Who's the Bitch Now? Part 3

Part 3

Two weeks later

Harriet wiped Pete clean for the fourth time that week, kissing him tenderly, then Helena. The programming was going so well, it was only a matter of time.

"Do you think he's ready?" the Mistress looked at her.

"I'm not, not sure Mistress."

"I'm not asking you to be sure I'm asking you to tell me what you think. Is he ready?"

"I think we need to be careful. We need someone who won't be a threat to him, but also that he won't see as beneath him."

"I think I've got just the guy," she gave Harriet a kiss and the pleasure programming in her mind lit up like a floodlight. "Abstain him for a little while, make sure he's gagging for it. Give him everything but what he wants. Helena, hands off and cock away."

"Yes mistress." She nodded.

"Harriet. Helena's going on vacation, you don't have any other trans friends, and the only thing you can think of is getting a guy in. Got it?"

"Yes mistress."

"Good girl."

"No fucking way," Pete glared at Anna and clenched his fist. He wanted to punch her in the mouth, maybe he would have if there wasn't a raging boner in his pants.

"Well then you can't get what you want babe. I don't know what to tell you, she's the only girl I know who comes with a joystick you can play with."

"All right. You can just use the strap until she gets back."

"In a month? No way. You realise I don't get anything from that right? Besides, I'm not in the mood for that anymore."

"What do you mean?"

"I mean tastes change, things come and go. Sometimes we're not in the mood for some things and we are for others. I've lost the drive for wearing a strap, and since it doesn't feel all that good for me I'm not interested anymore. We can still do anything else if you want." He shoved her.

"I don't want to do anything else, I want to do that." He lunged at her again and she took a step, tripped him, grabbed his arm and pinned him to the bed. God why was he so turned on right now.

"Too fucking bad. You aren't going to find a girl who wants to fuck you up the ass. That's not going to happen. Unless you wanna trawl trans forums looking for someone to fuck you, and let's face it anonymous chasers don't have the best hit rates your only option is someone who has the right equipment."

He tried to struggle back up but pain shot up his shoulder, then he lay still and looked up at her.

"I don't need it, and I don't need you. We're done." She let him go and stepped back.

"Okay."

He froze and looked at her. "You're not upset?"

"No. Not really. This was fun but I don't really need a walking ego taking up my space. If you want to go, go, if you want to come back, come back. I'd like to keep going, but if you can't, you can't. Let me know when either you're ready to try it with a dude or you're comfortable being in a relationship where nothing goes up your ass."

He glared at her as he loaded his stuff into a bag, waiting for her to buckle and give up, but she shoed no signs of cracking, or even being upset.

In the end it took him almost a week to break. Harriet even had to organise a chance encounter where he saw her just leaving the gym, sweaty and barely dressed, just how he liked her. He came to her door and spent an hour trying to persuade her to strap something on. She didn't yield for a second and faced him with an unimpressed half smile.

"I need it okay? I don't know why but I need it. I haven't been able to cum in like a week. Just, fine, set it up." She looked at him for a moment.

"You know we can just have a relationship. We don't need to do, that if you don't want."

"I want though. I want so much."

"All right but remember that you asked for this. You came to me; I didn't come to you."

"I get it okay; this was my idea. If it goes wrong, it's my fault not yours. What do you want me to do, sign a fucking waiver?"

"No. That's fine," she smiled at him. This was important, mistress had told her that he had to volunteer. It had to be on him. She took him by the hand and lead him into a college dorm.

The guy sitting on the bed looked relaxed. He leaned back on his hands, his long hair falling around his shoulders. He had a few tattoos, and his body was.

Okay, it was a good body. Pete didn't need to be a homo to know that. Every muscle looked like he'd spent years developing it. It was obvious where he and Anna had met. He raised one hand and smiled at Pete.

"Evening," his voice was soft and relaxed.

"Hi," he looked at Anna, then back at the guy. "I'm Pete."

"Matt. Mathias, but Matt," he got up and walked up to him. "So how do you wanna do this man? I want you to feel comfortable. I don't want to freak you out. Do you wanna focus on pretty girl over there? Or should I try to get you more, comfortable with the idea of me?"

"More comfortable?" He cleared his throat. "I mean yeah, more comfortable." Anna walked up to him and took her shirt off, leaning over to kiss him. As he felt himself grow hard he felt a soft zip sliding open and his pants slipping down.

There was a mouth around his cock, and since he was kissing Anna it must have been Matt sucking him off. Must have been another guy's mouth sucking him. He closed his eyes and tried not to picture it, but he couldn't get the idea out of his head. He put his hand on the back of Matt's head and started to work it, thrusting gently into his mouth. He let out a moan and Anna bent to kiss his neck, pressing her soft body against his.

God she was so beautiful.

She was so good to him, seeing him through this journey. She'd been so kind and helpful as he discovered this new thing about himself. This new love.

He felt his pleasure starting to build and the mouth withdrew. He let out a groan of frustration.

"Don't want to finish you off early, do I?" Matt's voice brought him out of the trance. He swallowed hard, clenching his fist. He had to keep doing this, he had to keep going. He needed this; his balls ached with the need to feel someone inside him again. Anna took his hands and laid him across the bed, his ass in the air. She pressed his face against her chest. He sucked at her nipples before kissing across her muscles, enjoying her perfection.

The finger up his ass was normal by now. It was just a part of sex, it felt good as it pressed deep into him, its lubricated path slow and relaxing. Matt allowed Pete to adjust to each new intrusion calmly and skilfully, like he had some line into his head. Just when Pete started thinking that it was time to move on, that something was sore or wasn't working Matt moved.

And then, at last he felt that last glob of lube that meant something was going to happen, heard the slick sound of someone lubing up their cock. This was it, his last chance to back out, to be done with this. To say no, to go back to being a straight man, a real man. To not be this.

He breathed in to say he needed this to stop when Anna's lips captured his. She kissed him, roughly, forcefully and as his tongue danced with hers, he felt an intrusion at his back passage, felt the cock start to slip inside. It was uncomfortable, but it was a familiar discomfort. This made him feel natural, complete. He heard something in his head, a voice telling him to relax and let this happen, to just enjoy it.

Then the pleasure started, that familiar beautiful full feeling of someone inside him. Matt wasn't the biggest he'd had, he was used to Helena and she was huge, but it felt right in a way it hadn't with her, or even with the tranny. This was real.

He felt rough hands against his hips, cock thrusting into him, deeper and deeper until he felt hips against his, a tight grip on him. The thrusting started in earnest, pushing his pleasure button with each deep, full movement.

When he heard a deep, guttural man's moan rather than the ones he'd heard before he felt shocked and horrified at first, this wasn't right, he wasn't like this.

Then he heard them again, louder, and again and it started to feel right. To feel good.

"That's right bitch," Matt grunted, "you love my fucking cock, don't you? You like this? You like another man fucking you up the ass?"

"Fuck you," Pete growled.

"Nah, that's not how this works," Matt laughed, thrusting deep. As Pete tried to move, tried to get up and stop him he felt strong hands around his arms. Anna embraced him, but for a second it almost felt like she was holding him down by the shoulders. This time she didn't kiss him, didn't reassure him, she just held him and watched him be fucked. Matt kept any other insults to a minimum, just grunting and groaning with pleasure. Pete felt a churning inside his own balls as he started to thrust back against the man fucking him. He was going to cum, it was going to be everything.

He shot his load onto the bed, relaxing onto it. Something in him had expected the fucking to end when he got off, but there was no such mercy. He felt himself becoming sensitive and tried to squirm away but Matt only held him down with one hand on his back, pulling his ass up into the air and pounding harder and harder into him.

Oh god. He was being used for another man's pleasure. This couldn't happen. This needed to stop, why was Anna still holding him like this?

The cock jackhammered into him over and over until his body was sore and felt ruined. Then, finally he heard one more loud noise and felt the man twitching inside him.

"That was fun," Matt slapped him on the ass and got up. "I assume you don't want to cuddle."

"You're fucking right I don't. I should knock you out, talking shit like that."

"But didn't it feel good?" It had.

"No. Go fuck yourself."

"All right, let me know if you wanna do this again," Matt lay back on his bed, chilling as Anna brought Pete to his feet and helped him get dressed.

"I'm not coming back," but he would, he knew he would. Everything in him was screaming that he needed more.

The next time Matt was no nicer or kinder about it. Every time the insults and degradation were increased. Every time he was called a bitch, a pussy, a cocksleeve and he took them along with everything else.

He hated Matt. He hated Anna. He hated himself most of all but this was the only way for him to get what he wanted. Was he some kind of addict? Could you get addicted to cock?

Apparently you could.

Harriet did as she was instructed, slipping her mistresses latest concoction into Pete's food. Even her devotion was starting to slip. He was getting more and more unbearable and part of her wanted to kick the shit out of him just to show she could, but she was loyal to her very core, she loved her mistress and didn't want to disappoint her, but she had to be done soon.

Once Pete was slumped on the couch the Mistress stepped inside, another of her servants holding the helmet. The mistress slipped inside and the helmet was attached to his head.

"Why so much preparation this time?"

"Since when do you question my orders?"

"Sorry mistress. I only want to understand so I can better serve you."

"All right, because I'm nice. This one's a pretty big step. The others were a clear path from one thought to the next. This one is gonna take a leap. So, we need to add a little more force," she adjusted the helmet. "This one's for all the marbles. Once we know for sure it works, you can come home and let Matt do the rest of the work."

"Thank you, mistress."

"You don't sound happy."

"I am, of course I am, I'm just, tired."

"Oh, you've been away too long haven't you?" she purred, reaching up and putting her hand on her servant's face, then leaning in to kiss her. "You've done so well. I'm so proud of you. You've made me happy."

"Thank you, mistress," she murmured. "Can I please you?"

"Of course, once we're done here." There was a humming, a flash of light and they both knew the spiralling designs were filling his mind.

"Listen closely to my voice, feel yourself becoming calm." There was a soft noise of confirmation. "You've loved the sex so far. It's been pain and pleasure, and you loved every second of it. It felt great, didn't it?"

"It did," his woozy voice admitted.

"And when he called you his bitch, a cocksleeve, you hated it, but it also made it all feel better didn't it?"

"It did."

"Now it's time to make up for how selfish you've been your whole life. You're going to start to like pleasuring others. You're going to start loving it. It's going to be impossible for you to cum without pleasuring someone else first. It's going to be the most amazing thing in your world. Nothing is going to feel right for you unless your partner gets off."

Harriet made a surprised noise and Pete shook his head, tyring to resist.

"Nothing will feel right until you pleasure someone else. Nothing will finish you but someone else finishing."

"Nothing will feel right until I pleasure someone else," his teeth were clenched, but the words slipped out.

They repeated it back to each other for a full ten minutes before she removed the helmet and smiled at Harriet.

"All right," she pulled her panties off under her skirt and tossed them to Harriet, hiking the skirt up to her hips. "Get to it."

Harriet lowered her head to between her mistress's legs and began to lick.