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A business trip with a fellow redditor
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Just had a moment to clear my head and get some details down in case anyone was interested. I had a great hookup with a Redditor that I have been going back and forth with a number of weeks. In the interest of privacy, he has asked me to keep his name private.

“John” reached out a few weeks back and found a lot about my comments, my stories, and descriptions of what turned me on and started with some casual DMs. John was bi, married, a bit younger than myself but deathly afraid of getting a disease, yet driven to experiment with another guy.

Upfront, I am in my mid 50s, 6ft, 240lbs, short graying hair, clean shaven, top and bottom with a 7 inch cut cock. John described himself to be in his early 40s, also clean shaven, short red hair, and a bit shorter in stature, just over 200lbs, and had a dying fascination to be “used”. It took several chats, a series of lengthy emails, and John mentioned he was going to be in my area on a business trip in my area and wondered if he couldn’t explore the fantasy in his hotel room over a couple of nights.

I am exceptionally, private, I am not into trading photos or such and also wanted to play it as safe as he was interested in going. John and I continued the conversation about what turned each of us on, what was possible, each egging the other on until John admitted he wanted to do three very specific acts he couldn’t get out of his head. Again, we exchanged MORE clips, and a lot of thoughtful back and forth until we could agree to exactly what we wanted.

Finally, the day came when he came into town. As agreed, I met him in his hotel lobby. While this was our first “real” meeting, it was a bit more relaxed than I expected. We met at a table a bit out of the way, visible to most, but out of earshot. We pretended to be talking about details of his job, as if I was on his local team. After a minute or two of sizing each other up, John suddenly “remembered”, he left his laptop in his room with the information I needed. While no one was clearly listening, watching, or caring what we were doing, it was the proverbial fig leaf for the two of us to head to his room together.

The elevator ride was a bit more exciting than I had expected, mostly because we were alone and for the first time sizing each other up without regard to what others might see. The ride was a bit awkward as we both were going over the scenarios we agreed to in the various emails. The doors opened and the empty hall way beckoned to us. Very quickly we found ourselves at his door, and before it opened, I put my hand lightly on his shoulder and said “Are you SURE you are good with this?” He nodded shakily, and slid the key into the slot and opened the door and we both walked in.

As soon as the door closed and I slid the lock across, I took charge. As we agreed, I interlaced my fingers through his hair and pulled his face to my cock feeling him kiss and rub my balls and finally slide my cock out of my pants and into his mouth and begin to slide back and forth slowly fucking his face. While doing this his hands found my ass, sliding my pants to the floor and he began to kneed my ass checks and take my cock deeper and deeper into his throat, all the while I am groaning, moaning, and finally telling him to be ready. When we broke apart, the two of us continued getting out of our clothes and I laid down on the bed. He took his place at my feet and began to suck, kiss, and lick his way back up to my cock.

This time though he waited until again I took ahold of his head, pulled my legs back and brought his waiting mouth to my ass. John had some previous experience with guys in sucking cock, but John wanted to rim a dude while beating off. As we discussed, I had just emerged from a shower an hour prior so my ass was clean and still smelled of scented soap. While his tongue slowly found the edges of my hole, he began to beat off furiously. Alternating between lapping at my ass, sucking on my balls, tasting my feet; everything I asked for. Finally, when he could hold back no longer, he stood up and blew he load all over my cock.

By this time my cock was oozing cum and mixed with his, with his breath back under control he knelt back down between my legs and began to lick and swallow his cum from my cock, thighs, and stomach. Eventually this got me nearly to the point of no return. He then laid down in bed and I straddled his face. He continued his work on my balls now being swallowed by his mouth, with his nose occasionally bumping into my brown star. All the while he was doing this, I too was beating off and finally blew my load coating his chest, stomach, and throwing ropes against his cock and legs.

Both of us took a moment to collect our breath, put our things on, and agreed to meet the next night for the final fantasy he wanted to try. Most of all, I learned NOT to ignore those DMs!

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1 year ago