Below are some of picks and suggestions to try and ease Joel into this look. Of course I do not expect miracles, but this is a good start for someone like him.
The green jacket on the left is in a fun color. It's not in some crazy flourescent hipster color which I appreciate. It has a preppy old school feel to it without the Goodwill smell. Next to this jacket is a nice basic blazer that could go with jeans or slacks. The button up above is in a nice neutral blue that can go with most anything you can dream up. It's a step-up from his short-sleeved button-ups!
As we have mentioned in previous posts, aviators are a must. Also, this semi-ironic old man hat will be a good touch for any old man chic outfit. IHST does NOT approve of the newsboy cap, so get this fedora shape instead. Not just any fedora-- this one above! Most fedora are for tools, but this shape in grey is structured in a way that works. Basic slacks in a dark shade are also a must-have. Make sure they are tailored to fit well. You don't want to be known as that dude with the apple-bottom that rivals J.Lo's. Trust me, we've seen this and had many hearty laughs at certain people's expense.
I'm a big fan of this blazer/cardigan hybrid on the very left. The material makes it less boxy than a blazer, but not so form-fitting like a normal cardigan. This is PERFECT. I'm also into any sort of plain leather-jacket, especially in brown. Black is cool too, but brown is much more chic. Since Joel is transitioning, he can't be seen in extreme nut-hugging jeans. I like the fit of these-- not too baggy and not too tight. It's enough to make any pair of shoes stand out.
Until the next From Joel to Handsome!







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