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Chapter 52 by princessjasminedoll

What's next?

Truth and a Treat with Jezebel

You finished up your workout on the elliptical. It was late January now. A month after your sentencing. Two weeks after you were introduced to Mistress. She gave you routine. She gave you purpose. You showered, and then you moisturized. You practiced your makeup. You didn't think you were good at it yet, but it was exciting to try. It felt like your ass was getting bigger.

It wasn't all sunshine and roses, of course. Sometimes you were overly emotional. Some days the dysphoria kicked in. And a lot of the changes you were looking forward to, like breasts, were still sometime away.

You slipped on a pair of panties and waited. At 10 a.m., Jezebel arrived.

"Good morning, Mistress," you said brightly.

"Good morning, Joanie. You're in a good mood," she had a big bag next to her. "You're clean, as I instructed?" You had to give yourself an enema too.

"Yes Mistress."

"That's a good girl. So I thought we'd do a little play today. I'd call it truth or dare, but there are no dares. I just want to hear truth. I understand you've had a hard time being truthful in the past, is that right?"

"Yes Mistress."

"And why is that?" You looked down, ashamed.

"When I was young, I liked to dress as a girl. I liked to get into mom's makeup. I wanted to be mom. And my first relationship was with a guy. My first masturbation was to men. But ... when I was 18, my dad caught us. And he put me in a conversion camp and sent me off to military school. And I was so scared of that part of myself, that I pretended it didn't exist. I didn't want to hurt again. I didn't want to fall in love again and lose it." Jezebel pet you softly, and held you while you cried. It would never stop hurting, even though you'd made up with your dad. You sighed. Marco ...

You and Jezebel took a break for a couple of minutes, so she could help you into a bright pink corset. You sniffled, your mascara running.

"It's okay, Joanie. I'm sorry to pry, but I need to understand all of you to help you the best." She kissed your cheek.

"So you met Carrie ... "

"About thirteen months back. She dated me until May." Jezebel nodded, cinching your corset tight. It always took your breath away.

"Get on all fours, sweetie," she ordered. You complied. You were always very compliant. "And in May, you suggested she start dating your dad?" You nodded. "Why?"

"It's complicated. I loved her. But I think I loved the idea of her, you know? I couldn't please that. She was always too much woman for me. And I envied her so much. I envied her grace. I envied her beauty. She was like my mom in so many ways. I fucked her pussy a couple of times. But a guy like me wasn't meant for a woman like that. But my dad was. Carrie is as remarkable as my mom was, probably even more so. And they both made ... well, for Carrie, make ... ideal counterparts for a man like my dad." Jezebel thought about that for a long moment, as she slipped a finger into yuor ass. You cooed as she lubed you up.

"But why your dad specifically?"

"I mean, I knew he was hung. I knew he had confidence. And I knew he was broken. I was broken .. fuck, I'm still broken. But he was an alpha. Always was and always will be. But Carrie... she was special enough to fix us. I don't know if I'll be fixed, but I know she's tried."

And with that, Carrie came out of David's bedroom, where she'd been hiding. She was beaming, proud of your honesty, and proud of how much of a pedestal you kept her on. David was off visiting his parents. She was wearing her yoga pants and a hoodie.

"Such a sweet girl. I think she's earned a treat, don't you, Jez?" Jezebel smiled and nodded, finishing lubing up her strapon as she positioned herself against your tight pucker. Carrie came and stood right in front of you, peeling off her yoga pants, then sitting down and pulling her panties to the side. Her pussy was quite hairy now, a forest of dark curls. She barely trimmed it at all. The lips weren't as tight as when she was with you, a sign she'd been taking your dad's big cock for many months now. She was glistening.

"No touching. This is Daddy's pussy after all. But I want you to smell it, while Jez fucks you." Jezebel pushed against your pucker, the tip of her 6 inch pink strapon sliding inside you. You whimpered, breathing in your ex-girlfriend's pussy.

"That's a good girl, just take Jezebel's dick. That's the intro version, just so you know. Gotta get you ready for a boyfriend. How's my pussy look, sweetie?" You looked at her pussy, just breathing her in. It was so alluring ... just not for you, not anymore.

"Good, Mommy. It's hairier than it looks on the camera."

"Oh, you still watch that?" she said unconvincingly. You both knew you watched it. "And yes. It looks like a wife's pussy now, hm? A mother's pussy. A mother dating a big dicked Daddy." You whimpered. Jezebel was close to your spot. Your cock was locked tight in its cage, but if she could hit that spot...

"Yes, Mommy. I'm so glad you're dating Daddy." Carrie nodded approvingly, rubbing her clit, getting as worked up as you.

"Me too, Joanie, me too. I think you'll need to start calling him Daddy too, hm? Just like Mommy. Just like Sam. His wife and both his daughters," Carrie moaned, close to her own orgasm as Jezebel hit the spot, causing you to squirt your weak cum all over the floor. Your cum prompted her own, as Carrie squirmed against the floor, making a mess of her own. She laid back on the floor, panting, as Jezebel got your spot again and again, making sure you emptied your small sac onto the floor. Carrie put her panties back on for a long moment, letting the cotton absorb all her juices, then she peeled them off.

"Put these on her, Jez. She needs to start smelling like a pussy down there too." She got up and went to the restroom to freshen up, as Jez started to work your ass again, getting her own workout in.

What's next?

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