Originally Posted by pocketsquareguy
Please don't wear olive pants with an olive colored shirt.
Unless he's the dictator of Cuba, or something, in which case, olive on olive conveys a very militaresque look that will instill confidence in La Revolucion amongst the proletariat.
In all seriousness, the success of olive really depends on the right use of contrasts. An outfit comprising a bunch of similarly toned olives, taupes, browns, tans, and yellows will buy its wearer a one-way ticket to Schrute Farms. On the other hand, olive counterbalanced by lighter, brighter, paler colors can work wonders. Try lightening up an olive linen suit with some pastel shirts in pink, light lavender, pale blue, etc., for a great summer look.
I own the RLBL olive linen suit pictured on Sr. Figueras in the aforementioned Ralph Lauren ad. While I fall a tad bit short of his handsomeness and physique, and I lack his Latin dreaminess, I have pulled off the suit very successfully at summer weddings and garden parties. Last time I paired it with a pale blue shirt and midnight blue grenadine tie. Have also rocked it with a pale lavender shirt with white contrast collar and deep blue, micropaisley tie. Will be hitting up an outdoor wedding in the dead of central CA summer in the coming weeks, where I plan to pair it with a pink shirt and woven navy tie. Or maybe a pale aquamarine RLBL shirt with black knit tie and a madras pocket square that picks up a hint of the aqua.
The possibilities are out there, and many of them are wonderfully dandified in that very quintessentially spring/summer way. I've found that the trick to olive is livening it up, not drabbing it down.