Churchill famously described British naval tradition as rum, sodomy and the lash. I’m not sure if there’s any rum in the cocktail being poured below, but there’s definitely a lash and he’s posed perfectly for a bit of sodomy as well. Looks like a fun way to experience that particular historic trio. Judging by their clothing the image is set in Churchill’s era, although I’m not sure when it was actually created.
I found this via the madam is all tumblr. I’m afraid I don’t the source or original artist.