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To flirt with someone. When you are wheeling someone you are flirting with someone [in the moment]. To wheel someone is to wheel them regularly, in person, over text, ect. It is a term that began at Breck School, courtesy of the [hockey players]. It is now used all over the school, and has replaced words like "chop, mack, ect". Boys at Breck school tend to yell across the hallways "WHEELS!!" whenever they see someone [in the middle] of wheeling.
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