I have worked in a small office of 12 people for the last 10 years and recently got divorced. It was a good thing as my wife and I parted friends but realized we weren’t in love anymore so I was looking forward to dating again. There had been some harmless flirting with some of the ladies in my office every so often but I never thought seriously about dating any of them as we worked together. I did however jack off thinking about several of them at one time or another.
One month after my situation was finalized, I decided to go to a local sports bar and watch a game and drink a little after work on Friday. I arrived around 8:00pm and quickly realized there were more women at the bar than men, which I found unique. I was watching a basketball game and drinking the end of a pitcher of beer when Barb from my office came over to say hello.
She looked really hot in her blue jeans, which weren’t allowed at the office and a tight t-shirt and gym shoes on. I greeted her and told her she surprised me and she asked why. I told her I didn’t think she was the type of lady to come to a sports bar and she laughed. She told me I probably didn’t know her well but I was welcome to join her and her 3 friends as she was on her way back from freshening her makeup.
I agreed and walked with her to a table where she was sitting with her friends. I greeted each of them and introduced myself as Barb yelled at her team on the television. We all started drinking beer and eating the appetizers the bar served and then I felt a foot massaging the inside of my thigh. I looked across at Barb who was talking to another lady. Was it her? I had no idea.
It happened several more times and when the game was over we all agreed to watch the next game and keep drinking. We acted like kids in college drinking unique things and playing quarters and I realized I was more than a little tipsy after the first quarter of the next game. By the time the game was over I was drunk and so was everyone else.
We agreed to share two separate cabs as we all lived in different parts of town. I went home with 2 sexy ladies named Claire and Betsy. We dropped Claire off and Bes asked me if I wanted to be next. I was fine with that and gave her money as I was leaving the taxi. She told me I was slurring so she would help me inside. I thanked her and didn’t realize the taxi left.
Once inside she asked me if I had liked her playing with my leg and I admitted I didn’t know who it was. She laughed and asked me if she should stay or go. I told her that she was like a breath of fresh air (as she was about 5’7″ and 120 lbs with a rounded ass and flat stomach. She was in a sweatshirt so I couldn’t see her tits.) She walked over and asked me when I had slept with a woman last and I told her it had been over a year.
She stripped to reveal a great pair of tits with pink nipples and a pussy with very little hair on it. She told me she wanted to suck my cock and see if I could hold off cumming after such a long time. I told her I knew it would be difficult as she was so gorgeous I could cum right now. She smiled and actually seemed to be touched hearing that and then immediately went to work on my cock.
She quickly deep throated me and started playing with my balls and humming lightly while she sucked. This was by far the best head I’d ever had and quickly was going to shoot. I pulled out of her mouth and she told me I was cheating and then shoved me onto my back and started at it again. She took me out of her mouth for a second only to tease my little piss slit with her finger nail and tell me my leaking juice tasted great and I better cum in her mouth soon or she’d really pull out all the stops.
Right then she grabbed the base of my cock with one hand and brought the finger of her other hand to my mouth. I licked it and tasted the pussy juice she had obviously gotten from fingering herself as I was desperately trying not to cum. It was too much and I shot numerous jets of hot cum down her throat for almost a minute. She didn’t miss a drop.
She asked me if I could get it up again and I told her to let me rest and I’d be ready in a second. She quickly said “no rest for the wicked” and winked at me before spinning us into a sexy 69 position and ordered to me to taste her sweet pussy. I did and immediately got hard again and felt my balls swelling with her expert cock sucking. I told her I wanted to fuck her and she ordered me to fuck her hard and flick her clit, but at no time take my eyes off her nipples.
I did what she told me to do and saw Bes pinching her nipples and twisting them constantly. She showed them no mercy and then she grabbed me and told me if I kept pounding her cunt and rubbing her clit she’d cum all over my cock and I started humping her faster. My balls started to get that familiar tingle letting me know I was going to cum and she dug her fingernails into my ass and started screaming that she was cumming. I pumped her about another 30 seconds more before I yanked my cock out and she grabbed it and jerked my cum out all over her belly and tits.
She left shortly thereafter and I told her I’d like to see her again and she told me she would be traveling and she’d call me when she got back in 3 weeks. We kissed goodbye and I slept.
At Monday morning’s staff meeting Barb and I were assigned to do a project together and we set up in her office. It was to take about 3 days to get done but we wanted to be done the next day and then screw off on Wednesday. We agreed to go to her place and work that night. I went home and cleaned up and went to her place around 6:00pm and she was wearing the same blue jeans I liked at the bar and a tighter t-shirt. Her nipples were clearly visible and wider than I would have thought they were.
I was having trouble concentrating and she asked me why and I told her I was trying to figure out which kind of perfume she was wearing because I liked it. She told me it was down the hall in the bathroom so I got up to go look. I hadn’t realized that I was hard and hid it as best I could going down the hall. I tried to fix my cock into a better position in the bathroom and she came to check to make certain I found what brand it was.
She caught me with my hand in my pants on my hard cock and apologized for interrupting me. Then she stepped closer and asked if she had caused my hardon and I told her of course she had with her hot body and tight shirt I was in agony. She asked me if I liked her body and I told her she was sexier than anyone I had seen in a long time. She asked if she was even hotter than Bes and I asked 3what she meant and she told me Bes had told her I couldn’t get it up for her.
I was stunned and told her that was not true. She told me to prove it and turned around and slowly slid off her jeans, then her thong and finally her knee high stockings. She asked me if I’d ever had anal sex and I admitted I never had. She asked me if I could keep a secret and of course I said I could. She put loads of lotion on my cock while she prepared me for fucking her asshole.
She told me to go slowly at first and then she’d tell me when to speed up. I placed my cockhead at her puckered pink/brown hole and pushed and it felt like my cock was driving into an oven she was so hot. She told me to go faster and then begged me to fuck her ass but I still went slowly. She begged me to stop teasing her and I told her to admit she made up the limp dick story. She admitted it was a lie and then I punished her ass by pounding my full length in her while I spanked her ass hard for about 5 minutes.
She had cum 3 times and told me to shoot in her ass. I told her to tell me who her best fuck ever was and she told me it was actually an older man who had a long thin cock that taught her to have anal sex. I asked her if she liked having her pussy pounded and she admitted she got too wild when she did that and had
n’t let anyone in her pussy for 3 years.
I shot my load up her ass
and convinced her to let me inside her dripping pussy a little later and boy was she ever right. She went wild when I slid into her pussy. She came so many times I thought she’d pass out. I’ll tell you more next time but the best parts were when she stuck her nails in me right where Bes did and when I forced her to tell me her fantasy and then we acted it out.