How can I dress better without looking like a tool?

Q. I've never taken a deep plunge into fashion, so going all out with the latest would not be in my character. I'll wear skinny jeans, but scarves seem awkward if not for cold weather. I don't really understand how to use accessories, or colors, or matching. I'm also short, so any advice on short guys dressing trendy would be greatly appreciated.

A. shirts = plain white tees, graphic tees (no logos if possible), & the occasional abercrombie shirt (dont overdo it tho, or you'll look like a douchebag!)

jeans = anything! guys can pull off virtually any style, so dont limit yourself. heres some inspiration: http://www.ae.com/web/browse/category_full_fashion_guide.jsp?catId=cat130130 -skinny jeans are tricky to pull off, so try on a lot of styles before you buy

NO fashion scarfs! please leave those to women

shoes = you can go with skater vans: http://shop.vans.com/catalog/Vans/en_US/product/men/skate-shoes/widow-men.html

the universally loved converse: http://www.converse.com/?CSID=212#/s/products/collections/specialcollection7 (high or low tops)

or (depending on the occasion) a flip flop: http://search.yahoo.com/bin/search?p=abercrombie

for hoodies and jackets, there are many looks you can go with.

skater = vans, element, fox (you can buy these brands at Pacsun)

beachy-casual = abercrombie, hollister, aeropostle

preppy = the gap

Original Question

What would be appropriate attire for a middle-aged woman to wear to relative's wedding?

Q. My aunt told me my cousin is engaged and the wedding will likely be late summer or early autumn. I assume I will be invited, but I don't know if it will be formal or casual. I don't own any really "dress-up" clothes. The best thing I have right now is a pair of jeans with no holes or tears and a scrub-type top with butterflies on it. Getting me to dress-up is like getting Peppermint Patty to wear a dress. Any suggestions?

A. Arg - Middle age - That's me and it's tough to go shopping, isn't it? You don't want to wear something too young and trendy and end up looking like a "Real Housewife", yet you don't want to look like an old lady wearing Sag Harbor, either. You also want to wear something that you would wear again. Every woman should have a few good staples in her wardrobe. For example, a little black dress. Once you have one, you'll find yourself wearing it all the time.

You can't go wrong with the LBD:

http://www1.macys.com/catalog/product/index.ognc?ID=510034&CategoryID=5449&LinkType=PDPZ1
http://www1.macys.com/catalog/product/index.ognc?ID=512432&CategoryID=5449&LinkType=PDPZ1
http://www1.macys.com/catalog/product/index.ognc?ID=515097&CategoryID=24202&LinkType=

OR something pretty like this:
http://www1.macys.com/catalog/product/index.ognc?ID=515913&CategoryID=24202
http://www1.macys.com/catalog/product/index.ognc?ID=516480&CategoryID=24202#fn=sp%3D1%26spc%3D347
http://www1.macys.com/catalog/product/index.ognc?ID=508889&CategoryID=24202&LinkType=
http://www1.macys.com/catalog/product/index.ognc?ID=527821&PseudoCat=se-xx-xx-xx.esn_results

IF you can't hang with the dress idea, consider a pretty pants suit with a colorful top:
http://www.overstock.com/Clothing-Shoes/Tahari-ASL-Womens-2-piece-Black-Double-Ruffle-Collar-Pant-Suit/5115964/product.html
http://www.jjill.com/jjillonline/product/itempage.aspx?item=K3010A&PFID=1271&BID=S20110251005224E5CE5DF4C314A198D7264&h=M&sk=M

Original Question

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