H&M Shirt + DSTLD Jeans on The Kentucky Gent

On Second Thought

H&M Shirt + DSTLD Jeans on The Kentucky GentH&M Shirt (similar here) // DSTLD Jeans // Giles & Brother Cuff // Ray-Ban Sunglasses // Birkenstock Sandals // Mack Weldon Briefs

Yesterday was a good day. A very good day in fact. The kind of good day that involves landing a syndicated gig that will cover all of my monthly expenses in one fell swoop. To say that this month has been one hell of a roller coaster would be a major understatement, but everything has a way of working itself out for the best. 

On the flip side of that when I was taking these photos I was all like “OMG, these look so great”, but then after getting home I was more like “On second thought..” So in other words – you win some, you lose some.

The biggest downside to being both in front of the camera and behind it at the same time is that I don’t always get to see the full picture in the moment. Because I’m trying to juggle being in two roles/places at the same time one ball is inevitably going to be dropped. Moral of the story? Slow down. Take a moment to stop and smell the roses. And for the love of God don’t take photos of yourself wearing a white shirt when you’re a white boy standing in front of a white wall. 

In between taking these photos and accepting the writing gig offer I squeezed a phone call into my parents, and can I tell you just how GOOD it felt to let them know that I made it. Honestly – it feels so good to say that out loud. All the 14 hour days and long nights are paying off. I’ve never been more proud of myself/excited for myself than I am right now. 

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  • Diana Cloudlet March 18, 2015 at 7:27 AM

    I like this
    your post a lot! It’s amazing!

    Thank you for



  • Tyler Williams March 18, 2015 at 9:04 AM

    So excited for you! Congrats! Also, you wear that white shirt wherever the hell you want.


    • The Kentucky Gent March 18, 2015 at 10:36 PM

      Thanks Tyler! And thank you – I’m gonna go ahead and wear this white shirt wherever the hell I want, thanks to you 😉

  • fashionillustrationsbymc March 18, 2015 at 9:36 AM

    I like your style!


  • Morgan Paige March 18, 2015 at 12:38 PM

    I wish I was talented enough to take my own pictures! You look great Josh!

    Morgan Paige

    • The Kentucky Gent March 18, 2015 at 10:37 PM

      It’s definitely a tricky bit to figure out, but if you ever need help taking photos or advice on taking your own – I’m just an e-mail away.

  • Aena March 19, 2015 at 5:04 AM

    Your posts are so interesting! Absolutely love your style! x.
    Love from Dubai,


    • The Kentucky Gent March 20, 2015 at 4:11 PM

      Thanks Aena! I appreciate the feedback. Hope you have a great weekend 🙂

  • Tyler Ross March 19, 2015 at 9:12 PM

    Congratulations! I’d love to land a gig that paid all the bills!

    I’ve done a few wedding shots in 4K video and taken still frames out for their photos and it’s a great way to still get a candid look but have things in focus and you have a better chance of getting that perfect shot. Just a suggestion that might help…


    • The Kentucky Gent March 20, 2015 at 4:12 PM

      It’s a blessing, for sure!

      That’s a great idea – I’ll have to give that a shot .Thanks for the idea!

  • Street Rat • The Kentucky Gent July 24, 2015 at 12:31 AM

    […] know how yesterday I said that the day before yesterday was a good day? Well – yeah, yesterday was also a great day. I’m about 85% sure that I […]


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