I'm an independent filmmaker and a photographer, which basically means I'm broke most of the time. I've always been great behind the camera, and terrible at everything else. Luckily I have a lot of friends that like to document their lives. They pay me to take family portraits, wedding pictures and video, I tape their kids' sporting events and put together highlight reels, you name it I do it and I do it well. When it comes to any family oriented event I get the first call when one of my friends wants to document it. For years I've been relying on my close friends to refer me to their friends and so on so that I could make enough money to live somewhat comfortably.
About a year ago I got a call that would change my life and ensure that I live quite comfortably.
My buddy Tom and his wife Lisa were getting close to their ten-year anniversary and Lisa wanted to give Tom a very special gift. She came to my studio, which is in my house, and asked me if we could talk business. I could see that she was nervous so I made small talk for awhile letting her build up to why she was there.
"Tom has been so good to me and I love him so much, I really want to give him a very special anniversary gift. Something that will really show him how much I love him." Lisa said finally.
"Okay, what did you have in mind?" I asked.
"Well, I was kind of hoping that you would be willing to take some very special pictures for me." Lisa said.
"You bet, you know I'm always happy to shoot pictures for you." I said.
"I know you are, it's just that what I have in mind aren't the kind of pictures you usually shoot for us." Lisa said.
"What do you...OH! You mean you want me to take some...for you to give to Tom." I said.
"Yes. I know that you aren't really one of those kind of photographers, but I trust you, and Tom trusts you, so if he gets angry about the pictures at least he can be sure that the photographer was a professional about it." Lisa said.
"Yeah, and then he'll try to kill me." I said.
"Oh no, I don't think you have anything to worry about. I really want to find a way to do this for him. He's always told me that he likes just looking at me and wanted me to show off more so I think he'd love the pictures." Lisa says.
"Just so I know what it is you're really asking, how risquΓ© are you wanting these special pictures to be?" I asked.
"I haven't decided that yet. I definitely want some of me in his favorite outfits, like that red dress I wore to your birthday party last week, and since they'd be for him and him alone it wouldn't be that difficult to be a little more revealing." Lisa said.
"Well, you have just over a month until your anniversary to think about what you want to do, but remember I'm not just a photographer, I'm a filmmaker too. If Tom likes to look at you maybe he'd like to watch you put on that red dress, strut around and pose in it then take it off. I'm just throwing that out there, whatever you decide you just let me know and I'll prepare the proper backdrop." I said.
"You're right, he would like to watch me do things, there's one thing in particular that he's always wanted to watch me do that I could never bring myself to do in front of him." Lisa says.
"What's that?" I asked.
"I'm not telling you." Lisa said.
"Okay, I only ask because if you thought you wanted to do it as part of a video for Tom I could set up the remote camera and teach you how to use it so you could do it on your own." I said.
"So you could set it up so I could tape it myself and you wouldn't have to be there while I did what I did?" Lisa asked.
"That's right, you could tape whatever it is you wanted to do in complete privacy. The quality might not be as good as it would with an experienced cameraman, but you could film whatever it was that you were wanting to film, and I could put that piece of film into the final product completely blind so that only Tom would ever see it. The splicing might not be that great without me looking at it to smooth out the transition, but I would never see whatever it was that you did." I said.
"Well, I suppose that it doesn't matter if you know what it would be since you wouldn't see it. Tom has always wanted to watch me masturbate. He's asked me to do it for him many times, and I've tried but the few times I've tried to do it in front of him I've been too embarrassed. That's kind of a personal thing you know." Lisa said.
"I can understand how that could be difficult to do in front of another person. If you decide that you want to...do that on film for Tom I can get you set up to have a nice private session and then I'll splice it in blind and you can take it home to Tom." I said.
"The more we talk about this and the more I think about this the more I want to do a video for him on top of the pictures." Lisa said.
"Figure out what all you want to do and let me know so that I can get all of the necessary equipment in place and we can set a date. I would hope to do it at least a week in advance of your anniversary so that I would have time to edit the film together smoothly and develop the pictures." I said.
Four days later Lisa brought me a list of things she wanted to do and it turned out that she wanted to make a very dirty movie for Tom. On top of modeling his favorite outfits she wanted to model her sexy lingerie, including some new stuff she was buying for all the sex she anticipated after he got his gift. She decided that she did want to try to do the masturbation film and requested that we go over the operating instructions for the remote camera, which we did.
The big day was two Saturdays before their anniversary, Tom was out of town fishing with some other friends and their kids were at his parents' house for the weekend. Lisa showed up at my place at 6:30 in the morning. She parked in the garage so that nobody would know she was here.
She had several suitcases with her and I carried them to the studio. Lisa marveled at how I had transformed the room for her shoot.
"So, how do we get started?" Lisa asked.
"I've never done one of these before." I said.
"You're the creative one, think of something." Lisa said.
"Well, this is a gift for Tom right, why don't you start with a message for him." I suggested.
"Good idea, that will start things off right." Lisa said.
I fired up my main camera and gave her a signal to start.
"Hi baby. I can't believe it's been ten years already can you? I love you so much that I just had to give you a super special anniversary present, I hope you like it." Lisa said.
She had come over in a sweat suit and she was still a little nervous about changing in front of me or in front of the camera so she went to change behind the screen I had set up. When she came back she was in the red dress that Tom really liked.
"Where's your regular camera? I thought you were gonna take pictures too." Lisa said.
"I'm gonna do screen captures from the film, that way we can pick the absolute best pictures and not just rely on me pressing a button." I said.
"Okay, how should I do this?" Lisa asked.
"Pose for him, show off for him. Talk to him. You said this is his favorite dress, but what is it that he likes about the dress?" I asked.
"He likes the way my ass looks in it and the way it shows off most of my cleavage." Lisa said.
"Good, go with that, like bend over and give him a look down at your cleavage as you talk about it to him and stick your ass out and wiggle it for him as you look over your shoulder and tell him all about how much you love it when he looks at your ass. Stuff like that." I said.
Lisa took her position and I turned the camera back on.
"Hey baby, look what I'm wearing. Your favorite dress, it's so tight, I just love the way it feels against my skin. I don't have anything on under it because the dress is so tight a bra or panties would show." Lisa said.
She moved the dress off one shoulder to show that there was no bra strap and turned away from the camera and lifted the back hem to reveal the bottom of her ass proving that she wasn't wearing any panties.
"Do you like seeing the bottom of my ass coming out of my dress? I know you love how the dress makes my ass look, I like the way it feels against my ass." Lisa said.
She pulled the dress down tight across her ass and I focused the camera on the smooth fabric stretched across her gorgeous behind. She massaged the cheeks of her ass through the dress while talking to Tom.
"Don't you wish it was your hands on my ass right now? I do, I just love the way your powerful hands feel all over my body, and when I wear this dress they always find their way to my ass and to my breasts. Speaking of which my nipples are getting hard just thinking about how you'd play with them. Can you see them?" Lisa asked.
She turned so that her chest was facing the camera and sexily brought her hands up and cupped her breasts then using her thumbs and index fingers she gave both of her nipples a little squeeze through the dress.
"Oh baby, can you see them? You always tell me how hot I look with my nipples poking out like this." Lisa said.
If Tom would be able to see them on the film or not I had no idea, but I could sure as hell see them and damn they looked hot.
"Look at all that cleavage. I know that you love the way this dress shows my breasts off. How far down can you see?" Lisa asked.
I zoomed in on her cleavage peering as far down her dress as possible. She posed for a little while longer in the red dress and then headed behind the screen to change. She proceeded to pose in a couple more dresses and some other outfits that Tom liked, then when she was in the last one she changed gears.