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I guess the question I have is; is it better to have a direct conversation or is it better to go about it in a more roundabout way. For instance having a conversation about what it's like to be single again.
Good question...I like to be upfront and gently to-the-point myself, but I recently pissed a woman off by doing so. I'm going to see a lady out of town over the upcoming weekend. We've chatted and talked for a while, traded some quite sexy pics, one night the chat turned erotic, and I ended up giving her instructions over chat of what to do to herself (cybersex)...she did everything I said...after a while she quite typing (I figured "she's using both hands now"

so I just kept giving her instructions). About 10 mins later she re-appeared and said "I just shot cum halfway across the room...I must be really comfortable with you." Hello...my first squirter!

I can't wait to get there Sat!
Before I went though, I wanted to make sure I set her expectations so that she didn't get hurt. I told her than I'm recently separated and not emotionally ready for any long-term relationship. I said a bit about how difficult long distanct relationships are. I asked her questions like "If we have a great time including sex or not, will you feel hurt if you don't see me again for a month?" End result....she got pissed and said "I get that I'm not girlfriend material. Just let me know when you want to come up for a booty call."
Damn...women are emotional creatures. So I called her and said "Whoa...nobody said you're not girlfriend material, you definitely are. It'll be hard for us to see each other frequently...I just don't want you to feel used or taken advantage of. That's all I mean." Good intentions gone bad. Anyway, I then told her "Look, I'm coming to see you, OK? If we have a hot and nasty night, great. If we don't, that's fine too. Either way, we'll have fun." That seemed to make her feel better...I'm not coming there for "just sex". Anyway, the weekend is still on.
So, to answer your questions...I'm thinking you might be better off to go the round-about approach...talk about how much you enjoy being single, etc. I honestly don't know the best answer, but I'm hoping I'll get enough experimentation to figure it out.
Gruuve