I have a coworker whom I consider my best friend, and yes, we both enjoy gambling, but even so, I prefer to gamble alone. Even when I'm with him and I want to gamble, I do it alone without showing it because I'm more comfortable gambling alone, after all. But I always tell him about the results, and my friend does the same.
Something I like to do with my friend is remind each other not to overdo it when gambling, because we have other activities to attend to as well.
That's cool. Having someone to discuss your gambling activities makes the games more enjoyable.
I also have friends here in our neighborhood who I can discuss my gambling activities although they rarely place bets. Most of the time, they only do it during the Playoffs and the Finals of the NBA. It's nice, though, having someone to discuss the results of the bets and also the game itself. We love watching the NBA, and there are times we gamble against each other, but only for snacks and drinks. Only the loser will pay, but we will all share what he bought.