The Jockey: 20, 21, 22, 23

In spite of its description as “Fiction,” this story is actually an embellishment of real experiences I had with a girl during my time on the radio. The first several chapters are absolutely true, save names and locales.



XX. “It looks great, Dean. How does it feel?” Ashley was absolutely giddy with excitement.

I ran a hand over my scalp. “It feels cold.”

The girls started shamelessly fondling my head as I started to take in my surroundings. The large bedroom suite was impressive, yet tasteful. Classic maple flowed seamlessly into contemporary brushed nickel trim. A couple of framed classic movie posters adorned the walls: The African Queen and Casablanca. A computer sat on the desk situated next to the door to the private bath.

I started to notice some odd things about the room. A bright red lips telephone sat next to the computer on the desk, a backpack rested at the entry into the room, and an old teddy bear was nestled neatly at the intersection of the two pillows on the bed. The accessories did not fit the furnishings.

“Kim, is this your room?”

“Yeah. Why, what’s wrong?” She’d seen the confusion on my face.

“Nothing,” I began, “I just didn’t expect your room to look like this.”

Kim looked at Ashley. “What did you expect, butterflies and princesses?” They started laughing.

Realizing I was beginning to look like an ass, again, “No, it’s just that this is a really nice bedroom. And very new. I mean, your bed is so big. I guess I just expected something smaller and more… Used.” I hoped I was being clear, even though I knew I wasn’t.

She stopped laughing. “Oh, I got it all for my birthday. My parents asked what I wanted, and I told them a new bedroom. We went downtown and I picked it out. Dad said I should get something that I could use even after I moved out, and this is it.” Then she looked at me, “Why? Don’t you like it?” Her look seemed to be daring me to say the wrong thing.

I answered truthfully, “I absolutely like it. Excellent choice. I was just surprised, that’s all.” She frowned at me as Ashley looked on, clearly amused at my discomfort.

Looking for an easy out, I asked no-one in particular, “Hey, where’s my beer,” then rushed my way past the girls and down the stairs, and out to the jacuzzi to recover my now warm beverage. I grabbed the girls’ teas as well, and went back into the kitchen.

I found a broom and dustpan in the closet, and cleaned my hair from the floor. A few minutes later, it became apparent that the girls were not returning directly, and I decided to take our drinks upstairs. I went through the open door into Kim’s room, and I heard a shower and talking coming from her bathroom. I made my way to the computer and powered it on, hoping to check my email.

As I waited for the computer to boot, I tried to listen to their conversation from my chair. I couldn’t make out what they were saying. Whatever the subject matter was, they weren’t too serious about it; the conversation was frequently punctuated by fervent laughter. I smiled at their happiness, running my hand over my naked head.

My head really did feel cool, and I was having difficulty adjusting to my skull’s open exposure to the air. I had done a really good job shaving, and I couldn’t find a single whisker protruding in rebellion. I’d surprised myself, and I smiled, impressed by my own accomplishment.

A few minutes later, the computer was ready, and I found the connection to the internet. The unpleasant electronic screeches and scratches finished as I heard the shower being shut off. The connection was made, and soon I was reading a message from a friend in D.C. She’d written to let me know that she’d finally sent me a copy of a rare CD that had been stolen from me some time before. I replied in thanks, telling her that I looked forward to our next phone conversation.

As I sent the reply, the girls emerged from the bathroom, wrapped in towels. They saw me sitting at the computer, and greeted me, Kim continuing to her dresser, and Ashley moving behind me. She put her arms over my shoulders, reaching her hands past my chest to my stomach, and kissing me softly on my neck as she purred quietly. I took her hands in my own and tilted my head to the side, accepting her affection.

She whispered into my ear, “What are you doing, Baby?” I was amazed that something so simple could quicken my pulse so easily.

“Just sending a message to a friend of mine,” I said softly.

“A girl?” I tensed at the question, and Ashley felt it immediately. “Relax, Dean. I don’t care if you have other women.” She started nuzzling my neck again, whispering, “I have a boyfriend. Don’t worry about it.” Then, as an afterthought, “Is she hot?” She asked the question in a heavy, obviously erotic breath, and my manhood twitched.

I had to think about it. “Well, yeah, but it’s not like that. She’s in D.C., married and has a kid.” I wasn’t trying to make excuses, I just didn’t want there to be any misunderstanding. “Where’s your boyfriend?”

In another, sex-laden heavy breath, “Not here.” She turned my head to her and kissed me firmly before joining Kim at the dresser to brush her hair.

I turned my chair around to watch them. Kim looked to be almost done brushing. God, she was breathtaking, even wrapped in a towel, her bright blond hair reaching the small of her back. I’d come to think she was about four inches taller than myself, making her just taller than six feet. While she wasn’t quite graceful, she certainly didn’t lack elegance. She carried her long frame with precision, but her movements somehow stayed fluid, and she never seemed cumbersome. I smiled now, watching her in silent awe.

She caught me watching her, capturing my eyes, and smiled knowingly, as if to say, “I know what you’re thinking.” She set her brush on the dresser, then walked back to her bath, unwrapping the towel from her on the way, and watching me watch her the whole way.

“Let’s watch a movie,” Ashley suggested into the mirror as she finished brushing her hair.

Kim returned without her towel and moved back to the dresser. “I’m game.” She opened a drawer and withdrew red lingerie of some kind. She asked Ashley, “What are we going to watch,” as she donned a satin and lace nightgown.

Ashley had finished with her hair, and was following Kim with her eyes as she dressed. “Let me put something on, and we’ll have a look.” She then walked to the nightstand on the far side of the bed dropped the towel on the four-poster, and searched briefly through a drawer to recover what looked to be a large, pink t-shirt. She slipped the shirt on as Kim moved to the door and disappeared down the hall.

Ashley grabbed her towel, came around the bed, and walked to me. I could see now that the t-shirt was a nightshirt, and the long garment hugged her frame rather nicely, reaching only down to her upper thighs. Watching the girls primp and dress had stiffened me significantly, and I could see Ashley observing my fledgling erection as she approached.

She straddled me on the chair, her hands around the back of my neck, and said, “Are you going to watch a movie with us?” The feel of her strong legs on top of my own sent even more blood flow to my growing manhood, and her teasing maneuvers were clouding my brain.

“Well, of course,” I said. “What else would I be doing?” Other than pounding you into next week?

She smiled cheerfully and said, “Good, let’s go.” She hopped from me and took her towel to the bathroom before joining me on the way out.

Downstairs, Kim was just closing the kitchen door to the pool and moved to a thermostat as Ashley led me by my hand to the den and set me down in the middle of the sofa. “Wait right here,” she instructed before heading into the kitchen with Kim, and the air conditioning kick on.

I heard glasses clink and popcorn popping before Kim emerged to bring me another beer. I said, “You know you don’t have to get me drunk, right?” She smiled and winked at me before returning to the kitchen, and I wondered if life could get any better than this. Well, if they were eighteen…

Soon, the lights were turned off and Ashley returned with a bowl of popcorn and what appeared to be two glasses of wine. She handed me the bowl, and sat against me, a glass in each hand. She was followed shortly thereafter by Kim with a large flannel blanket, a wine bottle, and a DVD. She dropped the blanket next to me, so I began to spread it out over Ashley and me while she deposited the shiny disc into the tray on the machine.

Once we were all situated under the blanket and the giant television was on, I asked no-one in particular, “So, what are we watching?”

Kim answered, “The Big Lebowski. Have you seen it?”

I shook my head as Ashley chimed in, “The dude abides.” Kim agreed before joining us under the blanket on my other side, and accepting her glass of wine from Ashley.

The movie began, and it wasn’t long before we’d polished off the popcorn, leaving the bowl off to the side on the floor. The girls took their time with the wine, whereas I made short work of my beer. My hands were free, and I wrapped an arm around each of them as we laughed at Nihilists and disembodied toes.

I was listening to John Goodman explain what happens when you fuck a stranger in the ass when I felt Kim’s hand on my thigh.