I think your goal of actively trying to talk to people in situations you normally wouldn't is fantastic, but I'm not sure that it will be as helpful as it could if goes hand in hand with a goal of decreasing your stutter itself. If so, then every time you stutter during one of these situations, you'll feel like you've failed and you HAVEN'T! My husband has a stammer, and has his whole life. The biggest breakthrough for him was deciding to talk anyway. If he stammered, he didn't fail, because he still talked. He ordered his own drink, and that was the point, whether it was blocked and took three tries, or whether it was fluid DIDN'T MATTER anymore. His stammer has never gone away, he has good days and bad days, but at this point, our attitude is that if someone finishes his sentence, talks over him, or points it out in a non- professional way, then they're a rude asshole because there's nothing wrong with him. Even his mother. Don't get me wrong, it took a decade from deciding to just talk anyway to get to this point, it didn't happen overnight, and it still frustrates him on occasion, but he's happier... and generally more fluent than a decade ago, though by no means cured... than he was when he spent hours and dollars in speech therapy. He's still generally very quiet when introduced to a new setting with people he will have to interact with again frequently in the future, decades of being afraid to introduce yourself don't just go away. But waitresses, clerks, one time transactions? Who cares? If they say something, they're the assholes. And he finally gets annoyed with his mother when she cuts him off, tells him to slow down, or points out that he's having a hard time speaking. Because he finally realized that there's nothing wrong with him and she's being rude. I know that every person is different, and fwiw, I am not a stutterer myself and my opinion may be one that unbeknownst to me is offensive to the stuttering community. If so I apologize for butting in where my opinions are not needed or wanted. I just wanted to share from my own experience.