Late forties, blonde, just this side of fat, nicely covered is how I’d describe her; she can still rock a string bikini and that’s how we met. I was between jobs, picking up some work as a handyman. I was servicing her pool (believe it or not); I couldn’t take my eyes off her incredible knockers and she damn well knew it. There was some mild flirting then she signaled she was willing to play and things developed from there.
By the time we’d knocked out Round One, we were in the shower together and she was stroking my
pole in a fistful of suds, marveling at my size and hardness. I in turn was soaping her up, paying special attention to her nice round ass and thick, muscular thighs while diddling her clit with my other hand and when she was well soaped up back in the crack of her ass I popped my thumb up her butt, all the way past the knuckle, all the way to the second knuckle.
She gasped and went up on the balls of her feet to escape my violation but I was relentless, all
the while rubbing her pussy and clit with my other hand. Her hands went to the wall as she writhed back and forth seeking escape from my invasion of her most private place but I had no intention of letting her go. Finally she was cumming like there was no tomorrow, moaning and sighing like a woman possessed.
I finally let her down and there was a pleasant little < pop! > sound as I withdrew my thumb. She looked at me with wide eyes, her chest heaving, “That was … the most incredible … orgasm … I have ever had,” she said between deep breathes, those magnificent chest monsters of hers going up and down. Then when she finally caught her breathe she looked me deep in the eye and said in a
quiet voice, “You can put your dick anywhere you want, on or in my body.”
I took this for what it was – permission – so I turned her towards the wall again and this time poked
my the head of rock hard cock right onto her slippery little butt hole. She was loosened up just enough for me to slide it home and then she was wiggling and wriggling all over again, back up on the balls of her feet again as I gave it to her, her tight anal sphincter clamping around my rod. Ever the gentleman I reached around and diddled her clit as I fucked her ass and when she started cumming again I shot my load, filled her ass with what seemed like a gallon of white hot jizz.
After that afternoon in the shower she was converted to butt sex and it was the beginning of a beautiful relationship. Sure we had lots of regular sex in the bed, downstairs on the sofa,all over the house, out in the hot tub even and I truly enjoyed running my hands over and feasting my eyes on her voluptuous, curvaliscious body as we lay together but let me tell you, there is nothing in the world like fucking a thick cougar in the ass.
Source: reddit.com/r/Erotica/comments/uyx7iy/a_thick_cougar_milf