Like Those Are A Couple Of Friends - Tumblr Posts
I feel like this will be a hot take.
Dexter isn't a good romantic interest for Raven or Cupid.
for Raven, she specifically states that she's too focused on just living life and figuring out her plan for any sort of romantic relationship, and the only time she ever reciprocated his feelings was when they were presented to her. Even in the episode where they go on a date, gods that was the most platonic date ever. and it's not the fact that they were awkward, it's that there was never and never has been any chemistry between the characters. They just exist in the same space, are friendly, and one has a crush on the other.
Cupid, is almost the exact same. She has a crush on Dexter, Dex does not reciprocate. she's trying to constantly find any morsel of romantic feelings from him, which I get. you see and help everyone else fall in love, you just want that for yourself. and she is wonderful in understanding that he doesn't want her like that and helping him with the person he does like. even if it hurts her. but there is still no chemistry between the two other than completely platonic.
I like to say that after dating one of both of them, Dexter realizes his feelings were just infatuation on top of admiration and not actual romantic attraction. Everyone ends off on a good note, just staying friends. that feels the most right to me for the characters.