I love this xkcd.
And since someone asked for it in comments, here's some random PUA site!
As PUA concepts go, I actually don't disagree with "cocky and funny" in principle. I like guys who are confident and even jokingly arrogant, as long as they don't actually take themselves that seriously and they're able to show more vulnerability as we get closer. And of course I like funny guys. If you can make me laugh so hard I almost barf, you can pretty much have your way with me.
The problem with "cocky and funny" as a strategy, however, is that it's like suggesting a runner use the strategy "go fast." Cockiness and funnitude are talents, not traits that can be simply turned on. If you're not innately a confident and witty dude, and you don't have any particular knowledge or experience in the fields of self-esteem and comedy, but you just decide to put on your cockyfunny hat, the results can be... unfortunate.
Which brings us to the Top Ten Ways To Use Cocky And Funny!
#1 Perfect your delivery - You have to brush-up the way you deliver a comment. This includes eye contact, tone of voice and timing. They’re all important.
I said run fast, dammit. The speed with which your feet push off the ground? It's important.
#2 Joke about a point system - The idea here is to suggest that if she loses enough points, you may not want to see her again. If she likes broccoli and you hate it, she just lost a point.
This isn't terrible--I have friends who do this and it isn't weird--but you're not supposed to actually keep score. And when my friends do this, it doesn't make me think "oh god I better not lose more points because this one's a keeper"; it makes me think "man, that's the third time he's made a 'points' comment, he's really due to move on before this turns awkward."
#3 Jokingly express your doubts - This is a variation on the “you just lost a point” theme. Whenever she does something that suggests she could be a loser, a nerd or otherwise unworthy of your attention, tell her, “I don’t think this is going to work out.”
Again, not terrible on its own, but it's hard to imagine a woman so insecure and literal that she's consumed by terror that she's going to lose you (and consequently is willing to do anything to keep you, baby) because of your jerkish offhand comments.
#4 Use sarcasm - When a woman says something totally obvious, you can reply with “Really? Wow. That must be the most fascinating thing I’ve heard all week.” Say this with a sly smile!
Okay, now you're just a douche. A guy who's actually funny might be able to pull this off and not get worse than an "oh, you", but a guy who doesn't have the instincts and is going through the motions based on a top ten list is going to whip this one out as I tell him my grandpa died.
#5 Disqualify her by age - The idea here is to convey the notion that if she’s young, she’s not young enough, and if she’s older, she’s not old enough. What makes this interesting and different is that it’s the opposite of what most women would expect you to say.
"Haha! I'm a creep! Hilarious!"
#6 Guess her weight - Tell her you can guess her weight. Then do something silly that’s completely not related to her weight, like taking one of her fingers and examining it really closely to say that she ways about 500 pounds. But, remember to use this only on women who are very fit.
This entry lifted directly from Uncle Elmer's Rootin-Tootin Party Tricks for Barn Dances and Sock Hops. It's right after the one where you find a nickel in her nose.
#7 Be playfully mean - Say something that could be mean, but in a playful way.
"You are the most disgusting, physically repugnant, willfully idiotic, emotionally monstrous, and frankly malodorous human being it has ever been my misfortune to encounter. Ha ha!"
#8 Slap her hand - Next time she says anything that could be interpreted as “bad” or even “naughty,” ask her to give you her hand, take it, slowly turn it upside down, and gently slap the back of it.
See, this is one of those situations where I'm torn. On the one hand, I know guys who will slap me right across the face for something like that. On the other hand, this is happening in a kinky context and it's an understood joke/play thing between us, not something they just bust out on me.
#9 Give stupid answers to stupid questions - If a woman asks you a lame question such as, “Do you date a lot?”, reply with something cocky like, “Who me? No, never. I usually stay at home, locked in my room playing Nintendo, can’t you tell?”.
Yeah. I kinda can tell.
#10 Bust her on her jokes - If she tries to be funny in any way, let her finish and ask “I’m sorry, was that supposed to be funny?” Keep a straight face when you do this.
Okay, now this is the height of douchebaggery. I can forgive the 500-pound finger and all the "you're about to lose me, better jump on my cock quick" gambits, but what the fuck. Seriously. If there's a line between funny-mean and mean-mean, this is like twenty miles past that line. Funny guys are fun because they're engaging, and conversations turn into repartee. A guy who shuts a girl down with "no, no, this is my performance, no one cares what you say" is killing that repartee with a fucking sledgehammer. If you're so much better than me at everything, wouldn't you have more fun masturbating anyway? Jerk.
Ultimately, the reason this list is so creepy is that it isn't about being cocky and funny in the way that I understand them--as ways for someone to be amusing and fun to be around. It's about playing the "I'm too good for you, you're too bad for me, so if you don't blow me right now you'll wallow in loneliness forever" card. In a funny way! No wonder it isn't that much of a belly laugh.