Wearing underwear as cycling shorts may not be the best idea, but layering athletic underwear under your shorts definitely is.

Want a singlet, but don’t know where to start? Singlets, perfect for athletics or play, are easy to size and the number of singlets out there these days makes it easier than ever to find one.

Silk underwear for men is some of the softest and most comfortable underwear available today. It’s great for everyday wear as well as sleeping and lounging. Andrew from Houston has a silk hungry girlfriend, so we help the guy out with some expert silk picks.

Jimmy from Chicago is guilty of trying on underwear in fitting rooms, so we set him straight with a little Hygiene: 101 and some tips on how to make sure underwear will fit before you purchase.

Greg from Philadelphia got a pair of profile enhancing briefs for his birthday, but has a few reservations about wearing them. With a few words of advice, we show him how it’s done right.

James from Seattle writes in with a problem experienced by many guys: no butt. We cure his buttlessness with the right pair of butt boosting underwear.

George from Texas seeks a remedy to make his pouch look a little more prominent. With our advice and recommendations, George will be packed solid.

Jon from Liverpool likes the comfy feeling of anatomical and hang free pouches, but finds they make it hard to wear skinny jeans.

Randy from Texas writes in seeking a solution for the dreaded “diaper butt.” We set him straight with a quick fix and a little motherly advice.

Dave from California has a problem with his underwear being visible under his suit pants. What’s a boy to do? Find out in this edition of Ask the Expert.

Jordan from Melbourne, Australia has a real tough time keeping things cool down there. He’s tried just about everything, but can’t seem to keep it dry. SO annoying for him. We give him the low-down on the best underwear for “swamp ass.”

In this installment of Ask The Expert, Tom from Louisiana writes in about how to ditch his muffin top.

Anton from Missouri’s got a whole lot of package and a whole lot of concern that his underwear choice isn’t accommodating it. Find out what we recommend you wear if your cup runneth over in this installment of Ask the Expert.