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A toll boother is someone who expects you to (sometimes implicitly or unknowingly, forces) you pay for the "priviledge" of dealing with or hanging out with someone,(cash,prizes,sex,emotional tampon time etc.) Similiar to being strung along, just more expensive.
After 8 months of broken dates, concerts and stupid club baby sitting, he finally realized she was toll-boothing him.
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Basically, the running of one's mouth after the fact. Similar to the "I told you so"
They spent the entire day afterfacting the disaster.
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