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I (18F) let a regular at the restaurant I serve at (56M) to pretty much be him and his old friends (55M) play thing for the weekend so I could see Alan Jackson in concert
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So here's some context. My regular (lets call him Doug) and I had already hooked up a few times up to this point he is the first and only man so far I'd been with thats significantly older than me. I spent a weekend away with him and we spent most of it in out of the bedroom doing the deed in one shape or form. I loved it pretty much being his toy whenever and wherever he want, whether it be in the room, on the car ride or on a hiking trail. Other than great sex and a nice penis it sweetens the deal even more that he helped cover pretty much all my bills for that month.

So this last weekend Doug took me to Salt Lake City to see one of my favorite artist Alan Jackson. He flew us out in first class, we stayed downtown in a really nice hotel called the Grand America. We got a suite there looking at the beautiful mountains. We had discussed a third person in the past but never made plans, low and behold when we get to the hotel and are getting settled in his friend he'd mentioned that we'd see (lets call him Greg) shows up with and overnight bag. He once floated the idea of Greg, him and I having a threescore in Utah but I didn't give it much thought.

It didn't take long for us being in the suite along with a few drinks for me to be on my knees in front of my new friend after Doug had done everything short of ordering me to do it (which I happily would have if he did 🥵) Greg had just as nice of a package as Doug. I went down on him until he finished on my face apparently it was a fantasy of his and his ex wife never let him finish there. Of course my desire to please really set the mood for the rest of the weekend (thanks you daddy issues).

Greg took us to members club that night where they didn't ID if you were with a member so we had a nice dinner and drinks there we messed around some more in the locker room. Dough had a turn in there with me later on before the night ended as well. The next day we hung out around the city and the hotel (fooling around throughout it of course) and then went to the concert. That night after getting home the guys told me that they wanted to have me together and I'll just say it was magical having two older experienced guys devour me. Greg even loved me calling him G-pa which would turn me on even more. The next day after another go at it with Greg he had to get going apparently he had church and I found out he's a mormon (insane). Doug and I then got breakfast and headed back to the airport where he sent me on a flight back to AZ.

All in all it was an amazing experience I really love being with older men. Doesn't hurt that Greg sent me a generous venmoeither.

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5 days ago