It had been a long day for me already, I had lost a bet with my ex boyfriend and he was collecting. It was a foolish bet and but had I won it would have meant my new car would be paid for by the jerk who I had spent 2 years with. But I lost and now I would be paying up with sex and pain. I had already given a blowjob and had a sound spanking with a wooden spoon before being sent to work with a good size butt plug up my ass. When I got off and came back to his place he was waiting in the living room with a huge vibrator. He had me pull down my pants and ensured that the butt plug was still in place, gave me a few good swats on the ass with his big hands and fucked me hard from behind. When he was done he turned on the vibrator and put in my pussy and told me to pull my pants up and go get in the truck. I did and as I sat in the truck with the vibrator whirring away in my pussy and the butt plug still uncomfortably up my ass I waited and squirmed as he took his sweet time coming out to get in the truck.
As we drove out of town I am sure that he hit every pothole and bumps in the road that he could find. We drove about an hour and I was squirming and whimpering when he turned down a dirt road that lead to an old farm house with a big metal barn outside. He parked outside the barn and got out. I got out as well and he pointed to the barn and said ÒIn there is where my fun begins, no one but us here and it is 3 miles to the next house.Ó He led me into the barn and it was full of all manner of things, once inside and the door closed he told me to strip. I did and as I did the vibrator came out and fell too the floor. He said that would cost me extra and my heart sank. He had me bend over and he pulled the butt plug out of my ass and then he cut a length of rope off a roll on a work bench, tied a loop in the middle, and put the butt plug through the loop. ÒOpen you mouth.Ó he commanded, and I did. He put the butt plug in my mouth and tied the rope behind my head. I hate being gagged, and being gagged with that thing was the worst gagging I had ever had. He then left me while he went out and got a suitcase out of the truck. He opened the case and got out a collar with three rings on it and put it around my neck. The next thing out was the hand cuffs, my hands were cuffed behind my back and a piece of rope was ran through one of the rings on the collar and tied around the chain of the cuffs pulling my arms up uncomfortably. He then attached a leash to one of the other rings and lead me to the back of the barn where he had made a Òwooden ponyÓ out of a saw horse.
He had taken a 4X4 post and ripped in half so that it formed a pyramid and had put that on top of the saw horse. He had me straddle it and standing on my toes I still could not clear the top of it and I could feel the wood pressing on my pussy, I knew this was truly going to hurt. As I inched my way to the center he put the end of the leash on the hook of an electric winch hanging from the ceiling and raised it until all the slack was out of it. I was not choking but it sure added to my discomfort. He adjusted my pussy so that it was being split perfectly by the post. My clit, which was already sore from the ride with the vibrator, was feeling the pressure and I knew I could not stay on my toes long. I did not have to wait for me legs to give out as he tied a rope around each ankle pulling them up and tying them to a leather belt he had put around my waist. Tears ran down my face and I was screaming in pain but the butt plug in my mouth muffled my screams, not that they needed to, given our location. I wobble there fearing that if I fell I would choke to death and the wobbling ground my clit more and more. After watching me struggle for what seemed like an eternity he spread my legs farther apart by putting a large wooden wedge between them and the saw horses, securing them by driving a nail through the wedge into the saw horse. Each time the hammer fell and intense wave of pain ran up my clit into my whole body, but I was glad my struggle for balance was over. My ordeal was not however. Clover clamps were put on my nipples and they were tied to the end of the saw horse by a bungee cord. The constant pull on my nipples made me lean forward on my clit and when I could no longer stand that as I tried to lean back the bungee cords pulled harder on my nipples. I was covered with sweat and sobbing, I am sure I looked a mess. Then the fucker came over with a big ball peen hammer and started hitting the top of the saw horse. Again, each time the hammed fell, the pain would shoot up my clit and course over my body. He told me it would only be 50 blows, but I think he must have gone to 100. He untied my feet but my legs were useless, I wondered why he did that and had my answer soon enough when I felt the sting of a cane fall across my ass. Twenty strokes for my ass and 5 across the top of by breasts.
He pulled the clover clamps off and the rush of blood back into my nipples almost made me pass out it always amazes me how much that can hurt. Then he unhooked the leash and pulled me off the pony. He put me on a work bench on my back, and tied my legs wide open with my ass hanging off the bench. He smacked my pussy with his hand hard and then he pulled his pants down and pounded my poor pussy until he filled it with cum. He untied me and had me get dressed for the long ride back to town.
I will not be betting again anytime soon