I owe a huge amount of gratitude to Kiwilass who was so instrumental in getting this work cleaned up and into its final form. Her suggestions and editing advice was awesome and incredibly valuable.
Chapter 1 – Training Session
Before I get to the serious retelling of my experiences, you need some background. My divorce was finalized a little over a year ago. The whole thing was a surprise to me; I just didn't see it coming at all. I really thought we'd just gotten into that complacency stage of our marriage; nothing really great, nothing really terrible. We seemed to be reasonably happy and we even had sex regularly, but it was always pretty ordinary stuff. We didn't experiment much and overall, in reality our sex life was pretty boring. I knew our marriage wasn't all peaches and cream, but his demand for a divorce was a shocker to say the least.
In fact, my ex didn't even have the balls to tell me in person. One day a process server showed up and did the dirty little deed. I was stunned beyond words, but day by day I got over the shock and unfortunately got used to the rancor of attorney meetings and the dividing up of my life. What a fucking nightmare, thank god we didn't have kids. During that journey I did a phenomenal amount of soul searching and introspection that allowed me to get to know myself better, and little by little normalcy slowly return to my life.
An important part of my growth was finally realizing that I wasn't quite forty yet and I still had all of my life ahead of me. I made a commitment to make the most of it and enjoy my life to its fullest. Once I reached this perception I became aware of all the cool stuff that was going on around me. I started developing interests in all kinds of things. The one thing that really surprise though was facing the realization that I missed companionship. I missed being with someone and I wondered if I'd ever get that back again.
As time passed and I did more on my own, I began to realize just how controlling my ex had been. I realized that having him out of my life was a really good thing. I was exploring new things on my own instead of being controlled by his oppressive personality. I was becoming curious about life in general. I was beginning to really live again and even though I hadn't done any dating yet, I felt good about myself.
One of the few first-class things I got out of the divorce, other than my life back, was a small printing business. I threw myself into the business as a way to stay active and bolster my confidence. The business had a really huge upside and I recently invested a fair amount in a software package to upgrade the business. I'd done the official training, but I needed some help to really understand how to use it. Now, that background gets us to where the journey begins.
It was a Saturday afternoon and I was at the house of a long time friend. She's a real techy type; very savvy with all kinds software and hardware and she had agreed to teach me some important tricks of the new software. I was pretty well checked out on the basics, but the stuff Emma was showing me would let me do some really cool stuff and give my business a nice competitive edge. It'd been a long afternoon and we were just about done. Both of us were sipping on our second glass of chardonnay. Emma was looking up a key stroke combination that she couldn't remember and I was just staring idly at the monitor.
I was hardly paying attention, but holy crap what the hell just popped up on the monitor? The screen saver kicked in and a woman dressed in a very provocative black outfit appeared in the middle of the screen. The image was only there for just a brief second because Emma's hand shot out and hit the keyboard.
Emma blushed, but acted like nothing had happened and went on with what she was doing. I didn't say anything, but the image was burned into my brain. I wanted to know more about whatever the hell I'd seen because I was almost positive that it was Emma in the picture. I had to find out the story behind it.
Finally, Emma had covered everything on her list and she looked blankly at me. "Well, there you have it. Everything I know. Anything unclear, or is there something you need to know more about?"
There it was, my opening and I wasn't going to let her off the hook. I took a second and then locked onto her gorgeous green eyes, "We've known each other a very long, long time.....tell me about that picture."
Emma didn't break eye contact, "Amy, that picture wasn't intended for your eyes."
"Seriously, well no kidding? That's obvious Emma, but I saw the photo. The genie is out of the bottle. Explain."
Emma didn't look comfortable and I could tell she was wrestling with answering or not. After a second or two she grabbed both wine glasses and headed out the door. I tagged along behind her into the kitchen. After she refilled our glasses she leaned against the counter and took a long gulp. I kept silent and smiled as I took a sip. I was resolved to outlast her.
Finally Emma had made her decision. "I'm only going to tell you about this since you are probably one of my oldest and closest friends. Everything in my gut tells me I shouldn't, but I'm going to anyway. C'mon, let's go back to the den."
When we walked in the den, the screen saver was flashing pictures on the monitor. The first one I saw was of a tall lady in black heels, some sort of shiny black leggings, a bustier, a thick collar and a shiny black hood. Her red pony tail stuck out the top. Even though I couldn't see her face, I was sure it was Emma on the screen.
Every time the photo changed, it was some variation of the previous one. In many of the photos Emma was topless and her tits hung lewdly against her chest. Her tits were big. I mean really big, almost huge. How was it I never really noticed her unbelievably spectacular body? Maybe it was her plain wardrobe? In other photos she was posed nude in very provocative ways showing off her smooth, bare pussy or her creamy ass. She was incredible. In most of the pictures she was wearing rubber or leather or had some kind hood covering her head. Fuck, obviously Emma had a streak in her I was totally unaware of.
The next set of pictures was of Emma standing in front of a beautiful, ornate bar and two hunky studs had their arms wrapped around her waist. One of the guys was wearing chaps and nothing else except a leather collar and a black hood. He had a huge pierced cock which hung down about eight inches in a lewd sexy arc. The other guy was wearing tight shiny rubber shorts with a sheath built in for his impressive cock. It was sticking out at least seven or eight inches. Other than the shorts all he wore was a black collar. There were more pictures of Emma with others – sometimes females, sometimes guys. Some of the photos with the females were the most provocative. Damn, even when I was married I'd never seen porn this hot. As I watched the pictures flash on the screen, I realized my panties were wet and my pussy tingled in a very nice way. It had been a long time and it felt good.
We sat there in total quiet while the slide show continued to play. Finally, I glanced toward Emma. She had sort of a transfixed look on her face; almost a dreamy trance look. I took another sip of wine, "Gawd Emma, you are fucking gorgeous and all of the people in those pictures with you are stunning."
Emma answered weakly from her fog, "Thanks."
We continued to sit there in the silence and let the pictures change from one to the other. I was fine with just watching. There were hundreds. I was going to give Emma all the time she needed. We'd come this far. I wasn't going to rush things. The sun was beginning to set and the room had a warm orange glow to it.
Finally, almost inaudibly, Emma started, "I, ahh, belong to...sort of, er, well, a kind of a loose knit group that enjoys dressing in fetish gear. We get together from time to time to party. It's really kinky getting dressed up and being with like minded people. Plus there's a voyeur side of it. It's fun to see what people wear and watch what they do when they're acting out the alter ego. I mean the people really dress up. Sometimes if the right people are there more takes place. And, there are some seriously nice looking people who come to play." She hesitated a second and then added as kind of an important footnote, "And some of the biggest cocks I've ever seen. Those guys in the picture aren't even close to some of the really big ones."
Her honesty surprised me, and hearing her talk about her lifestyle excited me in a way that surprised me. The idea of dressing up for others really got my juices flowing even more than I already was. I smiled at Emma and took her hand in mine.
"Fuck I can see why you dig it. These pictures have me horny as hell. How did you get turned on to this?"
She looked out into space like she was looking for the answer. She smiled like she was really happy.
"I don't know really. I guess it started when I saw some pictures on the internet." She smiled like she was recalling a very pleasant memory, "I've always liked the feeling of tight clothes so I bought some stuff off the net. First some leggings and then I progressed into some of the other stuff. I really like tight leather, and some of the rubber stuff is so erotic."
My head was spinning. I was with one of my oldest friends listening to her talk about her secret lifestyle and I never had a clue. I was fascinated'