When is the best time?

[moonshadow]

When you've done everything you can to respectfully honor the relationship and the other person. IF you've done your absolute best, and it's still not working then by all means you need to move on. Consideration, empathy and respect for the other person is very important I think.

Having been on the receiving end of both option a) and b) I can't say that I think either of them are particularly considerate.

Bottom line, if you want out, think about if the shoe was on the other foot and what would hurt you deeply and don't do it.

[Eco2050]

I dont k now, probably when things are not going the way you wanted to go.

[wesside]

Best place: Break up with that person at their house.
Makes them feel less vulnerable and in control. Plus you can jet as soon as possible, without having to deal with the weirdness of asking them to go home, driving them home, making sure they dont run themselves off the side of a mountain.
Best time: Cant help you with that one. I guess it depends on how long thre relationship has been going. Short relationships go well when the person doesnt know its coming.
Long relationships....cant help ya with that one. My last/first long relationship kinda dwindled down over a period of a couple of weeks. Then the point just came where I said, "we need to talk." Finish it swiftly though. No baby steps. You may experience some turbulance to begin with. Fight through it. And at the end, delete that number. Have a freedom festival!