Jeff Rage: you could join a bunch of support groups like Edward Norton in Fight Club.
Scrub…
Believe me, I talk to just about everyone where I work, but I’m not going to lie to you. There are NO MILF’s at the gym where I work. None, zilch, nada. There are a few cute girls my age who workout from time to time, but they are all taken unfortunately. And call me a jackass or wimp, but I refuse to be that guy who gets in the middle of a relationship. That happened to me. My ex hung out with a guy friend while we were together and guess who she is with now?? He weaseled his way in there and it is a sucky feeling to know that he succeeded. So, I just don’t want to go there. Now, if for some reason they approach me??..well that is another story…(wink wink).
Wideguy…VERY VERY smooth brother. Got to give ya credit there.
CMC…my “jerk” statement was just me talking smack about myself…haha. I tend to have a bad habit of doing that. I wouldn’t have said that out loud to her, so no worries there…;o)
I can’t believe anyone would think I was being serious with that comment.
Even though it would be kind of funny because she actually mentioned cheesy romance stuff. Perhaps the ironic reference would be lost on her as it was on you.
This is probably my problem, I always assume people get my obscure references. Seeing how they often relate to things that are very uniquely personal few actually do.
/Jacob
Tony G: I would say that not wanting to come between two people is respectable. I meant just to talk to the MILFs because they would like the attention and you could brush up on your macking skills. I have no respect for guys that try to take advantage of women who are vulnerable because of relationship troubles. It’s so easy to make yourself look like the good guy when her man is not there to defend himself. The grass is always greener.
I hope this isn’t a hijack but just out of curiousity has anyone ever just pulled what I call “The out-of-the-blue approach”. You see a girl. Think she’s beautiful/alluring ect. Don’t know anything but that, and you just walk right up to her and tell her what you think. I’ve done it 2 times now (only counting while sober) and had 50% success rate. The other time the girl turned about 3 shades of red smiled an said thankyou. I was so shocked I had done it that I just kinda said something puss like I’ll see you around. Worst part is when I did I just couldn’t get out much more than “Hi”. She’s graduated now and I’ll probably never see her again. I don’t know why but she intimidated the shit out of me. No makeup gorgeous, tall slender athletic(volleyball player) physique, blond hair, deep blue eyes, and brilliant. Fuck…when I think about the fact that I did nothing it makes me realize…not gonna happen again.
Tony G – Good start with the soup conversation. Of course I wasn’t there, but my impression is that if she left without dropping major hints that she was interested, then it was a good conversation but she might not have given you her number anyway. I can relate to some of your posts because I have to consciously work to overcome my shyness to meet women as well.
Someone said, “Practice on married / unavailable women.” I used to agree with that, but now I’m unsure. Really cool women can be great to have as platonic friends, but I think if a guy has heaps and heaps of platonic women friends and is single, he can accidentally start to program himself to be the dickless nice guy every woman sees as a surrogate brother. I’m sorry, did the last comment seem bitter?
Scrub,
Yep…I refuse to be THAT guy who gets in the middle of a relationship. You made an excellent point in that it is too easy to come across as the “good” or “nice” guy when the boyfriend isn’t there to defend himself. I know that all too well. When my ex moved out, she moved in with a guy friend of hers cause she didn’t have anywhere else to go. I knew he had a crush on her while we were together, but I never thought much of it. I mean I was still under the impression that her and I would still work things out. Two weeks later, she tells me that they are dating. WTF. I can only imagine all the sweet nothings he was telling her. “Tony didn’t realize how beautiful you are. Tony didn’t realize what he had.” yada yada yada. He took advantage that she was VERY vulnerable. So yeah, I refuse to do that. Or just getting in the middle of a relationship in general
Bald Scholar,
Didn’t come across as bitter at all my man! Made perfect sense to me. Actually, made alot of sense. Yeah, its a brutal world for us shy guys. But like I said before, I am taking baby steps.
Wideguy,
Actually I did do what you did ONCE…kinda. Back when I was a sophomore in college and was hanging out with my lab partner outside of class. After class, her and I would usually go to the cafeteria and hang out for awhile and just chat. After about a month of doing this…I just came right out and said that I thought she was an awesome person and that I thought she was the perfect girl for me. She ended up being my “first”…if you know what I mean (wink wink). But no…I have never just walked up to a random girl and just told her she was beautiful. Maybe I should do it one of these days and see what happens. Its not like I will ever see the girl again if I make as ass out of myself…haha!
I figure if you do it right at the least she should probably appreciate the compliment and it might just make her day. BTW not to be a dickhole but as you also pointed out your example is not the same thing…you talked to her for a month! 
wideguy,
yeah, you’re definetely a dickhole for pointing that out…;o)