I had not seen my Aunty Alice for the three years I had been at university in America. She had been an crucial part of all my life. She is 17 years older than me keeping herself super fit playing a number of sports to a high level. AA as I at all times called her looked vibrant and with her sparkling eyes as at all times.

“My god you are a young woman, where did the little girl I used to know go?”

“I am 21 years old not 14. You are looking great for an old girl.”

We were sitting in a bar not so far from AA’s home. We talked through what had been happening in our lives over the last three years. I asked about her love life, meaning of course her sex life. She said there had been a few short-lived relationships but she had not found the right one for her. As the evening went on and the drink disappeared we relaxed and shared very personal experiences. She said that she had dated both men and women but did not discover the sexual side satisfying. She asked me about my sex life and I said that I had had four or five relationships that were more than just sex. All were with males around my own age. I admitted that I loved good sex and orgasms came reasonably easily to me.

I could see the look in her eyes that said that she did not have the same experience. She was hesitant but seemed to want to unload things that were obviously troubling her. She said that I was her little niece and she could not distribute her darkest secrets with me. We talked on and we drank on. I am not sure whether I convinced her or she convinced herself but soon she was in a sharing mood. It was when she asked me if I had ever been caned or whipped that things really hotted up. I said one boyfriend had spanked me before sex and it was very arousing. I asked about her experiences.

I wondered for a moment that she would clam up but quite the opposite. She said she had never told anybody about the time that the gym mistress had found her masturbating. She had been given options but decided to take the punishment. She had even had to choose between the cane and a many-stranded whip. Miss Brett had obviously set out to both humiliate her and break her spirit. She had been stripped naked and draped across the horse while holding the far legs.

AA then described the beating she had taken. Miss Brett had reveled in how aroused the 18 year old had become. She tormented her and inflicted great pain on the young bottom. AA recalled the events in great detail and said that she had remembered the events almost every day. What she said next shocked me. She said that twice she had persuaded partners to try and recreate the events of that day. On both occasions the partners, one male and one female, had not been able to inflict the level of pain that AA had pleaded for. These failed attempts had only left her more confused frustrated and desperate to find out her sexuality better. When she finished telling me she looked very embarrassed. I comforted her as she looked close to tears.

“I would love to help you AA what can I do?”

“No I could not ask you it is far too much and you are my little niece. I love you too much.”

“I love you more than anyone I know. Are you suggesting what I think you are? If you are let’s talk again when you have had less to drink.”

The next day AA wanted me to forget the drunken talk of the night before. I was having none of it and said that she clearly needed to resolve the issues she had with the punishment. I convinced her that she needed to relive the events with a few slight changes. I demanded to know as much detail about Miss Brett such as what she was wearing. Clearly the whip used had been crucial so I asked about it. She said that is very simple I tracked one down years ago I will show you. I talked her through her fears and said that I would set everything up for two days later.

The whole thing had to be as close to the original as feasible. It took lots of planning but at the agreed time I stormed into AA’s bedroom to find her with her knickers round her knees and her hand playing with a very wet pussy. I had dressed in a tracksuit of the right colour and style for the period and the glasses were as she had described them. I gave the options she had been given 20 years earlier and a tearful girl accepted the flogging.

Walking her into the dining room she was stunned to see it set up with a gym horse in the middle. I referred to AA as Jennings and called her the names she had recollected. I ordered her to take the position over the horse before lecturing her about her behavior. Flicking her schoolgirl skirt up her back I was shocked by the state of her knickers. Having been pulled up they were slightly wedged between her bottom and pussy but they were wetter than I could believe. It should not have therefore surprised me that even from two paces away I could also smell her arousal.

I had gone to all this trouble purely to help AA. I was now completely into it. Seeing her taut gorgeous bottom waiting to be whipped and her hopelessly aroused body shocked and aroused me. I had looked after the whip over the last two days and had practiced swinging it. Now I applied it none to gently on her peachy bottom. The knickers were doing nothing to protect her but after six firm blows I made a big show of removing them. I acted disgusted at the state of her pussy as well as her panties. As I pulled them from there wedged position the natural lubrication clung onto her panties.

As planned I stood her up, ordered her to strip naked and presented the soaked panties inches from her face. She acted nervous as she stripped and humiliated as I slowly rubbed her panties all around her face. I then held them in front of my nose and drew a deep breath while trying to give my most distainful look into Jennings’ eyes. Naked I repositioned her over the horse so that she was straddling the length rather than across it. I now secured both her hands and her ankles to the four legs.

I called her all the horrible names that I knew I had to. I knew they were designed to humiliate her and degrade her. Now I had to begin a beating that would hurt AA or as I was now seeing her Jennings. The flogger was not that heavy and I knew I would have to swing it hard to get the effect that Jennings now needed. It made a pleasing crisp noise each time it cracked into her bottom. Her bottom started to color up immediately but the skin was not broken.

Each crack was matched by a moan from Jennings. After six I stopped to survey the results. Her pussy was stretched around the horse, red and swollen.

“Please don’t hit me any more it hurts so much.”

“I will hit you as many times as I see fit. You are a filthy dirty little girl who needs to have her evil spanked out of her. Now get ready for the next six.”

My words were as good as scripted, it was crucial to stick to them. The whipping was also scripted and it was crucial it was as planned. These floggings would sting very badly particularly as they were gonna land on burning hot skin. I landed them with about ten seconds between each, telling her what a sad pathetic creature she was.

As I finished this six I noticed that she was pressing herself onto the horse rhythmically as if trying to make love to it. As she pushed away from it her bottom relaxed as if asking to be penetrated. Was this what Miss Brett had witnessed all those years ago.

“You really have no control over your body do you, you dirty slut. I am beginning to think that all I am doing is giving you the very stimulation you desire. What have you got to say for yourself Jennings?”

“I am sorry Miss Brett I cannot help what my body does at times.”

“Show me your dirty little habits Jennings.”

“Do you mean I should play with myself in front of you Miss Brett?”

I released her hands from the legs of the horse.

“That is exactly what I mean get your fingers between your wet slutty legs.”

The sight of her bottom lifting up as her hand went to her sopping pussy was so erotic I wanted to help her discover the relief her body was screaming for. That would not happen yet. Years earlier Miss Brett had watched as Jennings tried desperately to masturbate to orgasm. Miss Brett’s constant teasing and humiliating the girl had made it impossible for the frustrated girl. The script was now thrown away as I said.

“I am going to whip your beautiful bottom for as long as you choose to masturbate.”

The flogging was now a little gentler and was aimed only at stimulating the desperate AA. The masturbation was frenzied and I was concerned that an orgasm might once again be illusive.

“I need you to hit me harder and faster. I am so nearly there but it is the pain that will get me there. Please I need it so badly beat the shit out of me Miss Brett.”

The use of the name gave me the permission to strike her, as I would never have wondered I could bring myself to. As soon as I increased the severity the screaming became clearly sexual. She raised herself off the horse and I realized she wanted me to hit her pussy and clit. I did just that and as the third strike hit her body started fucking an invisible lover. The noises being made were pure animal and from nowhere my orgasm exploded in my brain. My body followed immediately afterwards but somehow I was able to keep the whipping on target. My orgasm was short and sweet, the first and last I have ever had with no physical stimulation.

AA’s went on and on even when I did stop the flogging.

“My friends told me they experienced wonderful orgasms. I thought that orgasms were over-rated until this evening but that was amazing. I hope I do not need to suffer that much pain again to enjoy the pleasure, but if that is what is required it is worth it.”

The next few days proved there was no need for any pain. AA showed me how sex could be with a woman and I showed her that no pain was required to bring her to orgasms she had not dared dream about.

We both enjoy good sex lives with permanent partners now but once a year we meet up and AA at all times asks me to role-play as Miss Brett and Jennings. Things have morphed slightly over the years but the orgasms I experience are quite gorgeous.