After a while, even playful stabs at someone becomes more than they can handle. I've had to tell some people in my past that I needed a break from it. He might need a break for a while. It's possible he thinks you aren't interested any more, that he's landed in the dreaded "friend zone". Drop some hints that you are interested again. If he is familiar enough with you, as it appears he is, he should receive the message (if you are interested in a date that is).
Try going a whole day without verbally jousting with him. If he lays a comment out there, smile or laugh and let him know you understood context of what he said, but just let it slide. Carry on some normal conversations, and otherwise go about the day as normal. Finding a happy medium between flirting and joking around would work out the best.
Good luck.
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I am experiencing the same situation at work. Only, this girl and I were classmates in high school. She and I are very close friends and we have so much in common that we actually say things that the other person is thinking. We have fun together. She and I playfully argue all the time, and weirdly enough, it makes me feel closer to her. The only problem is that I am her boss. Although we flirt, I think it's fun and it's alright to keep it at that. I do like her a lot, but I don't think it would be wise for either of us to make any moves. We're just enjoying each other's company. Just enjoy it. If the time comes, you'll know and he'll know as well. Just enjoy his company and friendship!
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