Pleasing Her

This story contains characters from other stories but is intended as stand alone.

All comments and feedback are gratefully received as I'm hoping the feedback will encourage improvements in my work. This is a work of fiction from the deep dank recesses of my mind and any resemblance to real people is purely accidental.

This story depicts anal sex and the use of restraints, if this not to your liking, please visit some of my other submissions, otherwise I hope you enjoy.

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Mark and Annie had a regular assignation, they were colleagues at the same company. Annie in the marketing section while Mark was also a frequent traveller having to visit customers on a weekly basis. Every so often the two could align their calendars so that they could stay in the same hotel, all be it they only used one bed now. Annie was married to someone who was not very nice to her and her lover Mark more than made up for her husband's neglect, providing some uncomplicated extra marital sex -- on the kinkier side of the spectrum -- which Mark was more than happy to oblige.

It was the kind of relationship that both thrived in and required minimal effort to arrange with no emotional baggage from either party. In Mark's opinion Annie was a real looker, had an ice melting smile, had a cracking body and -- despite her professional outer persona -- was very adventurous in the bedroom. They both brought suggestions to the party and Mark would do his best to fulfil her wishes in as safe an environment as possible.

They regularly played with restraints and Annie never failed to come multiple times whenever she was bound. With anyone else it could be called controlling but with Mark she felt safe and knew deep down his one and only motivation was to provide her with as much pleasure as was possible each time. Above all he was discreet; she could confess her inner most secret desires safe in the knowledge her secrets would go nowhere.

She had wanted to up the stakes for him on todays visit and so had purchased some exotic lingerie for his enjoyment. Mark's expression on her removing her outer clothing had been all the reward she needed. His eyes bugged out and he stared aghast at the matching black bra, panties, suspenders and lace topped stockings. As she stood there with her broad lopsided smile and bouncing excitedly on her heels, she looked amazing but then she dug back in her bag and extracted a matching black collar and lead. This was a new addition to their play and so Mark extracted one of the items that he never travelled without when meeting Annie, cushion lined handcuffs, and pulled her arms back to fasten her wrists together behind her back.

Using the lead attached to the collar he pulled her in close and kissed her longingly, this kind of treatment just made Annie melt into his grasp. The weeks of mistreatment or just sheer neglect from her husband dissipated in an instant when she was with Mark. He pushed down on her shoulders and, while retaining hold of the lead, made her crawl a short way on her knees. The act of submission just heightened her anticipation and although he himself found the degradation slightly unsavoury, he did these acts for her benefit. If she didn't confess afterwards that the earth had moved for her, he never raised the topic again.

He leant forward and effortless lifted her from the ground and gently placed her down on the plush bed. A bit of wriggling round brought her to the required position and Mark then started to kiss down her exposed neck and along her shoulder. The lady emitted a low guttural moan of approval to encourage him further. He then progressed to kissing along her bra strap until her came to the top of her bra cup and she was eagerly anticipating what his next move would be. He tugged the cup down to expose her breast and his lips worked further down until they came to her exposed nipple where he could take the sensitive rubbery nub between his lips and bash it with the tip of his tongue.

The bra had been specifically chosen so that she could fold the cup down to provide unfettered access without the need for removing it altogether. Mark's devotion of her boobs made for a very different prospect to how she felt about her chest before their affair began. She wanted larger breasts, a smaller butt and longer, more shapely legs but then she compared that with many of her friends and they too bemoaned the bodies they had been given. Mark had a very different view on life and showered her tits with a lot of favourable attention and his salivating over her butt made her heart soar to unknown levels; that kind of attention drew her back time and again.

While he continued to kiss down her flat stomach Mark reached over for his bag and extracted a new toy. It was short stubby wand with a voracious buzz at the tip, with a flourish he switched on the toy and tugged at the waist of her panties as he fed the toy inside to nestle it against her very sensitive clitoris. The initial contact made Annie jump as she emitted a loud groan. "Oh god that's nice" she exclaimed.

Mark smiled up at her and replied, "I hoped so, it came highly recommended and so thought it best to try it out at the earliest opportunity." He then did something she wasn't expecting as he got up from the bed, moved one of the chairs to the side of the bed and sat down out of arms reach. He could see her confused look and added "God you're so hot when you are helpless. You look amazing."

Annie's head was fogging up from the sensations being generated in her crotch but she looked a picture, gently wriggling and writhing in time with the sensations shooting around every extremity, all the time with a gentle hum from the toy firmly wedged in her panties. As the sensations intensified in her, her groaning grew in volume and her writhing intensified as a result; her beautiful breasts shook and quivered in time with her wriggling making her look even more inviting. Annie gave her lover a look of wanting that he was reluctant resist -- she looked so special demonstrating her pleasure for her lover. He stood up, walked around to the opposite side of the bed and took her exposed nipple between his lips to suck on the nub longingly. Her groaning intensified but it was when he wormed two fingers inside the leg of her panties and slipped them to the second knuckle deep inside her very damp pussy that she gave an animalistic groan while her pussy muscles tried to strangle the blood supply to his fingers as her legs thrashed about and her head rock from side to side.

Seeing her lay back panting while her legs continued to shake had him concerned for a minute. His first action was to withdraw his fingers so that he could extract and switch the wand off. This was immediately followed by him removing the handcuffs so that he could wrestle her round and take her in his arms. As her breathing started to calm down, he looked down as she looked up into his face. The smile was broad and her eyes seemed to twinkle, her response was to say "Phew, you really had me seeing stars there for a moment. My god that was good."

Mark smiled down at her replying "My one and only focus on generating as much pleasure as I can in the time, we are together. Thankfully I still have a lot of ideas on different ways we can play."

Her smile was infectious as she stated, "I'm afraid they will have to wait while I recuperate, you really took it out of me that time."

After leaning down and kissing her he chuckled and replied "Fear not. Much as killing you with orgasm's sounds an appropriate challenge I'll hold fire until you've had some recuperation time and maybe some nourishment but first, I think a dip under the shower is called for so I can freshen up. Care to join me?"

Annie intensified the grip of her arm wrapped around me saying "Yes, in time. I just need you to hold me right now while my vision clears."

Mark intensified his own grip on her shoulder and nestled down an extended cuddle which both seemed to appreciate at that point. In time they would freshen up before going for a meal and eventually they made their way back to their room. Mark would have been more than happy to have lay down holding Annie but the lady had other ideas. As he walked past the bed, she leant her entire weight in her shoulder and pushed him until he collapsed on the bed to his side. While he was still coming to rest, Annie climbed on top of him and the two playfully wrapped each other in their arms and kissed each other lovingly.

Annie broke off and scrambled off the bed, once she was certain that she had Mark's undivided attention she started a series of gyrations and hip thrusting. With her husband she would have felt very insecure, just waiting for some derogatory comment or other and yet in front of Mark she wanted to put on a show for him in the full knowledge that he was enjoying every bump and grind.

Sure enough, he was smiling back at the vision that appeared in front of him as each item of clothing was removed and cast aside. When she was down to just her lingerie she stood there with her fists on her hips waiting for his reaction, she wasn't disappointed. He was whooping and hollering throughout the strip and the bulge in the front of his trousers showed his appreciation more than any words although he did ask "Just stand there for a minute while my memory bank store such a vision of loveliness." Annie's ego was sky high anyway but hearing those words from her lover almost had her swooning; she was never one for showing herself off and yet with Mark it felt like second nature. He eventually gestured for her to join him saying "Come up here and let me feast on you."

She did climb on the bed but only as far as when her face was level with the zipper of his trousers and in double quick time his trousers were undone and his cock extracted for her delectation. She quickly engulfed his firm flesh between her lips and she sucked longingly at the hard velvety dick. Occasionally on an upward stroke she would pull back, swirl her tongue around the head and then just as quickly take his full length in her mouth. Having his cock in her appreciative mouth was a regular occurrence for them both. He would shower her with attention using his mouth and Annie liked to match him each time; in fact, it was her husband's flat refusal to come across her face that led to her and Mark hooking up in the first place -- that and she wanted to feel what anal sex felt like. Another act that her husband refused her.

Mark had laid his head back and luxuriated in the sensation Annie was generating through his dick but after a few minutes he wanted to switch it up. He leant over and riffled in his bag extracting two things that he always carried in his bag for whenever he and Annie could meet up. The first was a tube of lubricant which he placed beside the bed, the other was a set of nipple clamps that would frequently feature in their play.

Lying back, he gestured for Annie to climb up saying "Climb up here baby I want in that ass of yours but let's lose the bra and panties." As she disengaged her mouth from his dick, he applied a generous coating of lube to his cock as Annie hovered over his crotch. Once that was complete, he leant up and fastened her wrists together behind her back. The prospect of get his dick into her back door had her quacking in anticipation before the cuffs were applied but now her sphincter started to throb at the more thought.

Mark then guided her hips down until she was touching the spongey head of his dick prompting her to reach her joined hands down to guide his cock the last inch when she could sink her rectum down his length. It had been a tight fit back there the first few times she took him back there but now it was a friend returning to the place she considered its natural home. Mark's next action was to apply the three clamps to her, two to her gorgeously prominent nipples, with the third, large clamp, attached to her clitoris.

'Oh god how much extra stimulation is he going for' she thought. Her silent question was answered when he reached over for the black wand toy that they had discarded, switching it on and working the buzzing tip between the portion of her clit outside the clamp and downwards to her splayed labia. The volume and frequency of the groans and moans intensified as she leant her head back and moaned loudly at the ceiling. All while she was riding her anus up and down his cock standing firm for her.

Shortly afterwards her climax hit and it was probably the most powerful Mark had ever witnessed from her. The wand was currently stimulating her clitoris when she let out an almighty wail and she squirted a long stream come out of her splayed pussy, up his lower stomach and his chest. Mark leant forward with his tongue extended and the furthest drops landed plum on his tongue for him to take back into his mouth. He had seen her squirt on one previous occasion when they had been playing in the back of his car and he had tried numerous times to get her to repeat the feat with no joy until now.

Annie's legs continued to undulate as the final throws of her climax subsided and she fell forward heaving for breath against his chest, mashing her pussy squirt into both of their chests. Mark held her close for the longest time giving him chance to reach around and press the release button on the cuffs. Annie gave an exasperated groan as her arms sagged to his side, he would have removed the clamps but her weight pinned her down against his chest and so they would have to wait.

He leant his head forward and kissed her head. It prompted her to shift her gaze up to look into his smiling face, she gave a wry expression and gasped "Oh god, you never fail to make me come in the most spectacular style." She craned her neck upwards while Mark reached his lips down to lock on hers for a long lingering kiss.

When he pulled away he replied "My sole intention is to please you in new and interesting ways."

Annie brought her hands to his chest and hauled herself back up right on to his still hard cock. She reached down and removed the clamps which allowed her to rub some life back into her abused nipples. She then started a steady rise and fall along his cock announcing "In that case then it will please me to receive your next load in my butt" and proceeded to ride his cock until he deposited the requested come in her anus.