It was my first day at work and I spent the morning getting familiar with my duties. Mostly I was in charge of ordering parts and doing invoices. It was just after twelve and everybody else had gone to lunch leaving me alone. I heard a truck pull up and when I glanced out the window I could see it was the UPS delivery van. When the front doors of the shop opened I looked up expecting to see a guy but to my surprise it was a woman with a big stack of boxes in her arms. Being the gentleman that I am I got up and offered her a hand. "I got it", she said in a very friendly voice, then put her load down by my desk.
She wasn't bad looking and even in that unflattering UPS uniform I could tell she had a very nice set of tits. I took a good look while she was busy filling out her paperwork and when I looked up she was staring me right in the eyes. I started to apologize but before I could say anything she smiled and said, "Hope you like what you see". I was too embarrassed to reply and just nodded. Ten she smiled and held out her hand. "My name is Charlene but everybody calls me Charlie", she said as I shook her hand. She had a very cute smile and beautiful steel blue eyes. "Nice meeting you", I replied. "I'd love to chat but I have a truck full of deliveries to make". "I'll see you tomorrow", she said over her shoulder as she headed for the door. I watched her cute little ass wiggle as she left.
We got deliveries every day and each time Charlie stopped by we talked and flirted. The flirting got hotter and hotter and pretty soon I started to wonder if she was just flirting with me or really giving me a "come on". I decided to find out so one Friday when she made her delivery I took things to the next level. There was nobody in the shop when she came in and she made a remark about us being alone. "What did you have in mind", I whispered. She didn't answer right away but a very mischievous smile crossed her pouty lips. Then she stepped closer to me and whispered in my ear, "What I have in mind isn't going to happen here". She took me totally by surprise with that and for a couple of seconds I just stood there with a dumb look on my face.
Before I could say a word she winked and strolled out of the shop swaying her ass seductively as she did. I stood there dumbfounded for at least a minute before I snapped out of it. I went back to my desk and got busy to get what had happened out of my mind. I handled a few calls and placed some orders. Then the phone rang and when I picked it up a soft, sexy female voice said, "Are you busy sexy". At first I figured it was a prank call and replied, "No, why don't you come over and get me busy". What she said next made me realize who it was. "Do you like women in uniform", she asked? Now I knew it was Charlie. "What are you trying to do, get me fired", I said jokingly. She laughed then set me back a little with what she said next. "I'm going to be alone tonight and wouldn't mind some company". "Would you like to come over"? I didn't answer right away so she repeated the invitation. I had to think about this a little. I wasn't in the habit of fooling around but there was something about Charlie that was pulling me over the line. "Sure", I finally said in a slightly shaky voice. She quickly told me where she lived and added that I shouldn't come before 9:00. Then she hung up and I sat there staring at the phone.
I headed home after work and could already feel the guilt creeping in. Although I flirted freely with any woman who would flirt back I never crossed the line. Now my bluff had been called and it happened so fast that I didn't have time to get out of it. After dinner I said I was getting together with a couple of the guys and took off on my Hog. It was only 8:00 so I just rode around aimlessly for an hour. I put a call in to a couple of the guys so they could cover for me before I got to Charlie's house.
Charlie lived in a very rural area where the houses are pretty far apart. I finally found her place and pulled into the long driveway. Before I could shut the bike the garage door opened and Charlie was standing there waving me in. I pulled in and killed the engine. She walked around the bike and looked it over with a big smile of approval on her face. Up until now I had only seen her in her unflattering work uniform but tonight she was looking very hot. She had on a short, tight, denim skirt and sort of sheer white button down blouse. When I finally managed to tear my eyes away fro her body and look at her face she was staring into my eyes. "I guess you like what you see", she said seductively. I smiled back and got off my bike.
As I stood up I became aware that between the way Charlie was dressed and the smell of her perfume my cock had started to stiffen. Charlie gave me a slow look up and down pausing at the bulge in my pants. "Oh yes", she half whispered. "It looks like you really like what you see". I'd been around quite a few hot women in my life but whatever it was about Charlie put me very off guard and I felt like a dumb teenager around her. She must have noticed it too and she started laughing softly. "Why don't we go inside and have a drink or something", she said as she took my hand and walked me to the stairs leading to a door at the back of the garage. She walked up the stairs ahead of me and I managed to get a good look up her skirt as she did. My eyes worked their way up her legs and because of the steep angle of the stairs I had a pretty good view all the way up her skirt. My eyes nearly popped out of my head when they finally got to her ass. It was too dark to tell if she was wearing a thong or nothing at all under that skirt. It really didn't matter which because the sight of those smooth, round cheeks brought my cock to full attention.
As Charlie opened the door to the house she paused before walking in and gave me a quick look over her shoulder. "Enjoying the view", she said with a laugh. "Very much", I shot right back at her. Once we were inside she led me to the living room and asked if I wanted a beer. "Only if you're having one with me", I told her. Then she strolled out of the and left me sitting there alone. While Charlie was gone I tried to adjust my now throbbing cock so it wasn't so obvious. I just sat back down on the couch when she strolled back in with two long neck bottles of Bud.
I took a long pull on my beer while Charlie put on some music. "Would you like to smoke some weed", she asked with a mischievous grin. "Absolutely", I agreed. She sat down next to me and opened a little wooden box on the table in front of us. There were several neatly rolled joints inside and she took one out and fired it up. After a nice long hit she passed it to me. I took several good hits to help me settle down. We finished the first joint and she quickly lit up another. By the time we finished the second joint we had sucked down two more beers as well and we were both pretty fucked up.
As we sat there I became aware of Charlie's hand gently stroking my leg. A little at a time she moved it higher and higher until her fingers reached the head of my swollen cock. I looked at her and she smiled. "Do you mind", she asked in a very soft voice. "Not at all", I replied. Then I remembered the little bag of blow I had in my pocket. "Would you like to do a couple of lines", I asked. She looked at me with a blank expression. "I don't really party much", she said. "I get crazy when I do and sometimes I sort of loose control". "Maybe later, ok". Then she leaned over and kissed me softly on the lips. I gave her one back and as I started to pull away she grabbed the back of my head and pulled me back. Her lips parted and she slid her tongue into my mouth. We kissed passionately and I could feel her hand squeezing my cock through my jeans.
I slid my hand between her legs but before my fingers found her pussy she broke the kiss and stood up. She stood in front of me and looked into my eyes with a serious expression on her face. "I have a confession to make", she started. "I love to flirt and I know I'm the one who took our flirting to the next level, but I don't have sex very often". I didn't believe her and now I started getting the feeling that maybe she was just a tease and I was going to go home with a case of "blue balls". She must have read my mind. "I'm not a tease; I just don't want you to think that I'm a slut". "I haven't been with a guy for a long time and I've only been with two guys my whole life", she added. "I love flirting, especially with a guy who is as good at it as you are but there was something about you that I wasn't prepared for". As she spoke I studied her face and I could tell she was being sincere. I let my eyes fall slowly from her face down her body and again I was impressed by how good she looked for a woman her age.
Charlie had stopped talking and was just standing in front of me with her head bowed. And her eyes closed. I spoke to her softly. "I understand and I can respect the way you feel", I said. "I would never push you into anything you don't want to do". She opened her eyes and smiled. "Thank you for understanding", she whispered. I took her hands and gently pulled her towards me. Between the beer and the pot she lost her balance and fell onto my lap. Her skirt slid up and she was straddling me with her firm round ass planted on my hard cock.
.... There is more of this story ...