[quote name='Skylander7']Here's how it would've played out if I had been in the situation...
Me: "Hey, wanna go and get coffee sometime?"
Her: "As what, bf/gf or friends?"
Me: "As divorcees, it's more fun that way.. joking, I didn't look that deep into it"
Her: "Oh.. sorry, it's just I don't like jumping into things. I'm seeing somebody right now, so I'm not looking for anything serious."
Me: "As in boyfriend, part time boyfriend, or just pain in the ass?"
Her: "A little bit of all three. But we can hang out as friends."
Me: "Technicalities are a pain in the ass too."
Her: "I don't get it."
Me: "Nevermind, no worries. How about Thursday?"
Her: "That's ok."
Me: "Does it have to be coffee? Those places suck ass, it feels like a bunch of sociatal misfits who sip overpriced coffee to attain some feeling of social importance and try to fit into their peer subcultures."
Her: "I don't know if I understand."
Me: "Well... if you don't understand, than that definately rules out the bf/gf question."
Her: "That's cool, I'm not looking for anything serious right now."
Me: "Well... wanna get shitfaced instead? We can shoot BB guns at hookers at the truck stop or something."
Her: "Ok, sounds fun!"
Here's my advice.. anybody that worried about technicalities, claims to be involved, and still agrees to free overpriced coffee... is obviously more concerned with bleeding a nice guy's wallet and collecting males like baseball cards for social acceptance. Don't get sucked into the black hole of estrogen, and be outwitted by someone who lacks the integrity and loyalty to someone they're involved in at the price of free java. It can only end up with empty bank accounts and a kiss on the cheek at best.
You'll see this girl again someday in your life.. likely when she's ringing you up at the gas station as you get a six pack late at night. High school relationships only end in teen pregnancy and divorce (most of the time), and are built on the foundations of superficiality. Trust me, 5 years, 2 kids, and one divorce later.. they become the aggressor in a bar somewhere. That's when it gets really interesting
When you got her number, you should've said "on second thought.. no thanks.. your boyfriend put me up to it to see how you'd react. No way in hell would I date somebody like you, and coffee is gay."[/quote]

I haven't read the entire thread yet, but this is already the best post here!