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Riding The Wooden Pony

Aly was getting a bit irritating, continually griping that I wasn't giving her enough attention, with Karen being around such a lot. Karen, on the other hand, seemed to have got the impression that she was Queen of my castle, and was ordering Aly around. I decided that I needed to do something to nip both these rebellions in the bud, as it were, and I had a friend make a special device for me, and when he'd finished it, I hid it in a locked cupboard.

When I was ready I instructed Aly to cook a really nice dinner for Karen and I, and when it was all ready I would give her some attention. Just to emphasise the seriousness of my instructions, I gave her a dozen strokes with my thick leather belt on her bare arse.

That evening, it was a Saturday, Aly prepared a nice beef casserole with some rice, while I prepared the new device, and had a nice drink with Karen. Once Aly had all the food ready I told her to put it to keep warm then join us in the dining area. She followed my instructions and presented herself, naked, in front of us. She has to be naked whenever she is at home, which, when it's just me, she has no problems with, but when Karen is there, Aly feels very self conscious. I didn't care.

I got off the couch and led Aly over to the wall where my new device sat waiting.

"This contraption is called a 'Wooden Pony'' I explained to my slave " and tonight you are going to ride it for my amusement, so you can't complain that I'm ignoring you, hop on".

Aly swung her leg over the thin plank at the top of the pony, and I pulled her arms behind he back and placed them in the hancuffs which were attached to a vertical pole running up her back. I had to pull her arms up a bit to get them in the cuffs, which meant she had to lean forwards very slightly. I next strapped her ankles in to the cuffs attached to the base of the pony.

Attached to the plank was a vibrating *****, which was postioned vertically, directly underneath her *****. I had already put some lube on the head for her, and now I started to raise the plank, pushing the ***** deeper and deeper into her vagina. Eventually the plank was touching her *****, with the ***** fully embedded.

" Up on to your tippy toes" I instructed Aly, and when she obeyed I raised the plank so it was yet again nestled between her ***** lips just nudging her ****, and then locked it in that position.

"So, my sexy slave, the game is that while we have dinner, you see how long you can stay on your toes. When your legs give out you'll have to lower yourself on to the edge of the plank. Your **** crushed onto the edge of the plank carrying most of your weight. I believe it will hurt. Just to make it more interesting, I'll switch on the vibrating *****".

I knew that with a vibrating ***** inside her she would never be able to avoid *******, which would make her legs even weaker. I was looking forward to a good show!

" Karen, sweetheart, let's eat, and we can enjoy the show

We ate the lovely casserole, not rushing, as we had all evening, and chatted about ordinary things, while Aly stood trapped on my ingenious device. After a while she started breathing more quickly and I could tell she was getting close to her first ******. She reached her peak quite quickly after that, and as I had predicted, as she came she lost control of her legs and dropped onto the edge of the plank.

"Oh God No!!!" she screamed, and got back up onto her toes.

"Did it hurt a lot sweetness"? I enquired solicitously.

"Yes master" she replied

"I'm afraid you're going to be on there for quite a while, my little slave, and that lovely **** of yours is going to get very bruised".

Karen smiled at me, clearly turned on by what she was watching "I'm certainly glad it's her not me on that dreadful device" she commented.

"Oh Karen" I replied "It's going to be your turn next, and you'll be on it twice as long as Aly"

Karen was dumbstruck. She obviously had never imagined that she would suffer as well. She started to object, but I told her.
"Either ride the pony or get out and don't come back" She shrugged her shoulders and said "OK, I'll ride it"

I was totally thrilled. Aly is of slight build and very fit, and she was struggling, whereas Karen is a mature lady,  well rounded, and not all that fit. It would be a long and painful evening for Karen.

"Aly is going to ride for a while longer, so why don't we have a glass of Armagnac and enjoy the show". I suggested "Yes please, a large one" Karen replied. This game was really giving me a hard on.

Aly had just passed the 1hr point, and was really having a hard time, she would get up onto her toes, and the vibrator would start doing it's work, and she would lower herself down to ease her aching calves, and her arousal would subside a little, due to the pain between her legs. As we reached one and a quarter hours I made a decision.

"Let's give Aly a grand finale" I suggested "We can lick her nipples to help her over the edge, and I'll support her weight, so she doesn't keep stopping herself climaxing"

We did exactly that, and after only a couple of minutes she started to *** again. I held her up to give her a few seconds of her climax, and then dropped her!

The wail of agony was fantastic, quickly followed by racking sobs, and floods of tears. I swiched off the vibrator, lowered the plank, letting the ***** slide out of Aly's abused *****, unlocked her and helped her off my torture device. I held her in my arms, kissed her full on the lips and said "You are a very beautiful woman...I'm very proud of you" and then led her to the sofa and helped her sit down. She looked a bit unsure, as she isn't normally allowed on the furniture, but I reassured her that it was ok for this special occassion.

"Karen, take your clothes off, go and pee, then report back here for your turn on the pony" She scurried off as I poured myself another brandy.

She returned, now completely naked, and I helped her climb on to the pony, secured her hands and feet, got her on her toes, raised the ***** and plank, so she was properly impaled, and turned on the bullet.

"You didn't really mean it when you said I would get double time, did you" she implored.

"I always mean what I say Karen, you're getting two and a half hours, and not a minute less" I confirmed "You need to learn your place in our relationship, you may not be my slave like Aly, but you still need to be obediant and subservient".

I took my clothes off and settled next to Aly on the sofa, told her to just hold my **** for a while while she recovered from her ordeal, and I gave Karen a nice smile and blew her a kiss. I had felt her ***** as I adjusted the plank, and she was already wet, from the excitement of watching Aly in distress, so I figured that she would have trouble avoiding her first ******, and I was right, as she was getting aroused straight away. Something else that I noticed, was that her legs were already shaking from the strain of standing on her toes. She was obviously even less fit than I had thought, which meant she was really in big trouble, but I had no intention of being merciful.

"Aly, why dont you go over and play with Karen's nipples, to help her with her first ******" I suggested. Aly jumped up and went straight over to the pony. She sucked on one niple whilst fondling the other, then went around the pony and did the opposite. This was the final straw for Karen and she had a screaming ******, which lasted quite a while. She managed to hold herself up through most of her climax, but, as it subsided, so did her strength, and she lowered herself down onto the plank. Karen echoed Aly's words saying "Oh God! Dear God it hurts so much" and then attempted to lift herself onto her toes again.

"Aly sweet" I said "come over here and give me a lovely blow job, and make it last a long time, so I can watch Karen in more and more pain"

Aly got on her knees between my legs and began to lick up my hard shaft, as though she were licking a lolly, and it felt wonderful. She swirled her tongue around the head of my ****, she licked my balls, I was in heaven. Meanwhile Karen was going through hell. She strained and strained to keep on her toes, but that meant she got closer and closer to another ******, so she would gingerly lower herself and put a little of her weight on her ****, but that didn't really work as she was getting even more excited by the vibrations, so she put more weight on her **** and that slowed her approach to climax but clearly hurt more everytime she did it as the bruising was developing.

After about fifteen minutes of this battle she held herself in the slight pressure position for too long and crashed in to her second climax. This time her legs gave out right at the beginning, and she had her climax riding the bar, and, presumably due to the vibrations being forced onto her ****, she just kept on ******* and *******, even though she was clearly in agony. Eventually her waves of ****** subsided, and she was left with an even more sensitive *****, and all her weight on the bar. She tried to get up on her toes, but the strength just wasn't there.

"Please David, I'm begging you, please let me off now, I can't stand this any longer" She wailed through her tears.

Aly was now starting to increase the intensity of the experience she was giving me with her mouth engulfing the head of my ****, her tongue swishing around just under the head in my most sensitive spot, and her hand caressing my balls. I knew I wouldn't last long and wanted to see the most despairing look on Karen's face when I came, so I waited until I was just on the brink to say

"No!"

As I erupted into Aly's fabulous mouth I looked into Karen's eyes and let her see my determination to keep her in agony for the whole two and a half hours.

Once I'd stopped squirting, I removed Aly's mouth from my ****, got up and went over to Karen. She looked slightly hopeful that I might be relenting, now that I had ***, but she was going to be dissappointed. I put my arms around her and started to kiss her passionately on the lips, and also to move her body around, twisting her left and right, leaning her back a bit to put weight on the bridge between her arse and her *****, then forwards to put all her weight on her ****. In this position I added a bit of my weight by leaning on her, then started using my foot to swing her foot a little back and forth, causing her **** to be ground on the bar.

Through all this she was screaming, and screaming, but with my mouth locked onto hers, only muffles were coming out. Suddenly I stopped and pulled away, and looked Karen in her eyes. She was sobbing hysterically, so I told her to shut up then said

"Aly is going to give me another slow, wonderful blow job, and when it's finished I'l let you off" and to Aly "Please take your time my sweet slave, I'm still having fun"

Aly strung it out for nearly half an hour, at which point I told her to finish me off.

Once I had calmed down, I went and released Karen, and helped her off the pony, and over to the sofa, where she crashed down. She couldn't seem to close her legs and was still crying. Being a mature lady, rather than a young girl like Aly, she looked a terrible mess, but I still wanted to **** her.

I said to Aly "See if you can get me hard again, kneel behind me and use your hands" I knelt between Karen's legs looking at her still gaping and red raw *****, while Aly stroked my hardening shaft. Once I was fully hard, I leaned forward and entered Karen's abused vagina, and gave her a seriously good *******.

Karen was too exhausted to try to push me away, just lying there and accepting my right to do what I wanted with her. I had the best ****** of the evening, and before I withdrew from Karen's defeated ****, I kissed her on the lips and said "That will teach you to have a better attitude with me in the future" and she replied "Yes master".
djonlothario djonlothario 46-50, M 3 Responses Oct 5, 2012

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looks like your new device worked wonders for you

add me!! that was amazing. I wish i could find some slaves in my area

If I were a girl, I think I would voluantarily ask you for permission to enter your services as a slave. You have an ingenious way of torturing women. I wish I could see Karen weep and beg for mercy. Just wonderfull.
Have you even thought of locing a girl in ballet boots while riding a pony? It makes them last even a shorter time adding to suffering, because the choice is not between a sore ***** and a tired weak legs, but between painfull **** and painfull toes or a bit of both.
An other lovely addition are two copper plates on the pony where the slave can have her ***** zapped even if she just touches the plank.
I love the way you treat Aly. I adore you for the stories, thank you!