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11
the "naked cowboy" returns
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A while back I had written about an encounter with an online friend named Glen who turned out to be obsessed with the "Naked Cowboy" from New York City. I recently had another opportunity to meet up with him. I am fixing up a condo for someone in the same place complex where he lives, so getting together was simple- as long as his wife was not around.

Before I came down, we had been chatting about having some fun wrestling in costume- Glen in his Naked Cowboy costume- and me in a Wonder Woman costume (He has a thing for her too!) I figured it would be some playful rolling around leading to some fooling around.

After a productive day of working on the condo, we met up by the pool to have some beers and soak up some sun. We were all alone, so Glen took the opportunity to grab my ass and i rubbed his bulge as we discussed our wrestling fantasies.

As we chatted, A woman entered the pool area. She looked to be late 50s/early 60s. She seemed quite tall and was very solid/thick looking. She was wearing a swimsuit with black and white stripes- reminding me of a referee, oddly enough. She put down her stuff and got in the pool right next to us. Glen introduced her as Eva- another online friend. He said that Eva was really into wrestling, too, and when he mentioned our plans, she asked if she could watch.

How could I say no to a pretty lady- especially one with a sweet southern accent? I joked that she looked like she was dressed to referee the match. Eva said that was on purpose- she wouldn't get involved if i didn't want her to, but she would love to play referee while we rolled around. Again, how could I say no?

Eva got very excited after that. She couldn't wait to see us in action. She asked if Glen had told me about winning the state wrestling championship in high school (he did not) or how he went to college on a wrestling scholarship (also did not). Eva mentioned she wrestled some in high school, too, but on the boys team as there was no girls wrestling at her school back in the day. I was starting to wonder what i was in for today.

After a couple of more beers, we got out of the pool and dried off. Glen had brought his stuff in a bag, so we went straight to my place. My place had a nice large living room with very thick carpeting- perfect for our wrestling ring. We moved out as much furniture as we could and pushed the bigger pieces into the corners. We tossed cushions randomly on to the floor.

We let Eva change first- she came out of the bathroom looking like a slutty referee- very low cut bland and white shirt and black booty shorts, finishing her outfit with black thigh high socks.

Glen went in and changed next- coming out dressed like the Naked Cowboy, of course- including cowboy hat and boots.

Last was my turn. My Woman Woman consisted of a red and yellow corset, tan pantyhose, blue booty shorts with stars and the tiara and wristbands. I substituted knee high red socks for the boots. I looked and felt ridiculous- but i was feeling no pain after all the beer. The other two clapped and cheered when i emerged from the room.

Eva announced that as referee, she needed to check for foreign objects- she felt up Glen, reaching into his underwear and stroking his cock- leaving him with a big bulge- "Don't poke anyone's eye with that, big boy" she said...next it was my turn. She felt me up, rubbed my crotch and said i clearly was not hiding anything in there. She then announced it was time to start.

I had no chance. We circled each other to start, but before i knew it Glen grabbed my leg and dumped me on my back. He put me through a number of basic holds and basically dragged me around at will. Then he started getting cocky- literally- rubbing his crotch or his ass in my face....or putting my holds that showed my little cock was hard, too...

Eva thought it was hilarious and kept encouraging him. Eventually, she told Glen to finish me off. He rolled me up and planted his ass on my face while tucking my legs under his arms. Eva got down and counted me out 1-2-3...but he kept sitting on my face. He asked Eva to get a scissors and he proceeded to cut a hole in my booty shorts and pantyhose- allowing access to my asshole.

Before he could do anything with it, Eva asked him if she could take a turn wrestling me....I was already worn out, but even if i wasn't she probably would have wiped the floor with me. She put me through a few basic holds before locking me in a head scissors. She squeezed my head until i nearly passed, then let me go limp on the floor.

I was in la-la land, but I saw Eva rip off her shorts and get on her hands and knees...pussy hovering over my face...and begging Glen to fuck her. He obliged, and I had a front row seat to his thick cock sliding into Eva's dripping pussy....he banged her hard and fast, big balls slapping her with each thrust. I never saw a woman cum so fast...and i CERTAINLY never made a woman cum so fast.

Temporarily sated, she perched up on the couch in the corner, hand in between her legs. Seeing I was starting to revive. He pushed me back down on the carpet, positioned himself over me, and put the head of his cock to my lips. I opened wide and he slid his cock in. He reached down and pinned my arms at my sides and then started a fucking motion- using my mouth like a pussy. His balls kept slapping my forehead with each thrust.

Eva was rubbing her pussy almost manically. She asked Glen to fuck my in the ass, she was dying to see that. Glen smiled and told her to grab some lube and get my ass ready for him. Glen pulled out of my mouth and sat back down on my face. He grabbed my legs and pulled them back and out, giving Eva access to the hole he cut in my shorts. She squirted a generous amount of lube on my ass, then started inserting fingers. I think she might have gotten 4 in there, but all i could see was Glen's ass on my face.

Glen got off and switched sides with Eva. She grabbed my ankles and kept them pulled back and up. She leaned forward so she could get a good view of Glen sodomizing me. Her pussy was literally dripping on me as she she straddled my face. Glen settled his big cock against my hole. He asked Eva if she was ready...then stuffed his cock into me. Eva sat down hard on my face and started grinding on it...i was moaning into her sloppy wet pussy.

Glen hammered my ass forever...i lost count of how many times Eva rubbed herself off on my face....Eva reached down to the hole in my shorts and ripped it wider- freeing my little dick....she started rubbing it with one finger...even that was too much for me...my little cock spurted and my cum dribbled out.....

Meanwhile, Glen was pounding my ass harder and harder. His balls were slapping my ass with each thrust. I felt all his weight come down on me...his dick as deep as it could possibly go......and just like that, his hot cum was gushing deep inside me.

We all collapsed to the floor in a daze. I don't think any of us thought it would be that intense....but it was een better the next time we got together.......

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2 months ago