This was the best picture to come out of that "Picasso Baby" video shoot

[Harry B]

not

not the point. jay went from dressing like a cool guy from around the way that was still rich.

Now he looks like hipster going thru a mid life crisis.

That said...talking about how a man dresses is pretty

Your biggest ambitions must be owning a corner store.

1. Fashion changes, no one uses the same clothes they did in the 90s if they can afford new ones.

2. Wearing white tees made for people 500 pounds vs dress shirt in your 40s
And you are telling me wearing those ugly ass t-shirts win?

3. He still rocks young man shyt most of the times he's photographed, to a point where it's a bit embarassing unless you're a rap star or rich as fukk.
The latest photos I've seen.

4. Go watch what he was rockin occasionally during the shiny suit era.

5. I hope you and your dad don't mob around official occasions like this

6. Black excellence baby

6. It's interesting to talk to ghetto birdbrain state of mind nikkas

 

[Yecht]

In

 

[jimbean]

Smiley worthy

 

[Eastside Get The Money]

How u go dressed like this

to

age.

 

[BigF]

Let it commence.

This is why I fukk with the coli.

 

[HowardHughes]

XXXXl Ts and Baggy Jeans >>>>>>>>>>> Hipster fakkitry skinny jeans

 

[Malik]

It's hilarious that their stans fight tooth and nail everyday while these nikkas out partying with each other.

 

[Funcrusher]

Imagine that 2nd pic Jay...next to that unflattering Beyonce pic from a while ago. If someone could do that, this will be rafter status in a day

 

[its_normal]

Why is he stood like hes gay though?

 

[vaudevillevillain]

"won't change for no paper plus i been rich"

it's also kinda fishy that both him & dame were on aaliyah...

 

[JasonSJackson]

How u go dressed like this

to

thats crazy...yo dont look like he aged at all

 

[W.I.Z.E.]

Your biggest ambitions must be owning a corner store.

1. Fashion changes, no one uses the same clothes they did in the 90s if they can afford new ones.

2. Wearing white tees made for people 500 pounds vs dress shirt in your 40s
And you are telling me wearing those ugly ass t-shirts win?

3. He still rocks young man shyt most of the times he's photographed, to a point where it's a bit embarassing unless you're a rap star or rich as fukk.
The latest photos I've seen.

lmfao u proved my point in the bold...and I wear a suit to work.

My point wasn't about white tees...when you go out to a lounge/club or (Inclduing 40/40 here in NYC), you don't see most people dressing like Jay is in the first pic.

Furthermore, most people in their mid 40's don't dress like he does.

Not that Jay has to be a follower, but compared to his peers he dresses weird.

 

[ChemicalBk]

subz

 

[Ego Noir]

How u go dressed like this

to

absolutely nothing wrong with what he's wearing.

You exposing the dust underneath your fingernails

 

[atlbound]

Only like 3 or 4 black faces in the whole room and Jay is one of them. Hov the gawd, on to bigger and better things