My excursion into the escort world started after 15 years of no sex with my wife. Through the years I got to know some of these ladies very well. One even told me about a customer she had where the husband would come and watch his wife have sex with her. He had another fantasy where he would watch his wife have sex with her and a man. She had me come to be the man. I even got paid. But that's another story for later. Another lady by the name of Mindy had pictures of her on the internet that didn't do her justice. I took some pictures of her with my camera and did a little photo editing to them and sent them to her. She loved them. Thus was the start of a new side business for me, taking pictures of escorts for their advertising.
This is a story about one of my most fun photo shoots. I had already done 2 photo shoots for Hilary. The Holidays were coming up and she wanted photos showing the Holiday spirit for some specials she was going to run. Plus she was going to have Mindy come so I could do photos of her and them together for their special doubles sessions.
I told her I would only charge them $150 a piece since I didn't have to set up at two locations. We set photo shoot for Thursday at Hilary's apartment at 2:00 p.m.
I arrived at Hilary's right on time with all my camera gear. I walked into her apartment and Hilary greeted me with a hug and a kiss.
Mindy was just taking off her jacket as she arrived a few minutes before me. Mindy hung up her jacket and came over and gave me a hug and a kiss then reached down and gently squeezed my cock and said, "How have you been? I haven't seen this guy in awhile."
I told her, "I have been fine. I like to see a variety of women. Plus it gives me a chance to promote my business to other ladies."
The 3 of us sat down and had a glass of wine to discuss what we were going to do for photos. Each had 3 outfits they would be using and Hilary staged several areas of her apartment for spots to take photos. After they were done with their separate photos they would do photos of them together.
Hilary was already dressed so she went first while Mindy changed. Let me tell you about Hilary. Hilary is a very nice lady with a bit of a head case. Hilary was on an HBO documentary about escorts so she thought of herself as a movie star. She also prices herself like one at $500 per hour. Hilary has long light brown hair down to her shoulder blades. Light green eyes. She has a cute face. She has a slender 5'4" body with the most perfect boobs I have ever seen. It is hard to believe that she actually had a breast reduction as they are a natural DD. Her areolas were the size of a 50 cent piece and they were neither dark nor light in color. To me her areolas were my fantasy type.
Mindy started off wearing a short green dress. To which later I photo shopped it to a black dress in a few pictures. We did photos of her sitting at a high top sipping wine, standing by the fireplace and sitting on the couch. While on the couch she hiked up her skirt a bit so you could see her neatly trimmed pussy.
Now it was Mindy's turn. Mindy you would never guess it but she is a grandma! She had her first child at 16 and her daughter had a child also at 16. Mindy is 38, 4 years younger than Hilary. Mindy's best features are her face and hair. Her face is like a model with a roman type nose that accents her features. She has sparkly blue eyes that naturally smile. Her smile is gorgeous as she has straight white teeth framed by her perfect lips. Her hair is blonde and very wavy. It hangs down just below the middle of her back. The rest of her body is very nice too. She stands 5'6" on a medium frame. She has a cute tight little ass. Her boobs are a D cup with slightly smaller areolas than Hilary's.
Mindy comes out in a black tight V neck sweater, black leather skirt and black high heel boots. No need or photo shopping this outfit, I love it. We do the same shots as I did with Mindy with the exception of the pussy tease on the couch. On the couch I have her lean over and I get some nice cleavage shots with her face looking up at me.
Hilary comes out and it's her turn. Hilary is wearing a black bra, black lace panties, black garter and socks and black stiletto shoes. To top it off she wore a pearl necklace.
I tell her, "Wow you look great."
Hilary replied, "Thank you. You like my pearl necklace? Maybe later you can give me one!"
I laugh and say, "Maybe I will."
I am taking photos from every angle I can think of with Hilary. I have her slowly remove her bra and got about 20 shots of just that. With her bra off I can feel a stirring in my cock. I try to concentrate on what I am doing and not let my other head distract me. We finish up with the lingerie and partial nudity shots.
Mindy comes in dress in the same outfit but in white. I go through the same routine with her as I did with Hilary. Except Mindy wants a bunch of close ups of her ass. Mindy keeps backing up closer and closer to me.
I tell her, "Mindy, I have a zoom on my lens. You don't need to get right on top of me."
She says, "I want to make sure you get a close up."
I tell her, "If you fart, I am going to be pissed!"
We both laugh and finish up our shots. We take a break and enjoy a glass of wine together. It seems weird I am sitting with two gorgeous woman, both are topless and I am having a casual conversation with them. They started to talk about different customers they have had and compared notes on them. One of them was a guy who had a 10 inch cock. Both of them said they hated to fuck him because he would thrust hard and deep right away and it hurt. But he always tipped them well.
Mindy looked at me and said, "Now you, if I remember, you have a big cock and know how to use it."
