When I used to cycle in Boston--the only dogs to ever give me grief were terriers
They were likely Boston terriers, and if they're anything like the Dread Boston Salty, they were just tryin' to flirt with you!
"C'mon, RepoGirl, where's the love? Help a brother out!"
(That, or he wants you to pull his finger. I'm not quite sure, but I wouldn't trust him in either case.)