Training Annalise Ch. 04 – BDSM – Sex Story

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Annalise took a last look in the mirror. The royal-blue bikini with string tie bottoms was a sexy one, indeed, especially as it really showed off her prominent butt. Her friend, Veronica, had once commented that they should run a pic of her ass in this bikini, on some internet sites with a ‘Hungry Butts’ section, but that was never Annalise’s thing. In fact, she had been too shy to wear this in public, and it surprised her that her ‘Old Man’, so to speak, knew about it. The workers had the glass in the front window and that was great; she was just thankful that they weren’t around to leer at her. Her nipples were protruding in the strapless top, and it was a bit unnerving. She knew she looked hot in this, but what was unnerving, was that she found herself a tiny bit excited as to what the day might bring, and she did not know why.

Jason Roberts was pleased to see his sex-toy coming in through the garage. He opened the door for her, and she scooted right in. It was all the time good to see a girl who was prompt. It again spoke to her willingness to become a sub. This time, he led his toy back to the ‘front’ room downstairs. It was basically a bedroom he had turned into a library of sorts, with lots of books, and a comfortable leather, reading couch that pulled out into a futon/day bed. The best part was that the room was quite open, with a beam ceiling, and the overhead skylight gave it a lot of natural light, yet maintained privacy–just what he wanted.

Annalise asked, “So, I am curious–“

“At what I said regarding increasing the intensity of your orgasm?” he replied, cutting her off.

“Yeah..buh-but…” she stammered.

“It was the ropes,” Jason simply said, then added, “well, not really the ropes, they were the conduit. What I really did there, was to allow the two of us to do a ‘Power Exchange.’ And so now, you are here not only because it is our agreement, but because you want to learn more, right?”

Annalise looked just a tad stunned, and simply nodded.

“Well, it really starts with trust,” he told Annalise. “And that is what you offered me yesterday, and the result was, I think you’ll agree, pretty intense.” Seeing her smile, he continued, “The smile confirms it…”

To which, his pet blushed.

“…So that was a first step. Your being prompt today is another small step.” As he said this, he walked her into the room. “So that is what we are going to concentrate on today, increasing the intensity. Now take my hand…yes, good, and face me…Good. Now take a deep breath, then concentrate on taking normal, but very-full breaths.”

As he instructed, Annalise faced him, holding his hands. He would ever-so-slightly squeeze her hands when he inhaled, and release as he exhaled. In just a minute, their breathing was the same, and there was a natural ‘link’ established between them. Good.

Annalise had really wondered most of this was just bullshit, but she was shocked, when this older man seemed to know what she was thinking, and in truth, she was curious. Annalise had mentally become okay with selling herself, and she knew that meant she was gonna have to have sex a few more times. But she had to admit, the old guy knew what he was doing; so if it could be this good a few more times, she might as well go with it. Also, the breathing did help her relax. As she followed his requests, she felt herself seeming to just release mentally, and relax into the situation, and allow it to happen.

“Okay,” Jason said, seeing that his toy was looking quite relaxed, “the first thing that I want you to understand is that at any time, you can say ‘STOP’, and we stop, got that?” Seeing his pet nod, he continued, “I am wanting to get to know you on a deeper level, so during this time, I want you to be very comfortable with me, not just seeing you partly dressed or nude, but with me touching you, as well.” As Jason said this, he now stepped closer, and ran his hands first across her shoulders, down her arms, and around her back. He made a few whispered compliments of her body, also ‘tickling’ a little mole she had near her hip.

“Remain still.” he said, in a low tone, and continued.

Jason took his time, enjoying her body, running his caressing hands across her stomach, her back and hips, and her incredible, perfectly-round ass. He followed the lines of her bikini bottom, over the hip, just stopping at where he could feel her pubic hair. Coming back around to the front, he could see her nipples were much more prominent now. Good.

Annalise had to admit, there was something alluring about having this man pay such close attention to her body. It would normally have just been creepy, but the time talking, then relaxing, really made it easier to accept. The boys she’d had before had never made nearly such an attempt to pay attention to her on a deep level, and so she just kept the same breathing pattern going, enjoying His presence, His link, His touch. Looking down, she smiled, seeing the bulge in His shorts. Even if nothing else, it was hands down the thickest one she’d ever had, and the wondered of it stretching her, made her lust. As He came back around, she rubbed the large bulge and asked quietly, “Can I help you out of these?”

Jason knew his smile spoke his thoughts, and he allowed Annalise’s hands to unbutton and remove his shorts. His pet knelt as she pulled the shorts, along with his boxer-briefs off. She had a hold of his Dick now, and like all the time, here it was at three-quarters hard, but watching her as she ran her lips along the side, then use her tongue on the head, made him want to throat-fuck her again. But if he were to remain in control, he could not let that happen, so with great reluctance, he stepped back and pulled her away, coyly waving a finger.

Jason then stood her up, and, sitting in the lone, overstuffed leather chair in the room, he quietly told her to turn slowly, and show herself off to him. Wow, Annalise’s body had yet to experience the ravages of time, kids, and the like, and those few extra pounds just made her that much more sexy. Her tummy was still mostly flat, and that lower back transitioning to her ass was really something.

But the best was when she leaned forward, and through that opening at the top of her thighs, he could see the bikini bottom straining to cover her pussy, replete with a dark, damp patch–it positively made his mouth water. As Annalise showed off, he reached into the decorative urn he had beside the chair and removed one of several coils of rope. It was time to start.

Annalise’s lust increased, after only getting a mild chance at His manhood. Maybe there was something to this, as her lust was certainly peaking. His dick, that she found herself desiring, had ‘leaked’ a bit and He had a certain taste, and she found herself wanting it. It was not like her to wait for much, so being denied, just increased her desire. Annalise tried to keep her mind to His pace, as it seemed to work so well before, and He taking his time with her, made her feel quite ‘special’.

She smiled wide, feeling oddly excited, as she saw Him again drawing out a coil of the black rope. Kneeling as instructed, facing away, she liked it as he tugged down her bikini top, and felt the soft, yet firm, ropes wrapped ’round her arms. As He tugged and gingerly snugged the rope, she felt her chest being thrust outward, and hoped He would give her swollen nipples the attention she desired.

‘Yeah, she’s a natural sub,’ he told himself. Annalise was doing everything he wanted, exactly as he asked. To prevent ‘rope burn’ or pain, he wrapped a few coils ’round a bicep, then over to the other side, then down to the forearms, just as on the biceps. Jason took his time, moving with deliberateness.

“Now pet,” he said, “I’m going to give this a little tug…” and he did so, drawing her arms closer. “Pain…? No…? Good.” He continued, “Now this,” as he wrapped over her shoulder and across her chest, “will hold your chest out,” as he did the other side, crossing the chest in an ‘X’, then used a modified ‘electrician’s loop’ to hold her. His pet was dependent upon Jason for support, so he carefully turned her, having her sit on the corner of the ottoman. “Yes his little pet, just like that…” he told her, as he took one of the wonderful almond shaped nipples in his mouth.

If there was one thing that Annalise was certain of, it was that she LOVED nipple play. So, when this Man took one into his mouth, it made her moan out loud. She could feel him suckling it, and when he ran his teeth over it, then made a ‘flick’ motion with his tongue, it made her whimper. The best part of it was, as He did this, he kept one hand firmly on the small of her back, and with the other, he pinched and pulled her other nipple. His method of binding her was firm, without being painful, and it forced her shoulders back, thus forcing her breasts to be pushed out, not that she took any prompting.

Annalise wanted this Man now, damn her lust. Again, it was that magic combination of the resistance of the rope, combined with His very-deliberate actions that got her this way. He was really tugging and twisting her nipples, but she was loving it all the more. “Ye-Ye-Yess-s-s…” she heard herself saying, in between her little whimpering moans. She relaxed, and let the feeling of giving herself to Him swallow her. She was sure her bikini bottoms were showing her wetness, but she didn’t care.

His pet was really enjoying having him suckle her nipples. Damn they tasted great, and oh how he loved to suckle a woman’s nipple. Annalise’s weren’t small either, unusual for such a petite woman. They were the size of almonds when she was excited, and she was REALLY excited. He released her nipple, and raising up, he kissed her, and she accepted his tongue in a genuinely-hungry manner. As they kissed, he twisted and pinched her nipples, and her moans told him that her threshold was higher than he could have hoped for. She was entering ‘Sub-Space’ then, he was sure–and that was right where he wanted her to be–as he slid his hands down, and began to pull the ties that held her bottoms in place.

As his toy was still bound, he basically changed positions with her; she was in the chair leaning back, but he had partly released her arms so they were not so tightly held, so she could use them for support and would be able to place weight on them. Jason stood between her knees, with his leaking dick rubbing her thighs. She looked up at him with her chin tucked, displaying her doe eyes, and silently mouthed something that looked like ‘please’, and he rewarded her…by dropping to his knees, wrapping an arm under and around each thigh, and powerfully pulling her close and splayed open. He moved his suckling tongue and mouth to her waiting, reddened clit.

Annalise was certain that she was about to get her sex stretched, and the truth was, she was wanting it. Actually, truth be known, something deep inside her was actually wanting and looking forward to it. But yet again, this Man surprised her, there really was something to these older men! Feeling Him wrap his arms ’round her and pull her down, opening her thighs, her will be damned–was intoxicating. The Man, HER Man, was taking control, and she loved it. If that wasn’t enough, feeling Him taking her aching clit was incredible!

Annalise inadvertently kicked her legs and called out with a genuine scream in reaction. She could feel his tongue swirling her clit, and his teeth pulling her pubes. “Ah-Ah-AHHH!” she called out, in excited response. Her pussy had to be gushing, she had never been treated like this! She was practically sniveling, as she heard him instruct her to not cum without His permission. How the hell was she gonna do that? She nodded, then winced as she tried to control her lust, which was growing exponentially. Not only was He suckling her pussy, He began using His fingers to play with the outside of her vagina. The rope and His taking total control had now engulfed her, and she went willingly. Her hips were starting to pump on their own, and through her moans, she managed to get out, “I-I’m…I’m f-f-fee–“

Jason had played his cards well, and he had, indeed, proper control of her. He figured she was getting close, so he immediately let go of her clit and vagina, leaving them wanting. He stood. Annalise was totally submitting to him and understood completely, as he only had to slightly lean in, for her to happily take his cock in her mouth. Jason’s pet was leaning back on her elbows, and used this position to rock back and forth, as she held his dick tightly, pumping her mouth up and down his shaft.

While it certainly felt wonderful, he just did this to break her mind away from her impending orgasm; she wasn’t gonna do that until he allowed it. Pulling back, she continued the suction until the very moment that his dick popped out. Jason looked down at this woman under his control and smiled, as he again took his place between her knees as before, again reminding his pet that she was not to cum until he allowed it. He kept eye contact with his knowing smile, as he lightly brushed his fingers through her locks covering her mons, again stimulating her pussy. S-l-o-w-l-y, he moved his head back to her, and he noticed she raised her hips to his mouth.

Annalise was all but dumbfounded that He stopped when he did, but as she took His now-delicious cock in her mouth, she understood what He was doing. She was in that ‘floaty’ Sub-Space, and her Man wanted her to remain there. Still, the feeling of his girth expanding her mouth, and then the feeling of His uncircumcised head on the rear roof of her mouth was a pleasure unto itself. She began to move her body to pump it; the floaty feeling was there–and it was wonderful.

Then, He pulled back…wha–?

Annalise nodded vigorously to His command to not cum without his permission. She very much wanted to give this to him. She was smiling knowingly, as he lowered his face to her sex again. As she felt herself again being stimulated, this time with just His fingers, she found herself moaning and writhing in her erotic comfort, a mental place of pleasure reserved for them both. Annalise simply enjoyed being in that moment, that place, that mental feeling. From deep below her, she could feel the pressure building, and she wanted to ignore it, but it was very much there. She waited for her Man to step in and take control–Annalise was happy to let Him.

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