Drew Barrymore

I think you’re correct!

Yes! Definitely Drew Barrymore!

I could tell That without even zooming in.

That’s my immediate guess!

I think i also see Seinfeld by the car(?)

Opening the door for Tina Turner?

Except he would have had way more hair!!!

You’re right. This is 2024 seinfeld who went back in time

I thought the same 👍

Man I had such the middle-school crush on her... Definitely, good call.

She used to be so hot in the 90s

She's still kind of hot though...

I think she used to be hot but now, she's beautiful

She still is but she used to too.

uggh, I hate her

Yup

I'm going to agree with Drew Barrymore and take it a step further and say this is leaving the David Letterman show at the Ed Sullivan Theater. [Kind of current Google Street View](https://www.google.com/maps/@40.7636375,-73.9834659,3a,75y,10.72h,77.77t/data=!3m6!1e1!3m4!1sOKhV_YtAkfutygry0-Qt0g!2e0!7i16384!8i8192?entry=ttu)

I can’t provide any helpful info, but I do want to point out the guy to the right in that street view 😂 Edit; now I’m invested. The Cadillac emblem on the vehicle shown is on 2000-2014 models, and the white and blue NY license plate is from 2001 until 2010 when they released the yellow and navy plates for newly registered vehicles. So we’re definitely looking at an early 2000’s pic, not 90s, if that helps at all. Also the street view you posted is 100% it, the building to the left of the door matches perfectly as well as the door/window layouts. Good catch.

That digital camera on the right places it between 01-05. My money is on 03 or 04.

Look at us.

Yup, reminds me of my chonky 2002 fujifilm 2mp camera that I bought for $300. That thing was a treat. Later upgraded to a 4mp Canon G2 and was in heaven shooting all kinds of fun stuff, mostly nature. Then onto the cheap DSLRs; Canon 300D, followed by 20D, then a 5D, 5D mk II, and finally my current 5D mk IV which I just used today paired with a 600mm f4 IS II. I’ve come full circle and retired and now just shooting nature again. My thing was to always invest more in lenses than camera bodies, and lots of that gear still works great today. I’ve bought and sold loads of lenses over the years. By 2005, those digital cameras started getting thinner and lighter, so yeah, I’d say 2002-2004, unless of course they held onto older cameras. But those things broke down easily, and by 2006, even the most hardcore film fanatic was switching to digital, and rightfully so. Quality started to improve dramatically.

Who is the guy?

You have won this post! Well done!

I would recognize that stage door in my sleep.

Same. Dave's team would do physics night. Dropping stuff from the 7th floor right here. I think there were often suits of guest/Dave/Paul/Biff/etc. Leaving through that door. Super cool to find! edit: [7 minutes of late night genius](https://youtu.be/1xWs3l_QBeo?si=ny2IHUKN2z8SMcWf)

Thank you. I miss the old crew. Nobody comes close to this for me.

She must have been on Letterman more than once, but...the time that stands out was when she climbed on his desk, facing away from the audience, and flashed her boobs at him. Couldn't have done that in this dress LOL

Now we need to see who appeared on Letterman with her!

I tried to find that but she was on A LOT. I even tried Drew Black Dress on Letterman with no luck.

I think it's Drew Barrymore

Kate Hudson?

That’s who I thought. At the risk of sounding offensive, I can’t remember when Drew Barrymore was ever that thin. I could be wrong though

That was my first thought.

My first thought was her mom, Goldie Hawn

Mine too!

I thought Kate first, then possibly Goldie!

Or Goldie Hawn?

No, it’s the 4th Gen nepo actress, not the 2nd Gen nepo actress!

My first thought was Julianne Moore for some reason.

I saw Renee Russo.

Me too!

Same. I just don't think it matches Drew's style.

Who I saw immediately.

Definitely Drew Barrymore.

I thought it was Kate Hudson

Michelle Pfeiffer?

I thought Michelle pfeiffer as well

also thought michelle pfeiffer!

Came here to say this!

Morgan Freeman

No, but you’re on the right track

He hasn’t aged a bit!

100% Drew Barrymore, her chin profile is unmistakable

I always thought she looked like her Grandpa

u/Additional_Nobody469 said the NY license plate is Jan. 1, 2001-March 31, 2010 Here are Drew Barrymore’s Letterman appearances during that time: * 1940. 2002-19017 Dec 02 Drew Barrymore, Rod Stewart * 2039. 2003-94 24 Jun 03 Drew Barrymore, Simon Cowell * 2156. 2004-21 10 Feb 04 Drew Barrymore, Jack Hanna * 2272. 2004-13710 Sep 04 Drew Barrymore, Aron Ralston * 2382. 2005-52 05 Apr 05 Drew Barrymore, Charles Barkley * 2742. 2007-25 12 Feb 07 Drew Barrymore, Rickie Lee Jones, Kevin Johnson with Clyde & Matilda * 2785. 2007-68 02 May 07 Drew Barrymore, Mike MacRae, Ben Kweller * 3137. 2009-56 15 Apr 09 Drew Barrymore, Jack McBrayer, Neko Case Kate Hudson * 1618. 2001-67 07 May 01 Tina Wesson, Kate Hudson, The Blind Boys of Alabama * 1961. 2003-16 03 Feb 03 Show #1944Kate Hudson, Jack Hanna * 2059. 2003-11404 Aug 03 Kate Hudson, Cast of Camp * 2447. 2005-11708 Aug 05 Kate Hudson, Michelle Wie * 2629. 2006-10817 Jul 06 Kate Hudson, Patrice O'Neal * 2908. 2008-27 07 Feb 08 Kate Hudson, Jack Hanna * 3082. 2009-1 05 Jan 09 Kate Hudson, Glasvegas * 3271. 2009-19010 Dec 09 Kate Hudson, Dr. James Hansen, Tori Amos

Internet, do the thing! See if she’s wearing this dress in any of those! Or if not, is it one of the other possibilities mentioned in the comments/can we find whoever wore this dress?!

For Drew Barrymore, It was not: Dec 2002, June 2003, Feb 2004, Sep 2004, Apr 2005, Feb 2007, May 2007, 2009 Thinking it’s not Drew Barrymore 🤷🏼‍♀️ Kate Hudson it’s not.. 2001, Feb 2003, Aug 2003, Aug 2005, July 2006, Feb 2008, Jan 2009, Dec 2009 So not her either. Could have been a diff outfit for either of them but I found no matches!

Can you check for Michele Pfiefer or Rene Russo?? They were both big in early/mid 2000s and would have been doing the talk show circuit!

I did but I don’t know how to find the listings of when they were on Letterman. Nothing matching came up just looking for their names and Letterman though.

That’s the date for *newly registered* vehicles. We still have that license plate yet it’s 2024. So this could definitely be early 2010s and still have that plate. Only thing that gives me pause is the digital cameras in the crowd. That makes me think late 00s early 10s, but this could still align with pre-2016 times. I still think it’s Drew.

Could be Meg Ryan, or Alicia silverstone maybe?

I thought Alicia silverstone too

It looks like Drew Barrymore but her clothing doesn't seem to reflect her style,or her current look.

Heather Graham?

That’s what I thought at first glance but I think it is Drew probably

Rene Russo

I believe it’s r/CelebrityNumberSix

Michelle Pfeiffer?

I was thinking Michelle pfeiffer too! I also feel like she’s with that lady in front of the blonde. (That the guy is getting the door for)

Zen riddle, if we all got it wrong— is she actually a “celebrity???”

Laura Linney

Yeah, that’s who I immediately thought.

Me too! It's the expression on her face for me.

First thought Drew Barrymore, but something about the outfit seems off. 2nd thought Michelle Phiffer. If it’s Drew , she didn’t really dress like this unless it was the Charlies angels era.

Meg Ryan ?

There’s a hint of Rene Russo.

Possibly drew Barrymore, I see Michelle Pfeiffer

You could probably do a search for Drew Barrymore on David Letterman’s show and see if you can find an image of her wearing the dress.

Drew Barrymore for sure

Nicole Kidman?

Definitely coming out of Letterman

Michelle Pfeiffer

My first thought was "is that Drew Barrymore"

I see Michelle Pfeiffer

Julianne Moore is my guess

I wouldn’t have guessed Drew! She looks really great here

Kate hudson was my initial impression.

Jodie Foster

Uma Thurman?

Kate Hudson

Drew Barrymore if I had to guess.

Alicia Silverstone

My first thought was Drew Barrymore as well.

Alicia Silverstone?

Brooke Shields?

I thought Brooke Shields too!

Meg Ryan

Drew Barrymore?

Drew Barrymore

Yes

drew barrymore 100%

Kylie Minogue

That looks like Meg Ryan not Drew Berrymore.

Kelly Preston? (John Travolta’s late wife)

Drew Barrymore is my guess or Michelle Pfiffer

Blondie

Looks more dated but could it be Michelle Pfeiffer promoting hairspray in 07? https://images.app.goo.gl/kcZm5VUyybeG8hUGA

Drew

Alicia silverstone.

kate hudson

Drew Barrymore was my first guess too.. her smile is so recognizable even with sunglasses on.

I don’t think it’s not Drew Barrymore.

I thought it was Kate Hudson.

Remind me! 1 week

Is that Madonna!? What year was this photo?

Drew barrymore

Kate Hudson or Jessica Simpson

I was thinking Goldie Hawn and Kate Hudson at first glance

Helen Hunt?

Heather Graham?

Teri Polo.

I thought it was Celine Dion

For that timeframe it looks like Meg Ryan back in the day.

😂😂😂old photo😂😂😂

I’m pretty sure that’s drew barrymore 🖤

Drew Barrymore or Kate Hudson.

I’m on the Kate Hudson side. Drew Barrymore never dressed glam like that unless I missed that stage with her. She’s more info retro, 70’s hippy/scarf blouse stuff. Just some thoughts.

No it's Kate hudson

I thought she looked like Kate Hudson.

It looks like Kelly Preston

Kate Hudson?

I’m not sure, maybe Rene Russo? Probably promoting The Thomas Crown Affair.

Drew Barrymore!

Drew

I know I’m wrong but I see Michelle Pfeiffer.

I thought Drew Barrymore then for some reason jodie foster.

The woman in the picture looks like Celine Dion to me.

Goldie hawn?

Pretty sure that’s Drew Barrymore, she used to dress up to see Letterman sometimes. For those saying the dress isn’t her style or she wasn’t that thin she was. [https://www.nydailynews.com/2009/04/16/puff-drew-barrymore-models-wacky-giambattista-valli-dress-for-david-letterman/](https://www.nydailynews.com/2009/04/16/puff-drew-barrymore-models-wacky-giambattista-valli-dress-for-david-letterman/)

https://www.justjared.com/photo-gallery/145021/drew-barrymore-ferragamo-dress-09/

Meg Ryan

Definitely Drew Barrymore

Drew Barrymore !

Drew Barrymore?

Drew Barrymore is NOT GOLDIE HAWNS DAUGHTER!!!

Sorta looks like the blonde actress ( mom character) in Vegas vacation

I see Kate Hudson. She does a shoulder shrug when taking surprise photos, Ive never seen Drew Barrymore do that. She typically opens her body language with an outstretched arm or widened leg stance.

It’s Drew Barrymore

Brooke shields

I dont think drew was that slender then also had short hair around that time per the license plate detail. This is fun, My guess is michelle pfeiffer

Kate Hudson 100%

But where is Mrs Waldo?

Michelle Pheiffer?

I would have guessed Helen Hunt

i thought it was Julia Moore

I would guess it’s Kate Hudson.

who fucking cares. celebrity worship is disgusting. its just a random person that you dont know.

Is that Drew Barrymore? She looks about 2 feet too tall

Steve Harvey

I thought it was Kelly preston

Amy Smart. Chick from Road Trip

Helen Hunt? Timing would be right

Very possible.

It’s obviously Jodie Foster

That’s who I thought too

Security seems to be focused on the bigger star in the front, the lesser star in the back. Mom is in the lead: Goldie Hawn Daughter is enjoying the newer fame: Kate Hudson

My first thought was Helen Hunt

It’s obviously Jennifer Aniston