The Undies Drawer

Q: This may be a stupid question but Clinton was once asked "Boxers or briefs?" I want to buy my boyfriend some special underwear for his birthday (I intend to embroider a personal message on them) and don't know which to buy--what he already wears or something different. What are your opinions of men's underwear?

Anne: I have to say, I always thought men's underwear should be purchased by a man's wife, not his girlfriend, but I know I'm behind the times. My opinion is to buy him what he already wears. Obviously he's comfortable in them. (By the way, didn't your mother ever tell you the old "A man won't buy a cow if he gets the milk for free" story??)

Dee: Why should it always be women getting the totally stupid, weird sexy lingerie as gifts? I say buy the skimpiest, sexiest piece of underwear ever and then insist he parade around the bedroom in it. If he stuffs it toward the back of his undies drawer, whine and complain about how you buy him nice things and he never wears them. In other words, act like a man.

Back when Anne and I were growing up, a man either wore boxers or briefs and whichever he had, it was white. Since he buys his own, and since it's been a very long time since I embroidered anything "pesonal" on Jack's underwear (not that I'm saying I ever did…), I would have to look in his closet to see what he's wearing these days. However, I did look on the Internet, and I'm really surprised at what you can find in men's underwear these days. It's amazing there are so many styles, colors, shapes and fabrics for something designed just to hold a man's cock. I mean, what kind of designing does it take to come up with something to contain a man's rod and jewels in comfort so he can scratch, rearrange them and take them out to wee-wee?

But, when checking Nuwear's online site, I did find the most delicious pictures. I'm going to return there often. I found one solid white pair of boxer briefs. Everything else was bright and colorful. Most had pockets just to hold the cock. (So how does that work when he has to pee?) There were thongs, and boxers, and G-strings, which I think look just as ridiculous as they do on women. Or maybe I'm just jealous.

Whatever you buy, make them easy to get off him. And then show him why you wanted them easy to get off. That's the part of the birthday gift he'll remember most of all.