Whos The Bitch Now Pt 02

Two weeks later.

Harriet had kept her work up admirably. Every time she could talk Pete around she dosed whatever he was eating or drinking to make sure that he enjoyed the experience more than any other, and kept him coming back to her for more as she did. Soon enough it became a regular part of their sex life.

Then it became the biggest part of their sex life.

Harriet didn't dislike Pete, he was nice enough, not particularly clever or engaging but he was good looking, confident and proud. Of course, the best times were the times when she tore that down, where in the face of her physical perfection (and a little pharmaceutical assistance) he collapsed and became a cuddly, hyper-attentive teddy bear. He wanted her affection, her validation. He wanted her to reassure him that he wasn't gay, or weak, or small.

"You know if you have real concerns about this stuff, I have a friend you could talk to."

"What do you mean?"

"I mean I have a friend who's super into pegging, and she's dealt with all kinds of guys who are into this kind of thing. I got advice for her before I started this stuff with guys, and she's talked to a few about any issues they have. She knows how to talk to you so you don't have that occasional feeling you might be, you know, gay."

"So she's some kind of therapist?" Harriet forced a laugh.

"No, she's not a therapist she's just a friend who's kind of an expert on this stuff. Look, we'll go for drinks together and if you think she's cool we can hang out more later, if not I won't bug you."

"All right."

The other girl was hot too. She was kinda gothic, and was nowhere near as perfect as Anna, but she had a decent body and a pretty face under all the tacky makeup. She smiled at him as they approached, raising her red cocktail to toast him. "Pleased to meet."

"Likewise, I guess."

"I got a room in the back where we can talk if you're down. They usually use it for karaoke, so no one needs to hear what we're talking about." He looked at her for a moment.

"This isn't therapy or anything right?"

"No therapy, I promise. Just three beautiful people in a room together talking about sex. Lots of guys would be thrilled for that you know." She winked and they headed back to the room.

"What's that?" He saw a projected screen across the room, a pattern played across it.

"Don't worry about that. It's just a default pattern. Something to keep the eyes busy during time between singing." She smiled and took a seat, gesturing for him to do the same. As he sat down and watched the screen she smiled. "So, you like to take it up the ass."

"Watch your mouth," he snarled.

"No shame in it. You have no idea how many tough guys I've had this conversation with. It's natural. There's a pleasure button up there for a reason, right? Men are meant to take it up there sometimes, most natural thing in the world."

"Bullshit."

"It's not. You're a tough guy right, you're big, strong, able to take hold of whoever you want and make them give you whatever you want. Isn't it nice to give up a little control now and again?" He was feeling a little tired, and she sounded very reasonable.

"Yeah. I guess it is."

"That's right. Now we're gonna do something called an internalising statement. It's meant to get past all the bullshit in your mind, all the lessons you were taught and focus on the truth. Are you comfortable with that?"

"What? Like some meditation shit?"

"Kinda, but less mystical bullshit and more documented psychology. So, what I'm going to ask you to do is stare at the pattern in the projector. Just pick one of the swirling patterns in front of you and stare into it." He did. "Now. I'm going to count down from five and as I do all of your preconceptions, all the things you've been taught, all the trauma is going to fade away. Okay, five, four, three, two, one."

He was feeling really sleepy now.

"Now, you're worried that liking it up the ass makes you gay. That it makes you less of a man, that it makes you a little bitch."

"Yeah."

"Well, the bad news is it does. The good news is no one has to know. You're not a real man but that's all right." He should be rising from his chair and showing this bitch what a real man was, but he was just too tired. "Taking it from Anna has been the best sex of your life, hasn't it? It's made you feel amazing every time. Brought you to heights of pleasure you've never experienced before."

"Yeah. It has."

"Isn't that amazing? It's exactly what you want. The pleasure that this can give you is worth acknowledging who you are. After all, it's done now. There's nothing you can do to take it back. You're never going to be a real man again, so you might as well get the pleasure you can out of it. And it feels, so good. Like nothing you've ever experienced before. You love it. It's the height of sexual pleasure. Nothing else feels real anymore. From your nightly beating your meat to the warmth of a mouth or pussy, all of it fades into comparison to taking a dick."

"Yeah," he knew it. There was a voice in his head that screamed against it, but it wasn't loud, and he wasn't listening.

"Great, now this was enlightening and revealing for you. You feel good about this little epiphany and you want to come back and talk more."

The next thing he remembered he was relaxing on the bed with Anna in front of him.

"So, what do you want to do? We can do it however you want it. Any position, any hole, whatever you like."

"I mean, could you, strap something on again?"

"Sure babe. Whatever you like." She went to the closet and pulled a bottle of lube and her strap on out of the drawer.

"I want something else, but I'm not exactly sure how to ask for it."

"Just ask. I'm here for you."

"You're pretty strong right?"

"I mean," she flexed for him, it was one of the hottest things she did.

"Could you, I don't know, hold me down? I mean, I know you couldn't if I fought back but."

"I get it," she smiled. "Sure. I can get a little rough," and with that she was on top of him. She put one hand on his neck and spread his legs with the other one. She roughly pushed a finger into his ass, the warm lube coating him as she worked away in him. He could have fought back, but he took it instead. Lay on his back on the bed as a woman manhandled him. She pushed deeper and deeper into him. There wasn't as much prep as last time, it wasn't as rough or mean. She coated her cock in it as he watched her, and it made him so fucking hard he couldn't stand it.

His world contracted as she pushed herself into him. Not gently like usual, no time to adjust or prepare beyond the basic lubing. She pushed herself to the base in him, then dragged herself slowly back out. In deep, slowly out, over and over. She picked up the pace but stayed pounding just as hard, switching to pinning his arms on the bed as she fucked him, grunting with effort and pleasure.

"This make you feel good? Pinned down and taking it? I'm stronger than you, better than you, I can do whatever I want to you, and you can't do shit about it." He struggled a little, but she had the better position, and besides it felt good. She drove inside him, and it made him feel small, frightened and safe at the same time, and gave him heights of pleasure he'd never even thought of before.

He realised that he was whining like a bitch in heat again as she ruined his asshole, the flesh coloured dildo bringing him to heights of pleasure he could never hope to equal. He felt the pleasure build, higher and higher, the pressure building to reach the limit, spraying cum all over his stomach and chest.

She pulled out and watched him, grinning down as his worn-out form.

"That was fun."

Over the next few days, he fucked her every which way. He used her pussy, her mouth, her tits, her asshole. They even brought in another girl, and he did her too, but none of it felt the same. None of it felt real. None of it came close to the height of pleasure that came when Anna pinned him down and fucked him.

Harriet, in her guise as Anna, had arranged another threesome with him, she told him that this one would be special, that it'd rock his world. She dressed up in her sluttiest lingerie and a coat and flashed him as they drove to keep him excited. He was a little disappointed she hadn't brought the strap on, but it was worth a try.

The woman they'd come to meet was a whole lot of woman. Almost six feet tall with tits the size of his head and the most flawless tanned skin. There was something a little odd about her face under all the makeup, but she had legs for days and an ass for weeks. He wanted to fuck her then and there, this was exactly what he wanted. This was everything.

"This is Helena," Harriet told him, leaning up to kiss her neck and running her hands up her body. She watched his body rise and his breathing quicken. They pulled him in close and he made out with both of them as they brought him to a big couch. They stripped him and kissed him all over, telling him how amazing and powerful he was, telling him how great he looked. They kissed each other, explored each other's bodies. Then Helena fell to her knees and started sucking his cock.

As she did Harriet leaned up to whisper in his ear.

"There's a little more to this than what it seems. That surprise that you have coming. Do you trust me?"

"Yeah," he grunted in pleasure. It wasn't that satisfying, but it was more than enough to make him suggestable.

"All right, here it goes.. Helena, she's trans."

"You mean she has a dick?"

"Yep. I thought it might be better for you, you know, if the dick was real. If it was a real hot body pressed against you. I thought it'd be good."

"This isn't fag shit, right?"

"No. She's still a woman, and she always will be. She's just a woman with a tool I know you want. She'll love it, and you'll love it," she purred into his ear. "I'll even hold your arms down while she does it if you want."

"Not a word of this to anyone, ever."

"Not a word. I promise," the lie slipped out so easily it barely felt like a lie. After all, if he didn't know that the mistress was the exception to every rule that was hardly her fault.

"All right, what do I do?"

"Roll over onto your stomach," he did, and she held his arms down.

She watched as he jumped at that familiar lubrication feeling. He still jumped every time, how adorable. He was going to make such a good buttslut. She was so proud of him, and what she'd done.

She'd warned him that Helena had a dick. She'd warned him that she was going to fuck him, and it might hurt.

She didn't tell him about the sheer size of Helena's cock. So far none of her strap ons had been above seven inches, it was a lot, but not too much. Helena was porn star big, ten inches and girthy. As Harriet pinned his arms down, he started to move, but this time she held him for real. He wasn't stronger than her, especially not in this position. He was going to take this and the drugs she'd slipped him, just like every other time, had made sure he'd love it more than anything he'd ever done before.

She watched his eyes widen as Helena pushed herself inside him. Harriet had told her to be forceful, so she drove herself all the way in with one big thrust. She didn't go slow or hold back, she slammed into him with all the strength her daily training could give her. She groaned with the pleasure of domination, having a man impaled on her cock was Helena's favourite thing in the world, and Harriet felt a shock of pleasure build inside her. She wasn't being pleasured, but this was the fetish bait of a lifetime. The mistress had told her how much to enjoy this, and she obeyed.

He started to struggle, and she gripped him tighter.

"Let me go."

"Uh uh baby. You're gonna be a good boy and take it all. You're gonna pleasure someone and it's gonna feel so good it'll be all you want to do. It's the end of your life as a selfish fuck, from now on you're going to serve the pleasure of others. Understand?"

"Fuck you."

"Helena, harder!" She ordered and the buxom blond grabbed his hips and groaned with the lust as she hilted herself in him over and over again.

"Do you understand?"

"Yes! Goddamn it yes!"

"Say it, say you understand."

"I understand. I'll be good, I'll pleasure her however she wants, just please make her slow down."

"Nope. But you've admitted it, so at least I won't make her go harder." So, Helena got down to the big work, pounding his ass with the feverish devotion of someone brainwashed to be nothing but lust and pleasure. Pete groaned, grunted and that little whimpering noise finally came back. That meant he was close. At a nod from her Helena pushed herself just that little bit further, groaning with the pleasure as he coated the couch in cum.

Helena didn't slow down or hold back. She worked him with everything she had even after he finished cumming and the world turned raw and sensitive for him. Tears started to slip down his face and Harriet kissed him as Helena came deep inside.

"There we go," she said softly. "You did so well."

"Yeah, you did," Annette's voice surprised everyone but Harriet as she walked in. "Helena, hold him." The blond joined Harriet in pinning him to the couch as he started to really struggle. Annette slipped a helmet onto his head and Harriet knew from experience it was projecting the swirls in front of his eyes.

"Five, four, three, two, one." She watched him relax and become receptive. "You loved that," she whispered. "It was even better than the false ones. You want real cock and don't care if it makes you gay. You want pleasure, and this is the only way you're going to get it. You feel good pleasuring someone else. You feel better than you ever have before. You want cock more than you've ever wanted anything."

"Okay."

"Now go to sleep." His grip slackened and he fell.

The mistress looked at the other two of them. "We're going to keep doing this until he's ready for the next stage. You two are going to work him over, and I'm going to come in and do this. He should be ready for real guys soon, and then we'll be done, and you can get back to your service."

That made Harriet so happy she could almost cry.

She'd been away from the mistress for far too long.