1. The Stump


    Date: 8/5/2015, Categories: True Story, Bondage and restriction, Discipline, Female Domination, Humiliation, Masturbation, Mature, Older Female / Males, Spanking, Author: llcjtorn, Rating: 25, Source: sexstories.com

    walked around in front of me so that I could see her for the first time. She was short thin and wrinkled old gal but quite strong, obviously from handling horses all of her life. I begged her to let me go as she walked over to the tack on the wall and pulled a riding crop down with about a 2 inch square folded piece of leather on the end of it. I said nothing as I was afraid of getting spanked more. My cock started to go limp, but was no where near limp enough to get loose. She noticed it too and went to a cabinet and opened the door pulling out a tin of Bag Balm. Getting a generous portion of it and rubbing it on both of her hands, she walked around behind me and started messaging my shaft and scrotum, pulling down and squeezing me and working the balm into my skin, making me even harder straining against the rings to the point were it hurt but the pleasure kept making it harder still until the point that I thought it was going to explode. I was about to cum and started to moan, "This is the beginning of your lesson". She stopped milking me and picked up the riding crop and took a swing at my hind quarters. I could hear the crop wooshing through the air and a load snap as the leather square slapped the inside of my left butt cheek flicking ever so slightly the back of my balls. I screamed out loud and she swung again. Five times she swatted the inside of my ass with the strap up it. She moved to the other side and did the same on the right cheek, just on the inside part of ...
    the cheek and occasionally flicking my ballsack with the two inch square piece of leather attached to the four foot long stiff but flexible rod with a handle. She was a pro at it, I had forgotten about my prick as my ass stung like hell. My cock starting to soften again from the whipping, she started messaging my genitals again, tugging down in the same milking motion, bringing it back to life and another engorged session. Pumping up and down on my shaft and squeezing my jewels. She worked me to the point of cumming again, very close this time, but now she backed off and full on slapped the back side of my nut sack with the riding crop. I screamed in pain and ecstasy as I came harder than I had ever in my life. I pranced around and cried like a little girl. She grabbed my shaft again, she pumped me again milking the white stuff in long hard gasms that seemed to last for seconds at a time. I could not stop the urge to thrust my pelvis which tugged more at my cock extenuating the orgasm. I could hear my load hitting the hard dirt under my feet. When it finally ended I slumped over the post in exhaustion still strapped up like a stud horse. Sweat dripping from my brow and my cock still trying to squirt, oozing the last bits of siemen. "We aren't done yet there buck," she said and got another copious amount of balm an started in on me again. Masssging and tugging, pulling it down and milking it as if it were a big horse cock (that's what it felt like at the time). It was painful ...
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