It might now be a toss-up as to whether I should list as straight or bi. Dan, one of the top executives in my company, and an heir to part of the company that is actually family owned, took a liking to me from day one. He is a tall, handsome dude in his 50's and dresses meticulously. He is also well groomed and wears a manly and interesting cologne. One can easily tell he is from old money. My being from a blue collar background made the fellow fairly alien to me in most ways.

Through a number of years, Dan invited me to lunch many times and began to invite me to dinner at his stately home. Once in a while I would bring a date with me. I noted that Dan was always a bit cold toward anyone with me, but still friendly and a good host. His wife was closer to my age but still a bit older and beautiful, a trophy wife for a richer than Midas gentleman.

In time, when I had reached a level of personal friendship, Dan approached me. He was blunt and frank. He said his wife was dying to fuck me and he wanted to watch. I recall that in the beginning I actually thought about it. I liked my job and was earning excellent money so it could radically go one way or the other. I consented and seeing his wife, Esther, nude and stretched out in a plush bed, definitely sold me.

After this became a ritual, dinner then fucking his wife with him sitting by, wanking hard. Esther, his wife had a wonderful c-u-n-t and style of intercourse that was memorable, as she used sexy language. Dan said he would love to lick and suck my asshole while I fucked his wife. Esther pleaded with me to allow it. She said, "You'll love it while you plow me, we've done it with others. We know it's great."

As it ended up, he talked me into allowing him to also fuck me up the ass and I ended up doing it even without Esther beneath. She loved watching and masturbating while Dan fucked me doggy style. He ended up sucking my cock with Esther joining in, taking my cock deeply into her mouth and also letting Dan eat her out as he fucked me. It was a free-for-all three-way eventually, but always enjoyable. I always loved getting double teamed on my hard cock by this good looking rich couple. Eventually, I fucked him but always with a condom. When I would cum up his ass like that, Esther would yank off the condom and suck on my cock, sometimes bringing on a second climax in her vacuum-like mouth. She also took me up her ass but I still wore a condom for butt-fucking. Dan loved yanking off the condom and sucking on my still hard cock after I came up his wife's asshole. We did all that our freakish imaginations told us to do.

At work, Dan grew very close to me and I began to appear as if I was also born with a gold spoon stuck up my ass. However I know my origins and am amazed how far one can go if lusted after by wealth. I realized that women who fucked their way to good positions are not alone in doing so.