ofcorse. He saw Chloe as being not pretty, being boring, being low rank and being of no intrest. So when she changed, became more talkative and removed part of her wall, thats when he started to find the change interesting. He desided to try and play with her, after all he could always dump her when he was done, but she said no and turned him down politely and brushed off all his advances.
To the prince its like playing with a puppy that now sudenly has a new owner, he wanted it but it didn come when he called. So he tried to bribe it but it didnt want the treat nor his atention, and its eyes are bright, clear and focused on another man. Now he is jelous and trying to compete with said man, thinking that if he beats him then the puppy will come running back.

I honestly thought the Prince would be chill, stay funny, a bit playful and everything since he is basically a playboy and REJECTED Chloe before (there shouldn't be any hard feelings on his part, hypocrite much?) but he is turning out to be salty AND bitter.