It all started when I met a guy named Jim on a website we were both interested in. Early on we realized that we lived about 2 hours apart. Now, we communicate almost daily using a private messaging app and it turns out that Jim and I have many other common interests besides the website we met on. We talk about all kinds of things, including our many shared interests, our families, our wives and sometimes, our sex lives. Over time, I have learned that his sex life is dysfunctional. (His wife rarely put out anymore) Meanwhile, I have been bragging about mine!
Early on, I occasionally mentioned my conversations with Jim to my wife and after time, I invited Tammie to join us in three-way conversations. We talked about all kinds of things. Over time, they struck up a friendship of their own. They joked with each other and do a lot of flirting online. She found that she loved his sense of humor, but it wasn't all about clowning around and one of the serious things they talked about was Jim's dismal sex life. She felt awful about it. My wife and I had a few conversations about how we couldn't understand how Jim could put up with his wife's sexual problems and how much Jim seemed to love her in spite of it. We also joked about my wife giving Jim a "helping hand" with his sex life. My wife has had a bit of a past and I love hearing her stories. They turn me on, but they are way in the past. She isn't proud of the things she's done and they happened at a very low point in her life.
Anyway, Jim and I eventually met one day at a "cigar bar" and had a great time, bullshitting over expensive cigars and really good bourbon. Later, I told my wife that I thought she would really like him. He was a good talker, funny and seemed genuine. She was intrigued and so about a month later, the three of us met up to go bowling. My wife and Jim hit it off, just like I promised her they would. They laughed and joked and flirted like they were old friends. When it was time to part, they even kissed goodbye. I could tell Tammie really liked him.
After that, Jim became a topic of conversation more often, even while we were having sex. Tammie brought his name up often in bed. She even asked me if I was serious about the "helping hand" part. Intrigued, I said yes but I joked that he'd probably appreciate more than just a hand! I told her that I had been bragging to Jim for a long time about the blow jobs she gives and I knew it had been years since he'd had one, so I told Tammie that she should show him how talented she is in that area. We had some serious talks about it and set some ground rules. I knew that this was a perfect situation- Jim was (mostly) happily married and so were we, so we all had a vested interest in keeping it between ourselves. Besides, Jim was a friend and he needed help. We talked to Jim about it. He was all for it and agreed to approach it slowly and carefully...kind of a "Let's just see what happens."
We planned a couple of times to get together again with Jim to socialize and let the chips fall where they may, but it's been hard. Since he is married, the only time he can get away is during the work week when he is supposed to be working. My schedule allows me to take Fridays off and since he is a sales rep and manager, he can sometimes get away from his desk to visit his customers and/or drum up new business. Unfortunately, he also has to manage the office sometimes so things change quickly and he has had to cancel on us a number of times. We understand why it happens, but it still sucks.
The other day, while I was out of reach, Jim couldn't reach me, so he messaged Tammie and told her that he could get away from the office for a whole day on the thirteenth and promised there would be no cancellation. He wondered if we could meet and go do something. Unfortunately, the thirteenth was a Thursday and I had to work. Tammie excitedly messaged me later and asked me if she could go and asked me what I really thought. I told her that I had no problem with them meeting up for dinner and a matinee or something, but every scenario I had imagined was between the three of us. Tammie and I had never really discussed the two of them getting together without me but I knew she was excited and so I said Ok. She and I discussed where to go and what to do. She decided on a picnic in a park.
I knew that Jim and I had recently talked at length about my wife's oral skills and that he was dying to experience it for himself, so I thought that a blow job in his car or somewhere else equally private was a real possibility. I asked Tammie what she had planned and she said that she wanted to have a nice picnic and get to know him better and if the day went well and she felt comfortable, a BJ wasn't out of the question.
Then I asked her, "What if he decides he wants more than a BJ?"
She exclaimed, "I don't see that happening! We're going to a public park and I'm not a teenager who can climb into the back seat of a car anymore!" I was happy with her answer.
Then she turned the question back to me.
"How far do YOU think I should go?"
Imagining the possibilities, but realizing the truth of what she'd just said, I shrugged my shoulders and answered, "Whatever you're comfortable with."
The weatherman predicted a hot, humid day for Thursday and I went to work knowing it was going to be a tough one for me. At 7:30 AM, I got a message from Jim telling me he was already on his way to the park. At 8:30 AM I got another, telling me that he had arrived but he was in the wrong lot and couldn't find the right one. Meanwhile, I got a message from Tammie telling me she was leaving for the park herself. Tammie had problems with her phone's data connection and couldn't contact Jim to let him know she was running a little late. She also couldn't receive Jim's messages informing her of which lot he was in. Jim was very worried that Tammie wasn't there because she had changed her mind about meeting him. I could reach Tammie by text and Jim by messenger, so it was up to me to calm him down and get them together. And just in time, too because I was about to go to a meeting where I'd have no service!
I never heard from Jim again but I heard occasionally from my wife. She left cryptic messages and tantalizing clues:
"Having fun." or, "He sure is 'grabby'!" (She later said kept grabbing her breasts through her blouse!)
Here is a short conversation we had:
Tammie (10:20 AM): "We are all sweaty...from the heat. Lol! No internet "
Me (11:07 AM):"In that case, I'm surprised you're still there."
Tammie (11:10 AM): "Maybe not for much longer"
Me (Thinking she wasn't enjoying herself) (11:11 AM): "Looking for an exit strategy?"
I really thought it wasn't going well. I heard nothing further until 30 minutes later.
Tammie (11:42 AM): "At the house"
Tammie (11:43 AM): "Just got here. Lost him. He zigged and I zagged. He has the address"
I was confused. Did she ditch him at the park? Was she worried that he'd follow her home? This wasn't looking good at all.
Me (11:52 AM): "You lose him?"
Tammie (11:52 AM): "No"
Me (11:53 AM): "I was thinking that if He had an issue, he would have contacted me but I haven't heard from him."
Tammie (12:09 PM): "Trust me, no issues. Lol!"
