I think that if a guy can pull girls when he is under 30 thats good for him. Let him have his fun. Once he gets it out of his system then he is more likely to have a succesful marriage with no regrets.
Your right it does somewhat depend on the method he goes about attracting women. For instance I respect someone who tells the truth, is funny and clever. I dont respect guys who try and hit on every girl in site by walking infront of the guy they are talking with and trying to cut him out. If you dont go out much you would be surprised how often douchebags attempt this.
I also think the matter of which a guy approaches the morning after in most cases reflects upon his character and whether or not I respect his lifestyle. I dont like when buddies just kick a girl out of there room once the deed is done or pretend they dont exist the morning after in the hostel. I think everyone should try and be respectful and realize that person wanted the same thing you did. So offer to take them to breakfast.
Your argument about clothes is really ignorant in my opinion. Who cares how people dress. I like to pay more for my clothes. Other people dont. Who gives a shit. Your complaint about skinny slim fitting jeans is another very dumb one. At the end of the day people should wear whatever they like. I wear skinny jeans similiar to the ones Clint Eastwood wears here. (I guess according to you he is a girly homo.)
You see fashion cycles over time. There always seems to be a group of insecure people who try and put down those who are on the breaking edge of a new trend or those who dont follow the trend at all. It makes you into your own sort of hipster. I think people should wear whatever they want. Which is why you will never see me sporting baggy jeans. I dont like the way they look or feel.
Everyone is entitled to their own look and style. Its not hurting you. So that brings me to your next point. The pink hat. Who cares man? Obviously that guy is trying to peacock. If he is in a casual club or bar setting then perhaps it will work. Girls notice the hat and grab it if they like him. Then he runs over and grabs it and convinces them to dance. WHAT AN ASSHOLE....? If he is wearing a pink touque or ballcap to a nice high end bar or club (that you go to with your baggy jeans) then he is going to look tacky and immature. But he is going to suffer from that. Not you. So it shouldnt matter.
I hope this helps and your able to turn over another leaf.