Play Time on the Road with Single Guy

Traveling for work is not as glamorous as it looks.  Sure, it gives me the freedom I need to prowl, which is great, but it's also a grind.  Every now and then, though, I get one of those traveling fringe benefits that makes it all a little more palatable.  This time, his name was D.

First of all, I have to admit that I broke my own rule for D. Many of you are aware that my number one cheating rule is married men only (Read Kat's Top 10 Cheating Rules).  Why?  It's simple. A married guy has just as much at stake as I do.  A single guy doesn't have to worry about the threat of a spouse finding out and having his whole life turned upside down.

Not only is this my number one rule, but it's a non-negotiable rule. Uh.....well......sort of.  It was until I met D.

I met him on Ashley Madison and his profile said "Attached" so I assumed that meant married or at least in a committed relationship.  Long story short, he's divorced, but I met with him anyway.  I can't say why I did.  Just a feeling, maybe?

Anyway, we first met several months ago for what I thought was a great play session, and there was something special about this guy.  We had a lot in common, but that wasn't it.  It was a connection of some kind. Know what I mean? I even told Cara that this one might be the one that stops my prowling for good. It was that intense of a feeling for me.

But then I didn't hear from him and he didn't reply to my texts or emails.  Ouch. It blew me away.  Could I have been that wrong? I'm pretty intuitive, but it never occurred to me that he'd treat me like a one night stand.  None of the signals pointed to that before we had sex. To make a long story short, we reconnected, then he stopped responding. Again....again. Normally, he would have been history after the first lack of response after we met, but I simply couldn't let this one go. Still, I wasn't sure where this was going, if anywhere.

So, when he asked about getting together and I told him where I'd be traveling for work and that I'd only have one night, and that it would take him several hours to drive there, I fully expected him to decline.  But he didn't.  And when he communicated in the early evening that day and said he hadn't left yet, I fully expected that he'd call it off.  But he didn't.

He showed up somewhere between 11:00 pm. and midnight. I opened the door and smiled as I saw him standing there with a travel bag thrown over his shoulder. It had been months since I had seen him, but he was every bit as delicious - more so, actually - as the last time I saw him. He stepped in the room confidently and kissed me. Ah yes, I remembered that kiss perfectly.  I'd been imagining it for a long time, and wondering if I'd experience it again. We stepped into the room, still kissing, until we were near the bed.  He dropped his bag. I pulled off his shirt. Mmmm.....strong arms, familiar tattoos. He slipped off my robe, leaving me in the black satin baby doll nightie I had on underneath.

It was late.  I was tired, but he had my full attention. I can't remember the exact order of things right now, but there are some things from that evening I'll never forget, like the way he moaned as I was sucking his cock when I slipped one of the toys he brought into his ass and turned on the vibration ever so lightly, increasing the intensity as I went along. I love listening to that helpless moaning, almost like begging, as control is lost and pleasure takes over.  I love getting to decide if I'll give pleasure or withhold it.  Usually, I'm the one who doesn't have the power in bed, but in this situation, it's a rare turning of the tables and I relish it.

He came hard into my mouth, pushing my head down onto him.  He didn't have to, I already had his cock in my throat as he came, swallowing his cum, squeezing the head with each swallow, working the vibrator in his ass - not turning it down just yet. I wanted to hear him ask me to stop, to see how long we could keep this going. He finally moaned, "Please, stop, turn it off...." I did, but it took me a moment.  I wanted him to feel that extra little shot of intensity as a punctuation mark to the experience.  Oops....I turned it on higher first, completely by accident, of course (wink wink), then I gradually turned it down and slowly pulled it out.

I climbed up and snuggled next to him. He kissed me. We played some more. He fingered me to orgasm, took me from behind - all very nice. We talked. We laid together quietly. He rolled on top of me and fucked me missionary style so I could look at him, and I came harder than I had in a long, long time. I remember thinking as I looked at him, "What is it about this man that has me breaking my rules?"

I couldn't answer the question, but I knew I wanted more.

At about 2:00 a.m., he got up and started getting dressed.  WTF??!!!!

He insisted that he go so I could get some sleep because I had to work in the morning. He was going to make that multi-hour drive back in the middle of the night. I was stunned.  What did that mean????

This time, I decided not to analyze it. I'd had a really nice time, I was very, very tired, and I did have to work in the morning....uh, in a few hours. He gathered up his stuff, and kissed me goodbye.

"You'll hear from me, I promise," he said. I smiled and kissed him again.

"Have a safe drive," I whispered as I gave him one more kiss and ushered him out the door before locking it securely behind him.

I think I was asleep before my head hit the pillow.

We exchanged a few texts the next day confirming that he made it home safely and that I actually did get up in time for work. Then there wasn't much communication at all for a couple of weeks. Normally, that would bother me, but I had learned that's just how D was.

Then the text I was waiting for arrived - "When are you traveling again?  Where? Can I join you?"

I guess every rule needs an exception.