#2620 Following The Rules

isaac-likes-gant-rugger-hell's-kitchen-6a

Hey, gidday mates! I wore a variation on this outfit when I met up with my old boss, mentor and friend Murray Crane in Italy a couple of weeks ago. The only difference was the shoes: Instead of these Burberry beauties, I was wearing my trusty black Dr Martens; i.e. I was committing a 101 error of men’s fashion. After about 45 minutes, I couldn’t contain myself any longer. “Murray,” I said, “I’m not sure if you noticed, but I’m wearing a brown belt and black shoes. Can I get away with it?”

share on TumblrShare on FacebookPin on PinterestTweet about this on Twitter
Click to Continue!

#2619 Zero Chill

isaac-likes-clueless

I’ve been dating a guy for about a month now. We’ve been texting every day since we met. He currently works six days a week, so he’s pretty busy. We’ve been on a few dates since we’ve been ‘talking’. The only issue is that sometimes he takes long gaps from texting. He’ll text me, “Good morning beautiful,” every morning, and at first we’ll talk back and forth, then sometimes I don’t get a response for eight hours or even till the next day. Does this mean anything? Is this a bad sign? Sincerely, Prompt Texter.

Hello PT. Have you ever heard the expression, “You have zero chill”? Look it up. You, my friend, have zero chill.

share on TumblrShare on FacebookPin on PinterestTweet about this on Twitter
Click to Continue!

#2618 On The Fly

Processed with VSCOcam with f3 preset

Hey, gidday mates! What a week it’s been. I flew back in from Europe on Tuesday night, deejayed with Ms. Jenny Albright till 3am the next night/morning, worked the next couple of days, then picked up a car and drove Upstate for a sunny weekend away. I packed this exact outfit so we could shoot it while we were there, but it rained the entire time, so it had to wait till I arrived back into the city yesterday. As you know, I love a white and blue combo outfit, and these PF Flyers are such a solid dark blue that I figured I could get away with wearing this cornflower blue suede jacket with the white jeans (I wouldn’t try it without that dark shoe foundation though, it’d be too much light on light). If you’re not a fan of the white jeans, these shoes will also look great with stonewash denim or khaki pants, and a simple white T-shirt/patterned short sleeve shirt like the one I’m wearing here. Too easy!

share on TumblrShare on FacebookPin on PinterestTweet about this on Twitter
Click to Continue!

#2617 Use Somebody

isaac-likes-johnny-depp-winona-ryder

Anon asks: After having gone through my first serious heartbreak six months ago, I thought that a helpful way to forget about my ex would be to start dating again. Although I’m talking to a guy who is friendly and kind, I can’t help but compare him to my ex and the connection that we had (or I thought we had). I even compare our dates to the dates that I had with my ex, and how much more excited I was after going on a date with my ex compared to this guy. Should I have tried this way to move on?

In a word, no!

share on TumblrShare on FacebookPin on PinterestTweet about this on Twitter
Click to Continue!

#2616 Superga Stories, Vol. 2

Processed with VSCOcam with f3 preset

Hey, gidday mates! For my first shoot back on American soil, I decided to put together an outfit inspired by one of the archetypal characters in American cinema: The 80s high school geek. As you might imagine, when I was growing up and watching The Breakfast Club and Sixteen Candles and all those other amazing films, it wasn’t the jock or the rebel or the richie that I related to, it was the kooky kid with the sense of humor who looked about 10 years younger than his classmates and who always seemed to put himself in the wrong place at the right time, resulting in hilarious consequences for all. His favorite style? Attention-grabbing. His favorite shoe color? RED. These Supergas are the ideal companion to my khaki, white and blue ensemble (and will look equally good if you choose to eschew the white jacket in favor of an easier khaki pants/pale blue button-down combo). But who can argue with the results!?

share on TumblrShare on FacebookPin on PinterestTweet about this on Twitter
Click to Continue!