While away on business in Philadelphia last week I had an open day and took advantage to play golf at an exclusive private club just north of town. I joined a twosome and had my own caddie. He was an older guy late fifties I'd guessed looked tan and fit. Turned out he started carrying bags after selling his business, he said it was great exercise and the money was good, loved being outside after years of business travel. We talked more about that during the round and he was a really good caddie, I played well and won a couple bets. As I payed Jeff for the round he suggested we meet for drinks and dinner later if I had no plans. Sounded like fun so I agreed. Since I had taken an Uber he suggested I shower in the locker room and have a drink at the bar. He went home and cleaned up, returning about an hour later. He texted me from his car and I met him in the parking lot. He drove a nice Audi and I detected a slightly skunky smell as I put on my seat belt. The moment we pulled out of the parking lot he tossed me a one-hitter and I took a deep pull on some very good weed. I was staying in town so Jeff suggested we head that way. I had gotten pretty stoned and the ride down the west river drive was beautiful in the late day sun.

He drove by the Liberty Bell and Independence Hall on our way to an old-world Italian restaurant. We ate well and drank great wine talking about our kids and wives. telling jokes and stories. We had a very comfortable connection. After dinner we drove to my hotel and for a reason I can't answer invited him in for a nightcap. He parked in the hotel lot and we walked to the elevator, I was about to push the main floor button when Jeff insisted we go to my room instead of the bar. The sonofabitch had seduced me hours ago, he knew it and I knew it. Once in my room Jeff took me by the hand and gently walked me straight to the bedroom. He said the only word to be spoken now was "No."

I didn't say no. This handsome gentleman and I engaged in an evening of unbridled, shocking, intimate acts of love and sex and I became memorized by his masculine sexuality and long thick cock. He showed me how men make love, he was forceful and insistent, and gentle and intimate. He sucked my cock and swallowed my cum. My first taste of cock was stunningly agreeable. I was overcome by the musky scent and flanged head of his big circumcised cock. I felt love for this man as I gratefully fed on his beautiful cock. I nosed and licked his balls, I tongued his meaty shaft and tried to take him into my throat. I wanted to swallow his cum but Jeff had other ideas. When he flipped me over on my back he grabbed some lube he had conveniently brought along with him. He worked the lube slowly with a finger into my ass. I was afraid of his big cock. He had worked two fingers into me when he leaned down and kissed me. His lips soft and his stubble felt weird on my face as his soft tongue entangled with mine. He was rubbing my slick asshole with his big dick and then raised my legs onto his shoulder. This was it, I couldn't believe I was letting another man put his cock in me.
He was forceful as he worked the big head into my ass, it was uncomfortable and a little painful. I pulled away a few times but Jeff was patient and finally worked his big dick halfway up my ass. It hurt, but I was so into him that when he started to work it in deeper and deeper the pain lessened and the desire took over. He'd pound me for a while then slow deep strokes, he rolled me over and fucked me doggy-style. He stood me up and fucked me in the mirror telling me to concentrate on his face as he roared and blew his hot thick load deep in my ass. And then it was over. We both got dressed and Jeff said goodnight. He told me to look him up next time I'm in town and left.

I was laying on the bed with cum leaking out of me and feeling scared and guilty. The first sex I had outside of my twenty year marriage was with a man. And it was the best sex of my life.