Yes Mistress

Two

Ruby curiously watched Alex as he sat on the bed , his eyes averting her eyes. She didn't say anything she only took in his body. 

"When was the last time we did this...? I thought you said you didn't like this lifestyle. Looks like I trained you well." Ruby laughed as she stood up and walked over to him.

He glared as crossed his arms on his bare chest. "That was basically rape." He mumbled. Ruby smirked as she grabbed his cheeks and forced his eyes to her.

"You loved it." She whispered as she started to kiss his neck. "Did I give my puppy permission to speak?" 

He glared as he looked away. "I'm not your puppy anymore. It was a one time thing." He muttered out as his breath became heavy from the attack on his neck.

"If it was a one time thing then why did my puppy come running back?" She giggled as she shoved him to the bed. She thought of a great idea and she brought the ropes out from under the bed. "Aren't I right?" She whispered as she ran her hand through his puffy hair.

He was silent , deep in thought and was only curious as to what her next moves were. She fully tied the ropes to his chest , to his wrist,  to his leg , creating him to a beautiful position. When there was no way for him to move , she stepped back and watched his flushed expression.

"You're beautiful." She smirked as she pulled her phone out. She looked for Jessie's number and dialed his number. He answered in a heartbeat. "Hello Jessie."

Fear broke Alex's face and he glared. "What the hell is that?" He yelled but then shrieked as she hit his side with a cane. He liked the cane the best. 

"O-oh yes Ms. Hastings?" He said as he got out the shower.

"Do you think you can visit me back to my hotel please? It's room A , if you can't make it then that's fine." She smirked as she brought her n****e clamps out from the sides and first teased Alex's n*****s.

He was softly moaning , barely able to keep his voice quite because of how good her hands were. "O-oh? Okay I'll be there in one second!" He said as he hanged up and left to his room.

"W-What the hell? Don't you dare bring your slutty assistant here." Alex growled out as he leaned his head up and to the side. He didn't know he was being very seductive to Ruby.

She laughed as she clamped his n*****s and than began to touch his already erected p***s. "W-Wait.." He whispered as his head flew back.

"I'm tried of you're out burst. If you're not serious then get the hell out and I'll be satisfied with Jessie." She said cockily as she began to jerk him off harder. He was panting , moaning , truthfully. It was pathetic how submissive he was being.

When she saw he was close she stopped and flipped him over. His chest to the bed and his ass out. She brought a whip and began to punish his bare ass. He needed to know who was the top and who was the bottom. "I-I'm sorry."

She slapped him again. "Get serious." She smirked as she gave it more slaps. His pants and shirks made her laugh. She knew that she could always push his limits since she knew him since their high school days.

"O-okay! I'm sorry m-mistress. I'll be a good puppy!" He whined as she stoped the torment on his ass. She smiled , pleased with his answer and the door ranged.

She walked and open seeing Jessie with his normal clothing. "Jessie come in and take a seat on the bed please." She commend as she smiled.

Curiously, Jessie walked in and saw Alex making his eyes widened. "I don't think you've guys met. This is Alex , the president for the Vixens. Alex this is Jessie , my assistant and my little puppy." She purred as she snaked her arms on the back of his neck. She brought him close  , not touching her lips but to make sure Alex saw everything.

"U-um nice to meet you sir." Jessie said as his eyes only focused on Ruby. 

Alex was too exhausted , horny and wanted to just release. "M-mistress , please don't abandon me." Alex said as he wiggles to touch himself but there was no way.

"Don't worry my puppy. I'll be there. Jessie , would you like to help me?" She asked as she removed the lipstick from her lips and flickered her eyes to him. He nodded without ease. "Stand behind Alex , take your clothing off too okay?" 

"Okay M-mistress." He mumbled as he started to undress.

Ruby smirked as she turned to Alex. She flipped him over and watched how the ropes were leaving marks. "Does my puppy want to c*m?"

"P-please Mistress." Good. This was good. He was fully in his submissive mode. She noticed that Alex had moments when he was the dom and then he was the sub. It was cute.

When Jessie was fully undressed , Ruby assigned him to sit behind Alex and she would be in the front. "Okay Jessie , have you ever been with a guy before?"

"A-ah um no.... this will be my first time." He whispered as his face became fully flushed. 

She nodded as she spreads Alex's legs. He was a mess. c*m linking from his ass , it was pleasing to watch. "Okay , can you touch him for me?" She smirked as she lifted her eyes up. It was all in the matter of if he can pass the test of being her assistant.

"Are you sure?" He whispered as he looked down to erecting c**k. Alex was a mess.

"Yes." She said as brought a dildo out. "This puppy is very trained. This isn't his first time with guy." She smirked as she placed the dildo inside. Alex voice became loud and leaned into Jessie's chest.

"A-ah that feels amazing." Alex mumbled as he looked up to Ruby. She having this wicked expression. I think the most person who was enjoying this the most was Ruby Hastings herself.

"Jessie touch him." She whispered as she continued to punish his hole with the dildo. It was hitting to his prostate sending him to shivers.

Jessie curiously stroked his c**k which made Alex become more whiny than he really was. Alex looked up to Jessie while Jessie kept his eyes to how much he was ejaculating. Alex looked back to Ruby and instantly he came.

Ruby giggled as she looked up to Alex. He was already slowly falling asleep making her job here done. "Good job Jessie. As of today you're officially my assistant." She laughed more as she got up from the bed and pulled the dildo out. 

"W-was this another test?" He whispered as he looked at his erection.

She grinned as she sat on the bed. "Stroke yourself. I'm watching." She took a cigarette out and watched him.

"O-okay mistress." He whispered as he began to stroke himself. His head leaned back and his pants becoming hoarse. "Ah.. hm.." 

She smirked at how his sounds were turning her on more and more. "That's a good puppy." She whispered as she titled his chin so he was looking at her. "Keep eye contact."

He did so and after more strokes he fully came and leaned back to the cushion. "Get some rest." She whispered as she patted his head.

She had a lot to clean up.

-

It was morning and Alex felt a object on his arm making him groan. He flickered his eyes open and watched as he saw a peaceful sleeping Ruby. He then looked at what was behind him and it was her assistant making him frustrated even more.

He looked down seeing he was freshly cleaned and clothed but this wasn’t the first time. He got up from the middle and walked to the door. He was sure this was going to be the last time.

As it Ruby could feel his presence, she looked up and saw he was changing. He had such a disgusted face on which made her smirk. “See you soon Alex.”

“f**k you.” And then he was out.