>>6224886317 is legal in NY so he wouldn't have been doing anything against the law, but people still judge the fuck out of you for that sort of thing.
If he wasn't so thirsty he could have easily met her and banged. He came off so creepy that it totally turned her off. He shoulda been like "Hey would you like meet up and get some ice cream or something?" Not "Should I rent a hotel room?" Also he shoulda just fucking called her. No evidence would be left for her to use against him from that point on, she'd be able to hear it's definitely him, and maybe he'd have come across less creepy.