How would I play this character in a monologue?

A ***** would definitely be a great option for this piece >:) However, maybe you should try switching it up a bit, and play the part as a nerdy girl, who is getting sick of dating the same people in her "league", and wants to date someone OUT of her league. I think this would be more unique, and not only impress the audience, but be a good test of your skills as an actress. Hope this helps. :)