Battle of Wills 1 - Retraining the sub

by Denys Jennifer

  “Really?”

  “Yup. Now the good thing about many plugs, including this one, is that they have a tapered tip to enable easy penetration. Much easier even than a finger, let alone the broad head of a cock.” As he spoke softly to her explaining the process, he had placed the well-lubricated tip to her hole and pushed in a tiny bit. “Now, my love, it will help you enormously if you bear down as if pushing it out, like you would go to the toilet.”

  “Whaaat?”

  “Ah ha. It works. Trust me.”

  “Okay.”

  She sounded very uncertain, but did as he requested, and, as she bore down, it opened up her sphincter enough to enable him to push the plug in an inch. Not much, but enough.

  “Oh!”

  “Well done, sweetheart. It’s in. Not all the way, but it’s a start. What’s the number, Ann?”

  “Um, pain-wise, it’s probably about the same, although the arousal has dropped.”

  “I know. That’s down to anticipation of pain. When you get used to it the arousal will climb.”

  “When I get used to it! This is the one and only time, believe me.”

  He swatted her butt reasonably hard to remind her who was the “top” here. Unfortunately, just as Ann started to relax, some raucous laughing came from the other side of the curtain, and someone stumbled against it nearly pulling it open.

  Shit! All his hard work went out of the window in one fell swoop, and her body was rigid with fear. “Ann, no-one is going to come in here. It’s just you and me. Relax for me and bear down again.”

  Nothing happened for several moments.

  “Annabel!”

  “I—I can’t. Please, Luke. It’s a ten.” She was shaking violently.

  He left her and swiftly moved to her head. Deciding that humor might work he smiled. “Hey, you might want to rethink that ten. You’ll look jolly funny walking out of the club with that plug sticking out your backside.”

  Her giggle through the sniffles gave him some relief.

  “Can you move that down to a nine at least, please, and let me try one more trick.”

  “God, you never give up.”

  He grimaced. If he had never given up he wouldn’t have ever let her leave the church. Taking her comment as affirmation, he returned to his previous place between her legs, and, undoing his jeans, he took out his cock, which was pretty hard, and swiftly donned a condom. Running his fingers over her clit, he started to rub her, moving down to gather some of her moisture, before returning to his ministrations to build her arousal. When she started moaning he guided his cockhead to her pussy and pushed in. As he moved inexorably inside her, he gripped her buttocks on either side of the plug, and bending forward he started to push the plug with his body. It inched in gradually.

  “Oh, Ann. You feel so tight. So wonderful. Jeez. I’ve missed you.”

  Stopping when it was in a few inches, he decided that was far enough, and leaned back so that his weight wasn’t on the plug, but instead thrust into her pussy, which was clenching around his cock, before stopping.

  “Eeeeeeee. Ahhhhh.” Ann stopped moaning to gasp a deep breath. “Oh God, Luke. Please, more.”

  “More what? More pussy or ass?”

  “Pussy.”

  “Ah, but therein lies the rub. I will only move in your lovely vagina if you bear down and let me push the plug in a little more.”

  “I hate you.”

  Not wanting to let her get away with that one, although knowing he had provoked the comment, he reluctantly started to pull out.

  However, he was stopped by Ann’s muscles gripping his cock, and her anguished cry of, “No, please. Master.”

  His body then took over from his head. Plunging back inside her he started to thrust in and out almost involuntarily, his body delighted to be making love to her again, aware that it was so much better than he remembered, relishing her cries as he moved in and out getting faster and faster.

  “Luuuuuuke.” Her yell as she climaxed echoed in his ears as he felt his balls tighten heralding his own imminent orgasm. Holding tightly to one of her hips, he had enough presence of mind to take advantage of the moment and push the plug in to the hilt, before his cum spurted into the condom.

  His trembling legs threatened to give way, so he pulled out and rested his hands on the edge of the bench, while he recalled in horror that he had had no intention when he took her on as a sub of ever making love to her again.

  Chapter Ten

  Her body was still tingling from Luke’s lovemaking when Ann arrived at the club three evenings later and walked up to Luke—and not just her body was in a heightened state, but her emotions swung from sheer bliss to despair that he didn’t feel the same way about her. Another part of her was worried what he had in store this time. The episode with the butt plug, although he had coached her through it extremely well, had been nerve-wracking enough. It had been quite a rollercoaster since Luke had arrived back in her life. But she wouldn’t for anything have returned to the start and taken Sean’s offer to refund her subscription and miss out on being with Luke.

  When Luke took her into the public area again, her nerves shot off the scale, and she stood by his side stiffly while he talked to Master Grant, whose sub, Esther, latched onto her Dom’s arm rubbing her body against his. Although Esther wasn’t one of Ann’s sub friends, she didn’t have anything against the girl, although she found her a bit arrogant. This was a behavior which seemed somewhat at odds with being a submissive.

  “Are you coming?”

  She jerked her head up, having been lost in her thoughts, and saw Luke was several feet away holding his hand out. She hurried over to him. Her initial instinct was to ask him where they were going, but she was just relieved they were leaving the public area. And, besides which, she had been told off before for asking that question as it came over as somewhat controlling. Ann silently smiled to herself. In the past she wouldn’t have thought twice about asking.

  He led her into the corridor to the private rooms, and she noticed that Grant and Esther were ahead of them. Expecting Luke to lead her into one of the other rooms, she was startled when they followed the other Master and sub into the same room.

  Ann couldn’t stop the exclamation which came out of her lips this time. “Why are we here … Master?”

  All she got was a look of disgust and no response. She flushed, knowing she shouldn’t have asked, but she wanted very much to know what was happening.

  As Grant told Esther to remove her corset, thong and thigh-high boots, he began to shuck his own clothes. Ann swallowed nervously, and her palms began to sweat. Suddenly Luke left her in the middle of the room and moved to sit down in an easy chair. Ann trembled, and looked at him appealing silently for her not to be the center of attention.

  She breathed a sigh of relief when he seemed to acquiesce and gestured her over to sit on his lap. Meanwhile, Esther, had moved to lie on her back across the bed, and Grant was kneeling on the edge pulling her legs over his shoulders. Both of them were naked.

  Luke clearly took pity on Ann and explained. “You said you liked watching a scene. Well, that is what we are going to do. Now sit still.” With that he wrapped his left arm around her waist to pull her tightly against him, leaving his right arm free to caress her stomach.

  Ann didn’t know what to concentrate on first, Grant performing cunnilingus on Esther, the latter’s whimpers and moans of delight, or Luke as he gradually pulled the laces of her red front-laced camisole out of their holes, so he could part the two sides, baring her breasts to his gaze. She darted a quick look out of the corner of her eye and saw he was looking at her instead of the couple on the bed. He caught her gaze, and she trembled. He was smoldering with sex appeal. She never remembered him being this desirable in the olden days, and a shiver went through her.

  “I brought you in here to look at them.” Luke nodded his head at the couple on the bed.

  “It’s a bit difficult when you are doing what you are doing, Sir,
” she whispered lamely.

  He chuckled. “Concentrate.”

  She turned her head back as Grant started to change places with Esther. Ann frowned. She didn’t remember hearing them climax. Or maybe she had been too caught up in the moment with Luke. Although looking at them, she noticed Grant was very erect still.

  Grant now lay back on the bed with his legs bent, while his sub knelt between them and eagerly latched onto his straining cock.

  Ann trembled again. She wasn’t sure if it was because of what they were doing, or because Luke decided to tweak one of her nipples. He then swapped hands, and the one around her waist moved up to fondle her breast, while the other one dipped down to tug her tight skirt up over her hips before moving her thong to one side so he could press his fingers into her wet folds. She definitely knew then that she was quivering because of his ministrations as her eyes could hardly take in what was happening on the bed. She gave up and closed them, tilting her head back onto Luke’s shoulder and groaned as he fingered her throbbing clit.

  “I think that’s enough.”

  She nearly cried out in frustration as he sat upright, pushing her forward as he removed his hand from her nether regions.

  Somewhat surprised, she was even more astonished when Grant asked, “Ready now?” Why would he be querying if she was ready?

  “Yes, I think so.” Luke then pushed her to her feet, and stood up himself. Presuming they were about to leave Ann stepped forward a pace only to be hauled back as Luke started to unzip her skirt dropping it to the floor at their feet. He then started to pull her top off.

  “Luke?” she questioned softly, confused by what was happening.

  He didn’t answer her, but continued to undress her in front of the other two, who, Ann noted, had stopped what they were doing and were lounging on the bed full length watching her instead. She choked back a cry of panic, but Luke must have realized as he shushed her, taking hold of her chin to bring her face up so he could kiss her. And boy, did he kiss her. His tongue plunged into her open mouth as he sucked her lips, their tongues clashing. Jeez. She never remembered him being this good.

  The kiss only lasted a few moments before he lifted his head and started to remove his own clothes. She watched for a second or two relishing the sight, taking in the differences in his body, before she remembered the two on the bed. Finally she asked, “Luke—Master Luke, please tell me what is going on.”

  Relenting he said, “The next phase in your training is to get used to more than one person touching you at the same time. This may go as far as sex—we will see. Hence I have arranged this foursome with Grant and Esther.”

  “Esther is getting involved as well!”

  “Yup. You got a problem with that?”

  “I’m heterosexual.”

  “Hell, girl, so am I,” came the response from the girl on the bed.

  Ann swiveled around to stare at her. “You want to touch me?”

  It was Grant who answered. “Oh, she’ll do anything I tell her to, but in all honesty, Esther loves all forms of kink including ménage scenes with any number of people and gender.”

  Standing there stunned, Ann was unable to take this in. But when Luke placed a hand on her back to push her forward toward the bed she balked, refusing to move, her body tensing.

  “Annabel,” Luke said firmly as he pushed even harder.

  She didn’t budge, just looked at the two waiting, slightly impatiently, on the bed.

  Luke then turned her to face him, and held tightly to her shoulders bending his head slightly. Now she wasn’t wearing her shoes he was so much taller than her. “Are you saying your safe word?” His voice was harsh.

  Ann’s mouth dropped open. Was this what he was waiting for—her to finally chicken out? To get his own back for what she had done to him all those years ago? She stared at his eyes intently trying to ascertain whether this was true or not. She became very conscious of the fact that she had to go through with this, or lose him—probably forever this time, and that didn’t bear thinking about. Her heart beat rapidly. But could she do what he asked? Was she brave enough? It wasn’t that she’d had any bad experiences. She’d had no experiences with ménage other than one brief attempt, which hadn’t gone further than some touching. The intensity of the sensations had frightened her.

  Looking at the other two once more she quietly said, “No, I’m not saying my safe word, but I—I just haven’t really done a ménage scene before, or even been with a woman.”

  “If you don’t want to do this you know what to do.”

  Giving him as determined a look as she could she said, “I’m doing this, but I think I just need some guidance. Please, Master.”

  Luke stared at her for what appeared to be several minutes as he attempted to judge her sincerity, and then he turned her toward the bed. “Very well, I will explain what is happening as we go. But now get on the bed next to Grant. Esther, I’d like you to sit, or lie, at the top of the bed, touching, caressing, fondling as you wish. Are you okay with that, Grant?” he asked the person who normally directed Esther’s movements.

  “Sure. What would you like me to do with your lovely sub?”

  Ann, who was in the process of clambering onto the bed, halted in mid-kneel. She had thought that it would be Luke doing all the main bits with the other two just touching. However, Luke then swatted her backside to make her move, and gulping down a moment’s panic, she lay as he directed, and Luke came up on her other side having finished shucking his own clothes.

  “Well, I think we can start off with both of us fondling Annabel. In fact, Esther would you get a blindfold out? I think it will enhance the experience if my sub doesn’t see who is doing what.”

  Oh God. This is so outside my comfort zone. She was panting heavily by the time the blindfold was wrapped around her. She glanced over to Luke to let him see the extent of her anxiety, but he simply smiled at her.

  She reached up to touch the blindfold when it was affixed, but Luke said, “Uh-uh,” and she dropped her hands guiltily, although she wasn’t sure what to do next. Luke made it clear. “Keep them over your head. Esther, there are probably ropes of some sort attached to the bed. Can you tie her wrists, please?”

  “Sure can.” The eagerness in Esther’s voice worried Ann, but her fears took another direction when she felt the man on her right touch her pussy. That was Grant. Ann trembled almost violently, but then Luke leaned forward to take her left breast in his mouth, sucking her nipple, pressing it up to the roof of his mouth. Meanwhile, Esther finished tying her hands, and was bending over peppering kisses over Ann’s face. When she reached her mouth and ran her tongue along Ann’s lips, Ann jerked her head.

  Luke was the one to reassure her in a soft voice. “Shh. It’s all right. No-one is going to hurt you, not while I am here. We’re back to trust again.”

  Hell, he’s right. Taking some deep breaths she forced herself to relax a little, unclenching her hands at the same time.

  “Okay, guys. Here’s what I suggest. We all come off the bed, and then rearrange ourselves, so that Annabel doesn’t know who is where.”

  Oh my God. They wouldn’t. But they all acquiesced to Luke’s suggestion, and she felt the bed dip again as they took their new positions. She guessed she could use her other senses instead. Luke often had a distinctive smell of musk from his aftershave, but Ann frowned as she became aware of the fact that she hadn’t smelled it tonight. Damn. Instead she concentrated on the sounds of their movement, including the rustle of a condom being unwrapped.

  She nearly squealed out loud when a mouth started licking her left breast. When a hand came over her stomach from her right caressing, and a mouth pushed a stray hair from her face to kiss her cheeks before settling on her lips, Ann began to feel drowned in sensation and had to fight down the urge to cry “Stop”.

  As a hand rubbed her clit causing Ann to widen in legs in response, her toes curled into the sheet. The head at her breasts sucked her nipple, and she moaned in
to the mouth of the person kissing her. She could tell that was a man simply because of the feel of his stubble. It doesn’t matter who is who, Ann tried to tell herself, forcing her brain to ignore its natural inclination to work out who was who, and just enjoy the feelings.

  After a few minutes during which hands fondled gently, and lips kissed and sucked, someone pushed her onto her left side, settling behind her. Meanwhile, one of the remaining two moved down the bed to take up position at Ann’s pussy, and she felt them start to lick her folds, sucking her clit into their mouth. The remaining person positioned themselves at her head, and she felt a cock nudging her lips seeking entry.

  Without thinking, Ann automatically took it, but then started to panic when she noted how large it was.

  “Shh, my love. It’s all right. He’ll do it very slowly, and very gently.” Well, she knew exactly who was at her back, because that was Luke reassuring her as he stroked her body, caressing her breasts while she calmed down enough to relax her mouth for Grant.

  Esther, meanwhile, was thoroughly enjoying herself if the sounds of her slurping and moaning were anything to go by, as she pressed her fingers into Ann’s pussy, sucking hard on her clit.

  “Ohhhh.” Ann couldn’t help the muffled cry at that moment, and Grant quickly pulled out to allow her to gain some breath before returning.

  When Luke lifted Ann’s right leg, pushing it over Esther’s back to widen her legs for him, she had a momentary fear that he was going through with his threat to penetrate her anally, but instead she felt his cock nudging her pussy as Esther’s fingers retreated.

  As Esther moved up Ann’s body to her breasts, she felt Luke’s fingers fondling her clit now, and as he started to push in and out of her wet channel, her arousal grew exponentially, particularly when Esther settled down and, cupping a breast, started feeding on her.

  Ann lifted her head causing the cock in it to slip out. “Oh God, Luke, it’s too much. I can’t take it.”

  “Of course you can. Stop trying to control it, and go with the flow.” None of them stopped their actions. If anything her words just prompted them to thrust harder, suck harder, and rub harder. Ann’s body started shaking as she felt her climax climb higher, and finally she came, harder than she had ever had in her life. Her body bucked violently under the three bodies all trying to hold her down as their own orgasms peaked, until she was, at last, spent, feeling incredible, knowing this is exactly what she had wanted with Luke all those years ago, but also knowing that it wouldn’t have happened then. The Luke who could make her do these things now was the one she loved, and trusted.