<p>Here is what I recommend:</p>
<p>Polo shirts: These are my personal favorite. You can wear them anywhere--informal or formal setting. They also don't go out of style and they come in just about every color (A&F usually has a whole wall of them, and RL makes a ton of these too). I recommend either A&F or RL for the fit, look, and price (well, a combiniation of all three). Lacoste is also good if you want to spend a little more.</p>
<p>Tee Shirts: Sometimes you find a guy like me who matches his tee shirts with the color of the pony, moose, or other logo on his shirt (as long as it looks good, that is...otherwise I use a white undershirt). Don't get a whole lot of tees. I use older ones (notably ones I've had for a long time that have that muscle fit I like now even though they were loose on me in 1997) that I use as undershirts, and sometimes as a gym shirt. I rarely wear a tee shirt out though. A&F tees have the best fit.</p>
<p>Shorts: It has to be khaki shorts. No jean shorts. Athletic works too if you can get one with a pocket. I haven't bought cargo shorts since 2002 and currently only have two old pairs left--I prefer plain front since they look more mature. I like A&F and Gap for my shorts. Gap sometimes has stain-defender shorts, which are always nice. Also, Gap shorts are usually $9.99 or $12.99 at the end of August, so if they still have your size get a pair then.</p>
<p>Jeans: Essential in all but the hottest months of the year. I've been a lifelong customer of Gap jeans (even when I had to go to the kids store to get them) and you can't beat them for fit and durability. I don't wear jeans as much as I wear khakis, but I do have a four year old pair of Gap jeans that is still going strong. As far as wash and cut, avoid any baggy jeans and go for either a straight leg or a boot cut (if you like that fit, I personally don't). Get whatever wash looks best with the majority of your tops--think about what color you have the most of and go from there to pick a wash. I usually get the classic type wash (not the vintage one) because I prefer it, but that's just me.</p>
<p>Button Downs: These are nice for occasions where you might not want to wear a polo. Solid color ones are nice because you can wear them with a tie. Striped and plaid ones are good for general use. A&F is the best here in my opinion, but Nautica and Hilfiger are also pretty good for these. Van Heusen is nice if you just want a dress shirt to wear for formal occasions--you can get them pretty cheap around Father's Day.</p>
<p>Khakis: I wear these a lot, mostly because I feel they are more comfortable than jeans. They also look good with my abundance of blue in my closet. For basic khakis, Dockers is pretty good--they have stain defenders and go on sale now and then. You can get pleated or regular. I don't wear cargos anymore, mostly because I feel they are a thing of the past.</p>
<p>Sweaters: I'm a huge fan of sweaters, especially when I've got a polo underneath it. It allows for layering. Crew and V-neck are both good to have, but only crew looks good with a polo underneath it. In the winter I wear one of these most every day unless I'm wearing a long sleeve polo (also nice to have). A&F sweaters hold up well and are comfortable, plus they can be put in the wash. Some of them are only about $50, so the price is right.</p>
<p>Belt: You want one that goes well with all of your pants. For me, it's a brown braided belt from Dockers that I got to match most of my khakis.</p>
<p>Boxer Shorts: Don't forget these. A&F and Jockey are my top picks.</p>
<p>Socks: See above. I like Dockers khakiware socks (I think that's the name) because they match my pants. For the times I don't want khaki socks, I get the low-cut Nauticas or RLs.</p>
<p>Jackets: I have two--a brand new heavyweight one from A&F and an older lightweight one, also from A&F. Get an A&F jacket in January, when the sale starts. These jackets are very durable, don't cost thousands of dollars, and have a lot of nice pockets--enough to hold your gloves, hat, iPod, cell phone, keys, pen, gum, USB memory stick, coupons for the grocery store, Tic Tacs...well, that's like the list of what all I've gotten in these jackets. Sure, I wear sweaters too in the winter, but I always wear the jacket over top as well. I'm from PA, but if you are from somewhere warmer this may be irrelevant.</p>
<p>And don't forget shoes. You want a pair of athletic shoes, a pair of casual shoes, and maybe some flip flops. I like Reebok for athletic shoes (they make some nice conservative styles that don't look obnoxious like Nike Shox or something), Rockport for casuals (weatherproofing and classic style make this an easy pick), and A&F for flip flops.</p>
<p>Cologne is something you may want to consider. Since I've already praised A&F a ton, I'll mention they have a scent called Fierce that I really like. The tester cards they give out are also good fresheners for your vacuum cleaner!</p>
<p>Finally, you will want a few hats. I usually wear a hat from the Pittsburgh Pirates, but my winter ski cap is an A&F. For gloves, I wear Fownes leather driving gloves, for a good blend of warmth and finger-manuvering power. Considering I can fine-tune the car radio with these on I consider them to be very good.</p>
<p>That's about it...oh, and if you want extra clothing cash, ask your family for A&F gift cards at holidays. My dad usually gives me one of these since he doesn't know what else to get me and, if you haven't noticed already, I love clothes and shopping for them.</p>