Window of Opportunity

I have been the owner of a video store for ten years and the turn around in staff is huge. You mostly get young girls working until they finish high school and then they move on. For the most part I have limited my feelings to fantasy and masturbation until recently.

Ashley has worked for me for three years and she just turned eighteen. She is one of those girls that developed very early and used it to her full advantage. Ashley stands a full six feet with breasts and an ass of a fully developed woman. She always wore skintight clothes and made sure men were looking when she had to bend over or pick something up off the floor. Ashley went as far as to stand on a box behind the check out counter, so you could get a good look at her large tits. 

Being the owner and a horny forty-year-old man, I thought I would be asking for trouble if I ever started anything with one of my girls. Ashley was really pushing the confines of my will power. I would always wait until the store closed and I would sit in the back room, play back the store camera tape from that day, and then jerk off to the images of Ashley. I would dream up many ways to fuck this girl, almost on a daily basis.

It was Friday night and Ashley was wearing a near see through skintight tank top with sprayed on blue jeans. Her long hair was tied up in a high ponytail and all I could picture was I holding her ponytail with one hand and covering her face with my hot semen. I kept watching the clock, waiting for closing to pull my cock out and beat it to death. My pants felt uncomfortable as I was already bulging from the thought of what would come. The phone rang and I transferred it to the back office. After I got off the phone I looked up and smiled, nine-o-three.

I quickly went to the front of the store to kick out the staff but they had already left for the night. I checked to make sure the door was locked and made a beeline for the camera tape. I rewound it to the beginning of Ashley’s shift and hit play. I then undid my pants and let them fall to my knees. I wrapped my hand around my rigid cock and started to slowly stroke it. My eyes glazed over with the images of Ashley on the screen. I went into fantasy mode and started to see her naked in my mind. I was so lost in thought that I did not hear the toilet flush in the room next to me.

Ashley came out of the bathroom and headed towards my office to say goodnight. She stopped at the door when she heard me moaning. She peaked in and saw me standing there with my cock in my hand staring up at the video screen. Ashley did not leave in horror but remained standing there feeling her temperature rise. She was convinced I was watching one the new porn releases but could not get a view from the door. She quickly made her way to the stock room on the other side to get a peak through the window. She gasped when she saw herself on the video screen. Unknowing to her, she stuffed her hand between her legs and started to message her damp mound. Ashley was about to undo her pants to get better access to her cunt when she heard start to moan loader.

I picked up the pace on my cock and within seconds I was covering my desktop with a heavy load of cum. Feeling drained and satisfied, I pulled up my pants and cleaned up my desk. “I wish I could get Ashley to clean this up.” I said to myself out loud. The words hit Ashley like a ton of bricks. She smiled to herself and decided to have a little fun with this at my expense. Ashley hurried to get out of the building before I armed the alarm for the night.

Ashley looked at me different when she came into the store for her shift on Saturday. She looked even better than ever if that was possible in her short skirt. Throughout the night Ashley made an extra effort to bump into me. “Excuse me boss didn’t mean to do that.” Then she would smile at me. I even caught here once staring up at the video camera. “Is that thing on all the time?” she asked. “Yea, you have to for insurance reasons.” Now why would she ask that? 

Close to closing Ashley hid herself in the stockroom. She pulled her dildo out of her purse and waited for me. By the time I made it to my usual spot, Ashley already had both her hand under her skirt and in her soaked panties. As I watched the tape, I couldn’t believe what I was watching. There was Ashley behind the counter looking around in either direction. She then reached behind her and lifted her short skirt to adjust her pink thong underwear. She ran her finger under the cloth to pull it out of her ass. She looked back at her exposed ass and lightly rubbed it before bringing her skirt back down.

In the stockroom Ashley now had her skirt up and was ramming her dildo in and out of her pussy. She had never felt so turned on before. She kept whispering to herself, “Cum for me, cum for me.” She salivated at the pre-cum that oozed out of my swollen prick. She wanted so bad to taste my seed but didn’t want to give up her presence because she enjoyed this so much. With one hand Ashley squeezed her tit under her bra and with the other she rode her dildo for all it was worth. “I have to taste that, I have to.” She had no idea how to make it work. She watched my semen launch itself out of my penis and cover my desk again. Then Ashley did something very irrational. She picked up her cell phone and dialed the store number. The phone rang in my office, startling me. I picked up the phone and answered. “Boss, it’s Ashley, I forgot my purse and I’m coming back for it right now. I’m in a hurray so could you meet me at the door right now?” “Give me a couple of minutes and I’ll be there…” “I’m at the door now, can you come right away?” 

I pulled up my pants and made my way to the front door. Ashley waited until I was out of the office and then she made her move to my desk. Like a starving child, Ashley ran her tongue over my semen on the desk. The sight must have been something, Ashley bent over with her skirt up around her waist, ramming a dildo into her wet hole while eating my seed off the desk. The whole situation sent her into a heavy wave of orgasm. 

Two minutes later Ashley came barreling out of my office with her purse in hand. “Got it, thanks Boss. I said the back door; you weren’t there, so I used my key. Can you give me a lift home? It’s raining out and I don’t have a jacket.” I stood there dumb founded and just managed to blurt out, “Uh, OK…Let’s go.”
The ten-minute ride to her apartment was brutal. She had her knees up in the passenger seat and her legs looked amazing. Her skirt was pushed about as far as they could go without exposing her pussy. Ashley got out of the car quickly but the back of her skirt was pushed up and I could see her firm ass as she got up. She looked back, smiled at me and pushed the material back down. “See ya tomorrow boss.” I couldn’t even form a sentence at that point.

I went home in a daze. This situation was starting to get really messed up. All I thought about now was sticking my meat deep into that girl. I also realized that I never cleaned up my mess before I left. I made a mental note to go in early tomorrow to clean it up.

Sunday morning I arrived at the store only to find nothing on my desk. Did I clean that up before I left? I must be losing my mind. “Hey boss!” I turned around to see Ashley standing in the doorway. “What do ya think of my new outfit?” She put her hands on her hips and shifted her ass to one side. A beautiful one-piece red dress with lots of cleavage showing. A very sexy slit up her left leg and sandals. “Feel the material, it’s really soft.” My hand was trembling as I ran my fingers along her waist. I took in her perfume and considered throwing her on the desk right there. Ashley turned around and started to head out of my office. “Oh and by the way I licked the cum off your desk.” She smiled and walked away. I stood there stunned.

My mind was racing with a million thoughts. I didn’t know the right thing to do. Did she see me or did she just find it? Do I confront her or do I ignore it. Being a pig, I decided the best thing to do was take advantage of it no matter the consequences. 

I was at the counter with Ashley and my two other girls were putting the returned movies back on the shelves. “You want to fuck me don’t you?” she asked without looking at me. My blood was boiling. It was time for me to be bold and just go for it. “And I want to cum on your pretty little face.” I said as I walked away. She didn’t expect that. The rest of the morning continued with quick little comments back and forth. “I bet your cock tastes wonderful.” “We’ll see when your choking on it after work.”

We always split our lunch breaks. My two other girls, Susan and Helene always go together. These two girls spent way too much time together, which leads me to believe that they were a little more than friends. Maybe it’s just my dirty mind but I bet they lend a helping hand to each other. At least that’s what I usually fantasize about. Ashley takes hers when they get back. As soon as they left, Ashley went directly to my office. Soon after the customer in the store left I ventured back to my office. I opened the door and there was Ashley sitting at my desk, legs spread wide with a dildo moving in and out of her snatch. She looked at me, pulled up a leg with one hand and just kept shoving her dildo into her exposed hole. I heard another customer come in so I had to leave the office. I don’t think I heard a single word this man say as he paid for his video. There was a young girl masturbating in my chair. It was hard to think of anything else.

When I went back into my office Ashley was standing bent over my desk, her dress hiked up, ramming her cunt roughly. I could resist no longer. Hopefully I wouldn’t get another customer before the girls returned. I pulled out my cock and walked directly into Ashley’s ass. Pulled out her dildo and stuffed my cock into her wet hole. She yelped as I grabbed on to her waist and started thrusting my rigid cock deep into her. There was no time for finesse; I just wanted to go for broke. Ashley was taking it pretty well considering I was pounding her ass as hard as I could. Just my luck, another customer came into the store. I pulled my cock out, stuffed her dildo back in, slapped her on the ass and told her to stay there.

Three customers later, I noticed that Susan and Helene would be back in five minutes. I ran to the office and Ashley was sitting in the chair again lost in masturbation. I pulled my pussy soaked cock out and stuffed in her mouth. “Sorry girl, we have next to no time and I need to blow my load.” I put my hands around her head and started to fuck her mouth. I pumped my prick in and out of her mouth and she held on for the ride. The sloshing of my cock and the soft purr of her voice was helping me get there fast. It seemed to turn her on even more. “I’m gonna cum Ashley!!!!” She let my cock fall out of her mouth and opened wide. She grabbed my prick, started to pump it fast and held out her tongue. I exploded, covering her face and mouth with a heavy load. She took my prick and smeared my cum all over her face. “This will have to do until after work. Then I will take my time with you.” Was all I said before stuffing my cock back into my pants and headed back into the store.