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A Riding Lesson
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I enter the riding hall. My trainer Mr Davis is already waiting for me. "You are late. That's not tolerable." I look at my watch I'm only one minute late. Usually not a big deal but not for Mr Davis. He is a really good riding trainer but also extremely strict. I take a deep breath and answer him: "I'm sorry Mr Davis. It wont happen again." "I hope so. I will have to punish you for being late before we begin with your training but first get changed. Hurry up my time is limited." "Yes, Mr Davis." I start to undress. I'm a bit anxiuos about what is waiting for me. Having Mr Davis in a bad mood during a lesson can be a unpleasant expirience.

I take of my shoes and socks. Then I pull my pants down and take of my sweater. Lastly I get my bra and panties of. Mr Davis judges every movement of mine. It's a bit weird to have someone watch me naked. I hurry to get riding uniform on. I start with my trousers. Their black, skintight fabric hugs my legs. I make sure to have the slit in the right position so that my crotch is expossed correctly. Then I continue with the jacket. It's also really tight and I have to exhale to get the zipper to close but it gives at least some support to my breasts. I finish my outfit with my black riding boots. My long hair is allready tied to a tidy ponytail.

I get into a straight position and say: "I'm ready, Mr Davis." Mr Davis nods to aknowledge what I said and musters me up and down. "Your uniform is acceptable. Now to your punishment: Stand with your legs apart." I do as he says. He pulls down the zipper of my jacket until my breasts pop out. I get a bit scared as he gets his riding crop. "You will get five hits on each of your breasts and your clitoris for being late. I hope you will learn from your punishment. Count!"

slap The crop hits my left nipple with astonishing precision and force. A burning pain stings through my breast. "One" slap "Two" slap "Three" slap "Four" slap "Five". I take a deep breath every hit had been harder than the one before and all had hit the exactly same spot. My left nipple burns excrutiating. A tear forms in my eye but Mr Davis doesn't give me time to process what happens. The next strike hits my right nipple. "One" - Four hits later and both of my nipples burn like hell. Mr Davis changes his position and strikes in between my legs. The pain in my clit is even worse than in my breasts but Mr Davis doesn't mercy for me. Three hits follow each harder than the one before. I have to really concentrate to count without screaming in between.

"Have you learned your lesson?" "Yes Mr Davis, I won't be late again." slap "Five, ahhhh". The last hit is to much and I have to scream. Mr Davis smiles: "Sounds like you understood the importans of puntuality." I can only nod to agree. "Now come over and close your jacket. We waisted enough time allready. It's time for your warm up." Mr Davis walks over to one of the wooden frames with a saddle on it. I follow him. The dildo on this saddle is really small to my relief. I don't know if I could take one of the larger ones in my condition right now. He even lubes the dildo up.

"Start slow with a steady tempo and pay attention to your posture. You were to unsteady last week." "Yes, Sir." I climb on the saddle. In ballance myself with my feet in the stirrups and lower myself on the dildo. It glides in easily. The cool lube feels good on my clit.

Mr Davis gives me a clap on my ass. "What are you waiting for? Start to move." I beginn to push my self up and down really slow. I raise the tempo a bit before I settle into a slow rythm. I concentrate on my movement. After a minute it starts to feel good and I my thoughts wander off for a bit. Before Mr Davis riding crop gets me back to the situation. slap. "I said steady pace. Concentrate on what you're doing." I focus back on my riding. I can't disappoint Mr Davis again. I concentrate and hold a stady rythm for several minutes. "Good. It's interesting what you can accomplish if you concentrate for once."

"Now concentrate on your posture. Back straight and head up." I feel the touch of his crop under my chin. I raise my head instictively. My eyes look straight foward and by back straightens. "Don't get slower. Keep your rythm." Mr Davis starts to tap a steady rythm on my back with the crop. I try to follow it as good as I can. Concentrating on everything is quiet hard. Especially as pleasure starts to build up. I focus my attention on my movement there are only me and the saddle.

I focus so much that I don't notice that Mr Davis has stopped tapping the rythm on my back. I carefully look around. He has stepped asside to get something but I can't see what. I continue to ride as he gets back to his position behind me. "Stop and lean forward." He says. I bend myself forward as much as I can on the saddle. The tip of the dildo inside me presses against the wall of my vagina. Mr Davis hand grabs my left buttock. I can feel the tip of something against my butthole. "Relax and breath out. We will train on a dual-saddle later. This plug helps to get your butt prpared for it." Mr Davis pushes the plung in while he speaks. It glides in without much resistence. It must be quiet small. The feeling of the plug excites me. I've never donne a dual saddle before.

Mr Davis feels my vulva with his hands. He playfully slappes my butt ones. "You're warmed up enough. Get of the saddle." "Yes, Mr Davis." I stand up on the stirrups. The dildo glides out of my vagina. I swing my leg over the saddle and jump to the ground next to Mr Davis. He checks my uniform and adjusts the position of the slit in my pants. "Are you ready for your first exercise?" "Yes, Mr Davis." "We will do intervals on this saddle." He points to an dark leather sadlle with a dildo more than double the size I had during the warm up. "Get in position, then start slow and change the tempo at my command."

I climb into the saddle. The dildo is so long that it touches my stommach even when I stand in the stirrups. I carefully guide it in and lower myself onto sthe saddle. Luckily the dildo glides in without much resistance. I take a deep breath before I start to move. I want to show Mr Davis what I'm capable off. My back is straight and I get into a steady rythm. It feels quiet good.

"You're to mechanical. Bounce a bit more." Mr Davis dampens my enthusiasm a bit. I try to make my moveent smother. "Great, now get faster." I increase the tempo to a medium to fast pace. "Remember to lean a bit forward as you get faster. The dildo will help you to stabilise yourself." I carefully lean my upper body forward. My clitoris gets pressed against the dildo. It feels so good.

"Faster." I increase the tempo even more and lean a little bit more forwards. Mr Davis seems to be pleased. I try to keep a stady rythm but going fast is quiet exhausting. I'm not sad when Mr Davis tells me to go slow again. We do several minutes of intervalls at different speeds. It's tiring and I sweat a lot but Mr Davis is pleased by my riding skill.

Finally Mr Davis tells me to stop. I slow down and come to an hold. "Good job. Your technic improved a lot since we started training. You're nearly done with intervals for today but before we get to the next saddle we will do a set bare chested." This will be hard I think to myself as I remove my jacket. My breasts hang freely in front of me. "Slow." commands Mr Davis. I start to ride. Without any support my breasts start to move violently up and down with every move. It only gets worse everytime I accelarate. At the highest tempo it feels like someone is ripping at them. But I manage to get through the set and are allowed to put my jacket back on. Mr Davis helps me off the saddle. No more intervals for today.

He leads me to the dual-saddle. I get even more excited. It has two dildos: A longer one in the front and a shorter one right behind it. "How does the plug feel?" askes Mr Davis. "I barely notice it, Mr Davis." I reply. "Good. Bent over and let me remove it." I lean forward as much as I can stretching my butt backwards. I have to grab the saddle to not fall over. Mr Davis starts to pull on the plug but doesn't remove it right away. He plays a little bit with my butthole first. The plug leaves a certain feeling of emptiness. "Have you ever been on a dual-saddle?" I shake my head. "No, this is my first time." "Ok, get onto the saddle and get the longer dildo into your vagina. I will help you with the shorter one."

I have no problem getting the longer dildo in. Mr Davis tells me to go lower and lower until the second dildo touches my butt. He orders me to get even lower and guides the dildo into my butthole. I get lower until I sit on the leather of the saddle. Both dildos are pressed into my holes. It feels amazing. "Because it is your first I only want you to get comfortable with the dual-saddle." I nod and start to move really carefully. It's a bit weird at first to have both of my holes filled but I find a comfortable rythm after some time. Mr Davis gives me some tips and I feel like I'm an expert. Both of my holes are filled so nice.

Time flies by and Me Davis tells me to get off the saddle as our lesson is close to it's end. He is really pleased with me today. As it's tradition I have to clean al the saddles I've used today with my mouth. Mr Davis makes sure that I don't miss a spot. He also use his riding crop to play with my vulva while I clean. In the end he checks my uniform again and sends me home.

I'm so happy. I love my riding lessons.

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10 months ago