Don't do that. You want to always give the other person an easy way out when given a choice to be with you, and not hassle the other person. If you develop a reputation for hassling, then you are sabotaging your chances at getting into a relationship with the next person, in addition to making things unpleasant or threatening for the former.
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A boy and his dog can go walking
A boy and his dog sometimes talk to each other
A boy and a dog can be happy sitting down in the woods on a log
But a dog knows his boy can go wrong