I find myself rewatching Truth or Dare every now and then to remind myself what Pop used to be.
subywesmitch on
I love these dresses she’s wearing!
HENMAN79 on
90s Madonna was Hot AF
Ok_Astronomer5738 on
That doesn’t look like Madonna. Is that really her?
kinggary1 on
The smell must of been horrible
TypeMood on
You can’t get much better than 90’S Madonna
Far_Fly_2725 on
90s Madonna was basically everyone’s wallpaper before wallpapers existed.
resilientdonut1 on
I think she peaked in the 90s as far as being hot. Musically I also think her best, most underrated material was during the 90s (I Want You w/Massive Attack, Frozen, Take a Bow, You’ll See, Bedtime Stories
Thought those were uno cards in the first pic for a hot second
sugarrosybunni on

first slide got me
Lexifer31 on
How many times is this going to be reposted.
Barbarella_ella on
I’ve seen that one of her with the newspapers before. I am inclined to think she had this one in mind, which is Faye Dunaway the morning after she won her Best Actress Oscar for Network.
Forget the dress, look at the muscle definition in those legs.
LectroRoot on
Everyone knows she is a hoe right? Her son broke ties with her. When he was 15 at a party she filmed h im doing a flip and commented on his boxer briefs “No Sausage”…….That is some next-level stuff to do to your own son on social media…. underage.
DorianGreysPortrait on
You’re trying to tell me that’s NOT Lady Gaga?
mvogelpi on
Madonna checking her pokemon cards
CuteVanilla_ on
She really had that effortless kind of beauty that still stands out today.
EmbraceFortress on
Versace is as Versace does.
blues-brother90 on
MJ was the indisputable king of pop, if he needed a queen, that would have been Madonna.
Some people ask how popular was Michael Jackson in the 80/90s, Madonna was probably the second name you’d hear about.
MitchCumsteane on
A) I did not hit her
WatchmakerSkyman on
How should I compliment her? 😁
zagomyego on
I swear she looks like 3 different people
SatansMoisture on
It always makes me a little sad when I think how she could have allowed herself to age naturally, being a rebellious bold faced and elegant older lady instead of going down the plastic surgery nightmare route.
Sorry_Assumption_666 on
Looks like Sydney Sweeney in the first one. Gwen Stefani in the second.
pimpnasty on

Matty1138 on
She’s looking at trading cards of all the basketball players she was sleeping with back then.
The_Dynasty_Warrior on
No wonder Jordan, Pippen and Rodman did a 4some with her
Buck_Folton on
These are terrible, awkward photos.
british_member on
90s Madonna was peak Madonna. Incredible.
Psychometrika on
In her prime Madonna was a goddess.
FileSilly on
Thought is was Lady Gaga in the first one and Gwen Stefani in the second
South_Monitor_6992 on
Looks like a dude lol
mattwillis on
Is she playing uno?
theoceansknow on
Still have no idea what Madonna actually looks like
dubious-author on
Back when she looked human…
freedomfightre on
is she looking at pokemon cards??
WARxxPIGG on
airing it out
I_Am_Moe_Greene on
That first picture in a purple dress is holy god damn.
unpleasent_wizard on
congrats to Madonna, who gave birth to a beautiful baby girl last Monday. The baby weighed in at six pounds, nine ounces, making it the fourth largest object ever to pass through Madonna’s birth canal
Lyndell on
Ima say it. Cher was wrong.
SimpleGuy7 on
Nobody paying to look at her now.
She had a nice run.
10before15 on
She ruined Guy Ritchie artistic judgment during this era….
48 Comments
https://preview.redd.it/t9skfsxynb1h1.jpeg?width=640&format=pjpg&auto=webp&s=fa5ee6d52455ea015f8aa5cc1a1777babb4aa1d7
I find myself rewatching Truth or Dare every now and then to remind myself what Pop used to be.
I love these dresses she’s wearing!
90s Madonna was Hot AF
That doesn’t look like Madonna. Is that really her?
The smell must of been horrible
You can’t get much better than 90’S Madonna
90s Madonna was basically everyone’s wallpaper before wallpapers existed.
I think she peaked in the 90s as far as being hot. Musically I also think her best, most underrated material was during the 90s (I Want You w/Massive Attack, Frozen, Take a Bow, You’ll See, Bedtime Stories
https://preview.redd.it/34tf7tgnqb1h1.jpeg?width=640&format=pjpg&auto=webp&s=1790cd9b1fb059d34c0b563c09378e016bc2d841
Thought those were uno cards in the first pic for a hot second

first slide got me
How many times is this going to be reposted.
I’ve seen that one of her with the newspapers before. I am inclined to think she had this one in mind, which is Faye Dunaway the morning after she won her Best Actress Oscar for Network.
https://preview.redd.it/7xazoyejrb1h1.png?width=865&format=png&auto=webp&s=ecb74b0c85a78e591f2708bb00a2acb564d466ca
Forget the dress, look at the muscle definition in those legs.
Everyone knows she is a hoe right? Her son broke ties with her. When he was 15 at a party she filmed h im doing a flip and commented on his boxer briefs “No Sausage”…….That is some next-level stuff to do to your own son on social media…. underage.
You’re trying to tell me that’s NOT Lady Gaga?
Madonna checking her pokemon cards
She really had that effortless kind of beauty that still stands out today.
Versace is as Versace does.
MJ was the indisputable king of pop, if he needed a queen, that would have been Madonna.
Some people ask how popular was Michael Jackson in the 80/90s, Madonna was probably the second name you’d hear about.
A) I did not hit her
How should I compliment her? 😁
I swear she looks like 3 different people
It always makes me a little sad when I think how she could have allowed herself to age naturally, being a rebellious bold faced and elegant older lady instead of going down the plastic surgery nightmare route.
Looks like Sydney Sweeney in the first one. Gwen Stefani in the second.

She’s looking at trading cards of all the basketball players she was sleeping with back then.
No wonder Jordan, Pippen and Rodman did a 4some with her
These are terrible, awkward photos.
90s Madonna was peak Madonna. Incredible.
In her prime Madonna was a goddess.
Thought is was Lady Gaga in the first one and Gwen Stefani in the second
Looks like a dude lol
Is she playing uno?
Still have no idea what Madonna actually looks like
Back when she looked human…
is she looking at pokemon cards??
airing it out
That first picture in a purple dress is holy god damn.
congrats to Madonna, who gave birth to a beautiful baby girl last Monday. The baby weighed in at six pounds, nine ounces, making it the fourth largest object ever to pass through Madonna’s birth canal
Ima say it. Cher was wrong.
Nobody paying to look at her now.
She had a nice run.
She ruined Guy Ritchie artistic judgment during this era….
she really had some tig oles
Just sad she thinks she still looks like that 🤭
Getting strong Gaga vibes in the first pic
Always sittin’ like she be shittin’