There's such a thing as "gay bravado" when you make romantic jokes about people of the same gender, including your friends. Understandably, this is also one of the reasons why shippers are convinced that half of celebrities or characters fall in love with each other after making "marry me" or something jokes.
The more attractive you are the, the less funny you need to be to still be able to get a laugh when flirting
The more funny you are the less attractive you can be to avoid prison time for trying to flirt.
I still remember a video where a guy was asking girls in another country about red flags, and then suddenly asked if their reaction would be different if it was a really hot attractive guy, and they half-laughingly agreed.