
I'll tell you why playing the field can suck, because I'm sure you've already reaped the benefits of why it rocks.
One: Never mind the freedom of doing what you want, seeing who you want and of course, bedding who you want. At the end of the day (or perhaps the bright beginning of it, depending how your bedding schedule works) you're still alone. Sure, you can go have dinner with A and hit up a bar with B and wake up and shower with C, but we all know that kind of thing leaves you with temporary pleasure, nothing really worth holding onto that won't wear off.
Now, there are different ways of playing the field. You can always just spend time with your, uh, prospects and not bed them. Sure. That's fun too, but you know what that's called? Uh, having fucking friends. That's allowed, even if you were in a relationship; so long, of course, as it doesn't mean you're a fucking cheater who displays affection to their friends by fucking them.
Two: People out there are crazy! I mean, if you think you're crazy by going through your own shit, imagine how crazy someone out there can possibly be. Sure, everyone can seem normal when you meet them... not to mention first dates are full of shit. But holy hell... people out there really are crazy. Dating is no longer a normal thing you do. When you mention to your friends "I have a date tonight," there is always some sense of fear and negative anticipation-- yes, your friends know that A) you like crazies or B) you don't know how to filter them out very well. Your friend, dear loser fucker friend of mine, is fearing the repetition of a bad situation already... and they don't even know anything about this person!
Often enough, people will accuse you of the same. Perhaps we've just reached the point where we are so darn jaded that... we act crazy among each other, towards each other, in the presence of each other, etc. I myself have some dating horror stories that... perhaps will shine through sometime.
Three: Attachment. And THAT can definitely make one of the people involved EXTREMELY c-r-a-z-y....
It's messier than the melted shit on the highway I told you about before. Trust me.
Shit.
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