I’m Samantha, nearly seventeen and I love horses. I’ve been riding for years at stables near us run by Helen. Helen is great; she obviously works out and is fun but she stands no nonsense from anyone.

A few weeks ago a young hunk of a lad, Andy, was brought here by his Dad who had decided that riding a horse would be good for him. To be honest, Helen thought that starting to learn to ride at 16 was leaving it a bit late but his Dad seemed adamant.

It was obvious that Andy was not dead keen and after a couple of lessons, he began to be awkward and kept ignoring Helen’s guidance. There were only three of us at these sessions, me, Nicole and Andy, so his attitude was having an impact on our lessons. 

Helen had a chat with Andy’s dad before the fourth lesson and came away smiling. Andy began his usual antics and Helen stopped the lesson before speaking to Andy, “I explained to your father that I was unhappy with your attitude and suggested you stop having lessons.”

Andy looked delighted until Helen continued, “I’m afraid your Dad would not hear of you giving up. He said he’d heard that I was a firm teacher and suggested I use my crop on you.” She let that sink in.

“I explained to your father that the only time I ever used my crop on a student they were naked, to increase the effect of the punishment.” She paused. “Your father agreed that if it was needed, I should punish you this way.”

His face fell as he realised Helen was serious. 

“Now, all of you get back on your horses and focus on getting it right.”

Andy behaved pretty well for the rest of the lesson. I often rode behind him and often found myself slightly distracted, watching his firm bum and thighs rising and falling in the saddle. Would Helen actually punish him naked with the crop? Would she do it in private or in front of Nicole and me? A sharp rebuke from Helen brought me back from my daydream.

As it turned out I didn’t have long to wait. As we started our next lesson Andy seemed to have forgotten the threat and began playing up. Helen was firm and reminded him what she’d told him he should be doing. Andy continued to do what he wanted and again our lesson was becoming disrupted.

“Very well, Andy, I have tried to be supportive but you continue to cause problems for this lesson. Get off your horse and come with me into the barn.”

Andy looked nervous, realising he’d pushed her too far, “Helen, I’m sorry, I’ll do what you tell me.”

“I am not ‘Helen’ to you, I am Miss Andrews. Get off your horse and come with me.”

Andy didn’t budge.

“Andy, you leave me no choice, I had intended to punish you alone but it seems I will need help from Samantha and Nicole if they don’t mind.”

As one, Nicole and I quickly responded, “We don’t mind.”

We helped a rather subdued Andy to dismount and followed Helen into the barn.

Andy stood there looking shell shocked. 

Helen was not swayed by his demeanour, “You can’t say you weren’t warned,” she began, “now you will be punished. I don’t make idle threats, strip down to your underpants.”

Andy’s face was scarlet, “What the fu..” he started to shout, then thought better of it. 

“It is fortunate that you stopped before swearing, now take off your clothes.”

He glanced at Nicole and me then began to remove his T-shirt. He was fit! He kicked off his trainers & socks before pulling off his shorts. 

Nicole and I stole a quick look at each other as we responded to the bulge in his underpants. Helen didn’t appear to notice. 

She told us all to remain where we were as she went to get her favourite crop from her office.

I moved up close behind Andy and stroked his chest, muscled stomach and then, I could hardly believe I was doing this, I slipped my hand down inside his underpants and felt the thickness of his growing penis. Andy groaned but I had to step back as Helen was returning.

She placed a wooden kitchen stool down in the middle of the barn and instructed Andy to bend over. As he did so she deftly pulled down his underpants and threw them onto his clothes pile. 

Andy leapt up to complain and we got an amazingly close look at his equipment. His cock was big and engorged with a glistening helmet pushing out from the foreskin. It swung around as he turned to shout at Helen. Calmly, she swiped her crop across his shaft and told him to bend back over the stool.

Realising he had no option he resumed his position. Helen spread his legs, giving us all a clear view of his cock and balls.

“I have had enough of your awkward, annoying, antics young man so I am going to use this crop to explain that enough is enough and you need to behave properly from now on. Face me and tell me you understand,” she snarled.

Reluctantly Andy stood, covering his penis. Swish, Helen’s crop caught him right at the back of his leg making him move his hand to rub that, then swish, another stroke across his hard cock.

We couldn’t take our eyes off his swinging erection but Helen just looked him straight in the eye, “If you keep pointing your penis at us I will use the crop there too. Now, bend over.”

Over he went and again Helen pushed his thighs apart. This time she definitely did take a good look at his rigid member.

Helen motioned us out of the way to give her room to swing. We moved directly behind him, getting the best view in the house.

Swish, swish, two strokes leaving red tram lines directly across both cheeks. Swish, swish, swish and his bum was glowing. Helen checked her handiwork and felt his penis, which as far as we could tell was still as hard as ever. Swish.

“Well done Andy, you took all six without trying to stop me. Stand up, face me and apologise.”

We could see that Andy wasn’t keen to stand up but another flick across his thighs encouraged him to get up and face her.

Helen could no longer avoid noticing. His erection was rigid and throbbing with a blob of pre-cum hanging off the tip.

“Andy, I didn’t want to do this,” she smiled, picking up the crop.

Like hell she didn’t I thought.

“Hands on your head Andy.”

The second his hands reached his head she struck, swish, swish, swish, two strokes across his shaft followed by a third under the shaft. She stroked his cock, admiring her work then slid back the foreskin to fully expose the head. 

Andy cringed, swish, swish, swish. Helen delivered two firm strokes to the head and a final stinger to the tip of his cock sending it swinging. 

Nicole and I stifled our giggles but could not believe our fortune at being present for this punishment. 

Andy was told to remain in the middle of the barn, naked with his hands on his head. He shut his eyes to avoid seeing us as we took the chance to study his fit body. Juices were now flowing from his cock and I knew that my juices were flowing too.  

Helen set off for the stables. 

Nicole realised that I would move in again but got there first. She stepped up behind him and closed her fingers around his thick cock. Andy groaned again as she slowly began to bring him to climax. His load shot a good two feet in front of him.

Helen returned, rather pink in the face, we thought, and told Nicole and me that the lesson was over and she’d see us next week. Then she gathered up Andy’s clothes and told him to follow her to her office. 

Andy had no choice and set off after her with his cock still swinging back and forth.

Why did Helen want to see Andy alone in the office, we wondered as the door shut behind them?