At the end of this month, I’ll be attending my 10 year high school reunion. Where did the time go?! One of my classmates asked for suggestions on what to wear. Reunions are about reconnecting but you also want to show up looking better than you did 10 years ago!

Our reunion will take place at a lounge from 7-10pm. While some may choose to wear more casual looks, I think cocktail hour will work best for an event like this. We’ll enjoy drinks and share memories for a couple hours; we should look fabulous while doing so!

The first look is for the woman who loves to combine a feminine silouette with edgy elements.  The leather combo dress is paired with pearls (which is girly) to create a look that mixes both hard and soft pieces. You can never go wrong with all black, so the dress is paired with black booties and patterned tights just in case it’s too cold for bare legs. Add a piece that stands out by pairing the all black ensemble with a printed clutch. Complete the look with a smokey eye and dark purple nail polish, a great shade to wear during the fall/winter season.


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The next look is for the women who likes to keep things simple. Instead of a skater dress, you can wear a sheath silouette to your high school reunion. Sheath dresses are great options when you want to show off your curves. In this case, since the reunion is at the end of the November, I chose a long sleeve cotton dress, which will not only look great but also provide much needed comfort. Considering the dress is a neutral, you can use fun accessories and a bold color coat (which is very on trend this season) to serve as your visual interest.


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A cocktail party doesn’t automatically equate to wearing a dress. I’m a fan of switching things up! If you don’t want to wear a dress to your high school reunion, consider a jumpsuit. It’s a great alternative to a party dress. Don’t be afraid of color! It’s easy to choose a black jumpsuit so instead experiment with a different color like this blue one from TopShop (which is on sale at Nordstrom).  Since the color is so bold, the accessories can remain neutral, which allows the jumpsuit to take center stage.  Some people may not feel comfortable wearing a spaghetti strap jumpsuit in the winter so you can add a little sophistication with a structured blazer but of course it’s optional. Keep your makeup light with blush and lip gloss!


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The final look is for those who are a bit more conservative. You may not be a fan of dresses or you don’t want to show too much of your arms.  Opt for a slim leg tuxedo pant paired with a lace top.  This look is classic because black and white never go out of style! You can add personality to the look by pairing it with a bold necklace, fun gold captoe pumps and a red lip. Seal the look with an Olivia Pope inspired cape and long gloves.


Get the look:


What do you think of these looks? Would you wear them to your high school reunion?

For more information on the items featured in each look, click on the picture. If you have style questions, submit them to [email protected]


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