would you flirt message with the person above?!?!

Nope

I may try but my flirting usually comes off as awkward weirdness

Sure

Hmmmmm..

If only you knew how to make a rhyme with orange
You would, with talent, flirt as no one dared to before
Pudgy's heart would melt, romance and love would be galore
I took the bait, tried and ventured. N'êtes vous pas des anges ?

Possibly

hhhmmm could be a little awkward

Brah chat

Well yes I would