My Visit to Cape Town, Part 1 [bdsm] [real] [femdom] [extreme] [oc] [f48/m43]

This story is based on a real life experience with Mistress April of Cape Town, SA. I simply hope that the retelling of it can match the intensity of this recent visit.

I had already been in Cape Town for more than 24 hours. The 14-plus hour overnight, non-stop flight from Newark to the tip of South Africa had truly wiped me out. After arriving after 5pm local time, getting through customs and getting checked in at my hotel, I was ready for bed, even without dinner. Now after a restful sleep, and two perfect, Michelin-chef-prepared meals, my true reason for being here was starting to set in.

I had an alarm set for 8am Tuesday morning, when Mistress April advised I could email her to let her know I was ready to meet. As I laid on the bed awake from 4:30AM on, time could not have passed any slower. As I flipped through the collection of videos I had downloaded, my dominant hand fondled my cock and balls – it was truly an act of self-torture as I had been on a month-long moratorium on cumming in preparation for this visit. The dull ache in my balls simply varied in intensity, but never really went away. As the time ticked away, and my very visual imagination kicked in and his fondling turned to stroking as I thought about what the later hours of the day had in store.

Her New Room, Part 10 [femdom] [bdsm] [real] [F34/M41]

[ In breaking this story up from its original format to meet Reddit character / word counts, part 10 was originally left out. This is the “missing” part of the story. ]

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 Office Pet, Part 2 [BDSM] [femdom] [kidnap] [work] [torture] [real] [F40/F34/F36]

“Now pull up your pants, and go,” she snapped at Leah. “And write your personal email address down on this piece of paper before you leave, I need to send you some basic rules so we don’t end up doing this over and over.”

As she sat at her desk and watched Leah pull herself together enough to walk out of the room, she couldn’t believe she had just beat her employee with a leather strap right here in her office. As she sat there, she replayed everything in her mind, not just the morning, but the past few days. Almost unconsciously, she leaned back in her office chair and slid her hand up her thigh, under her leather skirt. She couldn’t believe how wet the panties she had just put on had already gotten. As she thought about the way she could feel the heat radiating off Leah’s backside with each stroke of her strap, she slid one finger inside herself, then another. She was rapidly getting to the point of no return when she was interrupted by a knock on the door.

“One second,” she said as she dropped back to earth, opening her laptop on her desk. “Come in.”

Her Office Pet, Part 1 [BDSM] [femdom] [kidnap] [work] [torture] [real] [F40/F34/F36]

[ This story is a continuation of a story titled [After Happy Hour](https://www.reddit.com/user/njsub1978/comments/wqms5r/my_story_list_links_updated_regularly/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) that can be found [here](https://www.reddit.com/user/njsub1978/comments/wqms5r/my_story_list_links_updated_regularly/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) ]

It was 5:45AM and Jessica had already worked out, showered, gotten dressed and was sitting at her small kitchen table sipping her morning coffee. This was a total change from her usual Monday morning routine of rolling out of bed late, and rushing around, just trying to not to be the last one to show up for her team huddle. Maybe it was the crispness of Fall in the air that had her itching to get up and tackle the day, or maybe it was the fact that the sun coming up meant she was very close to becoming Miss Jess once again.

She stood up from the table and walked to the full length mirror in her hallway. She ran her hands over her matching, light brown, leather skirt and top. She adjusted her gold necklace and really liked the way she looked deciding to go with a pair of fresh, white Keds to finish off the outfit. Normally, this was something that she’d save for an event or time when corporate was coming in for a visit, but today felt like the perfect day for this look. When she looked at herself, she saw both power and sexiness, and that’s exactly the look she was going for.

His West Coast Domina, Part 2 [femdom] [bdsm] [oc] [new] [humiliation] [f30/m43]

“Umm, I’m on my way to visit her, she’s just looking for a video to see that I’m okay and on my way,” he said in a very unconvincing way. “That’s all, just wants to make sure all is okay.”

“Show me. Show me the video she’s expecting,” she said semi-playfully. “Show me or I will say you were staring at me with your hand in your pants when you made that little mess in your pants.”

He was so embarrassed, he could feel it in his cheeks, but he knew if she was at all serious about the second part, he’d end up in handcuffs – and not the good kind. He unlocked his phone, went to the videos and handed it to her.

“You’re sick,” she said disgustingly, but in a hushed tone. “Let me get this straight. You went in the bathroom, wanked off and instead of finishing; like a normal man, you walked back through first class with a hard on?”

He was bright red, and just simply hung his head as she handed him back the phone.

“Better hurry up and send that video. Don’t want to keep Mommy Domme waiting,” she laughed. “I can’t wait to see what else she asks you for.”

His West Coast Domina, Part 1 [femdom] [bdsm] [oc] [new] [humiliation] [f30/m43]

As he waited in line at the TSA checkpoint in Newark, he replayed in his head how he got to this point. He started to use his writing as a way to mentally escape, and somehow he now found himself in the middle of one in real life. Nearly two full months ago he willing gave up control of his orgasm to someone who commented positively on one of his stories, and in the weeks that followed, he gave up so much more. So much in fact, he was now ready to board a cross country flight with a bag filled with only what she told him to pack, and no set return date. At 43 years old, there was a part of him that couldn’t believe this was his reality.

She had specifically told him to fly into John Wayne Airport as opposed to LAX. She said it would make the pick up process much easier – he had only one small, black leather carry-on bag, so he was just happy to not have to check any bags. As he sat at the airport awaiting the call to board, he started to think about the fact that aside from what kinks drove them both wild sexually, he knew very little about the person he’d be meeting in just six hours.

The Business Trip, Part 4 [BDSM] [Femdom] [humiliation] [real] [F40/m43]

He rolled over and reached for his phone, the same way he did every morning. 6:15AM. Within a second, he received what looked like a duplicate notification on his lock screen. The subject line was unassuming enough, simply ‘What’s Next.’ He was still wiping the sleep from his eyes when panic set in. The second message at 6:15AM was just as she said, to his work email address. He quickly unlocked the phone, glanced over the message and replied ‘yes Mistress’ in an effort to make sure the next part of her threat didn’t come to light.

He then composed himself as much as possible, and re-read the message. As he read the steps, it was the first time he truly felt the pain of the chastity pouch in which he was locked. His cock always swelled when he was given orders to follow, this time it felt as if it was being ripped to shreds as it tried. He showered, prepped and packed the bag just as he was told. The previous night, he hadn’t realized how little the hotel robe actually covered up only landing about midway on his thigh. He again passed no one in the halls, and the changes at the front desk went remarkably easy. The elevator door opened, he got in and pressed 15. When he arrived on the floor, he stood in front of the door and breathed deeply. He wasn’t sure what the fate was behind that door, but he knew it was his only option.

The Business Trip, Part 3 [BDSM] [Femdom] [humiliation] [real] [F40/m43]

On the walk back to his room, he didn’t see anyone in the hallway. He opened his door, went inside and exhaled. So many emotions were running through him right now. He was filled with shame over all of the events that just took place and the situation he had put himself in, fear over what could happen if that video ever found it’s way to his personal social media and lastly he was somewhat aroused by the thought of having given up all control of his life. As he slid under the tightly pulled covers of the hotel bed, his head was absolutely spinning.

Her on the other hand was in a completely different headspace. She laid in bed with her phone buzzed from the alcohol and endorphins replaying that look of complete fear that washed over his face on more than one occasion. She had even captured it on video, but there was no substitute for seeing it in person. In her scrolling of Instagram, she even uncovered his fake account which she’d so much light on his desires, and after a few minutes looking through his likes, she was reassured that she couldn’t have picked a better victim.

The Business Trip, Part 2 [BDSM] [Femdom] [humiliation] [real] [F40/m43]

He closed out his tab, picked up her’s too and headed upstairs. The conversation never hit a lull – luckily, she had two good bottles of bourbon to make sure that didn’t stop. About an hour in, she went into the bathroom. It felt like she was gone forever, but when when she finally returned, she absolutely took his breath away. She was barefoot, wearing a pair of black leather joggers and a white tank top. He didn’t think he had mentioned it during their conversations about how much those style joggers made him wild, but right now, he couldn’t stop staring.

She felt his strong stare, but completely played it off. She picked up with the conversation right where they left off before she had left to change. The playful convo continued for a few more minutes before he decided to compliment her look.

“I love those pants you changed into,” he said with a smile. “There is something about they fit that drives me wild.”

The Business Trip, Part 1 [BDSM] [Femdom] [humiliation] [real] [F40/m43]

She sat at the end of the bar playing with a half-melted ice cube inside of a rocks glass. She checked into the hotel earlier, but was still wearing the sweats she had been wearing on the plane. She had flown into Chicago for an industry trade show, and knew she had a few busy days ahead. She alternated between people watching in the lobby and watching the Cubs play the Mets on the lobby TV – anything she could do keep from picking up her phone and scrolling. She always loved business travel, it gave her a chance to feel free again. It had always been that way for her – there was something about that moment she passed through the security gates at Newark Airport that felt freeing. This was only heightened over the past few years as the work-from-home culture had taken hold at her company – she’d only been to the office about 20 times in 24 months, a far cry from the four days per week she was used to pre March 2020.