Samantha Dominates Pt. 04

This story is between a trans man and cis women. There is also female domination and bondage. If that's not your thing, move on. I use terms I am comfortable with for the trans man's part.

All characters over the age of 18. Work of fiction and not based on any real people.

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James' phone buzzed just as he was packing up his things at the end of his work day. His heart skipped a beat when he saw it was a snapchat message from the account that Sam used when she was acting as his mistress. They had both been busy all week, now it was finally Friday and they had made plans for a night of sex.

"I'll be home at 6pm sharp. I want you showered, cleaned out, naked, and kneeling in the entryway when I get home."

Then she sent a picture taken from her office. Skirt pulled up, no underwear and her dripping wet pussy.

"I have been thinking about what I am going to do to you all day and it's made me so wet."

James quickly replied "I can't wait either mistress. I will do as you order"

James rushed out of his office. He was on a tight time table to get home and showered before Mistress Sam got there. He hopped on his bike and peddled as fast as he could to get home. He made it at 5:40. He rushed to strip. He grabbed a fleet enema kit, got on his hands and knees and slid the tip into his ass. He squeezed the bottle and felt the fluid rush into him. When the bottle was empty he pulled out the nozzle and held the fluid. He checked his watch. 5:49. He was going to be cutting it close but wanted to be as clean as possible for Mistress. He held it another 3 minutes before expelling. He got into the shower and scrubbed himself thoroughly but quickly. Once clean he jumped out of the shower and dried off quickly. He ran to the entryway to kneel and wait for his Mistress. He spread his legs wide so that his mistress would have access to his holes whenever she wanted and put his hands behind his back like she liked. He looked at the clock. 5:59. Just barely made it.

He waited eagerly and felt his heart jump when he heard keys in the door. Mistress Sam stepped in and smiled when she saw him. She closed the door behind her and locked it. She put down her work bag and pulled her skirt up.

"Good boy. Now make me cum, nice and slow"

James immediately got to work. He started with long licks from the bottom of her slit up and around her clit but not touching it, then back down. James knew that the longer he didn't touch her clit the hornier she would get and his patience would pay off. He started slowly tongue fucking Mistress Sam as deep as he could. The tip of his tongue reached her G spot and sent waves of pleasure through her body. Mistress Sam ran her hands through his hair and pulled his head into her. James kept up his tongue fucking until he felt her pull hard on his hair. He knew it was time. He pulled his tongue out of her and licked up to her clit. He circled it with his tongue a few times and then took it into his mouth and sucked hard while flicking his tongue over the tip of it. Mistress Sam let out a cry followed by a low groan.

"Fuck dont stop dont stop dont stop. I'm gonna cum. Don't stop slave. Such a good slave making mistress cum with just your mouth."

James kept sucking her clit as her cum covered his chin. Mistress Sam held his head in place and she rode out her orgasm on his face. She ground into her mouth as the pleasure washed over her. When she let go of his head James knew that it was his job to lap up all of her cum. He loved the way that she tasted and was eager to keep licking her.

Sam caught her breath while James lapped up her cum.

"Good job slave. Follow me."

James knew better than to stand without being told so he crawled after Mistress Sam to the bedroom.

"Lie on your stomach on the bed with your head over the edge of the bed."

James hurried up into the requested position.

Mistress Sam put an iPad with porn on the ground right in James' eyeline. The sound was off but the video was of 2 men, one was working his dick into the other's mouth and down his throat. James was enthralled. Then Mistress Sam smacked James' ass.

"Open your legs."

James opened his legs as wide as he could. He felt his Mistress pull apart his ass cheeks and lube up his asshole. She slid in one finger, then two, then three. He felt his ass stretch pleasantly. James loved having his ass filled. He felt Mistress Sam's palm on his ass cheek and knew that her fingers were all the way in his ass. She held them there for a minute stretching him, then pulled out quickly. Her fingers were replaced with a butt plug. Mistress Sam slowly worked it into his ass. The widest part stretched him pretty painfully but he felt relief when his ass sucked it all the way in and the thin part rested in his sphincter. Then he felt her pull it back out and back in a few times.

"This one is a little bigger than the usual one but I think that you can take it."

James felt Mistress Sam get off the bed. She put the earbuds connected to the iPad in his ears. He lost track of her as the porn took his attention back. He heard gagging and saw that the dominant man was now throat fucking the submissive one. James felt his T-dick get hard and his boy pussy was immediately wet.

The video changed to a transgender mistress and a male slave tied to the bed. She held her cock to the man's face. He started giving her a blow job. She worked herself into his mouth and triggered his gag reflex. She pulled back and tried again, this time getting past his reflex and into his throat. She lightly throat fucked him before pulling out and cumming in his mouth and on his face.

The video changed again. A man surrounded by other men. He had one cock in his mouth. Another in his ass. One more in each hand. James felt himself get more wet. He was desperate to get fucked by anyone. Or multiple people. When he was horny his inner slut really came out. He wanted to hump the bed to get some stimulation on his t-dick but knew that if his mistress caught him he would be in big trouble. On the video the man fucking the submissives ass came, pulled out, and his dick was replaced with a thicker one. The cum of the first guy lubed up the entrance for the second guy. The guy fucking the submissives mouth pushed into his throat and unloaded his load leaving the sub no choice but to swallow.

James felt a hard smack on his ass pulling his attention away from the video. Mistress Sam took the earbuds out. Then returned to his ass to spank him as she spoke.

"I can tell you liked that. I know my little slut boy likes to imagine himself being used and fucked. I can see how wet you are. Someday I'm going to get some boys in here to use you the way you crave. But I can't do that until you can deep throat. Roll over."

James rolled over. As he did he felt the butt plug shift in him. Now on his back with his head over the edge he was met with Mistress Sam's strap on. He was thankful that she was wearing a thin, rather short. James had never successfully deepthroated before and knew that starting with a small one would help.

"Start with a blow job slave. Make my cock nice and wet with your spit. It's the only lube that you're going to get for this.

James closed his eyes and did his best. He started by licking up and down the length of her cock. He tried to get it as wet as he could. Then he took it into his mouth and sucked. He felt the end of it reach the back of his mouth. He felt Mistress Sam move forward slightly and her cock poked his gag reflex. He did his best to not cough. Mistress Sam pulled back a little to let him catch his breath. When she could tell that he was back to breathing normal she said,

"Take a deep breath, relax, you can do this."

James took a deep breath and felt Mistress advance her cock into his mouth again. He felt it hit his gag reflex, but stayed calm and she was able to push in further. He felt her fake balls on his nose and knew that he got it all the way in. She lighty face fucked him before pulling out.

James caught his breath. Mistress Sam looked down at him proud. It was small but he managed to take it.

"Good boy. I had to buy a smaller dildo for this but we will take your throat training slowly. We will give your throat a rest for the rest of tonight. Get in the middle of the bed."

James was both beaming at the praise and embarrassed that he could barely take the small dildo that she had bought just for this. He moved into the middle of the bed feeling the butt plug shift again as he did.

James had no clue what Mistress Sam had planned for the rest of the night. He felt her slide a blindfold over his eyes and then couldn't see what she was doing either. His right arm was pulled above his head and he felt a cuff around his wrist, then the same on his left arm. After about a minute he tried to move his hands and figured that they were tied to the headboard. Then he felt something around his left ankle and it was pulled away from his body. The same thing happened with his other leg. Everything was quiet for a minute.

Then he heard a whistling in the air and felt a sharp sting on his hole. The blows kept coming. Alternating with no discernible pattern between hard and soft. Covering his t-dick, boy pussy, and his thighs. James' body was on fire. He was so desperate for something in his hole and wanted to cum so badly. Then just as suddenly as it started, the blows stopped.

The next thing he felt was pressure on the bed next to him. He could smell his mistress' pussy and knew that he was going to get to taste her again.

"Make me cum slave."

James got to work. This time with more urgency. He started tongue fucking her immediately. Just as he was building a rhythm, he felt the blow of her riding crop directly on his dick. The jolt surprised him and he forgot what he was supposed to be doing until Mistress Sam fully sat on his face. He started sucking her clit. She groaned at his efforts but kept hitting his dick with the riding crop. Each blow made him more sensitive, but he was able to suck through the hits. She started moaning louder and he redoubled his efforts on her clit. Sucking and flicking his tongue over the edge. It seemed that the closer she got to orgasm the more she hit him with her crop.

"I'm gonna cum slave. Don't stop, don't stop. Oh you're such a good slave. Im gonna fuck you so hard after this. Oh fuck fuck fuck fuck fuck FUCK! I'm cumming! Oh fuck Slave im cumming!!!"

Sam felt the waves of pleasure wash over her. She kept hitting James but her blows were less accurate. He was so good with his tongue she loved using him like this. James did not stop sucking her clit as she came. She was in heaven.

When there was enough blood in her legs she got off of James' face. He smiled up at her even though he couldn't see her. Same set about getting James ready for his reward.

James laid there waiting for what was coming next. He was really hoping that Mistress Sam would fuck him. His boy pussy was aching and needed to be filled. He felt something at his lips and opened his mouth. He felt a penis gag being pushed in and tied behind his head. The gag ended right before his gag reflex teasing him just a little bit.

James felt his left leg pulled up and out. The same thing with his right leg. It felt like he was being bent in half, giving Mistress Sam full access to all his parts.

Sam smiled at her rope work. James was fully open and at her mercy. His dick was red from all of the blows it took with the crop. His ass was still plugged up nicely. And his boy pussy was dripping wet. Waiting for her to fill it up.

James felt Mistress Sam move in between his legs. She took his dick between her fingers and rolled it gently. He moaned into the gag. She pulled away from his dick so quickly and shoved two of her fingers in his boy pussy and fingered him roughly. James groaned and tried to match her rhythm but couldn't because he was tied up.

Just as quickly as she put them in, Mistress Sam took her fingers away leaving James trying to hump the air.

James felt the head of a dildo line up with his hole entrance. He needed to be fucked so badly. He felt the dildo slowly enter him, stretching him pleasantly. He wanted her to be rough and slam into him but Mistress was going maddeningly slow. He felt like he could feel every inch of her cock enter him.

It felt like forever before she bottomed out in him. Between her dick and the butt plug he felt so full and loved every second of it.

She stayed buried in him to let him adjust to the size before starting to fuck him. Her hips jackhammered into him. He could feel the butt plug and the dildo rubbing together inside of him. Her cock hit his G spot in just the right way every time she advanced into his boy hole.

James could feel his orgasm growing. He had been on the edge for so long and was desperate to cum.

Sam could hear James groaning through the gag. She felt like she had put him through enough that night and that he deserved to cum. She grabbed a vibrator and pressed it against his dick.

James' head practically exploded when the vibrator hit his dick. He immediately came. Pleasure washed over him. Sam kept fucking him through it, the he felt the gag go deeper into his mouth and hit his gag reflex and he came harder. Sam kept fucking him and turned the vibrator up. James couldn't tell if he had another orgasm or if it was his first one becoming more intense but he was in heaven.