Ashton was a lucky lucky man leaving Butter in NYC last night with both his wife, Demi, and the gorgeous Penelope Cruz on his arm. Apparently inside the club they were joined by Madonna, Janet Jackson & Shakira. How's that for kinda random? Ashton is particularly lucky that he's with all these pretty pretty women considering he definitely hasn't been looking his best these days. Seriously, what's with the bandanna?

















Zac Posen
Soft Grey
S***r
He's almost as bad as Britney with the headbands.
1Penelope looks very good..Love the dress..who makes it?
Dare I say Pene looks better than Demi..Ashton - clean up please!!
2maybe he got hair plugs and is on the mend?? Or maybe he's channeling Britney Spears
3Does anyone else think it looks like he's holding Demi up and she's gripping his hand for dear life?!?
4he totally could have had some hair repair procedures done!
5Whoa.. what a diverse little crew in the club! Don't Demi and Courtney Cox look SOOO similar??
Penelope sure looks hot
6LOL!!! OMG !!!! I'm sorry but I just had a dirty thought with this three..
7Is Ashton holding Penelope's hand?
pene is a gorgeous woman.
8appearently Ashton is covering his head nowadays cos he's going bald
9Demi looks younger and younger!
10That must be the effectiveness of a young man, right?♪
ick-pull it together Aston! remember, once upon a time, you were chosen out of a huge crowd of people to be a model! please venture back to those days!
11Ashton is a handsome guy, but does anyone else think he's looking a little bit like Corey Feldman here?
12Ashton IS arm candy.
13aphrodite:
I'm sorry, but I read your comment, and I was like wt...???? pene in spanish means something else...and I did not get it at the beginning, but I just found out that it as for Penelope
14he actually looks hott here ..
15Demi looks so good!!
16love Penelopes dress
17ashton looks hot in this pic
18Yea, I'm starting to think maybe all the weird headgear is because he's going bald.
19His zipper is broken. I hate it when that happens. Also, that dress that Demi is wearing has that strange draping at the hip. Similar to the draping on the "Egg Yolk" dress that we saw on Penelope recently.
20Hey Molly, could you fix the link to the gallery? Thanks!
21Ashton looks...strange. Demi looks younger than ever (and maybe a bit drunk?)
22Ashton looks horrible!
23tres geek
24Rain Moon - I don't think his zipper is broken, many tops come with a duel zip so you can open the bottom.
Does anyone else think Demi looks like she's sucked a lemon before this photo was taken?
25hate demi moore jeolus
26hate demi moore jeolus
27He is so annoying but he definitely keeps beautiful company
28ashton and britey should go shopping together
29Why is everyone holding hands?
30I guess he's holding her hand too because the place was crowded and the paparazzi, etc. and they want to stick together. I've had friends' husbands and boyfriends do that...no bad things involved.
31what is the appealment of ashton? and why is he holding both demi and penelope's hands? creepy.
32Demi looks kind of ticked off, and Ashton - well, he just looks pretty dumb with that bandana. Penelope looks amazing though.
33IDK why but I get a creepy vibe from them.
34the ladies are rockin' it in this picture. ashton, however . . . not so much! it's one thing to look like that post-workout, but he is out with some hotties---he'd better represent!
35All I can think is mmm... THREEWAY!
Demi is lookin' hot!
37demi definitle didn't choose him because of his lookin'
38he looks really horrible, but well they're happy, but wtf is it with that bandana i hate it
Demi & Penelope look similar indeed
39penelope is pretty. demi looks so old.
40Demi looks really angry here.
41Seriously odd trio.
I think Demi looks hot here -- coked out of her mind, but hot.
42Demi and Pen look awesome. I just don't get the appeal of Ashton.
43demi looks angry and why is penelope holding his hand? i dont get it.
44They all look mighty yummy!! I love et when celebs are out and about. I can only imagine the make-out session that occurred afterwards.
45ashton looks terrible
46penelope looks gorgeous
wtf is he wearing?! the girls look good though
47homeless man is a pimp...
48Penelope and Demi kind of resemble each other
49i wouldn't like my husband holding hands with another woman....no matter who it was.
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