Bob: So, now that you and Cindy broke up, you have to start walking -the-dog huh?
Gary: Yeah... but ya' know .. I'll find a new girl soon.
Thier Mom: Boys....you shouldn't expect women to walk-your-dogs, that is something you should do yourself. I walk-the-dog twice a day. It is good for everyone
Gary: Yeah? Well look at that... good to know mom.. II'll start walking the dog as much as possible..
Walking the Dog is a term in which a female will be with a male and "Walk their Dog" as in, giving a hand job or anything with a girl handling a dick really.