This is awful! He just fuckin'... does the Author understand how awful this for her? This is the one thing she expressly said she didn't want to happen.
WOW, he's spending his first earned money, not on the cute honey that's head over heels for him but instead for hiring his crush to date a guy he once burned while simultaneously revealing the fact that he pays girls to hang out with him?
WE'RE REACHING LEVELS OF CUCKNESS THAT SHOULDN'T EVEN BE POSSIBLE