I remember about five years ago, one of the horses in the Kentucky Derby caught my attention because of its name. The horse was a 50-1 underdog, so I thought it would be fun to place a bet. Of course I never got around to it, and then I was pretty bummed to see the horse pull out a stunning upset.

A couple of year’s later, I got to attend the race and another long shot pulled off the upset, but this time I of course bet but picked the wrong horse.

Despite these losses, I still look forward to the Kentucky Derby every year. The urge to bet on Kentucky Derby winners is always there, but there’s so much more to the whole experience. I always loved watching it on TV, and I still love watching highlights of iconic horses like Secretariat and Seattle Slew winning the Derby. I remember as a kid when Affirmed beat Alydar, and I’ve been waiting for years for another Triple Crown winner. I was at the Belmont Stakes in 1989 when Sunday Silence was denied the Triple Crown by Easy Goer. Of course, I let my emotions get the better of me as I bet on history happening. Given the very long drought, it’s become an annual tradition as each Kentucky Derby winner is evaluated for the potential of winning the Triple Crown.

But after attending the event, I appreciate the Kentucky Derby mystique even more. You can see above how celebrities love the Derby as well, as lovely ladies like Marisa Miller pick out a sexy hat for the occasion as you can see in the video above. It’s amazing how many beautiful women come out in force over Derby weekend, so there are plenty of ways to enjoy this weekend. You’ll have to try a Mint Julep of course, but frankly I thought the drink was a bit overrated.

If you’re thinking of attending, make sure to book well in advance as this is an annual holiday in Kentucky. The place will be packed, but it’s a very appropriate addition to anyone’s Bucket List.

There are also 124 extra shots of Jennifer in our Premium Members section.

Here’s a photo of Kim Kardashian sporting the obligatory big hat at last year’s Kentucky Derby. When I was invited last year by Axe Shower Gel I was thrilled at the chance to check out Churchill Downs and the Derby. Immediately you think about the thrill of the race, betting on the horses and hoping to see the first leg of an eventual Triple Crown winner. You also know that there will be a ton of drinking and partying on the infield and in the stands.

I was also aware of the tradition of dressing up for the Derby (if you’re in the stands), and how most women would wear big hats and elegant dresses for the event. I guess I just wasn’t prepared for just how many pretty women would be there, and how sexy they would look in their big hats! They were everywhere, and they dresses like that all weekend. Everywhere you went on that weekend, you’d see hot babes in big hats. The whole Southern Belle theme was alive and well, and it gave us some great ideas for future photo shoots! We have to do a model search in Kentucky around the Derby!

You can see more pics of pretty women in these big hats from the Kentucky Derby here, here and here. Now, go study the horses and get ready for the race!