The Cowboy

I learned how an older Cowboy could teach me about submission with pain and pleasure.

  • Score 7.4 (13 votes)
  • 989 Readers
  • 660 Words
  • 3 Min Read

I noticed a profile  on a  gay BDSM site that was short with not a lot of detail. The Man in his late 70s just wrote that he had interest in showing subs how pain could help them experience pleasure.

I was intrigued so I messaged him about more information. It took couple day but he responded that if I would give him control that I would enjoy and learn from him. He said he usually wanted younger bois but he said he could give me a try. I was early 50s but I was very eager to learn.

We talked on phone twice before we met and he was very soft spoken but confident. He turned out to be almost three hours away but we planned a Sunday meet at Noon. He told me to be nude in coveralls and be clean.

We meet on a country road which was quite out of the way. When I pulled up he had an old beat up farm truck and as he got out he was your typical cowboy dressed man. He was over 6 ft and a very beefy.

I said hello Sir and he said let’s get to work so follow me. We drove maybe a mile then turned off on a dirt road for another half mile. We came to a pasture gate and I could see corals with a small building beside them .

I drove through and he closed the gate behind us. We parked at the corrals and when I got out he said get undressed. I slipped my coveralls off and he saw my cock was hard so he walked over and grabbed my shaft and squeezed.

You will cum he said after I do. He turned me around and slapped my ass hard and then fingered my hole roughly. He said you better be clean. I nodded and he said stand against the corral. I reached up and grabbed the top rail .

He spread my legs and had me arch my back. He went to his truck and pulled out a large duffle bag. He walked back and set the bag down beside my feet. As he unzipped the bag I saw some paddles, floggers and something else with tiny prongs.

He reached in and grabbed a table tennis paddle and slowly spanked my ass. One cheek then the other just hard enough to sting abit. He grabbed a lube bottle and drenched my ass  with oil and fingered me roughly.

He then inserted the handle of the paddle into my ass slowly but firmly. It wasn’t big but filled me. He stepped back and just stood there sometimes wiggling the paddle as I moaned. He then grabbed something out of the bag which I recognized as a electric cattle prod. It snapped as he smiled and turned me around.

He then shocked my nipples and cock and balls as he told he to take the pain. It was amazing. His smile grew  wider the more I squealed . He said jerk off and cum on his cock. I started stroking but it was tough with the paddle in my ass.

He undid his fly and told me to cum On his cock. I was so turned on in no time I shot cum on his jeans and cock. He reached back and pulled the paddle out and forced me to my knees. Clean me he said. I licked my cum off his jeans then sucked his cock.

He had a huge mushroom head and large slit. His breathing got heavy and in no time he filled my mouth with a huge load of semen. I gagged abit but swallowed tasting his cum with mine.

The whole session maybe took 30 mins but I was so happy. We talked abit and he said I did good and he wanted me back. After that his profile disappeared and never heard from him again.


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