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The Executive Lady

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The Executive Lady by WizwowI was shooting an executive recently for a magazine article. Sheila was quite lovely, petite, with gorgeous legs and feet. Even though she had a reputation of being a 'ball-buster' we were getting along great. I was treating it as professionally as I normally do when I mentioned that she should change the shoes she was wearing to a different pair that had higher heels, so her legs would appear longer and she would appear taller in the photo. She laughed and commented that few of the men in her life have ever told her to change shoes. I smiled and said that with legs like she had, high heels should be mandatory. She smiled, changed her shoes and we finished the shot.A week later she was to come in to see her proofs. She called and said she was running late and would I wait for her so she could get her images. "Sure", I said, and I was just straightening up the studio when she came in. I turned and had to catch my breath. She was wearing a maroon business suit with short skirt and 4" black heels. The skirt was really very short and the black hose encased two lovely legs. Her cleavage was deep and her hair was up - very business like.I retrieved her proofs and got her a bottled water while she looked them over. She sat on the edge of the desk and crossed her legs. I sat back and tried not to stare or drool. It didn't work. She caught me staring and a funny smile started across her face."You really like legs, don't you" she asked?"Yes", I replied, trying to keep it professional and starting to ramble on about how fun legs were photographically, the geometry that helped make a picture and whatever…She continued to smile and then swung them toward me and asked what I thought about her legs. "Be honest", she said."Well, they are spectacular," I said and looked directly at them. They were tanned and smooth and absolutely perfect. I was wondering what the hell was going on, but she seemed to be genuinely interested in what I had to say. I went on about how nice they look and how well proportioned they were and how lovely her feet were… Damn… I was running out of things to say when she said that most men she knew never mentioned her feet, or had the balls to tell her how much they liked her legs and feet."Do they make your dick hard"? she asked looking directly at my tented crotch."Uhhh, well," I didn't know what to say. This woman had a reputation of being extremely business like and a bit of a dragon lady and she was now asking about my hard on."Come on silly, do they give you a stiffy or not?" She was laughing a little now."Yes, they do." I said meekly."Hmmm. That's nice to know. Well, I had better be going." She smiled and swung her legs off the desk and gathered up her stuff. I sat there stunned, wondering what had just happened."Do you do sexy pictures as well as you do portraits", she asked over her shoulder."Yes, I do them all the time." I was thrilled at the prospect of shooting this professional lady in next to nothing."Do you ever shoot them naked", she asked."Sure", I replied."Saturday afternoon, about 3 pm, I am having a meeting of my women in business group. We will want you to shoot some sexy pictures of us. Can you do that?" She was standing very close to me and I could smell her perfume."I will be there," I nearly choked on my words."Good," she smiled and handed me her card with her address on it. "See you then."Saturday couldn't come fast enough and I found myself at her door with cameras and lights and a hardon that felt like it was going to burst through my jeans."Come in," she said from the doorway. Sheila was wearing a short white skirt, midriff top and high white heels. "We are in the back." I smelled her body as she walked in front of me and it was intoxicating.I followed her like a sheep dog, carrying my gear and trying to not look stupid.There were 4 other women there and they all were in some sort of skirt or shorts. They looked casual, but sexy as hell. Then I noticed they were all wearing heels, and were all laughing among themselves as I entered."This is Dan, and he will be doing the picture of us." She turned to me and said that they had wanted a group shot that would show them as sexy ladies instead of the usual 'business' photo that had always been taken. "You can make us look sexy, can't you Dan?" She laughed and the ladies all started in on how they wanted to look as good as they could and how awful it was that I had to shoot a bunch of women who weren't models and apologizing for breaking the camera… I couldn't believe it. They were all very good looking, the youngest around 30 up to nearly 50. They were powerful women and they were looking to me to make them look great.There was a blonde woman, about 40 or so, in shorts and a halter top. Close cropped hair, big tits and long tanned legs ending in brown sandal heels. The smallest was about 5' and she was wearing a white gauzy summer dress with red heels. Her long brown hair was tightly tied behind her in a ponytail. I would have guessed her at 30. The tallest was truly spectacular, with long brown hair, a very short jean mini skirt, white heels with straps and a lo cut halter top over small, but well proportioned tits. The oldest looked about 50. She was slightly heavy, but carried it very well. She wore a tank one piece dress that barely came to mid thigh. Her reddish brown hair was pulled on top of her head and you could see that she wore no bra as her nipples poked small buttons on the front of the dress. She sported open toe slides with the highest heels I have ever seen."And by the way ladies, Dan wants to take pictures of us naked." She said loudly. There was a stunned silence as the women looked at her and then tome. I stood there like a dear in the headlights. "You do want to shoot us naked, don't you Dan" she looked at me smiling?"Absolutely", I said with a smile. This was going to be great. I was going to shoot some nudes today and they were gorgeous."What do you say ladies" she said to the group?"Sure" they smiled. "Why not", said another one.She turned to me and said. "Go ahead, get naked.""What", I said, feeling a little sheepish."You said you wanted to shoot us naked, so get naked and lets get on with it.""I thought that you meant…." I trailed off.They were just looking at me. Giggling like schoolgirls, but with powerful, better-than-me expressions."No Dan, we don't get naked for men to take pictures of us. That is stupid. Now do you want to do this picture or not? She was standing right in front of me and staring at me with daggers. "I will be very disappointed if this picture isn't good," she whispered to me."OK", I stammered."Linda," she called, "come and help Dan with his clothes."Linda was about 20 and was wearing a very professional women's suit with her hair up and her heels high. She stood next to me and waited for me to take my clothes off. She tapped her heels as if she were impatient and grabbed the clothes from me as I held them out. I was quite embarrassed to be in front of such a young woman as I stripped.I started with my shirt and quickly got to my underwear. Linda was standing there looking at me and I looked at the group. "Go on," they said, "get them off."I took them down quickly and my hardon bounced out of the shorts like it was springing free. There was laughter everywhere. Even Linda chuckled a bit as I handed her my shorts. She took them and made a funny face as she looked at my swinging hard on."Well, he seems to like us, ladies," the Sheila stated.There were more peels of laughter.The following 2 hours were spent posing the group and getting the images. They would be very professional one minute and then one of them would grab my ass or swat at my boner and then they would all laugh and we would have to start posing them again. The digital images really looked good and every once in a while I would forget about being naked and my professional photographer persona would take over. I really wanted to do a good photograph. At those times the hardon would go away. This would never do for the ladies and soon they were grabbing at it or pulling their skirts up even higher. Up it would come and they would start to laugh and kid me.I finally had enough shots that I felt I had the ones they wanted and told them it was a 'wrap'."Yeay," they all shouted and were feeling pretty good about the shoot. I looked at Sheila and she simply smiled. "Put your stuff away Dan and join us.""Sure", I smiled. "Can I find Linda?:"You don't need to get dressed, Dan," one of the ladies said with a laugh."That's right, Dan," Sheila laughed. "Stay naked. And Dan dear… stay hard.""Come and sit, join the conversation," another lady said.I ended up sitting in front of them on the floor. The conversation was very good, mostly about business and marketing and some of the men that they had run up against. Every once in a while they would prod me to keep my dick hard by shifting their legs and flashing glimpses of their underwear.It was hypnotic and I absent-mindedly reached for my dick."Are you going to jerk off now, Dan" Sheila asked with a wild laugh.I quickly took my hand away. But she started telling me to go ahead.The other women chimed in as well. "Yes" they said, do it.I was nearly swooning in lust and reached for my cock."Beat it," they shouted. "Yank it."I was pounding for all I was worth. They were laughing and pointing. I felt humiliated and excited and aroused beyond belief. They stood and gathered around me sipping their wine and drinks. I felt a sheen of sweat forming as I continued to beat my cock. They were rubbing their legs and heels against me telling me to be a good boy and not come on Sheila's floor.I was nearing come when Sheila bent down and looked me in the eye and said, "If you want to come you have to ask me first."This sent me over the edge and I blurted out that I wanted to come."No," Sheila said, "Stop now."I did and almost fell over."Aahhh" said the ladies in unison. "We wanted to see him come," said the others."Well someone will have to clean it up and it isn't going to be me." Sheila was laughing loudly now. "It isn't a very big cock though, maybe it wont spit too much. If I let you come will you clean it up?" She was standing right in front of me and I was staring at her legs and feet and heels and just nodded."Well go ahead then."The women all cheered and I grabbed my cock. Within a few jerks the come literally blasted from my dick. I reeled under the sensation. It was shooting and shooting. There were pools all over in front of me and the women were jumping back so as not to get any on them."Wow, Sheila, guess you were wrong. That little guy spit quite a load."The women were laughing hysterically and I was starting to feel really stupid."Linda…" Sheila called loudly and I heard the clicks of Linda's heels behind me. She let out an audible laugh when she saw me on my knees with my cock in my hand and a load of goo all over the floor."Get Dan something to clean the floor with," Sheila spoke authoritatively."Sorry I missed this one," Linda laughed, "Looks like a huge load."Sheila looked down at me and smiled."Do it again Dan, Linda wants to see you shoot a load."The other women hooted and hollered. They told me to lay down on the floo ron my back. My knees were simply shot, so I complied instantly. They took seats all around me and started back into their conversation about some guy they knew who had pulled some dirty business deal with two of them. "We ought to get the bastard naked like this poor schlub," the older lady laughed.I had grabbed my cock and started to jerk it again. My had was flying up and down my dick and the women were watching but not commenting on it.Linda squatted down and just stared at me. I felt like I had lost all my personal respect and like I was not even in control. My dick leapt to life and I pounded and moaned for over 40 minutes before gushing another load. This was so exciting that I worked hard to make it last as long as possible.I was exhausted, but the women decided I should clean up the mess while I was still naked. They were sure to put their legs and feet in my face and they really were laughing as I tried to wipe the spunk off the tile floor with paper towels. Then they told me I should wipe it down with wet towels, so I was forced to sit there waiting for Linda to bring them to me. When she returned she dropped the towels at my feet and grabbed my cock."Any more in that little old cock", she asked? "Get it hard and get it all out."She continued to milk it and her young hands and professional look got me a bit hard. She laughed and told the others that I wanted to do another rencore. They all laughed and started to clap. "Linda has a way with cocks," said Sheila, "she likes them drained and sore." Everyone had been drinking for quite a while so they were fairly booze happy.The other women just sat and watched as this young woman shouted instructions at me. Faster, slower, stop, start… it was incredibly erotic and humiliating at the same time. My cock was sore and not quite as hard as it could get. Linda stood up and started to lightly kick and rub my cock with her heels. The women were laughing and the tall brunette came over and stuck her foot on my face and just rubbed it all over. After about ten minutes of this, I gushed a few pitiful squirts on to my stomach and lay there spent and exhausted. They all sounded disappointed. "Is that it" one of them shouted? "I really expected more." It was Sheila standing over me and looking almost angry. It was only then that I noticed that several of the women had video cameras and had been taking movies of my humiliation. I didn't ask, I was too tired.At the end of the evening, I had come three times for the women. My dick was sore for a week. I delivered the photos to Sheila last Monday and she acted as if nothing happened. I am hoping that they call me for photos again, but I think this is something they do with a man once and never again.It was quite a time, that is for sure.

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