I'm seeing this new guy but I noticed that when I don't respond to his messages in a certain amount of time (usually because I'm working, sleeping, cleaning, etc) he'll text me again with either a question mark if he asked a question or maybe a "what are you up to?" Red flag?
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It means a super high potential for clinginess assuming the situation was not something that needed a reply. It's like he is assuming you are staring at your phone when you could be multitasking. It's like he needs to know what you're up to at all times.1