Riding Lessons Part 1 - Pleasure and Pain in the Horse Stable

The pictures of Zoe in this story are courtesy of Ridingboots.net

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Zoe collapsed on her bed and fell asleep still wearing her riding outfit. On her first day at Brookside Riding Academy she thought it strange that her room was right inside the stable. But it made sense, the main lodge was fully booked for the summer. In a sense all this was an old dream come true for Zoe. She always wanted to work at a riding school, and this summer she got the job. She sure didn't take it for the money, as a third year business administration student at a private university she had many other options. The stable girl position just proved to be irresistible.

She had helped the inept and newly rich kids all day long. It was late afternoon when Zoe finally had a chance to go for a ride herself. She loved bouncing her petite ass in the hard leather saddle. She never stopped before it was sore. Her bottom was still aching in those tight riding pants when she woke up from her nap. She ran her hand over her aching behind and felt an urging itch between her legs. The sore bottom made her horny as usual, she began to rub herself between her legs.

Zoe pressed hard, especially with her middle finger as she rubbed back and forth until she felt herself getting wet. The smell of the stable and more than anything the smell of leather brought images of sex to her mind. She remembered the year before when she herself was a student at riding camp. Michael was the name of the good looking stable boy who made love to her in the hay that summer. She had a nice time with Michael that day, but she wished he would have been a little more experienced.

Zoe wished nothing more than to feel like a woman. In her fantasies Michael was much more dominant. Her mind was racing while she masturbated and she pictured herself and Michael in a stable booth. He turned her around and pressed her against the wall. He pressed his loins against her ass and grabbed her breasts with both hands from behind, squeezing them hard.

"Arch your back and stick out your ass, Zoe!" he commanded.

Zoe imagined her thrust-out ass cheeks stretching her riding pants to the limit. Michael ran his hand up and down her bottom and the back of her thighs. He gave her a slap on her ass that stung quite a bit since she didn't wear any panties under her pants. He rubbed her between her legs, then up and down her behind again. He spanked her ass five times, taking his time. At this point Zoe had to concentrate because she didn't want to come yet.

Zoe took off her riding pants and put her boots back on. Boots always made her feel sexy. She grabbed her silver riding crop and got back on the bed. Her white cotton panties were already damp and sticky between her thighs, but that was a feeling Zoe was used to. Playing with her riding crop gave her an idea. Zoe pushed one hand down into her panties and continued her fantasy, imagining Michael:

"Pull your pants down Zoe! I don't think you wear any panties, you little slut!"

She peeled her pants down slowly, over her thrust out bottom cheeks. She behaved as provocative as she could and hoped for a rewarding spanking on her bare ass as a result. Nothing happened for a couple of seconds, but then she heard a swishing sound followed by a cracking smack. Michael had taken a full swing with a leather riding crop and lashed it right across Zoe's tempting, naked ass. Zoe could only imagine what that would really feel like since she had never been whipped so far. But she guessed that the pain would be like a fast spreading fire running up her spine and forcing her to scream.

"Don't cry like a baby, Zoe. Spread your legs. I want to fuck you now, you hear?"

At that point Zoe pulled down her white cotton panties while lying on her back. She spread her legs and rubbed her fingers over her wide open pussy lips. She was sopping wet. Her heart was beating like crazy when she raised her silver riding crop. She lashed it down so that the leather tip landed right between her legs. It made a wet smacking sound. The sting between her legs was delicious.

"Naughty girl!" Zoe whispered to herself while she brought down the whip: Smaaacckk!

"You little slut!" Smaaacckk! "No panties?!" Smaaacckk! Smaaacckk! Smaaacckk!

Zoe tossed the riding crop aside and imagined how Michael pushed his hard cock into her pussy from behind. She was still leaning against the stable wall while he pounded her doggy style. She used her fingers as a substitute and pushed as deep as she could, in and out, in and out. Until her body jerked involuntarily with a violent, wet orgasm. Zoe grabbed her pussy with both hands and moaned with complete satisfaction. She panted for a while, but recovered quickly. She heard heavy footsteps approaching and quickly picked up her cotton panties and put them back on.

Zoe heard a polite knock but when she saw the door knob turn she wished she would have locked the door. John Winters, the owner of Brookside Riding Academy and Zoe's employer, walked into the room. He had a good look at his summer stable girl and didn't act at all surprised to see her in her underwear.

"Zoe, you are exactly what I expected," John Winters said. "Self-confident and emancipated, right? Dressed in innocent white cotton panties, but they have a wet stain on them. Just finished masturbating, Zoe? Satisfied now? Because I thought I might be able to please you, you see. It's up to you. Tell me to leave and I will. But if you don't, we can have some fun. Right now. How about it, Zoe?"

Zoe kept quiet. John Winters was a big man, quite good looking. But he was in his forties at least, and that was rather old for Zoe. In the end, all she could muster to say was "Yes. OK." And she was quite excited about it.

John Winters locked the door and took of his black leather vest. He unbuttoned his shirt and took it off, showing his athletic chest covered with dark hairs. Then he took off his boots and his pants until his only clothing remaining were his briefs and socks. Zoe stared at the bulging manhood covered by his underpants.

"Get on all fours, Zoe. Yes, on your hands and knees. Now, arch your ass up like a cat, you know what I mean? Yes, that's it. A fine arse you have Zoe! You are fantastic. Stay like this!"

John ran his hands over Zoe's panty ass and rubbed the wet spot between her legs. Then he pulled her panties up and tight so that most of her bottom was bare and exposed. Without warning he smacked each cheek so hard that Zoe howled from the pain: Smaaaacckk! Smaaaacckk! John's hand seemed to be made out of iron and the pain spread across her ass like a wildfire. John put his right hand between her legs and forced her to lift up her bottom even more. With his other hand he pressed her shoulders down onto the bed.

"Like a cat, I said Zoe. Like a cat." And John spanked her again: Smaaaacckk! Smaaaacckk! Smaaaacckk! Smaaaacckk! Smaaaacckk! Smaaaacckk! Smaaaacckk! Smaaaacckk! Smaaaacckk! Smaaaacckk!

He pulled her panties to the side and pushed his cock into her her. Not violent, but gently. If the sight of Zoe's young ass made him hard, the sight of Zoe's ass spanked red made his cock hard as a rock. He filled her hole a little deeper with each push and Zoe was gasping for air. A minute later her body was shivering with another orgasm. Her pussy was wide open and John pulled out temporarily to apply ten more spanks to her ass. That made her a little bit tighter again and therefore more enjoyable for John. Just before he came he pulled out and sprayed his cum all over Zoe's glowing ass. He spread the slimy cum evenly over her cheeks with the palm of his hand.

"That should cool you down, Zoe. I think you enjoyed yourself, didn't you? Just make sure my Misses doesn't find out. You know, my wife, Monica. Because, she's old fashioned, my Monica. She's flayed many a stable girls arse with a dressage whip, you know. And I mean a real whipping that makes the walls ring with cracking smacks like pistol shots. She won't have any mercy, you know. So let's keep it between you and me, ok Zoe?"

Still trying to catch her breath, Zoe just nodded her head. After John left she looked at her backside in the mirror. Her bottom was beet red from the spanking. The cum had already dried and she rubbed it off her ass cheeks. Then she turned around and looked at her face in the mirror. She put her hands on her hips and looked deep into her own eyes. "Next time, John Winters, I'll ask for the whip!" she said out loud.

To be continued

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