[MF] Cougar is a good employee but a better slut

Love this sub and finally decided it was time to share my stories with everyone about my favorite employee. I’ll try to get to the good parts quickly but for background Lana and I had worked together for more than 10 years and had been FWBs on and off for the last 5 years. Lana is in her early 40s, divorced, a cute petite white cougar built to fuck. She’s barely over 5 feet, blonde, with full perky Bs equipped with very excitable nipples. Her ass is a work of art, perfectly thick but firm and when bent over her flawless pussy peaks through and instantly hardens my cock. I’m your average shirt and tie manager with a decent dad bod loaded with an insatiable sexual appetite. She came from a sexless marriage with limited adventures but her love for cock is undeniable. Her and I have continually explored kinks over the years and have many more to accomplish, one of these is anal…

I recently purchased a set of anal plugs as a gift. We have been playing up the boss/servant kink when dirty talking during office “meetings” (usually involves oral/fingering for each of us until orgasm if and when we can get enough one on one time). Anyways I sent her a meeting invite titled “Training” and informed her she was required to wear one of the plugs to the meeting. I saw a slightly worried smile streak across her face but she quickly answered with an obedient “yes sir” which always sends a quick surge to my cock.

The next day she promptly arrived at my office. She calmly closed the door and began apologizing, she informed me she was unable to get the plug in as she pulled it from her pocket. Apparently her ass was too tight and she couldn’t get it in while on her back fingering her pussy masturbating before work. I assured her I wasn’t upset and when I went to embrace her she quickly dropped to her knees and asked me to forgive her for the failure. I snapped into character and playfully rubbed her check before a light smack as a reprimand. Her mouth opened and she began sucking my lingering finger, needless to say my cock was begging to be sucked. I sat down in my chair and she inched closer as her hands began unbuckling my belt. She never broke eye contact as she removed my cock gently from my pants and slowly licked the precum. I grabbed the base of my cock and slapped her tongue with it, she begged me to let her continue but I had other plans.

I stood her up by the arms and bent her over my desk while forcefully pulling her pants down. Her thong clung to her ass crack and she exhaled as my tongue found its way around the fabric and penetrate her warm pussy. I tasted her juices while rubbing her clit with my other hand and slowly dragged my tongue upward until it found her asshole. I had rarely eaten ass but she tasted wonderful and I unconsciously dove in and sloppily bathed her tight hole with my tongue. I could feel Lana tense up but then immediately moan in pleasure. My tongue began protruding deeper into her asshole and she bucked backwards into me as if I was fucking her.

While I continued to rub her clit with my left hand my right hand began circling her hole with my index finger. I slowly pushed into her ass using my spit as the necessary lube. She had never had any anal play and it was apparent. I immediately began imagining how amazing my thick cock would feel pushing into her hole but there wasn’t time for that today, office meet ups have to be quick for sake of secrecy. After a few strokes with my finger I was able to finally place the plug. Lana was still gyrating her hips begging to be fucked but my job was done, her ass was full. I pulled her pants back up and explained that her ass was now mine. Shocked and perhaps a little upset she kissed me deep and begged me to feed her my cock. I complimented her on how good of a slut she had become but the meeting had to end. As much as I wanted to I knew I needed to assert dominance and the pay off would be worth it, and it was. From that day on my goal was to fuck her ass and have her return to work with my cum leaking out of her all day. I’ll save that story for another day, thanks for reading!

Source: reddit.com/r/gonewildstories/comments/fdy2b9/mf_cougar_is_a_good_employee_but_a_better_slut