Adventures in Key West, Part 6 (femdom) (bdsm) (sm) (M43/F44)

As his tongue alternated between flicking her clit and licking her all over, she stared down at him. There were so many nights she had thought about this, and she was about to make the most of it; but she also knew that this wasn’t about the short game, there was something much larger in play.

“My little slut knows really how to service a cunt, I’m impressed,” she purred as she pushed him away. “We have too much to do today to just sit around here and fuck.”

She stood up and motioned for him to follow her. As he stood up, she turned to him with a cold stare. He instinctively dropped to his knees and crawled behind her on all fours – she was impressed in her ability to already command him without saying a word.

“I had my friend go back to your room and grab some clothes last night, but there are a few other things we need to take care of first,” she said to him as they passed into her bedroom. “I know you, I know what makes you tick, and I know that I need to have you locked up at all times.”

Adventures in Key West, Part 5 (femdom) (bdsm) (sm) (M43/F44)

The floor did not make for a completely comfortable night sleep, although he did notice the temperature was near perfect. Perfect enough that he was able to get a few good hours in. All night his head had been filled with thoughts of what had just happened, as well as dreams of the future, and what it held. He couldn’t help but be amazed with how much his situation had changed in just a few hours. He also couldn’t help but think how amazed he was about the level of thought and detail that went into her planning to pull this off – it was truly impressive.
He opened his eyes to find a perfect food near his face on the floor. “Greet your Mistress,” was all she said, and instinctively, he knew exactly what to do. He gently kissed her soft foot, not missing a spot before slowly moving on to her ankle and up her leg. He flashed back to her sitting on a couch reprimanding him for moving too quickly when they were once together, so he made sure to take his time.
She looked down and saw exactly the effect that this morning routine was having on her new toy and, being in a somewhat playful mood, decided to play along.
“My pussy is dripping a bit, would you mind moving up a little higher and cleaning that up,” she knew exactly the range of emotions those words would stir up inside him. “C’mon, what are you waiting for?”
She knew that the opportunity to taste her juices was something at which he would normally jump, but she also knew the humiliation of last night would still be playing on his mind – she knew exactly how the mind of a submissive male worked. As his tongue slid up her inner thigh, his cock grew exponentially, and she took note.
“Ah, so being a little cleaning bitch turns you on,” she said the words as she reached forward and wrapped her hand around his swollen shaft. “It’s actually bigger than I remember. I guess we’ll have to see what a month in a cage does to it.”
She let go of her grip and leaned back, pushing her swollen clit towards her servant.

Adventures in Key West, Part 4 (femdom) (bdsm) (sm) (M43/F44)

He flashed back and recalled that discussion clearly. It all started around the discussion that she felt it was proper to brand her property with her mark. He froze with fear. When they discussed the contract, branding was a part of it.

“Wait, Megan,” he barely finished her name before he was met with another sharp slap.

“I know you’re not dumb Joe, so you’re very forgetful,” the way she used his name made it feel like more than just play. “It is Miss Megan. It is always Miss Megan, but for now, you’re done talking, you need to just listen.”

She forced a penis gag in his mouth and locked it behind his head. She couldn’t help but admire her work. There was a time, not too long ago, where this was never even a thought, but she was tired of sitting on the sidelines and watching life go by – she decided to take her biggest risk in more than 20 years, and right now, it felt like it was paying off.

“So the contract,” she started again. “If you can just sign here, we can get going.”

Adventures in Key West, Part 1 (Femdom) (bdsm) (sm) (M43/F44)

It wasn’t the first time he’d gone down this path, but this time felt different. It started as a way to play to his submissive tendencies online, but it had never gone this far.

It all started just a few weeks ago when he started logging back in to his Fetlife account. It had sat dormant for more than two years while he tried to tamp down all of his submissive desires during the Covid-19 Pandemic. Overnight, he went from seeing his Domme on a regular basis to that one-hour commute to the city being a journey that became impossible. Life truly got in the way for a long time, but recently, the path became remarkably clear.

In March, his divorce was finalized. It was better for both parties, and a long time coming, but all of the stress of the process had taken its toll on him. In his head, he was mentally ready to move on from the past 13 years. One month after the divorce, his luck seemed to be getting even better as the company he had joined only a year before was acquired by its top competitor triggering an automatic buyout of all of the shares he’d gotten when he signed on. It was made even better that due to the timing, none of that income could be part of his divorce settlement. For the first time in his life, he was left with absolutely no commitments to anyone, and enough of a financial cushion to just take a step back and relax.

Her New Room, Part 12 (fdom) (bdsm) (real) (F34/M41)

She measured her first strike before pulling back and in one motion following all the way through. He felt the impact instantly, and it was like nothing he’d ever felt before. There was a pause and he felt it again, and then a third time. Finally, he was able to get out the word, “three.” She stopped and came close to him, “they only count when you count them out loud.” And she followed that with a deep, hard kiss. The way that he felt every bit of her passion in that intense moment let him know exactly how much trouble he was in, she had totally embraced her role as the executioner of the sentence she was carrying out with the same ferocious intensity as any other act of blind love – this time, it simply was of the extremely sadistic variety.

Her New Room, Part 11 (fdom) (bdsm) (real) (F34/M41)

She walked over and picked up her gloves, although she loved the show of throwing those down on him, she also knew they would help her with what she was thinking of next. After sliding her hands inside, and making sure they fit just right, she put her leather wrapped hands on him, and worked him into a kneeling position. She then walked over and took a pair of heavy cuffs off the wall. She attached it to his left wrist and pulled it behind his back. As soon as she quickly attached the right one, both his hands were useless. She loosened the straps at the base of the hood, and without hesitation, pulled it off his head. The light rushed in and while the thick, leather prison was removed, he was still blinded by the light. As his eyes began to focus, she tout her hand on the back of his head and pushed his face towards the ground. “Today, slut, you will start to be trained exactly how I have always wanted you to be. You will learn what it truly means to be in service to a Goddess, and they will be the start of lessons that serve the two of us for the rest of our lives,” as she spoke, she leaned heavily into the fact that he had no idea that it was still before 7am on their first full day of play. He also had no idea that when he left his computer in the garage last night, she also emailed his boss to tell him that his lover had surprised him with a surprise anniversary cruise, and he’d be unreachable for the next seven days.

Her New Room, Part 10 (fdom) (bdsm) (real) (F34/M41)

She took her time loosening the leather straps, and stood him up.As she pulled back and slid down his body, she leaned forward and kissed him roughly, shoving her tongue in his mouth. There was something about tasting herself on him that intensified things. As she traced the outside of his asshole with the tip of her cock, he felt his cock grow inside its leather prison – there was nothing he could do to stop it. Even the intense pain of outgrowing it’s surroundings wasn’t enough. Even before she had entered his asshole, even without laying a finger on his imprisoned cock and balls, he was on the verge of cumming. The last thing he wanted to do was disappoint her by shooting his load inside the pouch, but it seemed that was exactly what she wanted as she reached down and ran her fingers over the stretched leather with a smile. “A painful orgasm followed by your little leather sack filled with your cum for the rest of the day, this is going to be fun. For me,” as she said those words, she forced her cock into his tight hole. It was everything she had imagined and so much more. This is what she had been missing for so long, and she was so happy it was finally happening.

Her New Room, Part 9 (fdom) (bdsm) (real) (F34/M41)

She had originally thought she’d go back upstairs after her 4am session, but now she didn’t like that idea. Every part of her body was absolutely on fire, and she didn’t want that feeling to go to waste. She walked over to one of her storage areas and took something off a hook, she reached into a drawer and took out something else, lastly she took a key off another hook on the wall and walked towards his open cell. She stepped inside and slammed the heavy steel door behind her without saying a word. As he laid on his small bed looking up at her, he noticed what she had in her hands were a strap on and harness. He couldn’t take his eyes off of her, she looked absolutely stunning. Everything about the past 24 hours had given her a glow like he’d never seen. She reached down and stepped into her strap on harness one foot at a time, his eyes were glued to her every move.

Her New Room, Part 8 (fdom) (bdsm) (real) (F34/M41)

When her alarm sounded at 4am, she was already pretty much awake, she didn’t want even a minute to go to waste. She put on a shiny black dress that she bought specifically for play. It was one of those things that when she put it on, she felt like she became someone else. She looked in the mirror and admired what stood before her. She never thought she’d have the confidence to dress and feel the way she did right now. She ran her hands down her sides, over her hips to her thighs, smoothing out the dress as they touched her body; she was ready to go downstairs.

She walked down the steps, through her office and behind the bookcase. She flipped on all of the lights, and her prisoner didn’t budge – the hood was working perfectly. She knew exactly how she wanted to start that day, and no one could tell her otherwise. It was her house, her play space and her slave, and she was going to use it all in a way to make herself happy. She walked over and opened the cell door, using her bare foot to tap him and stir him awake. She reached down, unlocked the hood and loosened everywhere it was fastened, then yanked it off his head. As she did, she wrapped her other hand loosely around his cock; she intended to feel it grow.

Her New Room, Part 7 (fdom) (bdsm) (real) (F34/M41)

He was totally caught off guard, and had no idea what she was thinking. She led him across the room and positioned him in a seated position on the bed. He felt her hands on the inside of his thighs and then his cock in her mouth. The feeling was amazing, but it was followed by shooting pain. Just a the head met her lips, she gripped his balls and twisted. “No cumming. No cumming and no touching. Remember, it belongs to me.” The next thing he heard was what sounded like a heavy door slamming. He wasn’t sure because he was in total darkness, locked inside the thick black hood. She closed the cell door, not even bothering to lock it as she had no doubt he’d be staying put.