Their next excursion into discipline above and beyond simple spanking occurred about three weeks later. It started out a little differently in that he procured her agreement first and escorted her himself. As they rose from the dinner table he said, "It's been a while since we spent some time together in my special room. Are you up to visit?"
She smiled as she shuddered in fearful anticipation and nodded. He held her in his arms and continued, "You'll not only suffer considerable physical discomfort but I have other plans that will further test your submission. We'll spend the night again but there is too much work piling up in our office for us to relax very long in the morning. Go into the library and wait."
She kissed him and put her head down as she left the dining room. Once in the library she wasn't sure what she should do. He hadn't told her to take her clothes off but maybe she was supposed to know that she should be nude before Jason came for her. No, she was convinced he would have instructed her to be naked if that was what he wanted. He was, after all, a very meticulous man. But should she sit down and read a book? No, that would never do. It would appear too nonchalant and besides, she was much too nervous to focus on the words. She could stand in the corner but she wasn't really being punished for anything although she knew it would be hard to convince her bottom of that fact before the end of the evening. She nervously walked along the shelves for a minute looking at the titles she had memorized months ago.
At last she gave up and stood in the center of the room facing the door. She tried putting her hands on her head the way she did during her famous nude walk through the house but felt silly. Then she put her arms behind her back to push out her chest like she did the night he stripped her in this very room in front of the whole staff. That didn't seem right either and she let her hands hang at her side as she wondered what instructions Jason would have for her and if she was destined to get her first spanking before leaving her present location. Maybe she should be bending and holding her ankles or leaning over something so her rear end would be readily available. But to do it right she should also have her dress pulled up and her panties down and there she was back to the issue of should she take off any of her clothes. She guessed she could have the underpants pulled down a little so they wouldn't technically off. Nothing she did was going to get him to go any easier on her but if she was going get a spanking she could be a little cooperative. Then she remembered that he had said nothing about what was going to happen and she should probably wait to see what the plan was before she did anything but the question of how to wait was still unanswered.
Further worry about the proper position became moot as the door opened and to her surprise it was not Jason but the one who told her to wait in the first place. He said, "Jason and Sally are getting the room ready. We'll go there shortly. By the way, they're going to join us this evening."
Alice didn't know what to think about this revelation and didn't have much time for conjecture as he unzipped her dress and pulled it forward so the top part slid down her arms to her wrists but not off. Her slip was a little tight coming over her chest as he pulled it down to her waist also. Her arm movement was limited but there wasn't anything she had to do so they hung uselessly as he unhooked her bra in the back and raised it up so her breasts were exposed. She sighed as he stroked her and the door opened again.
The maid she who had gotten spanked a few weeks ago entered, curtseyed and said, "I've brought those things Jason said you wanted Sir. Oh! Good evening Ma'am. Am I interrupting something?"
Even though Alice had been nude in front of everybody in the house twice and had no secrets unexplored by sight or touch, she was embarrassed to be in this partial state of undress. However, except for her initial greeting, the girl seemed to think nothing of the circumstances when her employer answered her. "No, not at all. In fact she was just getting prepared for the you and the items in that bag."
The first two little things he took out were familiar to Alice but the young maid had never seen anything like them before. She watched in fascination as Alice's nipples were kissed, nibbled and pinched to provide ample extension so the tiny clamps could bite down and maintain a good grip. On seeing Alice's expression the girl stated the obvious. "That look like it hurts."
Alice assured her that it did and added that it would only get worse until the one who put them on decided it was time to take them off. Speaking of him, with the help of the young lady he put Alice's clothes to rights so she was again modestly covered and you could barely make out the extra little bumps through her clothes. However, her face told a different story.
The same sweet face also didn't like the next thing that came into view. Although she had a small romantic attachment to his paddle she wasn't too keen on it showing up outside of the soundproofed room.
He turned to the maid and said, "I'm sure you agree that when Jason punished you it was well deserved."
The girl nodded and he continued, "I'm glad you feel that way. Keep that attitude. However, when Alice gave you another swat it was not part of your chastisement but a whim of hers. I remember you saying your slap on her bottom was not comparable since you had already undergone a relatively severe spanking. I concur with your opinion. I feel you should know I spanked her long and hard after we left you so I'm sure her bottom was eventually as sore as yours was by the time we went to bed. But that was then and this is now. It is my intention to let various members of the staff have a turn at giving her more than a token swat. Since you were the first one she put her hand to it is only appropriate that you be the first one other than Jason or me to give her a proper spanking. It goes without saying that we can strike much harder than a little slip of a girl like you so I want you to use this paddle instead of your hand. You can sit here and she will raise her dress and get over your lap. You may have the honor of taking down her panties and then you may spank her until I tell you to stop."
With sparkling eyes the girl sat down and with tearful and dejected eyes, Alice did as he commanded. Unfortunately, the lap in question was so small Alice barely fit and it was obvious that the spanker wouldn't be able to hold her in position even with Alice's cooperation so a change in their relative positions was necessary. Now Alice was on the chair or at least her hands were. Her dress was gathered on her back and the only thing that stood between her and the paddle was thin and, of course, sexy. Do I need to say it didn't stay covering anything significant for long? I didn't think so. Now Alice was the picture of loveliness. He bare bottom was waiting to feel the first sting and her face was a mixture of apprehension and discomfort from those two little biters under her bra.
The first swat landed and it was tentative at best but with encouragement from the other one still standing they got better and better. Or worse and worse depending on whether you were looking at the seat of the chair or looking at the seat of Alice.
The one attached to the prettier seat knew better than to stand up when he called a halt to the proceedings so she didn't see the last two items from the bag. But it didn't take her long to figure out the next part of his plan as he explained that the funny looking object was designed to be put into Alice's rear end and the flared base and thick top would prevent it from being ejected. Not that it gave her any great pleasure but it was a small relief when he said the other thing was a tube of lubricant to make insertion a little easier. Of course, he was referring to how easy it would be for the one putting it in. The comfort of the one to be impaled was not the primary objective. Alice couldn't see how large it was but she could feel it and it stretched he going in until the ever so slightly thinner section arrived and the flared base was touching her.
Satisfied with the result, he had the girl pull the half-mast panties back into place and Alice was allowed to rise. She was not a happy camper. Her nipples was hurting, her bottom felt like it was on fire and she had what felt like a two-by-four embedded in her. Nevertheless, she was obedient and curtseyed to thank the girl for beginning her night's punishment. She got a perky, "You're welcome Ma'am." and the maid was dismissed.
Alice looked at him and asked, "I'm wearing this thing in me to get that part of ready for something else, aren't I?"
He nodded and she should have kept her mouth shut because she probably would've been, if not happier, at least a little less concerned if she hadn't asked her next question. "Will it be one of the rubber things or will you want to use that entrance."
Actually, it wasn't the question that was so bad it was the answer. "Neither, it will be Jason who takes his pleasure in that manner with you."
Her jaw dropped open but she was speechless as he held out his arm. Her head hung in shame and humiliation at the thought of another man using her for sexual gratification but there was no arguing against it. She took his arm and he escorted her to their playroom. Walking was as difficult as you can imagine and she now had the added baggage of knowing a little of what lay in store as well as the paddle he made her carry. She had no doubt but that she would feel it again before this visit was over and, to be sure, a much stronger arm would wield it. In all likelihood, it would be the arm she was now holding onto for love and support but then again, she couldn't be sure of anything except that it was going to be a long night.
The first thing Alice noticed when they arrived was Sally. Her attire, if you can call it that, consisted of leather cuffs on her wrists and a matching set on her ankles. The spreader bar was attached to them to facilitate her repeated self-insertion of the two rubber toys. Judging by the state of her bottom she also had gotten her first spanking of the evening and it looked like it had been a good one.
For a moment Alice forgot her own problems and it felt perfectly natural to have two men remove her clothes. She grimaced at the conflicting sensations of relief and renewed pain when the nipple clamps came off but the plug in her bottom stayed in place. She was sent to the table to put two other sets of cuffs on herself and when she turned around to look at Sally from this side she saw the other pair of nipple clamps in use.
That's about the time she remembered how she felt performing the forced masturbation as she watched another female bottom receive painful attention. The chair strategically placed in front of her friend and Jason sitting down let her know she would be fulfilling a similar function in this reversed role scenario. But there were a few minor differences. First, her bottom was already quite red so there wouldn't be much change in color and second, she still had that rather offensive thing implanted in her back door.
Eager to provide his girlfriend with the added impetus, Jason wasted no time peppering Alice with spank after spank. When his hand inadvertently landed on the butt plug it not only got an extra rise out of Alice but also was an unpleasant experience for his own fingers. To prevent further discomfort to his hand he slid her a little farther over his lap so her thighs became the focus of his efforts. The serving girl had neglected this area earlier so there was some pale skin reddened after all. Alice wasn't quite to the screeching level but she did cry a lot and prayed her friend would finish her job so Jason could end his.
Since the butler was occupied it fell to the other man to keep Sally from falling as she let everyone know she had accomplished her assigned task. Nobody was happier for her than Alice. That is until she stood on unsteady feet and saw her most recent spanker unzipping his fly and picking up the lubricant from the table. She meekly got down on her knees and rested her elbows on the floor. He gave her some tissues and she used then first to wipe the tears from her eyes and them to wrap the plug when he took it out.
She wasn't empty for more than a few seconds. The intruder she wore from the library had done its job and the real thing entered with little trouble. Alice may not want to admit it out loud but it was not an unpleasant experience. Her sexual need had been building from the moment her lover suggested a special visit and the small pain from the clamps, the humiliating paddling she got from the maid and the walk with the butt plug increased her desires. This last episode did nothing to decrease her cravings. When Sally got spanked while Alice was masturbating last time it was very exciting and despite how much Jason's hand hurt, she found the opposite true this evening. Seeing Sally's expressions and gyrations while getting her own hindquarters spanked was also arousing. The shame of being given to another man for his pleasure was almost overwhelming but she was happy to be showing her total submission.
Who was she kidding? She wanted sexual contact so bad it didn't matter who was attached to the wonderful thing inside her. This method of intercourse wasn't her favorite but it was close enough so it wasn't long before she felt her orgasm crashing over her. She was still riding the wave when he found his goal. Before she knew it she was rolled over and a very familiar face was looking down into hers while an equally familiar part of him made good use of where he found the most pleasure. She kind of liked him there too.
Jason washed himself, unhooked the spreader bar from Sally and removed her nipple clamps while the other two were busy on the floor. When they came up for air Jason and Sally had set out refreshments for everyone. Once again, the men enjoyed watching the uncomfortable squirming of two sore backsides on hard chairs and one of them couldn't forget that the man who usually saw to its agony in this room still hadn't touched her. That was yet to come.
The wait wasn't a long one. After a quick trip to the bathroom Alice was standing in the center of the room. A panel in the ceiling she never noticed before was open and a steel cable with a ring at the end was hanging down. Her wrist cuffs were hooked together and then to the ring on the cable. Long ropes went from her ankles to the heavy table on one side and the bed on the other and were pulled tight to stretch her thigh muscles. Then the cable was wound up into a winch in the ceiling till her feet, stretched as far apart as they could go, were lifted an inch off the floor but it might as well have been a mile.
Sally approached her and mouthed, "I'm sorry." Alice managed a smile and a nod as if to say she understood and arched her back to present her chest for manipulation and the little silver clamps. Then Sally was strapped face down on the table so she couldn't see her friend. Alice was whipped with a thin strap from her waist to her knees. Both front and back and everything between. Unlike the time he used the riding crop on these areas, he did not neglect the place `where a girl should feel nothing but pleasure'. Although Sally couldn't see what was going on she could certainly hear it and each screech sent shivers down her spine. To keep her mind off her friend's troubles, Jason stood behind her and gave her an occasional swat with the paddle, the riding crop, the tawse, and a few with a cane for good measure.
The fellows left Alice hanging in more ways than one and it was Sally's turn to give herself to someone other than Jason. He was not neglected however. He sat in a chair and Sally had her head in his lap with her delightful mouth wrapped around him. Her legs were straight and a few feet apart as the other man used a more traditional entryway. Not everybody in the room was having a good time but three out of four isn't bad.
The three engaged in the more strenuous activity finally finished and Sally was sent to remove the clamps from the fourth. However, Alice was not released from the cables and ropes until the room was straightened up and Sally fully dressed. Only then were Alice's ropes removed and the cable lowered so she was free again. Jason took her cuffs and while he stowed them and closed the closet door she was carried to the bed. She was sore all over but determined to use all her feminine wiles and skills to get the now naked man into the mood to give her the sexual attention that rightfully belonged to her.
She was successful and fell asleep satisfied.