Sir Tommy

Photographed in New York, NY
Noteworthy: velvet stingray slippers, Lilly Pulitzer blazer. Previously photographed by The Sartorialist (2006).
left a comment on 9/3/2010 at 2:13 AM:
horrible. the jacket as a possibility with something conservitive underneath, and on the bottom. but all apears very ill fitting
left a comment on 9/2/2010 at 11:52 PM:
doood intensity overload…ahhhh!!!
left a comment on 9/2/2010 at 10:41 PM:
Really, really bad. Lilly is for women, period. Just because Lilly sells clothes for men doesn’t mean they’re meant to be worn by men. Those pant wrinkles are terrible, buy an iron.
left a comment on 9/2/2010 at 10:11 PM:
I wish he wasn’t trying so hard to make a fashion statement!
left a comment on 9/2/2010 at 8:04 PM:
It’s great to see men who aren’t afraid to wear bright colors, such as this fellow and yourself in the “Racing Green Jean” photo.
left a comment on 9/2/2010 at 5:44 PM:
It just looks like he is trying WAY too hard. Either item would be great on its own, but together, not so much. Then again, to me, Lilly sport coats are like ironic t-shirts - I look at them and laugh, appreciate them on others, but would never wear one myself.
left a comment on 9/2/2010 at 3:06 PM:
My personal preference is that he’d rock the “go to hell” look on either top or bottom, not both—but to each his own. I salute your brass cojones, sir.
left a comment on 9/2/2010 at 12:43 PM:
i guess i like his color sense. he’s wearing orange in both photos. the color of creativity and ambition.
left a comment on 9/2/2010 at 12:02 PM:
Definite FAIL.
left a comment on 9/2/2010 at 11:57 AM:
Of course there are prep elements here, but the overall look reminds me of the time that “Cam” on Modern Family worked as a clown.
left a comment on 9/2/2010 at 11:37 AM:
FAIL.
left a comment on 9/2/2010 at 10:00 AM:
Sir Thomas Cary, looking utterly dapper, as always.
left a comment on 9/2/2010 at 9:59 AM:
Jings! A gentleman unafraid of colour right enough. I think I might have worn one or other garment, not both at once.
left a comment on 9/2/2010 at 9:49 AM:
Where’s the cigar?
left a comment on 9/2/2010 at 9:37 AM:
Fabulous blazer, Lilly always fairs well on men. Though, you could iron your pants a little.
left a comment on 9/2/2010 at 8:48 AM:
If you are not going to tailor your pants, at least iron them.
left a comment on 9/2/2010 at 8:39 AM:
@ Deanna…funny comment…looking at it from your perspective now. He would either be the life of the party or unbearable.
left a comment on 9/2/2010 at 8:30 AM:
I wish this guy was like my crazy uncle who always showed up half in the bag every Thanksgiving.
left a comment on 9/2/2010 at 8:23 AM:
Words fail me.
left a comment on 9/2/2010 at 7:47 AM:
baggy and ill-fitting…need a tailor.
left a comment on 9/2/2010 at 6:07 AM:
Perfect, lots of joie de vivre (although I question the idea of velvet—a heavy, winter fabric—in warm weather).













T left a comment on 9/3/2010 at 3:29 AM:
Is that a second button done up on a two button jacket? Very non-U. Having said that, better loose fitting than skin tight.