The Second Degradation of Alice
Copyright© 2025 by tiffany58
Chapter 19: Memorable moments
Erotica Sex Story: Chapter 19: Memorable moments - A young woman is recovering from years of degradation at the hands of a group of mature men. But an invite to a school reunion triggers emotional flashbacks and leads her towards a second degrading life. How will she survive?
Caution: This Erotica Sex Story contains strong sexual content, including Ma/ft mt/Fa Coercion Consensual Slavery Lesbian BDSM DomSub MaleDom FemaleDom Humiliation Rough Sadistic Gang Bang Harem Anal Sex Cream Pie Double Penetration Exhibitionism First Fisting Masturbation Oral Sex Squirting Body Modification Public Sex Teacher/Student Prostitution
As the daily, weekly, and monthly abuse of my slave body fell into the routine of Sir Tim, his guests, and his staff, taking me when and where they wished, I found it hard to remember one abuser from another. However, there were two events which have stayed with me forever.
Firstly, after about twelve months of servitude, I was taken overnight to his country estate, clamped and suspended in the back of a van, just as I had been delivered to him on my first day, and which I now knew was the official mode of transport when I was needed in a different location. Instead of going to the house, I was driven into the surrounding parkland where I was delivered to a large marquee.
Once taken inside the tent, I found some of Sir Tim’s favourite torture furniture spread out around the floor space – a suspension frame from which to hang me, a saw horse over which I could be bent double and an iron bedstead with no padding on the wire springs but various manacles attached at strategic points around the frame. On a long table were laid out the implements of torture and punishment that he used with those items of furniture – cuffs, clamps, weights, chains, gags. Floggers, paddles, and whips (although not the heavy duty one he used to really hurt and mark me.)
I was chained by my deep collar to a supporting post in the centre of the marquee, the chain long enough to allow me to walk, or more likely to be moved, to any of the pieces of furniture. And then I was left there, alone and feeling even more vulnerable than my usual emotional state when something unexpected was about to happen. It was the not knowing that was making me scared and nervous.
About two hours after I was left there, I suddenly heard excited voices and laughter, before the tent entrance was flipped open and Sir Tim walked in – but not alone. Pushing and shoving to get inside the tent came twenty teenage boys, although their laughing and shouting rapidly stopped when they first saw the equipment and then the small naked woman, cuffed and collared, standing in the middle of the marquee.
A smiling Sir Tim broke the excited hush, “Good afternoon, Alice – so nice to have you with us today.”
“Good afternoon, Master. Thank you for letting me join you, Master.”
Putting his arm round the shoulder of a tall, blonde-haired boy who looked a lot like Sir Tim, he told me “This is my grandson, Sebastian, and today is his sixteenth birthday so we are having a birthday party for him and his young friends here. Sebastian is going to fuck you first, in your cunt obviously, and then each boy in age order will also fuck your cunt – the oldest I believe is seventeen and young Archie is the youngest at thirteen, so he will be last to use your cum-filled cunt.”
Sir Tim’s words were greeted with loud cheers and some particularly unsavoury comments that they must have learned at boarding school. Laughing at their excitement, he then said, “Once they have all fucked you and young Archie has added his seed to your overflowing cunt, it is then up to the boys what they do with you. They have the choice of equipment and furniture and three hours to amuse themselves before they must leave for dinner in the main house.”
Turning to the boys, he said “I suggest you all strip off so you do not get your clothes messy. I do urge you all to fuck her mouth, she is a good sucker of cock and always swallows, and certainly I expect you all to fuck her ass, although as it is Seb’s birthday, I think he has first go at mouth and anus, but Archie does not have to go last this time! Have fun boys and see you for dinner.”
As soon as Sir Tim left, Sebastian stripped off and ran to me, pushing me roughly to my knees and stuffing his already erect cock into my mouth and throat, telling me to make him hard (which he already very obviously was) so he could fuck my cunt. Throwing me on my back on the grass, he grabbed my legs and heaved them wide apart as he sank to his knees between them. With no consideration for me, he plunged his impressive sixteen-year-old cock into me and, not for the first time in my sluttish life, I realised I was wet just from the anticipation of twenty boys using me for the next three hours.
Being fit and healthy adolescent boys, it soon became apparent that they were all ready for action very soon after their first fucks. Within the first thirty minutes, I was strapped over the saw horse as Seb took his rightful first fuck of my anus, with the others soon adding their cum to my sodomised rear. Young Archie took the opportunity to fuck my mouth and throat, and nearly made me pass out as he buried himself in me before shooting an impressive amount of sperm directly into my gullet.
By the time a butler came to the marquee to call the boys to join Sir Tim for pre-dinner drinks in the library, I was a shattered mess, left dangling from the suspension frame as copious amounts of teenage sperm trickled from my cunt and anus, and dribbled from my mouth on to my red and bruised breasts. I had been beaten near to death by the rampant hooligans and it took me a week of nursing from Doctor Uncle John to get me in a fit state to be used again.
The second memorable event came after about 15 months of servitude. Sir Tim had been paying a lot of attention to an Arab Sheik who he was trying to do a mega-deal with, for armaments and oil. After dinner in his London town house the two of them moved to the torture room where I had been hanging since before they started their meal.
As they took it in turns to fuck and whip me the Sheik casually mentioned that he would like to have me in his palace in the desert for a month so he could enjoy all the pleasures that my body had to offer. By the end of the evening, when I was bleeding and almost comatose, it was agreed that the Sheik would take me with him after his next visit to London. But then a chill ran down my spine, as Sir Tim made the final offer that clearly won the contract he was chasing. Shaking hands with the Sheik, Sir Tim told him “If she does not please you every day during the month she is with you, you can punish her by sending her to your brothel in Dubai for another month!”
So, several weeks later, my body newly healed from their last assault on me, I was loaded once more into my van to be taken to a private airfield, where a small luxury jet was waiting. I was walked naked from the van, up the steps and into the luxurious interior of the jet. However, I did not get to enjoy it, as I was immediately ushered into a small room at the rear of the plane, gagged, and then hogtied before being pushed into a small cupboard. There I stayed for the entire flight to Saudi Arabia.
On arrival I was allowed to stand and stretch life back into my stiff and aching limbs and joints, and relieve myself in the bathroom of the plane. I was then loaded into a waiting blacked-out limousine and driven from the airfield where we had landed. We drove into the desert until we reached a palace, although I could not see much of it as by now it was dark, and in fact I saw hardly any of the palace the whole time I was there.
I was taken directly to an area of the palace which was behind locked doors and was occupied by about a dozen women, of various nationalities but all beautiful. For the next month these women, who I discovered were the Sheik’s private harem, looked after me, tended my wounds when necessary and prepared me for the Sheik when he had specific instructions regarding where and how he wanted me. They also took it in turns to sleep with me and went to great lengths to ensure that I had regular orgasms, especially after one of my sessions with the Sheik as they all knew he had no interest in satisfying me.
The end of my month on loan to the Sheik arrived but instead of sending me back to Sir Tim, he announced that I had often failed to please him and was in breach of my contract with him. So, as agreed with Sir Tim, I would be punished by working for twenty-eight days in his Dubai brothel. I was thrown into a windowless van and driven from the palace, never to return there and with no chance to say good bye to the other women.
Eventually we stopped and the door of the van was opened by a rough looking Arab man. He grabbed my arm and led me into the rear door of a non-descript building. Inside I was passed on to a middle-aged Indian
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