My wife Kaitlyn and I have been married for a few years now. I suppose we aren't exactly young, but we are in decent shape. We've been pretty open and adventurous all along in our relationship, however, to many people our experiences would seem quite mild. I am very much into the idea of her being touched by and touching, other men. The thought of her being worked up and pleasured by another man drives me nuts. We've dabbled just a little bit in that world, and it's something that continues to dominate my fantasies.
Kaitlyn is one of those women who is just naturally beautiful and instantly warm and friendly. She wears little makeup. She's got a big beautiful smile and these spectacular blue eyes that make you want to talk to her, and never stop. She also has a kind and welcoming personality that draws people to her. She's not the type that wants to be the center of attention, however, at least most of the time. When I first saw her years ago I couldn't get over her legs, they are long, toned, and beautiful, and I couldn't stop looking at them. Later when I finally got to see her naked, I fell in love with some other parts of her body as well.
Recently, I brought this subject of other men up again. She's always a bit hesitant to discuss it, but I'm never quite sure why. She has said it's not something she needs and that it doesn't do anything for her, perhaps that is true. So when I brought this up again, she continued to act somewhat open to it, but it was hard to get to how to make something happen. I probably should have realized this before, but it's really up to me to figure out and plan. When there is a lot of conversation about it, instead of it getting her excited, it tends to stress her out and make her feel pressured. Along with that, she likes the role and the image of being somewhat innocent and only doing naughty things somewhat passively.
So, what I decided is that this needs to be somewhat of a surprise, and in a situation where she's already feeling relaxed and open. The perfect plan for that is to plan a night away from home, at a resort, where we can drink, eat, and spend some time in a nice hot tub. She loves doing that and so do I, and it would set up an environment conducive to more exploration.
For this plan though, I also need another man. This is the hard part. Someone she would be attracted to enough, but at least wouldn't seem like an escort. Someone who wouldn't be pushy or demanding, and would go with the flow of things. It of course would help a lot if he's good with his hands. On top of all of those things, I also have to have some trust in him.
I racked my brain thinking of who this other person would be. I looked at ads for male escorts, even trolled some listings on some adult web sites. I found some men who could be candidates, but nothing that seemed like quite the right fit. Thinking about it more, I thought about old friends of mine. Immediately Austin came to mind. I had worked with him years ago and spent quite a bit of time hanging out with him, drinking, and talking about all aspects of life. I knew he was likely up for some interesting fun, was good looking, and easy-going. I hadn't talked to him in years though and didn't know his current relationship status or even if he was still in town. So I found him on Linked In, messaged him, and asked if he'd like to catch up with a drink. Apparently, I caught him when he wasn't busy because he responded quickly. We agreed to meet the next evening for a drink.
Catching up with Austin was great, we hadn't talked in a long time so there was a lot of remembering the good old days and filling in what had happened in our lives over the past few years. Austin was an attractive man, slightly taller than me, slightly thinner, but strong and masculine. He'd always had some attention from women, but was far from a ladies man. Of course, I quickly asked about his personal life and found out that he was recently single again. Sounded like he had been dating a little bit, but it really wasn't terribly important to him right now. He knew I was married, and asked about my wife. I talked about her effusively, about how beautiful and smart and sexy she was, and how lucky I felt to be with her. He commented that she sounded like someone he'd like to meet. That was my opening.
As nervous as I was, I just blurted out that I'd like him to meet her, and maybe more. His reaction seemed almost like he expected this. He smiled and asked me to tell him more. I ran through our history and what I'd like to see. I explained that I wasn't really sure where things would go, but I wanted to set up a situation and see what could happen. I told him that I was open to whatever she was okay with, and that is really up to her to set any boundaries. He sat and contemplated, not saying anything for a few seconds, but it seemed like hours to me. Finally, he told me that it sounded like fun, and he was intrigued, but asked if he could maybe see some photos of her. I whipped my phone out and flipped through the usual snapshots. I could tell by his smile that he was in. For a moment I thought about showing him some more intimate photos of her, but he didn't seem to need that.
We spent another hour or so talking about the logistics of getting this all set up. A text from my wife reminded me that it was time to get home, and I shook his hand and said goodbye. He told me he was anxious to meet her. I think I was way more anxious and excited than he was.
