Not long after my divorce, I decided to try and turn what had been a lifelong hobby, photography, into a side business. I went out and bought a top-of-the-line digital SLR, and started shooting on a regular basis.
I was able to sell some freelance pictures, and picked up a couple of jobs shooting weddings and parties, but I didn't really have a lot of success at first.
At the time, I was seeing Kate, a woman that was a bit adventurous sexually, and liked to pose for pictures for me. The pictures ranged from seminude all the way to "action" shots. We also video taped ourselves having sex, which was a first for me.
One day, after we had just finished having another loud, sloppy fuck, Kate wanted to look over the pics that I had taken of her previously. She had never seen them before, and wanted to know how they came out.
"These are good!" she told me as we sat at my computer. "You really have a good eye, and know how to use lighting. You should add this to your portfolio."
"Taking nude pictures of women?" I asked, laughing. "Somehow, I don't see that as being a big money maker."
"You'd be surprised," she responded. "The whole 'boudoir picture' business is getting big."
"Again, somehow I don't see women paying me, a stranger, to take intimate pictures of them," I told her.
"I'll tell you what," she said, "you let me write your ad, we'll place it in the paper, and just see what happens."
I looked at her skeptically, and she said, "C'mon, what can it hurt? Or are you scared?"
Laughing, I gave in. "Fine. You write the ad, I'll post it, and we'll see who's right. But only on one condition."
"What's that?" She asked.
"Loser buys the winner dinner, and plays sex-slave for a day," I said.
"Oooh! Sounds like a win-win to me!" Kate responded, and knelt between my legs, licking her drying juices from my cock, getting me ready for a second round.
A week or so later, she surprised me with a very well-written, basic yet informative ad. I bought a 30-day run in the local paper, and posted it on-line. Then, I waited.
After only a couple of days, I received a phone call from a timid sounding woman, who said that she wanted to talk to me about some pictures. She told me that she wanted to do something special for her 25th wedding anniversary, to surprise her husband, but had a few questions first. We set up a date for her to come to my "studio," which at one time was a small barn that I cleaned up and renovated, and talk.
I immediately called Kate and told her the news.
"That's great!" she said. "OK, so when are you taking me out for dinner?"
"I believe that the bet was over 'success', not just one response," I joked. "Besides, this woman sounded very timid. It may take quite a bit for her to actually decide to do this."
"Do you think that it would help if I was there, when she comes to talk to you?" Kate asked.
"Well, having another woman here certainly couldn't hurt," I agreed.
"Ok, then," she replied. "For you, since I got you into this, I'll be there."
A couple of days later, the woman showed up at my door, and we sat down to talk. I noticed something familiar about her, but I blew it off and led her into my office, where Kate was already sitting.
We sat down and started to talk. I could tell that she was very nervous, and did my best to calm her.
She told me that her name was Victoria, and that she and her husband were known in the community, as well as their church. Immediately, I realized that I knew her from my ex in-law's church, an extremely conservative, holier-than-thou-type of congregation. Therefore, she told me, discretion was vital.
"That won't be a problem," I assured her. " I have a contract drawn up that states that while I will own and keep the memory card from your session, you and only you can decide who can see the pictures, and when. You will decide which pictures you want printed, and the card will remain in my vault."
"I may, at some point," I continued, "decide to use some of your pictures in my portfolio, but I will inform you beforehand, I will blur out your face and any identifying marks, and you will have the right to see the pictures before I put them in." I also informed her that for both of our safety, I would be videotaping the session.
"What kind of pictures will you plan on taking?" she asked next.
"That is entirely up to you," I told her. "I can do anything from a simple seminude, seductively posed, too as raunchy as you want."
As we spoke, I looked Victoria over. She was in her late 40's, had obviously been very pretty in her younger days, but the combination of having and raising kids, along with time and neglecting herself, had taken its toll on her.
She was still a very attractive woman, but just didn't take enough time for herself, and it showed. She had gained weight, probably hadn't had a decent hair styling in ages, and needed a few pointers on make-up, along with having her long blonde hair touched up.
"Oh, I don't think 'raunchy' pictures are for me," she quickly replied. "I'm just looking for something different and special for my husband for our anniversary, and to hopefully, you know . . . "
Victoria paused and looked at Kate. Kate seemed to pick up on what Victoria wasn't saying, and told her, "We understand. Would you like to look at his portfolio, to see what kind of work he does?"
"Yes, I'd like that," Victoria responded, taking a deep breath.
I turned my monitor around and brought up the folder with some of the pics that I had taken with Kate. Victoria gasped as the first shots came up, and her eyes were glued to the screen.
"These are pictures of you?" she looked at Kate briefly.
"Yes, they are," Kate answered. "Kurt is a very good photographer, and I trust him. It was something I had always wanted to do, and I decided to pose for him."
"How did you feel, while he was taking your pictures?" Victoria asked, eyes back on the changing images.
"Honestly, I was nervous at first," Kate told her. "But after awhile, I found it to be really exciting. I actually got very turned on by the whole thing. My boyfriend and I had some great sex that night!"
Victoria quietly sighed, and I watched her as she watched the pics change on the screen. As the pictures got more explicit, she started to blush, but still never looked away.
When the last two pictures came up, one taken from behind with Kate on her knees, shoulders on the bed, reaching underneath her body cupping her trimmed pussy, and the other with her on her back, legs bent at the knees, one hand covering her pussy, finger poised and ready to slide into her wet hole, and the other hand squeezing a breast, Victoria gasped, and whispered, "Oh, my!"
As the folder closed, Victoria looked up and said, "I couldn't take anything like that, but I might be able to do something tame, like at the beginning of the folder."
"Honey, I didn't think that I could take pictures like that, either, until I did it. You never know what's inside you until you decide to let it out," Kate said softly. "Especially after a couple of glasses of wine," she giggled.