[tuesdayrain]

Somehow I'm not convinced that it's better to convey my message by writing "I am flirting with you" rather than by just adding a winking or smiling emoji.

[nulbyte]

You could literally replace that emoji with the well known phrase "wink, wink." It is well understood and avoids the ambiguity of emoji.

[theelous3]

But then you look like an idiot, which is the opposite of the purpose.

I can scarcely imagine a faster way to look socially inept in text, than writing out so explicitly what are supposed to be nuanced and subtle actions. Eye roll.

[tremon]

I'm not a native English speaker, but I associate the phrase "wink, wink" with lechery more than with flirting.

That said, I also don't usually associate the wink emoji with flirting, but more with tongue-in-cheek fun. Context matters I guess.

[reificator]

https://youtu.be/4Kwh3R0YjuQ

[icebraining]

There are places beyond the English-speaking world. As far as I know, there's no equivalent to "wink, wink" in my native language.

[huffmsa]

What language?

[icebraining]

Portuguese.

[huffmsa]

If you expect your message to be subpoenaed and interpreted by a jury, the former is vastly preferable, unless you want ambiguity.