Low Self Esteem Hip Hop suggestions?

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Hip hop is often all about how great the artist is, especially in relation to others. But some tunes are all about what a loser the artist is.

I am pretty hip hop ignorant, and would like to ask some help in putting together a list of songs (and artists) who have put out really good low self esteem hip hop.

Right now my list includes:
What's up Fatlip? Fatlip
Bachelor of Science Buck 65

um, that's it. Told you I am a bit out of the loop.

Recommends? Feel free to include favourite lyrics and any story behind the song.

E.G. "Far from hard, emotionally scarred, on Ricoh boulevard I was regarded as a retard" ~ What's up Fatlip? After Pharcyde members gave him the boot, Fatlips career went downhill, and he felt like a loser, so he wrote this song about how he hates telling everyone who asks that things are going well. Hopelessness and self-loathing at it's best! Classic video by Spike Jonze (which is how I heard about the song).

I have cross-posted this to the Hip Hop board with the same subject line, but I think this thread is a bit more active.

 

[Amy_J]

Almost anything Atmosphere:
Pour me another
Always coming back home to you
Say Hey There
That Night
Little Man

 

[AgentSanchez]

Let's have a low self esteem party. We can all thug it up, bring out our best bling, and wallow for a while. Indeed, if anyone is so inclined, they are invited to bust a cap in their own ass.

 

[Booty Bits]

Fallin - De La Soul and Teenage Fanclub

"remember when i used to be dope?"

 

[Booty Bits]

and i'm not sure if people would agree with this choice, but:
All Falls Down - Kanye West

he's insecurrrr!

 

[Stan]

Skee-Lo - I Wish

Hey, this is radio station W-S-K-E-E
We're takin' calls off the wish line
Making all your wacky wishes come true

Hello

1-I wish I was little bit taller,
I wish I was a baller
I wish I had a girl who looked good
I would call her
I wish I had a rabbit in a hat with a bat
and a '64 Impala

I wish I was like six-foot-nine
So I could get with Leoshi
Cause she don't know me but yo she's really fine
You know I see her all the time
Everywhere I go, and even in my dreams
I can scheme of ways to make her mine
Cause I know she's livin phat
Her boyfriend's tall and he plays ball
So how am I gonna compete with that
'Cause when it comes to playing basketball
I'm always last to be picked
And in some cases never picked at all
So I just lean upon the wall
Or sit up in the bleachers with the rest of the girls
Who came to watch their men ball
Dag y'all! I never understood
Why the jocks get the fly girls
And me I get the hood rats
I tell 'em scat, skittle, skibobble
Got hit with a bottle
And put in the hospital, for talkin' that mess
I confess it's a shame when you livin' in a city
That's the size of a box and nobody knows yo' name
Glad I came to my senses
Like quick-quick got sick-sick to my stomach
Overcome with my thoughts of me and her together
Right?
So when I asked her out she said I wasn't her type
(rpt 1, 1)

I wish I had a brand-new car
So far, I got this hatchback
And everywhere I go, yo I gets laughed at
And when I'm in my car I'm laid back
I got an 8-track and a spare tire in the backseat
But that's flat
And do you really wanna know what's really wack, What
See I can't even get a date
So, what do you think of that?
I heard that prom night is the bomb night
With a hood rat you can hold tight
But really tho' on figuero
When I'm in my car I can't even get a hello
Well so many people wanna cruise Crenshaw on Sunday
Well then I'm gonna have to get in my car and go
You know I take the 110 to the 105
Get off on Crenshaw tell my homies look alive
Cause it's hard to survive
Livin' in a concrete jungle and
These girls just keep passin' me by
She looks fly, she looks fly
Makes me say my, my, my
(rpt 1, 1)

I wish I was a little bit taller...
I wish I was a baller...
I wish I was a little bit taller y'all
I wish I was a baller (3)

Hey, I wish I had my way
'Cause everyday would be a Friday
You could even speed on the highway
I would play ghetto games
Name my kids ghetto names
Little Mookie, big Al, Lorraine
Yo you know that's on the real
So if you're down on your luck
Then you should know just how I feel
Cause if you don't want me around
See I go simple, I go easy, I go greyhound
Hey, you, what's that sound?
Everybody look what's going down
Ahhhh, yes, ain't that fresh?
Everybody wants to get down like that
(rpt 1, 1)

 

[Flashy_McFlash]

lol, I knew Skee Lo would get up in here sooner or later.

I wonder if the rest of his album was like that?

 

[MoFo]

Love Song - K-OS

 

[Rajio]

Goldie Lookin' Chain - Self Suicide

Pharcyde - Passin' me by

The Streets

 

[solacevip]

Biz Markie - Just a Friend

 

[Panday]

When I die, fuck it I wanna go to hell
Cause I'm a piece of shit, it ain't hard to fuckin' tell
It don't make sense, goin' to heaven wit the goodie-goodies
Dressed in white, I like black Timbs and black hoodies

 

[Joe Seven]

^^^
Biggie Smalls is the illest...

 

[square]

Hey thanks all - any more suggestions?

 

[TaCk OnE?]

dear diary – masta ace

from the album disposable arts

 

[Muad'ib]

sage francis- personal journals

 

[Aphrodite]

passing me by.. pharcide

 

[Panday]

oh! oh!!!

you know what joint OOZES of low self esteem!??!

I'm So Fly - Lloyd Banks.

 

[terrawrist III]

Edan-let's be friends

 

[Panday]

too much nerd rap.

speaking of Pharcyde, anyone see the trailer of that documentary of J-Swift? he was a pretty dope producer. but now he just smokes crack rocks all day and lives in a makeshift tent on the side of the road somewhere in LA.

coke is for the kids, but crack is for the babies!

 

[case sensitive]

Grand Buffet - Headballs

kills me everytime

 

[case sensitive]

AAAAAAAAAAAAAAAAND

Grand Buffet - 1000 Percent

gets a little rough and tumble by comparison, well produced in my opinion

 

[DaPhatConductor]

sage francis - personal journalIST