A percentage of the event’s proceeds will go to Baby Buggy, a non-profit organization dedicated to providing New York City’s families in need with essential equipment, clothing, and products for their infants and young children. 

Lucky Shops
Metropolitan Pavilion
125 West 18th Street (between 6th and 7th Avenues)
New York City
Friday, October 26, 12 pm - 7 pm
Saturday, October 27, 10 am - 7 pm

You can make your blazer less “country club” by changing the buttons from gold to a dark navy blue (if they aren’t already).  Changing buttons is a fairly simple task for a tailor and shouldn’t be too pricey. 
   
As for what to wear with your blue blazer, you can’t go wrong with jeans, as long as they aren’t too similar in color.  You can wear blue, of course, but you can experiment with other colors, such as a darker gray denim.  For more formal occasions, you can still look young in gray pants, such as chinos or flannel trousers. Earthy tones such as brown or olive also work here.  Avoid khakis, which will give your blue blazer an older feel.  As for fit, look for pants that are well fitted and slimmer rather than baggier.

For shirts, a crisp white oxford works well here (when doesn’t it work well?).  You can make the blue blazer more casual by wearing a graphic tee.  For something different, though, try a windowpane plaid or smaller gingham shirt, but don’t get too crazy here.  For those blazers that are dark and inky (the ones I like), a skinny-but-not-too-skinny tie looks great here especially in a dark purpleish/gray. 

Complete the look with brown shoes, a brown belt and even a crisp white pocket square.  You could even get away with wearing white sneakers, but be careful – if they’re too athletic-looking you might give off the Jerry Seinfeld vibe. What to wear?  You can’t go wrong with lowtop Jack Purcells. 

A: 
Even though your dress code may be casual, it’s best practice to dress professionally by choosing a boot that complements your business casual attire.  Rain boots, though functional, often have a playful feel, so it’s your challenge to find one that is not frivolous looking.  Rule of thumb?  When wearing rain boots to work, choose a boot in a classic style. 

We recommend:

Hunter Original Sparkle Boot | $113.95 at Zappos
Love the classic buckle detailing.

Marc by Marc Jacobs Casual Rain Boots | $193.95 at Zappos
You don’t have to sacrifice style when the weather gets wet with these chic drawstring-tie boots.

(Pictured) Aquatalia by Marvin K. Wasabi Boot | $238.95 at Zappos
Patent leather kicks the style quotient of these rain boots up three notches.  We know they’re expensive, but they would look sophisticated paired with a trench coat at work or with a cute jacket and jeans on the weekends - a worthwhile investment.

Style Note: If you happen to work in a more conservative office (e.g. law firm), skip on the rain boots at work and bring an extra pair of dressy shoes with you in your bag.

We asked: Is The Color Orange In or Out?

Style tip?  Orange really pops when juxtaposed against the greys of the season, but it also pairs excellently with shades of blue.

Especially since the wedding will be held during the evening, you’re going to want richer, more sophisticated colors and fabrics.  The black color raises the sophistication bar and will help ensure that you’re appropriately dressed for the event. 

In any case, every woman needs a Little Black Dress.  So–go out and buy it!

A: 
The technology to create cultured diamonds is pretty advanced–as such, these cultured diamonds are the same as natural diamonds in terms of atomic structure, and visually, you can’t tell the difference between a natural and a synthetic stone.  Of course, these facts aren’t advertised by De Beers. 

That said, how you choose to express your commitment to your fiancee should not be dictated by Madison Avenue–or by the whims of fashion.  A ring can be very beautiful whether it contains natural or cultured stones.  The decision should be guided by (1) your finances, and (2) what you and your significant other find beautiful. 

Perhaps a less expensive ring that allows you to invest in a home sooner suits your needs (as a couple) better.  Or maybe you want to trade natural for cultured in order to purchase a larger stone.  Remember the old adage that beauty is in the eye of the beholder.  An earnest heart is the best gift of all.

Photo Credit: Stephend9.