This story contains homosexual content. If you are offended by that subject, please read no more.
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My name is Joe and I have been married for about 3 years. I am 44, 6-3, 220 lbs, bald and in average shape. I work with a guy named Mac and have known him for over 20 years when he got hired at my job when he was 18. Mac is now 38 and also married. Mac is 5-11, 170 lbs, short brown hair and thin in stature.
Mac and I, along with our wives have gone out socially together a lot. On many of those occasions, Mac and I outwardly flirt with each other, but not in an obvious way. Our wives know how goofy Mac and I are but don't think of our flirting as anything but silliness. Little do they know we have drunk texted each other pictures of our dicks and even confessed to each other that we would suck each other off if given the right set of circumstances.
Mac came to me one day at work and told me that he just got a company email that said he had to go to Austin, Texas for training. He asked if I was being sent to training also. I went to my office and pulled up my email and found the same training notice in my inbox. The training was scheduled in 2 weeks and instantly realized it was bad timing for me because I had other things planned during that time. I went to Mac's office to tell him.
"I have to go too", I said.
Mac excitedly said, "Cool! We can get drunk all week!"
I said, "I have shit planned at home during that week."
Mac said, "I'll be bored off my ass if you don't go! Plus, the email said it is mandatory training, so you can't back out."
"I'm not gonna back out, but now I have to rearrange everything."
During the next 2 weeks, the pictures we've sent each other and the talk about sucking each other's cock crossed my mind a few times. I got mildly excited thinking about the possibility, but didn't think anything more of it. It was just another typical kinky thought that crosses my mind.
The two weeks went by and we flew to Austin. When we arrived, we checked into our rooms. I was on the 9th floor and Mac was on the 12th floor. We agreed to drop our luggage and immediately head out for dinner.
There was a sports bar next door to the hotel and was highly recommended by the hotel staff. We went next door and found a great spot at the bar where we could watch baseball on the television. After dinner and 3 or 4 beers, Mac pulled out his cell phone and started looking through his pictures. I glanced over as he was scrolling and saw the picture of a penis go by.
"Wait! What was that?"
Mac reversed his scrolling and clicked on the dick pic. When it came up, he pointed his phone toward me and quietly said, "It's your cock."
I asked, "You still have it?"
Mac said, "Of course I do! It's my prized possession!"
I laughed and asked, "Prized possession or blackmail material?"
Mac smiled. "Maybe a little of both."
As we continued drinking, we did a little of our usual flirting, but then went back to watching the game. I got a little horny at the thought of Mac still having a picture of my cock in his phone. After another hour or so of drinking, we decided to head back to the hotel. As we walked toward the hotel, the thought of being here for a full week with Mac made me legitimately curious. I had never been with another man, but I was pretty sure I could get Mac to play with me if I went about it the right way. I could feel my flaccid penis dripping in my boxers as we made small talk while we walked.
We arrived at the hotel and entered the elevator. As soon as the door closed, Mac said, "It's pretty late. What are you going to do the rest of the night?"
"I'm probably just gonna jack off real quick and get ready for bed. Training starts early."
Mac said, "Jack off, huh?"
We both laughed.