Derby Day

The first Saturday in May was always special in our family. Dad was a horse trainer and this weekend was when the Kentucky Derby was held.

Ever since we were ten years old we would attend the event at the Twin Spires. It was a fitting name since my sister and I were twins.

Watching dad train these magnificent 3 year olds was amazing. We both would hang around at the track while he would get the horses ready to run. After a long day of running the horses he would let us wash and brush them. We didn't think of it as work or chores. We enjoyed being around him and the horses.

As the years progressed my sister and I would attend the various races, but it was always the Derby that had the most allure to us. The fancy hats, the dressing up. The large crowds. The excitement of the crowds cheering the horses on.

Anne and I would always dress up for the Derby. At first it was her wearing her Sunday dress and me in a suit. As we got older our outfits got closer in sync with the attire of the crowd.

Today's race was one of the most anticipated the past years. It was the first one post pandemic. There were easily 150,000 in attendance. The pageantry of the Derby had not been diminished the last two years. The big hats were back. The mint julips were fresh. The horses were ready to race. we had just celebrated our 18th birthday in February.

I had on a light blue pin striped suit while Anne had on a green cotillion dress and a matching hat. She was wearing fancy pumps because heels would not have been practical on the track.

Even though we were observers we still were helping dad with the horses. We'd help him prep the horses for the race and afterwards would drive the Gator on the track to help corral his ponies and get them back in the stables.

Dad would drive, I'd ride next to him and my sister would sit on my lap. After that first race I realized that the bumping of the Gator on the dirt track would jostle us around and with every motion Anne would slide around on my lap. I held her tight to prevent her from falling off the Gator.

After the second race had been run we headed back onto the track. Holding Anne tight she bounced up and down on me. All that bouncing was causing an unintended effect. Or maybe it was better to say an unplanned effect. All the jostling was getting me hard.

It was hard to say whether she was aware of this rising in my pants. If she knew she didn't say.

We corralled the horse into the paddock and got set to prepare for the next race. Anne told dad she needed to go to the bathroom and excused herself. I watched her walk away and wondered how I would explain myself if it was evident that I was getting aroused by my sister.

She returned a few minutes later with this wry smile on her face. I asked what she was making that face for and she said she was enjoying watching the riding of the horses.

We went to the rail to watch the third race. She was shoulder to shoulder to me. Was it my imagination or was she actually leaning in to me? My elbow was grazing her breast. I couldn't concentrate on the horses racing past us. I was thinking with my dick. I was so aroused by Anne and my body was reacting accordingly.

The horses raced past and we cheered them on. Our horse finished second in that race and we hugged each other. An embrace that seemed to last forever. I felt that growing feeling in my slacks and pulled away saying we needed to get on the Gator.

Dad took his position as driver. I sat down next to him and Anne jumped into my lap. My hardness had barely subsided. In fact feeling her grind into me only made matters worse. I was sporting a full grown erection. There was no doubt that she couldn't feel that.

Anne looked at dad driving, but he was too intent to get to the horses that he didn't notice her. She raised up slightly and adjusted the hem of her dress. I thought it was to prevent it from bunching under her. In reality she had lifted it up and pushed it behind her so it was between her back and my stomach.

When she stood up I instinctively grabbed her because I didn't want her to fall out of the moving vehicle. In doing so my arms went around her waist under her now adjusted dress. The softness of her skin felt wonderful. It was then I realized why she went to the bathroom. She had removed her panties. There was nothing but my slacks between her bare skin and my dick.

As she smoothed out the front of her dress to conceal where my arms were, I whispered in her ear asking what was going on. She just smiled. I knew then that I had to have her, but my pants were in the way.

I tried to be as discreet as possible with dad there and everyone in the stands that could potentially see what I was about to do. I told her to rise up slightly and when she did I unzipped and let my hardness free.

She immediately understood my intent and once my now exposed dick touched her she sat back down. As she did my fully engorged member slide right inside her moist pussy. Because of the crowd noise and the motor of the Gator dad couldn't hear the gasp that came from her mouth.

We sat in silence for a few minutes as the bumpy ride of the track just did the fucking for us. Anne's tunnel of love enveloped my hard shaft completely and we both enjoyed the ride. However it was a short ride that was soon completed as we got to the horse.

As Anne stood up to get off me, I felt my dick slide out of her and quickly used that moment to stuff myself back into my pants. She smoothed her dress down and we worked with dad to reign in the horse.

Dad looked at us and said we should be able to make lots of money to stud. I think both of our faces flushed until we realized he was referring to the horse.

There wasn't much opportunity to talk with Anne about what happened, but I wanted to know if this was an isolated event or if we would get another chance to ride the rails.