In “Before He Cheats”, the woman vandalizes her boyfriend’s car (including carving her name into his leather seats) because she thinks he’s cheating, without any verifiable proof.
100% dickish.
I love this bit from Meant To Be, a Florida-Georgia Line song featuring Bebe Rexha, a song so popular it debuted at #1 on the Billboard Country Singles chart and stayed there for 50 weeks straight.
In it, Bebe sings about how she is tired of men not treating her right, how she is tired of ‘fake love’ and wants her next man to at least make an effort at wooing her:
His response? Classic dick:
Wow. This is it? This is you ‘showing what you’re made of’? ‘Whoa, hold up’… I’m not interested in your shit, and ‘… girl’? Do adults talk this way unironically? And then some drunken line about her looks, and that’s all HE needs?
Just absolutely dismissive of her feelings. Total 
If your men listen to you as well as this one, ma’am, I fully understand your complaint!
True, wife beaters are scum.
But the song does say "The cops came by to bring Earl in
They searched the house high and low
Then they tipped their hats and said, thank you ladies
If you hear from him let us know…"
And doing so is apparently a Good Thing to do.
I have to say this 30-second gem had lyrics that were a little tricky to follow along:
Words trailing off the banality
Gripping nonsense the weather sucks
I couldn’t care less about your fucked up car
Me throwing up on your nicely pressed suit
Would make a nice new topic of conversation
Around the water cooler
You can’t get much more dickish than eating the person you’re trapped in a cave-in with, and not telling anyone.
then, there’s the smarmy “break up our happy home” ???
“Another Saturday Night” by Sam Cooke. This guy is such a dick.
A nice guy oldie!
I don’t see it at all. What am I missing?
“Instead of being my deliverance/she had a strange resemblance/to a cat named Frankenstein.”
I automatically assume these things go both ways. His friend’s trying to find a guy for his sister, which is nice and brotherly. Some women are trying to find someone for their homely brothers, which is also nice.
Maybe he doesn’t want to be happy for the rest of his life… 
But he should know, “if you wanna be happy for the rest of your life/never make a pretty woman your wife/so from my personal point of view/get an ugly girl to marry you.” (by various artists, Jimmy Soul most well known.)
ETA: Ninja’d by like 2 seconds!
Indeed.
I was watching some talk show many years ago and there was a woman talking about her friend. The woman talking was quite attractive, and her friend was not so much. She said that if men could only see beyond the physical they’d realize what a truly wonderful and worthwhile person her friend was. Man, I would have paid some serious coin for some highly attractive man in the audience to stand up and vouch for his unattractive friend and say he couldn’t agree more, telling the very attractive female that she should really give his unattractive friend a date.
Possibly more incompetence than dickitude, but, nah, Dennis KC Parks is still a dick.
Smith was a misanthrope, but how does Frenz qualify for dickitude? It’s just the guy lamenting how few friends he’s got.
I always thought the lines…
My friends ain’t enough for one hand,
My friends don’t amount to one hand,
…referred more to quality than quantity, especially when followed up with:
My friends cannot count on one hand.
Meh, I’m not necessarily throwing out the idea that it’s quantity, but I’d lean more to quality.
There’s “Under Your Thumb” by Godley and Creme, the protagonist hears the voice of the ghost of a girl who threw herself under a train to get away from her manipulative lover.
If it’s your birthday, you will not like this singer.
NSFW.
“The Birthday Song” - The Dick Van Dykes
ETA: crapola recording, so volume needs to go full blast or you won’t hear the lyrics.