Dolores Del Rio to Liz Taylor to David Niven, among Many others. I VERY highly recommend it to fans of Hollywood’s Golden Age. The actor who played Cantiflas was astonishing and, IMHO, should be given very serious consideration for an Oscar.

    In addition to Lupe Velez & Lind Christian. I strongly suspect but don’t know for certain that a god share of Mexico’s most sensational senoritas had relationships with Errol wirth noting here. Dolores Del Rio, for example. I wouldn’t be surprised in the least if Mara Felix also had his scalp!

  16. Gentleman Tim

    September 28, 2014 at 7:32 pm

    Marguerite Chapman – Said to have been wanted by James Cameron to play “Rose” in his version of The Titanic.


  17. Gentleman Tim

    October 24, 2014 at 9:06 pm

    Gerrie Carter!


  18. Gentleman Tim

    November 12, 2014 at 5:01 am

    Jean Simmons!


    • shangheinz

      November 12, 2014 at 7:46 am

      Not a thing of a fling here, Gent, as far as I know. Otherwise Errol would have felt the shiv of Scaramouche. He and Stewart Granger got along well and I doubt that Flynn persued Jean if only for that matter. Jimmy nonetheless went head to head with Howard Hughes to keep his wife out of “touch” of the flying film mogul.

      • Gentleman Tim

        November 12, 2014 at 12:49 pm

        Excellen points all, flingheinz! Though I certainly have no personal knowledge of a fling with Flynn, I have got this tip from a(nother) preeminent Errolian scholar, with some very interesting details. Perhaps the most fascinating detail involves Miss Elizabeth Taylor …

        Proving the accuracy of your reply, the stewart if this information made it clear this was all over (for Jean, at least) before she left the Farm and rode off into the sunset as a Granger.

        With that, I add Miss Lizzie:


        • shangheinz

          November 12, 2014 at 1:41 pm

          It`s all coming back to me now, Steambath Tim. Do you refer to the sauna episode, where Barry Mahon supposedly got introduced to Liz and Jean in the nude at Mullholland Farm? Or was it Buster Wiles who got sweaty plams there and then? Who knows more!?
          Anyways, Errol`s aquaintances with Jimmy`s wives- to- be go way back:…

          • Gentleman Tim

            November 12, 2014 at 5:15 pm

            Alleged details are quite steamy, steamheinz, but conclusive evidence may well have evaporated by now. I’m not being intentionally slippery, nor am I unnecessarily watering down what I have heard, but I am not at liberty to give the whole, naked truth.

            Having spit that out, my only steambath expertise flows from America’s Baden-Baden, aka Hot Springs, Arkansas, The Birthplace of Spring Baseball – where King Kelly, Babe Ruth, and other base-balling demigods used to get in a lot of hot water. I don’t want to get misty, but it was a wonderful place – as Dizzy Dean’s visage amply confirms at 0:21 in this very steamy base-ball video:


            Heeding Socrates advice on knowledge & wisdom, grecoheinz, I defer to your obviously superior research and resources!

            • shangheinz

              November 12, 2014 at 5:38 pm

              Probably the wises quote of ´em all- Socrates: “I know that I know nothing at all!”

              • Gentleman Tim

                November 12, 2014 at 6:44 pm

                You are indeed a wise guy, socraheinz. The unexamined quote is not worth quoting.

                Sock-it-to-me, Socrates:


                I hope that’s not his middle finger he holding up.

                • shangheinz

                  November 13, 2014 at 1:18 pm

                  Homo simplicissimus says: Me no notting…

  19. Gentleman Tim

    January 9, 2015 at 9:41 pm

    Anita Ekberg


  20. Gentleman Tim

    January 16, 2015 at 10:35 pm

    Jean Harlow … though she did have to chase him down on occasion.


  21. Gentleman Tim

    January 24, 2015 at 4:00 pm

    Could be Miss O’Connor. Virile Errol certainly does appear to have a TingLing feeling.


  22. Gentleman Tim

    January 30, 2015 at 9:40 am

    Gloria Vanderbilt: Was she Errol’s River Queen “Amelia”?


  23. Gentleman Tim

    March 10, 2015 at 2:43 am

    From Northampton with Love: The Lovely Elizabeth Inglis, Sigourney Weaver’s Mom.


  24. Gentleman Tim

    March 23, 2015 at 3:16 am

    Inspired and informed by the posts of shangheinz in “Proposin’ Like Flynn”:

    Blanche Blackwell (Jamaica, early/mid 50’s)


    Irene Genna (Italy, circa 1953)


    Maureen Swanson (“the pocket-sized Venus from Glasgow”)


  25. Gentleman Tim

    May 6, 2015 at 5:35 pm

    Dianna Millay

    – Introduced by Steve Allen

    And here’s his/her/their “Errol Flynn Lunch”…


  26. Gentleman Tim

    May 7, 2015 at 8:51 pm

    Eva & Evita – So It’s Said, in the late 30s & early 40s, until El Presidente insisted he was the delectable Miss Duarte’s Juan and Only, chasing Don Juan out of town.


  27. Gentleman Tim

    May 26, 2015 at 10:41 pm

    Lorraine Dora:…


  28. Gentleman Tim

    June 25, 2015 at 11:37 pm

    Head-Turner Lana Turner!

    Per the Million Dollar Mermaid:…


  29. Gentleman Tim

    August 15, 2015 at 8:37 am

    While we’re on a literary path …

    Liza Maugham, ca. ’41. Somerset Maugham’s daughter, later known as Lady Glendevon.

    Errol once served her fresh wild boar for dinner, wild boar that he shot himself with bow & arrow.


  30. Gentleman Tim

    October 9, 2015 at 3:43 am

    Joan Bennett:


    • shangheinz

      October 10, 2015 at 6:47 pm

      Top job, Dateline Tim, where did she meet Errol and why wasn`t he shot by her husband?

      • shangheinz

        October 11, 2015 at 12:48 pm


        Gita on Zaca!?

    • Gentleman Tim

      October 12, 2015 at 1:48 am

      Exactly where and when they first met I cannot say, Sir ArrowHeinz, but there may have been some shenanigans up in one of the 18-rooms at Hill-Haven, just out of range for both Mr. Bennett’s firearms and Lili’s champagne bottles.

      Errol was exceptionally adept at dodging bullets, but a deep inside source suggests he may have had his neck saved in this particular situation by David Niven.

      …. Regarding the sexy sailor who looks like Gita, I’ll have to keep studying closer, mate.

      • Gentleman Tim

        October 12, 2015 at 4:38 am

        A top Flynnian authority identifies this radio show as having been recorded on a night that might figure prominently in the relationship between Errol & Joan. And, apparently, her hubbie wasn’t too happy about it.…



  31. Gentleman Tim

    December 1, 2015 at 9:13 pm

    Elinor Jocelyn.

    After he nursed himself back to (financial) health at The Berkeley, Errol took up with Elinor. She was

    “Endowed with a beautiful body and hardly a brain in her head.”

    I’m not sure of if there are any photos of her, but, perhaps, she may be in the one below, enjoying herself next to Prince Errol in the shadows of stage right.


    • Gentleman Tim

      December 11, 2015 at 1:54 pm

      Yes sir ree, that’s Sir Errol. But is that Elinor & Errol??


  32. shangheinz

    December 11, 2015 at 12:16 pm

    More about Mary “No need to” Hyde:…

    • Gentleman Tim

      December 11, 2015 at 2:05 pm

      Marvelous find on Mary Ann, finderheinz. I wonder where the wondrously gorgeous Miss Hyde hid after her inexplicably brief film career. If only it had the legs she had.


      • shangheinz

        December 11, 2015 at 11:20 pm


        Long Legs was let go, Gentleman Trim. When in Paris, Errol liked to listen to/look at petite Parisienne singer Marjane.

        • Gentleman Tim

          February 29, 2016 at 7:51 pm

          merci, monsieurheinz. Marjane is Marvellous!! I was not aware of how magnificent a voice she had, nor of her being in with monsieur Flynn.

          Here, as you likely know, is her signature war song:


          And here is a more stripped down performance Errol would have enjoyed, being that he was such a fan of water sports …


        • shangheinz

          December 27, 2016 at 9:41 am

          Marjane has left the building.

  33. Gentleman Tim

    February 29, 2016 at 9:43 am

    Errol with Pat Smart on his right … and Mary Pickford on his left!……

    • Gentleman Tim

      February 29, 2016 at 12:54 pm

      Here’s the exciting San Fran socialite Pat Havens-Monteagle, before she (briefly) married ultrawealthy Parker Ranch heir, Richard Smart.


  34. Gentleman Tim

    March 18, 2016 at 11:30 pm

    The Baron and Little Scout (A Heinz-inspired post)


    Errol and Ida on the set of the aptly named”The Man I Love”, with Alan Alda’s dad, Robert, and Alexis Smith’s husband, Craig.


    • Paula

      March 18, 2016 at 11:47 pm

      My goodness, weren’t they cute together. Lupino has always been something of an idol of mine, as she is one of the very few women directors in the studio era.

      • Gentleman Tim

        March 19, 2016 at 12:33 am

        I agree Paula and think that they loved, enjoyed and treasured each other very much.


        And she was such a great and pioneering talent:


  35. shangheinz

    March 19, 2016 at 2:21 pm


    Here`s one that nearly got away, but she still is a mystery woman. Alma Rivas, vulgo Ellis- 20th century fox starlet and some time secretary of Anthony Quinn, as well as girlfriend (ex- wife?) of Richard Conte claimed to have been Errol`s companion in the early forties. No records to be found though…

  36. Gentleman Tim

    April 28, 2016 at 1:47 am

    Luscious Lucy Cochrane


  37. Gentleman Tim

    April 29, 2016 at 2:51 am

    Amorous Adventures in Acapulco with the Amazing Hilde


  38. Gentleman Tim

    May 5, 2016 at 8:59 pm

    Julie Bishop

    Once Errol’s “Love Interest”



  39. Gentleman Tim

    June 16, 2016 at 8:44 am

    Jane Wyman

    So they say … …



  40. Gentleman Tim

    February 17, 2017 at 9:19 pm

    Errol and Eve … “Such is Life”…


  41. Gentleman Tim

    March 31, 2017 at 5:44 am

    American Cover Girl Turned European Socialite, “Errol was her flirt”. Churchhill was her friend, La Pausa was her home.



  42. shangheinz

    April 17, 2017 at 5:20 pm


    New York City native England export actress Eve Ashley.

  43. Gentleman Tim

    July 23, 2017 at 3:10 am

    Jinx Falkenburg



  44. Gentleman Tim

    December 27, 2017 at 4:08 am

    Looked a little like Lana for a while, but it’s Peggy – Peggy Maley, who Errol dated in the mid-Forties, within a couple of years after she won Miss Atlantic City. … Ten years or so later, she delivered the famous line to Brando in The Wild One; “Hey Johnny, what are you rebelling against?”…


  45. Gentleman Tim

    August 26, 2018 at 6:03 am

    Roma Newport


  46. shangheinz

    May 5, 2019 at 5:57 pm


    Joan Long- Innes, daughter of a prominent Sydney judge.

  47. Selene Hutchison-Zuffi

    June 21, 2021 at 10:00 pm

    The Elizabeth Taylor sauna story by mahon must be a phony. Elizabeth at that time, ca. Late 1952 early 1953 was pregnant and married. Jean was married to Granger. Errol was in italy with Patricia. Mahon was asked by farouk to contact Errol early December 1952. He was in italy. Early January 1953 he was in hospital 2 to 3 weeks, then Switzerland about 2 weeks, then back to Italy.

  48. shangheinz

    October 31, 2021 at 2:27 pm


    NY born and Mexico bound painter and jewelry designer Annette Nancarrow was the toast of the town when she descended the staircase of Hotel Mirador, where flynnmate Teddy Stauffer ran his La Perla nightclub. Errol couldn‘t help but notice and paid her a visit in her house in the hills of Acapulco. This passionate feminist got immortalized by her artist friend Anais Nin in her diaries.

  49. shangheinz

    November 25, 2021 at 6:45 am


    Good bye, English Rose:…

    • Karl

      December 5, 2022 at 2:50 pm

      The caption to this photo reads as follows:

      “Oona O’neil at El Morocco with Errol Flynn…This was shortly after she was nominated Glamour Girl…AND before she met Charlie Chaplin…”


      • Karl

        December 5, 2022 at 2:53 pm

        And still another STUNNING beauty!


  50. shangheinz

    December 7, 2022 at 6:53 am


    According to In-with-Marilyn columnist Sidney Skolsky former Miss Atlantic City actress Peggy Maley and Errol at some point were an “item“.