The Company Trip, Part 4 (femdom) (bdsm) (humiliation) (F40/m43) – Short Sex Story

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 feasible, 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 all the time 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.

“Get the fuck in here,” she snapped as she opened the door before he even had a chance to knock. “Were you just planning on standing there staring?”

She tugged on the belt holding his robe together and pulled it off him. She looked as if she was in the process of getting ready wearing only flesh-tone panties and a black bra. She reached down with her right hand and tightly squeezed the spike-filled pouch on his cock causing him to yelp in pain, and bringing him to his knees. She motioned for him to move into the bathroom and she followed motioning for him to lay on his back.

“I know you just showered, so you’re going to want to make sure you swallow as much as possible,” she said as she slid down her panties and squatted over his face. “Remember as you walk behind me today, this is what you truly are.”

With that, she released her stream of warm piss from her cunt. He struggled, but was able to swallow almost everything without so much as a gag. To her, that was a clear signal he had done this kind of thing more than once before, and she would have to go much further to get that look of fear that she loved so much.

“So here’s how this is going to work,” she looked down at him as started to lay things out. “The next four days will be a trial period. When I originally decided to bring someone up to my room from the bar, my plan was much different, but I’ve decided to play the long game with you – you’re now my property.”

She came closer, eventually putting her full weight on the spiked chastity pouch he was wearing and then getting more comfortable on his stomach. She reached up on to the bathroom counter and grabbed a piece of paper and a pen.

“You already agreed to everything when you responded to my message this morning – I’m sure your IT department is going to love that coming to your work address by the way,” she laughed as she handed him the paper and pen. “So just sign and date this little contract I drew up – just a formality.”

There was something about her and the situation that made him sign without thinking or reading. He had had stroked his cock for years to this type of scenario and now it was real, and he didn’t care about the consequences.

“Good boy,” she said in a very satisfied way. “I will get that video right up and get you tagged in it. If I get it there quick enough, maybe some people at the show today will recognize my little cocksucker.”

The look on his face was back. He was, once again, completely terrified.

“But Mistress,” his voice cracked as he spoke up. “I followed everything. You said you’d only release the video on my social media if I didn’t follow your orders.”

She stood up, towered over him and laughed.

“You fool,” she said as she picked up her laptop. “You just signed a full model release as part of that contract. I am not putting these on your social media; they’re going on Porn Hub, XVideos, XHamster – sites like those. You know, where perverts go to jerk off. And you won’t believe how many perverts at these conferences like a good morning jerk before heading to the show.”

She saw that look on his face again, and it was hard to hide the excitement as the wet spot in her panties expanded. She sent off the videos to someone with instructions and called him over. She reached for a key and unlocked the pouch on his cock. It almost instantly sprung to attention, but was noticeably covered in both fresh and dried blood from being inside its new home.

“You have three minutes to make me cum, and I won’t lock you up today,” she said to him as she sat on the edge of the bed and slid her wet panties down. “Hey Siri, set a timer for three minutes – go!”

He didn’t waste any time in gonna work with his tongue. A few gentle seconds of tasting her dripping juices and then right to using the stiff tip of it to flick her clit more rapidly. He could tell it was working by the way she was grabbing and holding the bedsheets. He moved to rubbing his entire tongue over her whole pussy and stiffening it up and using it to fuck her. As he knew time was ticking, he focused back on her clit, working it hard.

She never tried so hard not to cum in her life. She remembered hearing men think about baseball to not cum too quickly and that’s where her mind went. When she heard the alarm go off on her phone, she came back to being in the moment and almost instantly came. She came hard, very hard. This was exactly what she had been missing, and when she told him he was almost hit the three minute goal, but was just a little late.

“Bring me that leather pouch slut,” she motioned towards the chastity device. “Hmm, it looks like this all has you pretty excited, you better go it the hall and get some ice.”

He got up from his knees, walked to the door, and instinctively reached for the bathrobe.

“What the fuck do you think you’re doing,” she snapped at him. “I didn’t say you could put anything on – naked!”

He had that look once again, and she couldn’t get enough of it. He grabbed the bucket and stuck his head out the door to make sure the coast was completely clear, and dashed for the ice machine, using the empty becket to cover his now-shrinking manhood.

‘Click!’

He had only forgotten one detail – there was no way to keep the room door open and it just locked. He once again had that look on his face, only this time no one could see it.

NSFW: yes


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