Men's lingerie isn't much different from women's lingerie. It's important to know your bust, waist and hip measurements, especially if you're shopping online and can't try on the lingerie. Color is an important factor too, since you want a color that complements your skin tone. The most important factor is cut and quality. If the lingerie doesn't fit right, it won't flatter you.
Take the measurements of your chest, waist and hips. When shopping online, use these measurements when ordering lingerie that's sized S, M, L and XL. Most online men's lingerie stores have a size chart that lets you know what size equals what measurements.
Shop for a friend or boyfriend by considering what sort of styles they like. Men's lingerie consists of G-strings, boxers, rip-off shorts, jock socks, chap shorts, novelty underwear, corsets, camisoles, tap shorts and specially designed male bras.
Pick a material that looks and feels good. G-strings come in fishnet and rubber, but they may not feel comfortable to wear all day long. There are also G-strings in velvet, silk and lycra, which are more comfortable for long-term wear.
Buy a jock sock if you don't like the string in a G-string. Jock socks have the same appearance as a G-string in the front, but there is only a band that fits around the waist, with no uncomfortable string.
Stick with silk boxers, if you want more traditional looking lingerie. Buy boxers with a design, or go with sheer boxers and pair them with a sexy pair of men's underwear. Rip-off boxers are fun for a frisky night, because they rip off easily by pulling the Velcro apart at the sides, and it makes for a more dramatic encounter than traditional boxers.
Have fun buying men's lingerie by picking up some novelty underwear. These underwear have animals in the front like a chicken, elephant, snake or bull. They come sized as one-size-fits-most, but many stores also stock plus sizes for larger men.
Tips & Warnings
If you're a guy shopping for yourself, and you see women's lingerie you like, just grab it in a size larger than you'd normally wear, and it should fit.