My Descent into Cuckoldry Part 8. My Ordeal in the Cellar.

MY DESCENT INTO CUCKOLDRY PART 8, MY ORDEAL IN THE CELLAR

When Jane pulled up at Diane’s, she told me to get out of the car and follow her into the house. “From now on our training begins in earnest, so in the future, you will always walk behind Diane, me, or indeed any woman in whose charge you may be put. You are not equal, you are inferior to any woman, do you understand?” I nodded meekly, “Good, I have some things to show you.”

We went upstairs into Diane’s bedroom. "I told you when we met that I designed furniture." She then showed me a bedside cabinet. “This I made especially for Diane. Do you see these switches on the side? They control a baby listening device that enables Diane to hear anything from the room in the cellar. She can also turn that off, allow anyone in the cellar to hear any activity in here, and obviously, that too can be turned off if she wants privacy.” She then lifted the top hinged at the rear to reveal a small funnel-shaped basin with an open drain. “This is attached to a flexible pipe that goes into the cellar, but I’ll explain more about that another time, come with me.”

She led me downstairs through a kitchen door and down into a small room in the cellar. There was a wall with a door made of metal bars. She took out a key and unlocked it and went in, indicating that I follow her. She flicked on a light switch to reveal a room of some size. It was filled with several items, all covered with white sheets.

“This is our playroom. All the items under the sheets are of my design. In due course, you will become very familiar with all of them.” She then pulled one of the sheets off to reveal two enormous solid vertical pillars with slots on either side going all the way up, and sunk into both the floor and the ceiling. “Stand between the pillars and hold your hands up.” She picked up a couple of boards with semi-circular holes and slid one in horizontally in front of my wrists and neck, and then the other behind my neck. Pushing them together, she then pushed in heavy squared ‘u’ shaped pieces of metal that held the boards firmly together. She then produced two more boards and slid them on to secure my ankles Similarly. “Do you like my design? The slots enable me to secure you at different heights. I can have you with your feet totally on the floor or up on tiptoes if I wish you to be a little bit less comfortable.” She then pulled up my dress and with a couple of clothes pegs, clipped it up so that my bottom was *******. “They say that the biggest sex organ in the body is the brain, I want you to think about all that has happened to you since you met Diane, the events of today, the bedside table I’ve shown you in Diane’s bedroom, the device that you’re secured in now and what delights might lie under all the other sheets. Most of all, think about what you are yet to experience once Diane comes home. I’ll leave you to mull it all over and build the anticipation. I’m going upstairs now, but don’t worry, I’ll come back to see you when Diane returns.“ She turned off the light and shut and locked the gate behind her, leaving my mind to run riot. I’d been ordered about, humiliated, and abused by two attractive women. I could have stood up for myself several times, but I’d let it happen. Not only had I not resisted, but I’d also helped them by obeying their demands and orders. I thought of the way I’d treated my ex-wife. I’d mistreated her and hurt her. She’d never deserved it. I knew that my feeble erections were caused by my guilt, and in my heart, I knew that I deserved and needed punishment, and that was perhaps why I was now being so submissive. I was scared by my predicament, yet I was also excited and feeling more alive than I had in a long time.

I have no idea how long it was before I heard footsteps coming in my direction. The gate was unlocked and the light switched on and Diane, Jane, and two other women stood in front of me. The two new women were called Karen and Melanie. ”I need to level with you Alice, I never intended to cure your limp penis problem. I misled you by leading you to believe that Jane cured her partner‘s problem by locking him in chastity. His chastity, like yours, is permanent.

“But Diane, you told me that Jane was now enjoying mind-blowing sex!” I said.

“Oh, I am Alice, but with masculine Alpha boyfriends, not with my sissy hubwife.” Said, Jane.

Jane went on to tell me that they had a small circle of successful women - ‘My‘ Diane, a Staff Nurse, Jane, a furniture designer, Karen, a horse stud farm/stable owner and Melanie, a lawyer - between them they were exceptionally wealthy and didn’t want or need men to support them. At some point in the past, they had all been let down by men and had vowed that they would never marry again, but would just ‘use’ men as and when it suited them, whether that be for sex or domestic service or their amusement. Jane‘s hubwife was, and I was to be, a servant and slave. Karen then added that she had drafted a letter of resignation that I would sign and they would post telling my employers that for health reasons I was leaving their employment immediately. I started to protest, but Karen produced a riding crop and whipped my bare bottom twice causing me to howl in agony.

”Lesson,” She said “ You will only speak when asked to, and you will ALWAYS obey!” Melanie then added to my horror that they knew that I had been unfaithful to my ex-wife and deserved all that would happen to me. Diane said, “I know that you desire my body, but you shall never have it. Karen wanted to geld you but the rest of us disagreed; if we took your balls, you would lose all sex drive, but by leaving you the desire, yet denying you the opportunity, we can have much more fun. Jane showed you around upstairs. I’m now going to join Steve in my bed. The baby monitor will allow you to hear everything, as it will me. I going to love a proper fucking with a real man almost as much as I will love hearing you suffering. Guess what - I’m going to have both! My friends will stay here to help, and Melanie will film it all. As you listen to our lovemaking, they will record your facial expressions, but the best part will be that when Steve slides his big cock into me, Karen will whip you savagely continuously until I cum. Every stroke and every cry of pain I hear will intensify my pleasure and increase the strength of my orgasm!”

Soon the sounds of lovemaking were to be heard through the baby monitor. The foreplay, the sighs, and the kissing made me long jealous of what I couldn’t have. It was lengthy. Jane, Karen, and Melanie were all taunting me, making comments about my inadequacy, and my lack of manliness, and asking me if I thought Diane was enjoying herself. And then the loud groans, satisfied sighs, and cries of ecstasy began. Karen then drew my attention by tapping my bottom with her crop. “Are you ready Alice? And then it began. Swish, and searing pain, then another and another. I couldn’t move or escape the searing pain. Swish, swish, swish. Diane could hear clearly as she called out “Oh, yes Steve, fuck me harder - Karen whip Alice harder. Harder and faster.“ The pain was agonizing and unrelenting until I was on the verge of passing out. Steve had remarkable stamina because his thrusting went on and on and on until I finally heard Diane call out that she was cumming, and Steve said he was cumming too. Simultaneous orgasms. Nobody could have doubted how well Steve had fucked Diane and how much she had enjoyed it. I was so glad that Diane had cum, as it meant that the whipping stopped.

Melanie was still filming my bottom. “We’ve got some great footage girls, but just look at poor Alice’s bum - look at the welts, and Karen’s drawn blood too!“

The girls freed me from the frame and laid me down face up on the floor, the cold floor soothing my burning backside. My head was placed between two pieces of wood and straps secured over my forehead and neck, my arms, wrists, shins, and ankles. These were anchored into the floor and left me with very little movement. My head I couldn’t turn at all. Jane inserted a device into my mouth which held my mouth open. Diane then entered the cellar, hand behind her back. “Alice, that was unbelievable. The sound of the whip, your cries, and your obvious suffering, all added to my pleasure, and all because you wanted me to orgasm so hard. But don’t worry, I believe in giving as well as taking - here’s your reward.” With that, she held out her used condom and lowered it into my restrained mouth. “Can you taste me on it, sweetie? See, I can treat you too! But don’t forget Steve.” And with that she upended the condom and putting her fingers together, she squeezed the contents into my open mouth. Karen and Melanie had their phones out and were taking pictures. “Isn’t that yummy Alice? The texture, is nice and slimy and salty tasting wouldn’t you agree? I want you to swill it around your mouth so you can savor it like a good wine!” I’ve never tasted my cum, any man’s cum before. It disgusted me, but I had no choice. Melanie removed the open-mouth gag and before I could attempt to spit the cum out, pushed the squat penis-shaped gag into my mouth and locked it in place. “It's your choice Alice, you either swallow Steve’s cum or you can savor it all night.” And with that, they all left the cellar laughing, once again leaving me in the darkness with my thoughts.


to be continued