A skinny black tie to make it through wedding season…

Anything cashmere (JCREW cardigan shown above)…

Cute board shorts are always great too. It’s the kind of thing that a guy would never get for themselves, but chances are they are in dire need of a non-ugly pair. A nice print or stripe can make your summer beach and poolside adventures much more pleasurable. And, you can find a board short that’s friendly to any budget (and if you typically don’t shop for your guy, the sizing is pretty easy to figure out as they often run in letter sizes). The above are from Barney’s Co-Op, but you can even get super cute ones at Target. On the same note, a nice pair of flip-flops or sandals can also be a great gift.

A murse (man purse), shown above by John Varvatos. I suggest this bag for very committed relationships only (given the price tag). Diesel also makes nice man bags, and if you have time to scour ebay or fleamarkets old leather mail bags are great too.

Here’s another man bag from JCREW, that I couldn’t help but add to the list. It’s a bit more rugged looking, if your man is more on the casual side.

And finally, if you’ve only got $20 bucks to spend, look on Zagats for the most over the top bar in town (rooftop garden preferred) and get yourself and your man a ridiculous cocktail. If you’re in Philly, try Apothecary Lounge.