[at 34](https://ibb.co/WzPf2BN)

I’ve never seen this photo, wow!

It was the Vogue September issue 1992(?)

Beautiful, a little throwback to her Like a Prayer styling

[at 39](https://imgur.com/a/I2X7VAh) I've never realized she was my age when she recorded Ray of Light. I was in middle school and that was the first album I ever bought and what made me a super fan!

I remember a critic calling that album granny electronica. I thought she was so old. Now I'm that old. Fuck.

I’m your age too, and it makes me sliiiightly uncomfortable lol. I mean she dropped f-ing Ray of Light while i’m….?

[Madonna at 43!](https://www.tiktok.com/@calabasaswings/video/7269554747080838433?lang=en) This makes me feel great 😊 But also work out 5 days a week and probably can’t do that now.

[40fucking7](https://m.media-amazon.com/images/M/MV5BMjA2NDM4MTE3NV5BMl5BanBnXkFtZTYwNjk0ODU1._V1_.jpg) What a great year I had to choose from!

it really was!

[At 29](https://www.reddit.com/media?url=https%3A%2F%2Fexternal-preview.redd.it%2FpX1xdBFf-DAM3sjd0GKTmoDlweGk58K7dH7R4zb_4d8.jpg%3Fwidth%3D640%26crop%3Dsmart%26auto%3Dwebp%26s%3Dd8f71545490b4876b5074b69d83e086e5653efb9&rdt=34431)

[At 24!](https://images.squarespace-cdn.com/content/v1/506910b184ae5a723be4b21f/1471435058744-HUTA9C74SA6DXSHGS9ET/image-asset.png)

[at 56](https://www.google.com/amp/s/www.express.co.uk/celebrity-news/500080/Happy-birthday-Madonna-The-Queen-of-pop-turns-56/amp)

[at 37 :)](https://www.alamy.com/american-singer-songwriter-actress-and-businesswoman-madonna-turns-60-on-august-16-2018-pictured-september-7-1995-madonna-presents-nominees-for-the-1995-mtv-video-music-awards-credit-globe-photoszumapresscomalamy-live-news-image214700331.html)

I love this look!

36: https://90kids.com/madonna-in-her-music-video-for-take-a-bow-1994/

[Madonna at 41](https://cdn.ontourmedia.io/madonna/non_secure/images/20120523/news/169/169.jpg)

[26](https://images.app.goo.gl/RvKz4x8Uxu6ruwLd8) Maybe life is just getting started for me and I need to calm down a little instead of constantly thinking my time is gone 😅

Definitely just getting started at 26. So much time left to do all the things and be young. You are young, so very young. Enjoy, because old will be here soon enough.

im also 26 and mte 😭 seeing her in this pic knowing it was just the beginning is insane.

Madonna in 2005 is the age I am now. Confessions era, AKA the \*best\* \*she\* \*has\* \*ever\* \*looked\* lol.

[2005](http://www.madonnalicious.com/images/2005/wettendass_capture_ns4.jpg)

I loved her hair during this era!!!

[40 1/2](https://todayinmadonnahistory.com/2020/02/24/today-in-madonna-history-february-24-1999-2/) loved this eraaa

I’m also 40 (and a half). It’s a real eye opener to see how great of shape she was in there when I lay in bed scrolling tiktok all night sometimes 😅

[madonna at her 33rd birthday](https://ohyeahpop.tumblr.com/post/182747304236/madonna-at-her-33rd-birthday/amp)

[at 16 ☺️](https://pin.it/3RISOj83u)

[in 1975](https://www.ebay.co.uk/itm/152882582846) [edit: think this is more accurate](https://www.pinterest.com/pin/hometown-rochester-mi--30328997464449862/)

I’m pretty sure she’s not actually 17 in that pic. I think that’s from her early NYC days, she was 20-23. I think closer to 17 would be the yearbook pics of her cheerleading or her senior photo.

I agree with you!! I just struggled to find some lol i just googled ‘Madonna 17’ hahahaha

[48](https://images.app.goo.gl/YPYn53YpexwPrePGA)

At [46](https://images.app.goo.gl/W8k1TGGrPdcLUEKB8)

[at 27](https://pbs.twimg.com/media/DztMTiDWwAA7W-U.jpg:large)

[Madonna at 37](https://pbs.twimg.com/media/FLGNwPWXoAQRPe2.jpg)

How?

Yeah we can’t post pics in the replies to this sub, lol.

[at 31](https://m.media-amazon.com/images/M/MV5BOTdmNGRjZTAtNDNmMS00OThjLWFkMmYtZjRhMGNmZjU5NWMzXkEyXkFqcGdeQXVyMjQ0NzE0MQ@@._V1_.jpg) Is this my sign to get the money piece? I’ve been thinking about it!

do it!!

[Madonna, 2007.](https://www.mad-eyes.net/news/2007/images/news_hmlondon01.jpg)

[at 35](https://m.imdb.com/title/tt6663626/mediaviewer/rm2700030208/?ref_=ext_shr_lnk)

[2000 - Roseland Ballroom after party](http://www.madonnalicious.com/images/2000/roseland_after5.jpg)

[44](https://preview.redd.it/madonna-2002-uk-pop-magazine-v0-xyj5jrm9wn6c1.jpg?width=462&format=pjpg&auto=webp&s=cc5e9704543a5310e36e18657cf9bed1720f2d86)

[what have I done with my life ](https://i.redd.it/2v941n6ph2fy.jpg)

[gorgeous at 47](https://snapwidget.com/v/sw/2053915033349396155_11368944)

[Madonna at 42](https://images.app.goo.gl/vBW4aSqH4Fo1LU2e7)

[52](https://www.vanityfair.com/culture/2010/08/madonnas-52nd-birthday-party-is-a-boring-bummer)

Same for me!

[31](https://images.app.goo.gl/Krzb6XDkAhYjxvxYA) Yeeeeah I need to work on myself lol

[mama at 38](https://media.wnyc.org/i/800/0/l/85/2023/02/AP97011904856.jpg)

[at 20](https://encrypted-tbn0.gstatic.com/images?q=tbn:ANd9GcSbQgzyeN_wCk5w54gtzvcEnmymJDW360zswg&usqp=CAU)

[32](https://todayinmadonnahistory.com/wp-content/uploads/2015/06/madonna_vogue_poster.jpg)

[Madonna at 36. I’ve always loved this look on her.](https://i.pinimg.com/736x/f8/71/b4/f871b4f3ac66800e6afd68334782dbfb--nadja-auermann-music-icon.jpg)

[at 18](https://www.reddit.com/r/OldSchoolCool/comments/d2ip8i/18_year_old_madonna_3rd_may_1977/?utm_source=share&utm_medium=web3x&utm_name=web3xcss&utm_term=1&utm_content=share_button)

[At 21/22](https://images.app.goo.gl/LAuMA9SKrbx68d4f9) Couldn’t find an age/year specific in 1980 when she would have been 22/23 which is closer to my age. But this really puts things in perspective. She wasn’t the “queen” until her 30s even. So much growth from one person.

[At 35](https://www.google.com/search?q=madonna+1994&udm=2&hl=en-us&client=safari&sa=X&ved=2ahUKEwi5y8P6w82GAxUOkokEHSbqC3wQrNwCegUIlgIQAA&biw=414&bih=830&dpr=2)

[im 17, and this is the closest I could find to a picture of her at 17 :)](https://64.media.tumblr.com/tumblr_lo1ezzlaLj1qcdr19o1_500.jpg)

Is there some secret to posting pics on Reddit?? I found one of her at my age but now can't figure out how to upload it 😕

Madonna and Kim Kardashian are really similar looking. I never noticed this before.

[52years](https://www.vanityfair.com/culture/2010/08/madonnas-52nd-birthday-party-is-a-boring-bummer)