So I finally saw
It, the iconic Clara Bow movie. If you're not familiar with it, it's about a working-class girl falling in love with a wealthy young man, Cyrus, who runs the department store where she works.
Anyway, pretty early in the movie,
this guy shows up. He's Cyrus' best friend, Monty -- an elegantly dressed, incredibly goofy but good-hearted British chap. We're told pretty early on that he doesn't work, although he does take an amiable interest in his friend's job. He's tall, slim and sharply dressed, but sports a highly inadvisable mustache. He ineptly woos girls who are totally unsuitable for him (including Betty, the "it" girl herself).
At one point, wacky hijinks lead Monty and Cyrus to believe that Betty is a *gasp* single mother. Cyrus is really a dick about it, but Monty -- although shocked and distraught at first -- is quick to "forgive" her and continue their friendship. And ultimately, even though he has a hard-core crush on Betty, he helps bring her and Cyrus together (in his bumbling way) when he realizes how much Betty loves Cyrus.
It's . . . it's Bertie, in his pre-Jeeves days! He's hanging around in New York trying to help his friends out of romantic scrapes and making bad decisions about facial hair and girls (he even shows an interest in Cyrus' Florence Craye-like jilted girlfriend at the end)! Even his dialogue is Bertie-esque ("You've got 'It', old fruit!").
Here's a better picture of the actor, William Austin. Again with the terrible mustache, although it looked worse in the movie. XD Note the striking blue eyes.