Last night was the 25th running of the High Heel Race down 17th St in Dupont Circle. It happens every year on the Tuesday before Halloween, and it’s always one of my favorite nights of the year. It seems to get more and more crowded each year that we go, and this one was no exception, especially because the weather was actually nice last night. Perfect for watching divas parade around in heels! There were lots of amazing Black Swan costumes this year, and a group dressed as the Royal family/wedding, but my personal favorite was the cast of Drop Dead Gorgeous in their pageant costumes, including someone as Denise Richards with her Mount Rushmore look.

Me, Jill, and Matt, like nearly everyone else there, watched from a few rows back from the front, craning our necks for some glimpses of the lovely ladies. It’s always hard to get a good view unless you get there early. But my friend Riles took it upon herself to carry a 6 foot ladder over to watch the race from above the crowd, and she was nice enough to share her video with me, so check it out.

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Well, we did Seersucker in the heat of summer, but yesterday’s beautiful fall day was all about the tweed. This years ride, put on by Dandies and Quaintrelles, started from Lincoln Park in Capitol Hill and ended at Stroga in Adams Morgan. Here’s one of me on my purple steed, pedaling away, taken by Flickr user M.V. Jantzen. Also check out Matt’s new DC bike tat,in a photo taken by Tony DeFilippo before the ride began. Best part of the ride= leaving each intersection as the light turned green, yelling “HIP HIP, HOORAY!” with 30 or so other fellow riders. HIP HIP, HOORAY!

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For your viewing pleasure/amusement:

While normal people were watching USA v England in the World Cup…. Matt and I took part in the Seersucker Social at Hillwood Estate and Gardens on Saturday. (This being the summertime counterpart to the Tweed Ride). Dressed in our most elegant summer fashions, we met at the starting point in Meridian Hill Park, along with about 500 other dandy riders. We rode as a group through parts of the city and into Rock Creek Park, finally ending at Hillwood, where there were deee-licious Hendrick’s Gin & Cucumber Cocktails, dainty finger foods, and lawn games such as croquet and badminton awaiting us all. (ed. note – am I the only one who, all this time, thought that this “sport” was called badmitton?? who knew there was an ‘n’ in there? ). Anyways, it was quite a fun and hilarious event, and GREAT retro getups all around… but it was also extremely sticky HOT outside on Saturday and I was glad for my floppy-brimmed hat hiding all my sweaty hair.

The photo is courtesy of our good friend Jim Darling — be sure to check out the rest of his photo set through his Flickr page. More photos will follow…

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