Fly Shawty Penelope
Raekwon Lyrics


Jump to: Overall Meaning ↴  Line by Line Meaning ↴

[Intro: Raekwon]
Yeah, yeah, straight outta jail
First time nailing me, realer than the obvious
They never said it was gonna be easy
Who can y'all put up with?
The streets... why you coming at me like that, man?
You payin' him? You taking care of me?
What's the matter with you, man?
See this the shit that make a nigga don't come over, man

[Chorus 2X: Raekwon]
Aiyo, fly shorty Penelope, fresh female chick
Straight outta jail, first time mailing me, God
Realer than the obvious, livelyness was on the line
I mean like, the sweetest thing, most seen her kind

[Raekwon]
Bloomingdale patient, slick finance who got a Benz station
Studying law, buying North Faces
Tried by the police, yo, straight up and down
I hold rollies, size six shaconies, daughter, might name her Water
Son, might name him Rich Porter, style, Law & Order
Copped them quarters, it's real, blowing out in Florida
Displaying a game, frame, I'm adoring her
Blasting music, I'mma lose it, shorty romance the music
Just grind, don't dance to it, flexin' with a sun dress on
Shorty refreshin', less you stressed, stop swarmin' on her
Yellin', it's all made basic, taste it
Anybody lace this here, you can blaze it
Rinaldo stepped up, what, "Lex, you know I got it lined up"
Bust ya gun from the side, what?
Take this thought in mound, your frame might be a dime
But the brain power might not shine
Shorty had a good head once, rolling up blunts, damn
She fucked up, got caught in the crunch
Now, down go her lifestyle
She on the FDR now, with a Audi J, bugging out
Stop that drinking, you wild, project chick, yo
Won't even tuck her chain, nigga, that's foul
Got caught up in the number run, dunn
I need to get my life back, son, share one
Lex laid it out, but she stunt, enter and still smoke blunts
Shit ain't real, she yelling "Fuck everyone"
Yup, caught up in the midst, I mean glitz
Went from doorags to rich, now he blue hat and switch
I guess, the live way to rap it, shorty went backwards
Now she stuck with a dirty Guess jacket
Keep on, giving out the jewels wrong
Who wrong? Who want? Who trynna-trynna act like you never knew wrong
Now it's raining, now I'm maintining, gaining
Probably gaming with positive aiming, long dane it
Stepped in, jumped in the car, fuck God
Put the Wisdom for Knowledge, you bond, whine too hard
Shaking her ass, walking out to the garage, you large
Fuck men, fuck who weighing nods
Stopped, took a peak at the stars, the Zodiac, a fine Mars
Or lose it for a chick behind bars
Wash, waking up Lars, aiyo collect call Taj'
Let's take a half a million in the cards
Laying up, at the Laborage, say I need a massage
Stressed, jumping out the Guess jumper, charged
Wifey material, make sure y'all observe the ariel
I'm mailing this through ya stereo
Wifey material, make sure y'all observe the ariel
I'm mailing this through ya stereo




Wifey material, make sure y'all observe the ariel
I'm mailing this through ya stereo

Overall Meaning

The lyrics to Raekwon's song Fly Shawty Penelope tell the story of a woman named Penelope who is released from jail and catches the attention of Raekwon. He describes her as a bloomingdale patient, who is studying law and buying North Faces. After being tried by the police, Raekwon notices her and admires her beauty. He details how she wears a sun dress and exudes confidence, despite her past mistakes. However, Raekwon also mentions the consequences of her choices and how her lifestyle has changed after being released from jail.


Throughout the song, Raekwon emphasizes the importance of not judging people for their past mistakes, as everybody deserves another chance. He recognizes the challenges that individuals like Penelope face, especially in the tough environments of the streets. Raekwon paints a nuanced and empathetic portrait of a woman who is simply trying to survive in a difficult world.


Overall, Fly Shawty Penelope is a complex song that explores themes of redemption, judgment, and perseverance. Raekwon uses his lyrical abilities to tell a compelling story about the struggles of life and the need for compassion and understanding.


Line by Line Meaning

Yeah, yeah, straight outta jail
I just got out of jail


First time nailing me, realer than the obvious
I've been caught by the police before, this is my first time being incarcerated.


They never said it was gonna be easy
I knew it wasn't going to be easy.


Who can y'all put up with?
Who can handle living the way I do?


The streets... why you coming at me like that, man?
Why are you judging me for my lifestyle?


You payin' him? You taking care of me?
Are you paying someone to take care of me?


What's the matter with you, man?
What's wrong with you?


See this the shit that make a nigga don't come over, man
This is why I don't come around here anymore.


Aiyo, fly shorty Penelope, fresh female chick
Hey, check out this attractive woman named Penelope.


Straight outta jail, first time mailing me, God
This is the first time she's written to me since I've been incarcerated.


Realer than the obvious, livelyness was on the line
She's more real than she appears and our relationship is on the line.


I mean like, the sweetest thing, most seen her kind
She's the sweetest woman I've ever met, and most people haven't met anyone like her.


Bloomingdale patient, slick finance who got a Benz station
She's a patient at Bloomingdale and has enough money to own a Benz station.


Studying law, buying North Faces
She's studying law and buys North Face clothing.


Tried by the police, yo, straight up and down
She's been tried by the police before, and it's plain and simple.


I hold rollies, size six shaconies, daughter, might name her Water
I have expensive watches and shoes. I might name my daughter Water.


Son, might name him Rich Porter, style, Law & Order
I might name my son after Rich Porter and give him a style inspired by Law & Order.


Copped them quarters, it's real, blowing out in Florida
I bought and sold drugs in quarters, and I'm making money in Florida.


Displaying a game, frame, I'm adoring her
She's displaying a good attitude and I admire her for it.


Blasting music, I'mma lose it, shorty romance the music
I love music so much that I'll lose myself in it. She's into music as well.


Just grind, don't dance to it, flexin' with a sun dress on
Just work hard, don't waste time dancing. She looks great in a sundress.


Shorty refreshin', less you stressed, stop swarmin' on her
She's refreshing to be around and can help relieve stress. Stop bothering her.


Yellin', it's all made basic, taste it
She's saying everything is simple, try it for yourself.


Anybody lace this here, you can blaze it
Anyone can use this drug and get high.


Rinaldo stepped up, what, "Lex, you know I got it lined up"
Rinaldo is ready to help, he's got a plan.


Bust ya gun from the side, what?
Are you going to shoot from the side?


Take this thought in mound, your frame might be a dime
Think about this, you might be attractive on the outside.


But the brain power might not shine
But you might not be smart.


Shorty had a good head once, rolling up blunts, damn
She used to be smart and positive, but now she's smoking marijuana.


She fucked up, got caught in the crunch
She messed up and got caught in a bad situation.


Now, down go her lifestyle
Now her lifestyle is ruined.


She on the FDR now, with a Audi J, bugging out
Now she's on the FDR Highway with a luxury Audi car, losing her mind.


Stop that drinking, you wild, project chick, yo
Stop drinking, you're acting wild. You're from the projects.


Won't even tuck her chain, nigga, that's foul
She won't even hide her expensive necklace, that's dangerous.


Got caught up in the number run, dunn
She got caught up in a scam operation.


I need to get my life back, son, share one
I need to get my life back together, let's smoke a joint.


Lex laid it out, but she stunt, enter and still smoke blunts
Lex gave her a plan, but she didn't follow through and still smokes marijuana.


Shit ain't real, she yelling "Fuck everyone"
She thinks her problems aren't real and is angry at everyone.


Yup, caught up in the midst, I mean glitz
Yes, she's caught up in the glamour of her lifestyle.


Went from doorags to rich, now he blue hat and switch
She went from wearing doorags (a headband) to being rich, but now she changes her hairstyle frequently.


I guess, the live way to rap it, shorty went backwards
I guess if you live this lifestyle, it can make you go backwards.


Now she stuck with a dirty Guess jacket
Now she's stuck with a cheap and dirty jacket from Guess brand.


Keep on, giving out the jewels wrong
Stop giving people bad advice.


Who wrong? Who want? Who trynna-trynna act like you never knew wrong
Who's doing wrong? Who wants to be involved? Don't act like you've never done anything wrong.


Now it's raining, now I'm maintining, gaining
It's raining now, but I'm still maintaining and gaining more money.


Probably gaming with positive aiming, long dane it
I'm probably gambling and aiming to win, I'll take the chance.


Stepped in, jumped in the car, fuck God
I stepped in and got into the car quickly, forget about God.


Put the Wisdom for Knowledge, you bond, whine too hard
Let's put our knowledge to use, you complain too much.


Shaking her ass, walking out to the garage, you large
She's shaking her butt and walking out to the garage, she's confident.


Fuck men, fuck who weighing nods
Screw men, screw those who judge us.


Stopped, took a peak at the stars, the Zodiac, a fine Mars
I stopped and looked at the stars, focusing on the Zodiac and Mars.


Or lose it for a chick behind bars
Or risk everything for a woman in jail.


Wash, waking up Lars, aiyo collect call Taj'
Wash your face, wake up Lars. Hey, collect call Taj'.


Let's take a half a million in the cards
Let's take a risk and win half a million dollars.


Laying up, at the Laborage, say I need a massage
Relaxing at the Laborage, I need a massage.


Stressed, jumping out the Guess jumper, charged
I'm stressed, jumping out of my cheap Guess jacket, ready to take action.


Wifey material, make sure y'all observe the ariel
She's wife material, make sure you notice her.


I'm mailing this through ya stereo
I'm sending this message through your stereo.




Contributed by Lila S. Suggest a correction in the comments below.
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Comments from YouTube:

ed bur

This whole tape solid af

Kidyugi1

Still listen to this in 2022. I used this blast this back in elementary school

Wesley Malizioso

De l'or en barre

E. R.

BARZ!!!