To Tuck or Not To Tuck (002)

Few fashion choices, besides the propensity for people to pay hard earned money for ripped jeans, confound the Middle Age Man more than the question to tuck or not to tuck. For almost every occasion, the Middle Age Man is a tucker. Much to the dismay of his daughter and wife, the Middle Aged Man tucks in every shirt he wears including his t-shirt into his pajamas at night.

The question is not one of whether or not it looks good. The question is along the lines of an untucked shirt being an appropriate way to dress for the work environment. My perspective has been molded by 12 years of private school requiring a dress shirt be tucked into dress trousers and a tie knotted around a neck with the collar buttoned. And by many early years in his business career requiring shirt and tie before the business casual became a trend with a subsequent descent into an almost anything goes into the office. His colleagues frequently wear shorts in the summer.

Today’s get up consisted of light red, summer weight Levi’s with an abnormally high waist. A patterned blue shirt from a local discount store. The blue bit loafers are made of deerskin ensuring they are buttery soft. The Middle Aged Man would have preferred to appear sockless but his loafer socks were too large to be hidden by the shoes so he wore a pair of multi-colored, feather design socks. The blue band, red faced watch was found on sale at Amazon and the bracelet was purchased on Etsy.

Lilac & Navy (001)

Most days, at least the days he wants to be color coordinated, the Middle Aged Man plays modern Ken doll and asks his wife for help mixing and matching his clothes. For today, he knew he wanted to wear the brown monk straps, a shoe his wife picked out for him at one of their many forays into DSW. It’s a style they purchased early in his sartorial explorations, one he would not normally have chosen because the long toe box made his feet look abnormally Bozoish. Still, he put his trust in her and they have become a favorite. Now,  he remembered from previous days struggling to mix and match colors, an appropriate choice of trousers could be navy.  At that point, he was stuck what color shirt to wear.

“How about the lilac”, she said.

“What’s lilac? I don’t own anything lilac.”

She walked to his tiny closet and pointed to a light purple shirt, “That’s lilac.”

“No,” he responded, “that’s light purple.”

She sometimes forgets the Middle Aged Man only sees the 7 ROY G BIV colors. Red, Orange, Yellow, Green, Blue, Indigo, and Violet. And then Indigo might as well be purple bringing it down to six colors total. Anyway, he added the light purple shirt to his ensemble, accented that with his Birth of Venus socks, a wooden watch with the light brown band, a silver Buddhist bracelet, a Tibetan Om necklace, and he was set for the work day.

Looking at the pictures, the Middle Aged Man feels the ensemble may be overly Suburbanish but it’s only Wednesday. The clothing later in the week tends to have a bit more color and flair tipping him safely in the direction of urban male.


This is my (somewhat) tongue in cheek blog where I explore my own sartorial splendor, where I get in touch with my inner peacock, where the chubby old goat attempts to be fashionable. Despite my best efforts, I am still not far removed from being a pig in lipstick. But that’s ok because I enjoying playing dress up. And there will be the occasional post by my much more fashionable wife.

For a preview, check out my About page where I give a short history of my fashion journey and my posting It’s The Socks on my Musings of a Middle Aged Man blog where I encountered an interesting person on the streets of Chicago.