The Trouble with the Safety Angel
The next few weeks were exhilarating and satisfying for Jacky and her new found role as a Domme. She wasn't sure if it was just her Safety Angel that made things so pleasant, or if it was who she was becoming. All she knew was that she liked.
As time progressed, she tried new toys on Oliver and he obliged willingly. She stayed tame at first using only vibrators and then cock rings, and started to venture from there. This was how she stumbled upon what her angel seemed to like best. It was not something she tried to discover, but rather somewhat of an accidental discovery. She liked how it made him smile at her though.
It turned out, Oliver liked to be spanked and not just with a hand.
After several meetings, their adventures became regular events. Every Wednesday night Oliver was made to cum for her in some way or another in various public arenas. Then, every Saturday night he would service her until she had her fill at his place. She got used to this ebb and flow of things.
Her discovery started simply by noting how excited Oliver became every time she would walk behind him. Her spanking with her hand often drew him to a moan now. It was the unsure Domme in her that tested the boundaries of how hard she could smack him and how much he would moan. Never once did Oliver protest or even dare to ask for more. He was her slave now, and did her bidding and accepted whatever enjoyment she would allow him.
One particular Wednesday, she stopped by his desk in the lobby and dropped off a small sticky note, as was their usual Wednesday practice now. Two months into their little rendez-vous and he was still eager every time he saw that note. He was never able to put it away before reading it, and his little smile always gave away his eagerness. Today, though, her note had a website on it with a simple - "Buy this today, and let's meet at your place at 8" written upon it. She wanted to make him sweat until he was able to look it up.
Jacky sat at her desk that morning in her familiar calm and worked away. Brenda had now come to believe that she had a regular Yoga class on Wednesday nights and so that was why she had to leave at 5 those days. The reality was that she had to eat and then get ready before she was able to go to see her angel.
As the weeks had drawn on with her new found enjoyment, she had been more productive than ever before. She was calm and able to burn through any assignment. Her focus exceptionally sharp on Thursday mornings had not gone unnoticed by her superiors. She had been told on numerous occasions over these past two months that her progress was assured in the company, and she could not help but wonder if finding a way to get out her tension was not helping with this.
Five pm drew in slowly but surely as she waited at her desk. Today the homework she gave Oliver was for him, and she loved giving gifts. So, she could not help but be excited to see him tonight and to find out how happy he was with her present. At five precisely, she packed up and went downstairs. She passed Oliver in the lobby as usual, and caught his eye as she headed for the door. That was when she saw his excitement. It was obvious as his cheeks glowed red on either side of his cute little nose. Oh, tonight was going was going to be fun.
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After months of wearing casual clothes to see her angel, she wanted tonight to be extra special. So, she pulled out the blue bra and panties from their first encounter and slipped into them. Her own wetness surprised her as she pulled on those panties tonight. As she glanced over her closet to decide what to put on over them, an inspiration hit her and she grabbed her red heels. These were from a Halloween costume years ago. The heels themselves were 5 inch stilettos that only accentuated the bright red plush of the shoes. Oliver was in for a treat tonight she thought.
She wasn't sure if it was her confidence growing or if she was just embracing this new lifestyle she was creating, but she decided that all she really needed over these undergarments was a black trench coat. She stood in front of her mirror like that, admiring how sexy the woman before her looked. If any boyfriend of hers had asked her to dress like this she would have said no, but tonight she was dressing like this as a present for her little angel.
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After an uneventful ride over, she found herself in the elevator with another young man on the way up to Oliver's place. He smiled at her, and she wondered if he had any idea that under her closed trench coat she only had on a bra and panties. He had definitely given her a second look when he saw the red heels, but she had casually smiled only. When the elevator stopped at the 4th floor, she strode out confidently past him, but glanced briefly over her shoulder to catch his smile. It was the smile of a confident Domme on the way to her slave that she flashed back, and without even a second thought.
As always, Oliver answered the door in jeans with button down shirt on and black dress socks. Today's shirt was a yellow color. His smile and blush seemed deeper though as he saw her in. He stood at the door then as she went by, he knew now that he was to wait there until told what to do.
Jacky made her way past him, but after a few steps she turned and met his gaze. He was breathing heavily and seemed shocked that she had stopped so soon. Her smile relaxed him though. Without a word, she undid her coat and dropped it to the floor.
Oliver lost control of himself and let out a sigh, "Wow." He never said anything past Hi or Hello, she knew that showing her body and blown him away. Normally this would be where she stood awkwardly wondering if she looked okay, with a thousand thoughts of all her imperfections, but not today.
She took a step sideways so her legs were firmly planted, "What did you say angel?"
"I said Wow Lady J. I mean you look amazing..." She stopped him with a finger to the lips.
"Don't speak, pick up my coat angel." He bent over dutifully and picked it, folded it gently and placed it on the counter.
She turned and strode further into his apartment then. He had cleaned as she had expected. Only once had she entered to a dirty apartment, and promptly left. He learned after that day that if he wanted her there he would have to keep things clean.
"Now, did you buy what I asked?" She turned to face him. She almost laughed seeing his dick already hard pressing against his jeans. It was clear that any issue she may have had with how she looked did not matter to her angel at all. He was more excited now at just the sight of her than anything else.
"I did Lady J." He turned slightly to grab a paper bag from his dining room table, and started to take out the black leather item inside.
"Wait angel, strip down for me first...show me what I've done to you already."
Oliver hurried this time, with no attempt to tease her. His movements were clumsy again like the first time they had been together. In less than a minute he was fumbling to remove his underwear, and even roughly caught them on his erection.
"Now, give me your present." She smiled as a grin spread across his face. It was the grin of a little boy getting what he had told his parents he wanted, but never thinking they would get for him.
He turned again to grab the bag from the table, and quickly pulled out the black leather riding crop. He presented it to her then as if she were a queen, with an obvious grin still on his face. She was pleasantly surprised by how it felt in her hand, the pictures on-line did not do this item justice. The handle was soft leather that melted into a long hard shaft with a small black paddle at the end. The lacings from the handle proceeded beautifully down to the tip where it melded to the flat black circle of hardened leather. She felt the crop over in her hand enjoying how the leather felt against her skin. When she finally looked up from admiring this new toy, she saw her own toy smiling and noted how wonderfully hard he had become already.
"You have to cum for me before we get to play with your new toy." She lay the crop down on his dining room table. She couldn't help but notice that it painted a perfect picture with the glass of his table reflecting the leather from different directions around this pleasure tool.
"Where would you like to see me cum Lady J?" His words were music to her ears.
"Make the handle wet for me angel." She walked up behind him and situated him so that he was just behind the handle of the crop and between his dining room chairs. She pushed him against his table so that the glass pressed on his balls. She slid her hand down his left arm - his favorite - and moved it to his own cock. He knew right away what she wanted then.
She pressed her body against him, smashing her breasts on his shoulders, and made the mental note of how nice it was to be his height with these shoes on. Her right hand found his chest and slid to rub his nipple as her left slid down his ass. She loved that ass. He obliged of course, stepping so his legs were slightly spread for her greedy little fingers.
Her angel's moaning started in seconds as he stroked his own cock. She was mesmerized as she rubbed her fingers behind his balls and on his nipples. She was rubbing her body against his so she could know the exact moment to watch her favorite part. Soon his breathing quickened and his moaning turned to that oh so familiar list of exclamations...
An "oh yes," had him spurting hot cum across his table and the handle of the riding crop. She loved how his cum fogged the glass as it landed and lay there beautifully against the smooth surface. He reached his left hand down then and picked up the crop by its paddle.
She stepped back and he turned to hand it to her..."My Lady, here you are." His words were breathless as he still reeled from his explosion. He had barely finished and was desperate to get more from her. His orgasm wasn't what he wanted, he wanted to please her again and himself at the same time.
"Good boy." She took the crop from him and licked his cum from the handle slowly with just the tip of her tongue. His eyes flashed with excitement watching her. His cum tasted wonderful as it always did with a slight sweetness today. Its scent filled her nostrils and sent her own pussy afire. She felt her wetness soak through her panties completely then.
She lowered her head then and took the crop by the handle. She tapped it on her leg as she stepped backward slightly away from him.
"Go get on your bed angel." He turned and walked over to the door to his bedroom and reached in to turn on his light. She followed behind and right at the moment the light came on, she swatted him with the crop on his right ass cheek. He inhaled deeply and froze. She waited, not sure why he was frozen.
"What position would you like me in Lady J?" Oh, wow, he was just waiting to be her perfect little angel.
"Lay down on your back...you need to taste me first." He obeyed, knowing her needs came first. She used both hands and looking directly in his eyes she slid her underwear down. She had never been so exposed in front of him, but she was giving him a present tonight. Her shyness had disappeared completely as she walked quickly to the bed. Walking around to stand behind his head surprised him. He gazed at her with his soft brown eyes and a giant smile just waiting.
Her step onto the bed made her intentions clear. She straddled his face then, but not looking into his eyes - she wanted to look at his cock tonight. He was already again, making her adore the crop she had in her hand now. He was always quick to get hard again, but this was exceptional even for him.
She sat squarely on his face then with her clit in his mouth and that cute little nose of his pressed inside her pussy. He started his slow tasting, and her wetness only increased. She sat there astride him with her hands on his thighs, her right holding the crop still. The better his mouth felt, the more she moved against him.
As she got close to her own orgasm she could not stop herself and she grabbed the crop. She wanted to see the leather on his cock as she came. The thought of it alone nearly to sent her over the edge. She started to run the paddle of the crop along his cock and knew instantly that this excited him.
His sucking and tonguing of her body grew feverish in its pace. He was ravenous for her as she stroked his head with the leather. It was her own moaning that she heard now as she closed in on the pinnacle. Without even knowing she was going to she pulled the paddle back ever so slightly and slapped the shaft of his cock. To her surprise his mouth stopped moving and cum shot from his head. She had never seen such force behind his cum as this and it drove her mad.
With a slight movement of her hips she ran her hard clit across his lips and a flash of heat and pleasure shot through her body with her own orgasm. The room spun and melted as it often did when she was this excited. Her hands steadied her on his stomach as the waves of her orgasm pulsed through her.
She regained herself after what seemed like an infinite orgasm and lifted off of him. She spun her leg around to sit next to him. He lay there with her wetness on his face and a smile behind it. His own cum was spattered over him. What a sight to behold this sexy angel of hers. She wanted more then, more, and could almost feel the building inside herself to her next orgasm. She had never been multi-orgasmic before her flyboy, but now she knew that one was not enough. She could feel them building as she looked upon her artwork.
"Shame on you, I never told you that you could cum." Her panted words still held force as she looked at him with her piercing green eyes.
He sat up then, "I'm sorry Lady J...I just..." He stammered now, that little unsure angel voice had returned.
"Get on all four now like a good angel." Her words were firm and steady, there was no pause in her thinking. She was going to punish this angel for disobeying her. He needed to know his place. With the pulsing still in her pussy she found this control to be easy. When she was in this place - .the realm of the Domme - she demanded and he listened or there were consequences. So, it was time to punish her angel.
Oliver obeyed instantly knowing he had done wrong for her, but also excited at the thought of getting what he wanted too. He was on all fours by the time she had stepped off the bed. She seized the crop in her hand then and ran the paddle down the back of his legs softly.
She reached with her other hand to rub across his perfectly tight ass. He truly was a specimen of a man, one to admire and touch and fondle. She moved her hand then, pulled back the crop and "slap," smacked him across his left cheek.
Oliver gasped and his head rose slightly, but she heard the pleasure in that gasp. "Slap," this time across is right cheek.
"Uhh." His panting became a single syllable and she caught the sight of a small smile on his lips. She moved to the side then.
"Slap, slap, slap, slap." Her hurried slaps made small red squares on his ass cheeks. She was surprised that what she thought was hard barely made him flinch.
"What do you have to say for yourself angel?" She asked coyly more to hear his voice than anything else.
"I'm sorry Lady J. I won't let it happen again." His words weren't remorseful, but ones of intent to do this again and again hoping for his punishment next time. His dick began to stiffen again as he said it.
"Slap, slap, slap...thwap." Ah, it made a different noise when she struck him harder.
"Oh, fuck yes." His words surprised her as did his immediate hardening. She took the opportunity then to grab his cock in her left hand and start to stroke it.
"Thwap, thwap, thwap." She felt so much power with each strike, and stroked his cock after each set.
He was soon moaning as she hit and as she stroked him.
"Do not cum yet angel."
"Yes, Lady J."
She dropped the crop then, "get a condom, I'm going to fuck my angel now." Her words that used to sound harsh were excited and happy. He had truly made her ecstatic tonight.
He put on the condom quickly and resumed his spot on the bed - flat on his back. She was quick to crawl on all fours across his bed to straddle him.
She stopped just before moving back to slide him inside. Her hands went to her bra and unfastened it letting her breasts fall out. She threw the bra to the side then, and their eyes met as she slid back. He felt amazing inside her, fitting perfectly in every inch of her body
After sliding him in and out a few times she stopped and took his hands and placed them on her breasts. He understood without any words that this was his chance to touch her. He had never seen her bare breasts before, and he seized the chance to grope and caress his way over them. He even stopped occasionally to pinch her small dark pink nipples.
She could not help but look down and admire how his brown hands looked on her pale white skin. Her breasts seemed to fit in his hands perfectly. In all her admiring she had lost track of herself, and her orgasm crept up quickly. The pop that came was not as intense as hers earlier, but it always felt so much better to have him inside as she came.
"Do you want to cum inside me now angel?"
"Yes, please let me Lady J." His pleading was not needed, but expected. He had to earn privileges with her.
She clenched her Kegel muscles then grabbing his cock. His look of surprise was only because she had never tried this before. She had been practicing for a while now in the hopes of making him happy, and now she finally just let him have it.
When his surprise went to pleasure again, she pulled him out relaxing and thrusted back down on him clenching once more. She repeated the movement over and over again enjoying his look of crazed enjoyment and his noises with each stroke. Only a few moments later, her sat up and grabbed her tightly.
"Fuuuuuck,." His exclamation was harsh this time as if this orgasm hurt him. He grunted a few more times as he finished, which was new for him. She loved it. That was it. From now on she wanted to paddle this man every night.
When he was done, he held her still as he leaned backward. He looked in her face hoping but not expecting her to kiss him. She leaned to give him a peck, and then he ruined it all...
"I love you Lady J." His words stopped her immediately and she froze in shock and disbelief.
Love? Love? Why the fuck had he said that? This was not love. She was using this man for sex, pure physical use. This wasn't supposed to be love, and she didn't love Oliver. She loved her playtime with him. He was beautiful, he was sweet, but she did not love him.
She lifted up then letting him fall from her body and turned to fall onto her back and lay. He said nothing and neither did she. They lay there together for a few moments and when she heard his soft snoring she dressed and left Oliver's apartment for the last time.
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The next day when she passed Oliver in the lobby she did not glance up, she had still not figured out what to do with what he had said the night before. She didn't know what to say to him or not say to him or where to go from there. Oliver had genuinely surprised her.
All of Thursday went by, with no words, and then on Friday as she was leaving, she passed his desk and stopped to walk back. It was 6pm and he was about to leave. She also knew they would be alone for a few moments.
"Oliver, I don't love you." She said it honestly and looked him dead in the eyes.
"Maybe we could do dinner or something and see where..." Her fingers went to his lips to quiet him.