I was required to carry my gun off duty within the city limits and permitted to carry (and did) within the State of Maryland. So yes, I carried my Glock 17 when I went jogging and when I took out the trash.
Generally it's strongly discouraged for police to take action off-duty (in the next post there are some comments on the subject). But deep down the city seems to like the idea of off-duty cops being like plain-clothes cops working for free. It's one of the reason many police don't like to live in the city they work.
Outside of people pissing in my alley (which happened to be the only way I could enter my apartment), I rarely if ever took police action off-duty.
One time I parked outside Whitey’s Newsstand on Broadway--I had a little side-business buying and selling vintage 1960s “adult” books (ie: smut paperbacks)--and a well-dressed hispanic guy came up to me offering to sell me weed. I think it was something about the TransAm I drove that made people think I was a good target.
I politely showed him my badge and gun and in no uncertain terms told him how that was very bad idea. But I didn’t take any police action. I didn't want the hassle. But it sure would have been an easy lockup. He apologized and explained how he “didn’t mean any disrespect.”
And one time in Brooklyn, New York, I badged a bum harassing a female bartender. That is the type of situation you don’t want to escalate, because I was unarmed and without any police power. But the bluff worked and he quickly left the bar.
But I think the highlight of my off-duty police action was taking a beer away from some crazy belligerent fat lady on the bus.
When I was about to get on the bus a lady got off and said, “Hallelujah! It’s a zoo in there.” The Number 10 bus often was. In the back of the bus, a woman was going on and on, shouting and yelling about everything in general and white people in particular. She would end a few comments by saying: “Bet that scared all you white people!”
She asked a lady she seemed to know for $2 but didn’t get it. Then she popped a 40. I was dressed for court downtown. Without a word, I went up to her, showed my badge, took her bottle and deposited it outside the bus.
"I knew he was police!” she shouted, almost with glee.
I thought with the smug satisfaction that came from knowing she didn’t have money to buy another: “Oh, no, you di’int!”