CHERRY SLAVE GIRLS

BY JSMILES

[ part 10 ]

Jamie’s Opening and Training

Shortly before 10 am, Collette knocked on Jamie’s door, and told her that she was to go down to meet with Sir Michael and Doctor Brown in his study. Jamie was trembling, and said to me, “I know this is going to hurt, Julie, but I know I must endure it just as you did. Tell me that I’ll be fine!” she begged.

I looked at my cute little sister and knowing that she was about to undergo the same torturous stretching of her anus as I had endured yesterday, I held her hand, and said, “You will do fine. In fact, he might even like you more than me, because you are cuter!” She smiled and giggled at my last statement, as Collette led her down to Sir Michael. She was more like a sheep being led to the slaughter. I reached back, lifted my dress, and touched my swollen anus. It had hurt being sodomized last night, and I knew I was going to be used that way a lot by Sir Michael. It was an easy consession to make, considering that Sir Michael was letting me remain a legal virgin.

I remained in my room and started to read a book, as I waited and listened for the screaming of Jamie to begin as those big instruments were used inside of her tiny little brown hole. It didn’t take very long for the two men to get my little sister restrained and begin her anal opening with stretching and probing of her anus.

For over an hour and a half, Jamie’s cries and squeals could be heard throughout the house, as Sir Michael and Doctor Brown probed, lubricated, and stretched my sister’s bottomhole. I knew exactly what it felt like to be “opened”, and my heart went out to her. I knew however that once this training was accomplished, she would be required to have her tight anus stretched around a hard cock, just as I had last night. But, we had no choice and had to accept our place of servitude to Sir Michael. Finally around noon, they had finished and Jamie was sent to her room to rest for a few hours. I heard her enter her room, and I laid down my book and walked over to her room to comfort her.

As I entered her room, she was on her stomach, and under the covers, just sobbing. I knew that they had given her a butt plug to stretch her back there, and I wanted to see it. “Hi Jamie, I know you are hurting a little back there, but the hurt will go away, and it really isn’t so bad. I actually am proud of the fact that you and I can pleasure Sir Michael, and I’m sure you will be too.” I gently pulled the sheets back, and looked at her cute ass. They had spanked her some, as her bottom was hot and red. I opened the covers a little more, and saw a big black butt plug in her anus, similar to the one I had to wear. “OOOOhhhh, Sweetie, I know it burns and hurts now, but it will widen you back there so it doesn’t hurt so much when he sodomizes you later.

Jamie looked up at me and said, “Oohhh Sis, they really hurt me during the training, and then they said that they would both take my anal virginity this afternoon at 3 pm. I’m scared Julie, because I know it is going to hurt a lot worse that the training this morning. What am I going to do?” She lay sobbing into the pillow, as I sat on the bed next to her and whispered, “I’ll see if I can join you this afternoon and maybe spare you one of those lances, by taking it into my backside instead.” Jamie looked up at me and smiled, saying, “OOOhhh would you, Julie? I know if you survived, so can I, but two times on my first attempt is more than I think I can bear!”

I leaned over and hugged her, and assured her that I would ask Sir Michael if I could attend. She hugged me, and held me for comfort. I knew I had to let her rest, so after a few moments, I excused myself from her room.

I slipped back to my room and put on one of my fancy dresses. I knew I better look good if I was going to win Sir Michael’s favor when I presented him with my request about filling in for Jamie. After fixing my hair and making sure that I looked ravishing, I strolled down the steps to Sir Michael’s study. I knocked on the door, and waited for him to invite me in.

“Come in, please!” He requested. I quickly opened the door and walked in to see him. “Good Afternoon, Sir! I have come down here to make a request of you on behalf of my little sister.” He looked puzzled, and said, “Well, what is your request, Julie?”

“Well Sir, I know you are going to complete Jamie’s “anal awakening” this afternoon, and she had told me that both you and Doctor Brown were planning on taking her back there. What I was wondering was if I could persuade one of you to take me and spare my sister a double ravishing.” WOW, I thought. I actually got it all out. Sir Michael looked at me and said. “Julie, that is very noble of you to offer yourself in her place so soon after your own awakening. I like that about you. I would be delighted to have you attend your sisters anal deflowering this afternoon, Julie. After I have opened Jamie up, I will gladly concede her to Doctor Brown, and then reintroduce myself inside of your delightful rear passage. That is a marvelous idea, young lady! I also have some special lingerie that I would like both you and Jamie to wear this afternoon. It is a gift to both of you to show my pleasure and delight in having you both here with me. I picked it up a few days ago when I was in town. The pieces are in those two wrapped packages over there by the window.”

Doctor Brown picked up the boxes and handed them to me. “Make sure that both of you are wearing these outfits, and nothing else, when you report back here at 3 PM.” Sir Michael demanded. “Until then, you may go to your room and read, or rest, whichever you prefer.”

I accepted the two boxes and thanked Sir Michael for being so generous and so understanding. Then I went up to my room and proceeded to open the box which was labeled for me. After tearing off the wrapping, I looked inside of the box, and there was the skimpiest looking set of lace corset, panties, garter belt, and stockings, all in fire engine red. I knew that dressed like this, Jamie and I would for sure get our tight rear rosebuds stretched and swollen before the afternoon was over. I looked at the lingerie for a moment and admired how pretty and sensual it really was. Sir Michael had impeccable taste, and was willing to share his wealth with us, by giving us this present. I was beginning to feel like a real woman, and was proud of my looks and desirability to Sir Michael. His sexual training of us was not something I would have asked for, but some unpleasantries, he excited me.

I removed my clothes, and slipped on the panties. Then I slid the corset over my head and moved it down in place. Since I couldn’t reach the ties in back, I’d have to ask Jamie to help me with that part. I next slipped on my red stockings, and admired myself in the mirror. I did look sexy! Finally, I stepped into the garter belt, and moved it to my hips. It took me a moment to figure out how the clips fastened to my stocking, but I quickly solved the problem. I walked over to the mirror, and took a long look at how pretty this lingerie looked on me. I wondered if this was the way that the Parisian courtesans dressed to entice their men. Then I lay down on the bed to rest for a few minutes, before I needed to get Jamie ready for Sir Michael.

I started thinking about Sir Michael and Doctor Brown, and wondered why both of them wanted to sodomize little Jamie. After all, Sir Michael had been alonr with me last night, and he could have Jamie alone with him tonight. But to want to do it this afternoon must mean that Doctor Brown must have a thing for my little sister, and so he wanted to do it to her, first. I looked at the wall clock and since it was only 1:15pm, I had a good hour that I could relax before he wanted us downstairs. I closed my eyes, and wondered what was going to happen this afternoon. My thoughts quickly drifted, as I recalled how things in our life had changed. Only a week ago, both Jamie and I had been pure untouched little virgins. Now both of us were Sir Michael’s “anal submissives”, and were quickly developing a fondness for cumming and sexual play. I don’t remember much after that, because I must have dozed off.

At 2:40pm, Jamie walked into my room and shook me. “Julie, get up! We need to get ready!” Not knowing what time it was, I threw the covers off and jumped from the bed. Jamie saw my new lingerie and with a jealous tone she said. “It’s 2:40, and where did you get those?”

I paused for a moment, and then stammered, “Sir Michael gave us each a new set of lingerie. Yours is still in the box. We have to hurry Jamie, if we want to avoid getting another spanking. Here, let me help you change.” She quickly agreed, and I helped her out of her clothes and into her new lingerie. I laced up her corset, and then she laced up mine. We touched up our hair, and then raced down the stairs to his study. We knocked on his door and were bidden to “Enter”, only moments before the big clock in the foyer sounded the three o’clock toll.

Both men smiled at us as they looked at us in our new outfits. Our breasts were flowing over the top of the corsets with our nipples prominently on display, and our pussies were already dripping wet. We knew we were his sexual servants, and we were willing to accept our roles. He led us over to opposite ends of the loveseat, and positioned us so that our bottom stuck out over the ends. He positioned us and told us to hold hands in the middle.

He then walked next to Jamie, and asked, “Jamie, tell me why have you come to my study this afternoon?” Jamie looked at me and they shyly said, “Because you have requested me to be here, Sir!” His big hand smacked her bottom, and she winced as he said, “Wrong answer, Jamie!” HE smacked her buttocks again and asked the same question. “Jamie, why have you come to my study this afternoon?” This time Jamie quickly responded with, “So you and Dr. Brown can take my anal virginity, Sir!” His big hand stroked her tender bottom and he smiled and said, “That’s right, Jamie! And we intend to open you up properly so that from this day forth you will be able to offer to me, or Dr. Brown, or any MAN, pleasure with your tight little bottom. We also have arranged both of you so that you can hold hands and comfort each other during this training. If for any reason, either one of you break your hands from each other, you both will be severely spanked and your sodomy will continue while you are bound over the table. We are going to give both of you a ginger suppository to help clean you out, and it may take a few minutes to work inside of you. While it is working, we expect both of you to hold hands as we prepare both of you. Do I make myself clear, girls?”

“Yes, Sir!” we answered, as we looked into each other’s eyes and knew that our anal openings were going to get a workout. Dr. Brown walked behind me, and Sir Michael walked behind Jamie. I watched as her panties were lowered and a ginger suppository was inserted into her anus. Then I felt Dr. Brown lower my panties and he slide a little ginger flavored white bullet into my anus, too. I’d heard of ginger suppositories before, but had never received one. At first I didn’t feel a thing, but then a burning feeling slowly radiated from my anus. The burning got hotter and stronger as Jamie and I suffered in preparation together. Both men massaged our bottoms and tickled our clits as the suppositories melted inside of our bottoms. It was like being caught between heaven and hell. The frigging of our clits was wonderful, but the burning in our bottoms was awful. For almost half an hour the two men tormented our clits and burned our bottoms. Finally the urge to go to the bathroom was quite powerful and I asked, “Sir, may I go to the bathroom?”

Sir Michael knew that the little suppositories had taken effect and then dismissed us to the privies. After going and then washing and flushing our bottoms properly with a bulb squirt, we both returned to the two men. We were repositioned over the loveseat and then our anal openings were anointed with a jelly-like oil. I watched as both of them worked on Jamie, stretching her anus and squirting warm oil inside of her bottom. She “OOOOhhhhh’d” and “AAAAhhhhhh’d” all the while they were playing with her bottomhole, working to stretch her little bumhole. While Sir Michael stretched Jamie’s anus, Dr. Brown frigged her clit to get her excited. Then Sir Michael made her suck on his cock to get it wet before he inserted it. She gladly sucked and wet it until he stopped her and asked, “Jamie, are you ready to surrender your anal cherry to me?” Jamie knew she had no other choice, and she remembered what I had told her she was willingly going to do for him. She stuttered a little as she said, “Yes, Sir, I am willingly yours!” He softly said, “Jamie, ask me to take your anal virginity!” She thought that he was just going to force himself into her bottom, but instead he wanted her to beg him to fuck her bottom, as he had done with me. After a hard swallow, she took courage and begged, “Please Sir Michael, Take my little bottomhole and fill it with your manhood!”

He was pleased in her offering as he touched the tip of his big cock to the quivering rose-like dimple of Jamie’s anus. He slowly wiggled it around and then slowly pushed inward as I held her wrists and hands tightly, making sure that she stayed put so that he wouldn’t thrash our asses again with those nasty birch rods.

Her eyes rolled in the back of her head and her mouth gasped as her tiny ass hole stretched to accommodate Sir Michael’s cock. After the initial burning shock of pain, her mouth opened wide and she squealed out loudly as the big helmet head squeezed into her tight little rosebud. “AAAAhhhhh, GAWD! NOOOOhhhhh, TOO BIGGGG, SIR. Slowly he eased his cock past her spasming clenching sphincter muscle and deeper into her ass hole. Sir Michael then slowly began to work the thick swollen cock in and out, plunging deeper with each penetration, as her squeals and cries rang out, OOOhhhhhh, NOOOoooo.AAAAhhhhhh. SLOWER, PLEASE! IT BURNS, SIR!”.

I held her wrists tightly, and looked into her pretty blue tear filled eyes. She knew her duty, but her expressions were mixed with the pain of being sodomized and stretched so widely and her desire to please him. Inch after inch entered her tight little ass hole as I continued to hold fast to her wrists. She was shaking with fear and sexual passion, as Sir Michael began to increase his fucking rhythm. Her cries, “AAAAAhhhh, NO MORE, SIR!” and breathless gasps seemed to only spur the smiling Sir Michael on to fuck her faster and harder. He grasped her hips and began to sodomize her in a fast paced rhythm, as she squealed for him to stop. “OOOHHHhhh SIR, PLEASE!” His only reply was to say, “MY dear Jamie, you will learn to love this union between us, once you get used to it with much more practice and exercise! Now Hush and accept my love!” After about ten minutes of sodomizing Jamie, she quieted down and accepted her plight. Only passionate gasps escaped her lips now, as he drove in and out of her gripping tight bottomhole. Finally, he slowed down and slipped his raging cock from my sister’s pink anal opening. He must have decide that it was my time to be sodomized. Still slick with the oils from my sister’s bottom, he walked behind me and slowly inserted his raging hard-on straight up my bottomhole. I gasped and moaned just like Jamie had as he filled my bottom with all 8” of his big hard cock. My sphincter burned as I wasn’t well prepared and I had to keep telling myself that I was doing this for my sister’s welfare. Dr. Brown had been playing with his cock while Sir Michael was sodomizing Jamie, and now he stepped forward to fill her bottomhole, too. She moaned and squealed again as he slipped his hefty manhood into her defenseless little bottomhole. He grabbed her hips and slowly began to stroke in and out of her stretched anal ring. Both men were panting in lust and commented on how tight we both were back there. It was obvious that they were enjoying themselves however, as we suffered the pillaging of our anal openings for their pleasure. Finally I heard Sir Michael groan loudly as he sodomized me hard and fast, and I soon felt his hot spunk shooting deep into my anal cavern. Within seconds, Dr. Brown groaned out his ecstasy of discharge too, as he shot his seed deep into my little sister’s plundered anus.

Dr. Brown lay over Jamie and Sir Michael lay on top of me, squeezing my nipples and fondling my breasts as his spend cock shriveled inside of my ass. Both men had cumm hard, and our assholes were sore from the friction of their plunging huge cocks. After a few minutes of fondling us and pinching our exposed nipples while we squealed and twisted beneath them, they both pulled out and smacked us on our bottoms. “Congratulations girls, you both have learned how to milk and pleasure a man with your tight little bottoms. It is a lesson that will serve both of you well and will be requested of both of you often. Now turn around and cleanse our cocks of all of your juices.”

Jamie and I slowly got off the arms of the loveseat and knelt before our Masters. I opened my mouth and began to suck on Sir Michael’s cock to cleanse his semi-limp manhood of my essence. My sister humbly did the same for Dr. Brown. I know they really liked our efforts, as they moaned and quivered while we gently bathed them with our tongues. After we had finished, they dismissed us to our rooms to clean up and to get ready for dinner. They handed each of us another package and told us to wear our new outfits for dinner, as we would be helping Collette serve.

Jamie and I thanked both men, and slowly wiggled our way upstairs to our room. After being sodomized like we were, our bottomholes were not only sore and pink from the friction, but were dripping our Master’s spunk as we walked.