Holly M. Stone (HMS) was a go-getter at her large accounting firm. She was a beautiful, blonde-haired woman who always demanded respect and attention from everyone. The juniors and staff feared her, the leaders of the firm respected her as both a talented accountant, but even more so as a beautiful woman.
I was always in awe of Holly, not so much her work, but rather her physical appearance. She was always dressed to the nines, wearing impeccable outfits, always accompanied by sexy high heels. We worked on projects together often. I was slightly senior to her, but she was always in charge - a fact that she made known often. If I did not have such a crush on her, she would have been very difficult to work with! Through it all, we had become pretty good friends - usually while commiserating over how stupid our colleagues were or how we would run the firm better.
One night, however, everything changed. We were visiting a client in Chicago. We flew in the day before and were going to take them to a sporting event and dinner the following day. Before meeting the clients, we went out to dinner with two other members of my team. Dinner was at an upscale steakhouse and as usual, the drinks were flowing all night. Several bottles of wine later, we were all feeling good.
Holly, as always, looked amazing. She was wearing a black shirt and silky top. Her legs were bare, a fact that I could not help but notice, and she was wearing the sexiest four-inch black pumps. Everyone in the restaurant noticed her. She was holding court and flirting with everyone, including our beautiful young waitress. At one point, I turned to Holly and said, “Leave the young girl alone.”
She shot me a very mischievous grin and said, “You are just jealous that I am not going to invite you to join us later!” I could only smile and shake my head. Holly responded by sticking her tongue out at me. We would often get a little flirty, especially after copious amounts of alcohol.
After dinner, the group was dying out. It was not unusual for Holly and me to outlast the junior member of our team. Kids these days just don’t drink like we used to! As we were sitting at the bar having another round of bourbons, Holly turned to me and said, “This bar sucks. My feet are killing me, and I need another drink! Let’s go back to my room!”
I really did not think anything of the request at the time. It was not the first time we had gone back to a hotel room for additional drinks, either alone or with colleagues. When we got to her room, she went to the minibar and grabbed us some more bourbon. She sat on the couch and removed her high heels. Of course, her toes were painted to perfection. She whined about how sore her feet were, then looked at me and said, “If you were any kind of gentleman, you would at least rub my feet for me!”
I looked at her and replied, “You don’t pay me enough for that, and besides, I do not think your husband would like that.”
She immediately shot back, “Why? He hasn’t touched me in years!”
I looked at her in stunned disbelief and said, “Holly, I do not know how any man could keep their hands off of you!”
She responded by punching me and said, “You are terrible at flirting! Now come here and rub my feet!”
I did as she “commanded” and pulled a chair over next to her and began to massage her feet. Secretly, I was in heaven. I have always had a bit of a foot fetish, and hers were perfect. She moaned in pleasure as I rubbed her feet and said, “It feels so good to be touched for a change.” She continued, “You know my husband has not touched me in months and I cannot remember the last time we had sex!”
I said, “I can relate to that. It has been months since I have had sex with my wife and I cannot even remember the last time I got a blowjob!” Holly laughed at my last comment.
As I continued to rub her sexy feet and play with her little toes, I said, “You know, if you were my wife, I would have sex with you every night!”
She blushed! I thought to myself that in all the years I have known Holly, I have never seen her blush. She smiled and said, “Well, what if I did not want to have sex?”
I shot back without really thinking, “Maybe I would just make you do it anyway!”
Her blush deepened, but I feared I had gone too far. She laughed it off, “Sure you would, big guy!” She then changed the topic and suggested we watch a movie.
I said, “It’s getting late, and we have to get up early tomorrow!”
She replied, “Come on, loser, I know the perfect movie for you. It is one of my favorites!”
Holly pulled out her laptop and fired it up. She said, “Give me a second to get the movie ready.”
I decided to use the restroom. I tried to muster up the courage to leave, but I just couldn’t do it. When I came back, there was a video from a popular BDSM website playing on her laptop. I was shocked and inquired, “You watch porn?”
“Oh my God, yes, all the time – you are so lame!” was her only response.
“What kind of porn do you like?” I inquired.
She turned to me with a huge grin on her face and said, “You are looking at it. I love watching submissive women get taken, the harder the better!” I was shocked, but not as much as when she said, “This girl is my favorite; I have touched myself watching her movies often!”
The woman was this tiny little redhead with amazing tits and a beautiful ass. The guy in the movie was grabbing her hair and fucking her mouth with his huge cock. He shoved his cock deep down her throat until the little redhead choked and gagged. He proceeded to pull her off his cock and dragged her to the bed. The man in the video spanked her with a leather paddle and then used her pussy and ass! The video was amazing, and the fact that I was watching it with Holly made it sublime!
But then I felt her hand on my leg, and she asked, “Do you like the video?”
I confessed, “Yes, this is my favorite type of video as well, but I have only seen shorter clips. I have never seen a full movie like this one.”
Holly explained that she subscribed to this very kinky website. I was impressed. I asked, “You really like these types of videos?”
Holly responded, “No, I love them. Nothing gets me off like seeing a strong powerful man use a submissive little slut!” I did not know how to respond, so I returned the favor and placed my hand on her leg as well. The feeling of my hand on her bare leg was amazing! I slowly worked my hand up her leg and under her skirt.
I was surprised when she slapped my hand away and said, “Look how he is using her ass, isn’t it hot?”
I do not know what came over me, perhaps it was the alcohol or the teasing or both, but I stared at her and said, “You are such a fucking tease!”
She squeezed my leg and said, “Yeah, what are you going to do about it?”
I simply responded, “You will see!”
I figured it was now or never. So, I grabbed her by the hair, like the guy did in the video, and dragged her over to the bed. I pushed her down on the bed. Her torso was on the bed and her feet were on the floor leaving her ass high in the air. I then proceeded to spank her ass over her skirt saying, “You desperately need a good spanking!”
Not knowing where this was going, I was surprised that her response to my spanking was simply little moans of pleasure. “Clearly you are enjoying this too much, you little slut!” I said, as I lifted her skirt, revealing the sexiest pair of red thong panties I have ever seen.
I saw she had a wooden hairbrush on the nightstand. I grabbed it and gave her what was probably a very light spank on her now nearly bare ass. To my surprise, she moaned, “Harder, hit me harder!” So, I spanked her again, but harder this time.
Holly continued to moan in pleasure. I decided to go for it and slide her panties down as well. When I received no protest from her, I slid my hands up her legs. Her legs felt amazing. My favorite part was her inner thighs; they were so soft and sexy. I brushed a finger across her sex and discovered she was dripping wet. It took every bit of will power not to get on my knees and lick her sweet pussy from behind. Instead, I just continued to spank her. The harder I spanked her, the more she moaned and the wetter she got.
Unfortunately, I knew that I had drunk way too much and despite this incredibly hot scene, I knew we were not going to be able to have sex. When her ass was very, very red I said, “Have you learned your lesson, young lady?”
“Yes, yes I have!” she replied.
“Yes, what?” I said as I spanked her again.
She replied, “Yes, Sir! I have learned my lesson.”
Wanting more, I asked her, “Since you took that punishment so well, would you like a reward?”
“Yes, Master! Yes, please!” she replied. I rolled her on her back and spread her legs. I began by kissing and licking her feet and toes. Then, I slowly made my way up, kissing and licking her incredibly sexy legs. I spent considerable time teasing her inner thighs. I was sure she could feel my hot breath on her pussy. She begged me to lick her pussy.
However instead of licking her, I playfully spanked her pussy with my hand and said, “Keep quiet, I am in charge now!” She simply moaned in response.
I proceeded to move back down to her other foot and began the process again. I enjoyed sucking on each little toe and slowly made my way back up, kissing every inch of her leg. This time, I could not resist any longer, I began to lick her pussy. I have never tasted anything so amazing in my life. I savored her, licked and teased her all over. Finally, I made my way to her clit. Her little nub was already peeking out.
I licked it and sucked it into my mouth. I took this opportunity to slide one and then a second finger in her sopping wet pussy. She screamed, “Oh fuck yes, lick my cunt! Fuck me, please make me cum,” at which point I stopped and smiled at her.
She pleaded, “Please, please Master, I need to cum! I will do anything you want, whenever you want! Please! I need it so bad!”
I wanted to say something about this is what you get for being a tease, but I really wanted to do this again so I wanted her to know how well I could make her cum. I attacked her pussy. I was kissing, licking, and sucking her pussy for all I was worth. Soon she was cumming! She grabbed my head and held me in place as she came repeatedly. Her pussy literally flooded my mouth; the taste of her was something I will never forget.
I removed the rest of her clothes, and mine, and I crawled into bed with her. She lay with her head on my chest. The smell of her hair was intoxicating. She was still breathing raggedly from her multiple orgasms. She said that she was too exhausted to play anymore tonight, but that she wanted me to stay with her.
I said, “I would like that.”
I grabbed her hair again and pulled back her head, and gave her the most passionate kiss. We made out for a while, and she eventually went back to the original position with her head resting on my chest.
I said, “Here is the deal, my little slut. You will wake me up tomorrow by sucking my cock. You will suck me until I cum down your throat and you will swallow every drop. If you do so, you are agreeing to be my submissive—no, my slave! If you agree, you will be mine!”
HMS responded, “I want that more than anything. No, I need it! I want you to own me!”
