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A Regency Rake Part 6 - Our Adventures Continue
By
The Disciplinarian

My sisters and I had dinner together and chatted over the weekend. The girls had enjoyed themselves and could not stop talking about the various events. They were already planning our next party. I was looking forward to a night of play with the girls but I had to go up to London for a couple of days on family business. I promised them that when I returned we would have a full night together and they could begin planning while I was away.
I left the house for London that afternoon and finished my business two days later returning home to a rapturous reception from my sisters. It was obvious that they had something special in mind but they kept their thoughts to themselves.
After dinner we retired to the study where I smoked and had a brandy while and the girls drank tea. During this time Amanda disappeared for a time but Joanna would not explain why. Still I could get nothing from them and we soon decided to retire. I went up the stairs to my room closely followed by the girls and opened the door. I was astounded with what I saw. There were candles on each side of the bed and lying on it covered by a flimsy cloak was the most beautiful girl I had ever seen. My sisters giggled and pulled me inside.
"This is Fiona. She is a virgin who has wanted to be deflowered and fucked by you but the other thing is that she has been brought up to enjoy the rod and expects you to test her limits. She says that she has received three dozen strokes from her father on a regular basis and challenges you to do better. We are going to stay and watch and then join in."
I walked over to the bed and lifted the cover. Fiona was naked underneath. She was beautifully formed with small delicate feet, firm calves and thighs reaching the apex where a superb ruddy bronze fleece covered her prominent mons. Her breasts were of medium size with brown aureoles and nipples as firm as nuts. Her face was that of an angel surrounded with hair the same colour as her fleece. When I saw her bum cheeks I knew that they were perfect for the rod and their glistening whitness would soon colour up as I spanked. She smiled up at me and held her arms out.
"Welcome Sir John, your sisters have promised me the experience of my life tonight. Will you join me?"
Helped by my sisters I was soon stripped of my clothes and with no hesitation joined Fiona on the bed. She gave me a kiss and then, holding up a thick cane, said:
"As you know I enjoy being thrashed. Will you give me two dozen with this cane, then fuck me before giving me two dozen more. I promise you that you need not worry about the caning as my father has given me worse. Your sisters are going to join us when you have finished. Shall we begin?"
My sisters made themselves comfortable in chairs where they could watch everything clearly. Fiona stood up and moved to the end of the bed where she bent over with her firm white buttocks gleaming in the candlelight. She had a magnificent rear and peeking between her legs was the fig of her pussy. Wisps of pubic hair framed the beautiful sight.
"Please do not hold back I promise you I can take all that you can give."
I decided that this was a challenge and with my sisters sitting on the bed watching every movement I took up the cane. I lined up the bum and
"S-W-I-S-H-H!!, C-R-A-C-K-K-K!!",
the cane found its mark sinking into the soft cheeks and leaving the inveitable mark.
"S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!"
I lay the strokes on with vigour but she didn't flinch
. "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!"
still I went on laying on the strokes but although her bum took the punishment it seemed to have no effect on Fiona.
"S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!".
Now there was only four to go
"S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!"
these powered home with the full force of my arm and yet the results were minimal. The lines just showed but there was little bruising. My sisters jumped down to inspect the damage and looked in awe at what they saw. Fiona laughed.
"You must understand that my father has been caning me since I was a small girl and my buttocks are now as hard as iron and can take any amount of caning. Let us return to the bed and I want to be fucked and fucked."
I joined her on the bed and Angela parted Fiona's legs to inspect her vagina. She inserted a finger. Fiona was definitely a virgin and her pussy was very tight so my sisters got to work. Joanna went down on my cock and brought it to full stand with her mouth and tongue, also incidentally lubricating it. Angela was down between Fiona's legs using her tongue to bring her to readiness. There was no need to worry as the caning had already made her cum and she was wet and slippery. Now my sisters took one leg each and spread them wide to facilitate my entry. One last rub and I was poised to enter. I pushed gently but with all the lubrication I still found her very tight. I eased farther in and then came up against the barrier of her hymen. I stopped but she urged me on and, as I pushed forwards, so one of my sisters gave me three strokes of the cane I had used on Fiona - the pain driving me forwards. My sisters jerked her legs towards them to impale her on my cock. She gave a cry as her virginity went but then found that my cock had eased right through the barrier. My sisters clapped and told her that now she would enjoy it. I knew that she would be sore so made myself be very gentle as I moved but soon found that she had picked up my rhythm and was reciprocating my thrusts. She was clearly highly sexed and our bout was furious before I was ready to cum and I warned her as with a final thrust I spurted into her. She cried out and her back arched as she also came in unison. I gently withdrew and saw the blood on my cock and staining the sheet. Yes I had taken her virginity. My sisters hugged and kissed her as she lay back looking very satisfied.
Whilst she was resting Angela told me that it was my duty to relieve the suffering of my two sisters and went down on my soft flaccid cock to get it to stand again. With her expertise she soon obtained the necessary response and Angela said that she wanted it in her arse, explaining to Fiona that this was the other virginity that she would need to lose. Angela knelt on the bed and spread her bum cheeks wide while Joanna licked her fingers and lubricated the entrance. I didn't doubt that she was ready so presented myself and thrust home. Angela groaned but was ready and I was soon housed up to the hilt. I felt the warmth of her interior as I lay over her and the experienced Angela tightened her anal muscles as she started to milk me. When I was ready I started thrusting away while Joanna played with Fiona. I rammed Angela and, after the deflowering of Fiona, I was able to stay much longer while Angela cried out with pleasure frigging her pussy as she did so. Even great moments must come to and end and, eventually, I could sustain no longer so warned Angela that I was coming while she rubbed her clitty even faster as I gave the final push and spurted home. Angela thrust her fingers inside herself and came off at the same time. We lay, with me across her back, for a time until my cock eased out from her. Joanna washed my cock and kissed me saying that after I had caned Fiona again she wanted the same treatment. I had forgotten Fiona, but when Joanna mentioned the cane, she sat up eagerly.
"I am ready. It must seem strange to you but as I said my father caned me from a young age and I found that the harder her caned the more sexy I felt. Sometimes I would be naughty to persuade him to cane me. He would play with my pussy while caning me but never attempted to have sex. He would send my mother upstairs to wait for him and when my punishment was over he would join her. They would both return looking very satisfied about half an hour later and although I assumed they had sex I did not understand what a turn on it was until John fucked me. Remember two dozen and lay them on hard."
She jumped down from the bed and again presented her bum to me and I was amazed that the thrashing I had given her hardly showed with only a few light marks left. She bent over and I took up the cane. Just as before I lined up the bum and
"S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", the cane found its mark sinking into the soft cheeks. "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!"
This time I tried to overlay the previous marks to see whether this had any effect but she still didn't flinch.
"S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!"
still her bum took the punishment and I was getting more tired than Fiona.
"S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!".
With the last few I wanted to see if I could get a reaction and with four to go I made them count
"S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!", "S-W-I-S-H-H!!, C-R-A-C-K-K-K!!"
these powered home with the full force of my arm but finally gave up. Again the lines showed already raised from the bum but there was little bruising.
Fiona stood up and looked at me with affection:
"John that is the hardest I have been caned and I don't think I could have taken much more but now I want to be fucked by Angela and that huge cock she has sticking out while you bugger Joanna."
I looked round and saw that Angela had strapped a large wooden cock on so that it was sticking out from her loins. She went over to Fiona and told her to bend over as she was going to insert it from the back. Joanna and I watched as it slid in easily splitting the fig and parting the fluffy hair which surrounded it. Angela started powering in and out and Fiona wriggled her body to keep in time and position as she was impaled on the cock. She didn't know it but she was being fucked by me again as the wooden cock was specially modelled on mine for my sisters. While they were performing Joanna took me to the end of the bed and using her tongue to lubricate me presented her bum cheeks opening them wide and offering me the puckered hole. Using my fingers to widen it I slipped my cock inside and fucked steadily for several minutes before coming. There was little sperm this time as I was almost completely used up. Looking back at the other two girls I saw that now Angela was on her back and Fiona rode her like a stallion. Her breasts jiggled and watching the dildo disappear into the golden bronze forest I was satisfied that we had found a new playmate. I decided that I needed another man to join ME as I would kill myself servicing all these girls. I thought I knew who it would be as he and I had visited several brothels together and had the same tastes. I would contact him next week.
After this everybody retired to bed with Fiona remaining with me for the rest of the night where we had a gentle fuck and some play before settling down to sleep. The next morning I woke with my cock being sucked and when I looked down I saw the bare buttocks of Fiona as she straddled me and worked to get me to stand. She did not look round but, as soon as saw I was ready, she raised herself and came down on my cock with a groan of pleasure. I thanked her and she looked round laughing:
"I thought that you were asleep and I need a good fuck."
She moved up and down gently before speeding up. I held myself together so that she could enjoy herself and she rose and fell for several minutes before with a cry of pleasure she felt me spurt into her. She came down for the final time panting with emotion as she did so before collapsing beside me.
"I have never had such a night before. Can we do it again sometime?"
I laughed:
"Of course you can. My sisters are going to make sure you return and they will want to spend some time with you. Wow, three ladies in the same room I will be a voyeur. Now we must get up."
We dressed and went down to breakfast where the girls had already arrived. They quizzed us about what had happened after they had left but Fiona and I looked at each other and just smiled. The girls promised to invite her back again soon and Fiona left in a carriage for home.