One thing I have seen over and over on this sight and others is: "How do I break this to my ... new boyfriend, girlfriend, whoever?" Pick a time and place you can control, fall, or have to pee too bad to make it, or one too many drinks, or what ever, have a small but visible accident. Apologize get over the embarrassment then say Dam this has happened a few times I have seen those commercials about (whatever brand) on tv and I have been thinking about trying them." Then gage their reaction! then you can decide how best to go forward or if to go forward with the conversation.
Yes it's staged but at least it gives you some feedback on their perception of diapers in general.
If you disagree thats cool but this is my first thread and the idea just came to me.
Afterthought!: Excuse your self to the restroom, fake a sneeze, and let fly! hehe!