For Max, pretty confusing. (That's right)

Max was pretty proud of himself. He'd managed to go this far with his training with Dessa and Dee, and he hadn't fucked either. Yes, they were complete knock outs, but he'd managed to control himself and not fuck, and very likely knock up, the busty blondes.

It was a milestone, since every other women he spent any time around in his life, he'd pumped babies into.

Seriously, he didn't remember saying more than a dozen words to his neighbors, in any timeline that he can remember, and then when his instincts went nuts, he'd managed to pound a baby girl into both his neighbor and her daughter. Yeah, both were insanely hot (Megan's massive tits were seriously mouthwatering in anything she wore) and he was glad they were now both a part of his life, but he couldn't just go around breeding every pussy he came across. Even though he'd already made it so that any woman he bred would become a good mom to his kids, that doesn't mean he should just go nuts with it.

Either way, that little conundrum was going to have to wait. He'd literally won the lotto with that lucky ticket he'd 'what if'ed' into existence, and now that he was going to have Scrooge McDuck-ian levels of money, he wanted to talk to his first baby mama/aunt about what he could do to help out with that money for the women in his life.

He'd needed to relax a bit before going into this chat, and had spent some time with Olivia playing some video games (and occasionally fucking when they just couldn't keep their hands off each other). He really had to figure out some way he could get her to remember his original timeline with her, since he knew all her tells in playing things like Mario Kart with her. The weird part of it was she still hadn't really developed all the habits in Versus games that he remembered. Max felt sad as he realized that this Oliva never really played games with anyone else, so she wouldn't have developed those habits yet. He really needed to make this right.

Either way, after some nice loving competitive sex/racing (some at the same time) that had been joined in by Iris who was a bit of a nerd herself and made for a nice three way, both in gaming and in bed.

Max took a brief moment to remember Olivia cumming on Iris' face with her cum stuffed pussy, while Max had pounded a nice thick load of cum into her pussy. God his life was awesome.

Still, fixing things with Olivia was for later. He needed to talk to his aunt.

Max found the door to her bedroom closed with a 'do not disturb' sign hung on the doorknob. That usually meant that Aunt Alison wanted some alone time, and generally everyone respected that. He couldn't put this off though, the sooner he started this, the better.

Max knocked on the door, suddenly feeling very anxious, was he about to become the breadwinner of the house? He was already kinda 'man of the house' or at least 'cock of the hosue.' Would this change anything?

"Come in!" came from behind the door, and Max entered into his aunt's room. She was laying in bed in a very comfortable short bathrobe on her bed, reading glasses perched on her nose while she slid a bookmark into the book she'd been reading. She always did love those spy novels.

"Hey there Maxie, What can I do for you?" she asked him, a smile on her lips and twinkling in her eyes, she could tell he had something to say.

"I just wanted to say, first of all, Thank you." Max started.

"Thank you?" Alison said, "Now why would you be thanking me?" she asked him.

"Well, First of all, for letting me, my mom, and my sisters live here with you, and sharing me with them and everyone else like you have." Max said. He knew she made his life much, much easier so giving a little thanks was the least she was due.

"Aaaaw, Maxie. I'd do anything for you or your mom, or your sisters. You're my family and I love all of you." She cooed at him.

Before Max could continue though, she held up her hand. "Before we continue though, I want you to talk to me while you're buried in me. I'm feeling a little craving my man can fill." Alison smiled at her nephew.

Max rolled his eyes and smiled, leave it to his aunt to want to have a conversation while on his dick. She did look delicious reclined like that as she pulled her short robe up, revealing her bare pussy.

Max couldn't think of any reason not to, so he quickly shucked his pants and underwear and climbed into bed with her, moving one of her legs so he could get between her thighs with his hardening cock.

"Just rub the head of your cock around my lips while you harden up, plunge into me whenever you want, just keep it nice and easy for now. What else did you want to talk about?" Alison instructed her younger lover.

Max chuckled a little, "Yes Madame." As he started to trace the lips of her quickly moistening pussy with his hardening cock. "Well, I just wanted you to know that I just won the lotto. I found a lotto ticket for this weeks drawing and I won. The mega-millions one too, I won the big one." Max said as he kept his eyes on his aunt's.

"Really? So you've got a lot of money now, huh?" Alison teased. "Do you have any plan on how you're going to want that money? The lump sum? In installments? There's a lot to think about with this. The attention that's going to come with it too." She was making some very good points while she started grinding her pussy a bit against his much harder cock.

Max was having fun teasing his aunt like this, her nipples tenting her robe as her pussy started soaking the head of his cock. The way her eyes flared and breath caught as the hard head of his cock traced over her clit before it started going back around her lips. "I hadn't really thought about all that. I just want to help take care of you and all the other women that've entered my life recently." Max admitted to his most pregnant baby mama.

Alison smiled warmly at her nephew, before gasping and biting her lip as Max decided that was the perfect time to sink his cock nice and slowly into her now well soaked pussy, not stopping till he buried the entire thirteen inch monster to the hilt in her pussy. Goddess above he just hit every sweet spot in her pussy. Gasping, "Ah! So that's what you want to do? You want to be the big man of the house? Gather all your women under you roof so you could keep them all nice and barefoot and pregnant?" she managed to get out before she started feeling a rising emerald energy radiating through her as her orgasm began to build.

Max hadn't quite thought it through that much, but he was loving the idea of it. "I don't know about that," he admitted. "But, I do want to do right by my women, and especially my daughters. I want all my women to grow up together and loved, and I think we can do that with this money." He said as he took his time to shift his hips with every stroke, sending his cock scraping through some deliciously sensitive spots in his aunt's pussy.

Alison's eyes softened for a moment as she felt his earnestness as much as his cock. He really was the right person to trust with the machine, just as deliciously perverse as her, but not willing to **** things for malicious purposes. "Ooooh Maxie." She cooed at her lover as she felt an orgasm begin to already rise as he pressed his cock slowly and deliberately across some of her sensitive areas while he fucked her. Her smile then turned impish though as she caught his words. "Daughters, huh? Do you know someone else you've gotten pregnant? You have a soft spot for making some Daddy's Girls with my baby girl? Or are you expecting more than just my baby girl?" She teased him.

Max paused as he sputtered, he hadn't been thinking too hard about what he'd been saying. Before he could formulate an actual response, he felt his aunt's heels pressing against his back, pushing him back into a nice rhythm that he'd paused. She laughed as she looked loving at him. "Hahaha, Oh don't worry lover. You're not the only one with secrets. I know you've got more than just your baby girl in my womb here coming in the next few months. Call it a Mother's Intuition." She said as she winked at him. "We both have some secrets I think, but don't worry. I won't press you for yours' and I'll hang onto mine for a little longer. I will tell you when the time is right though." She said as she got back into the flow of feeling that nice and languid orgasm build through her body.

Max was still a little flummoxed and a little scared. What secrets was his aunt not telling him? Did she have some sort of magical(?) machine of her own? She didn't seem mad with what he'd done though, so that was good.

"Look Max, I love you. And not just in the familial way, in case that hasn't been obvious." Alison said as she gave his cock a nice squeeze with her vaginal muscles. "I just want you to know that it's wonderful that you want to take care of me and the other women you've brought into the family, and you're more than welcome to help me finance a new house. I just want you to know that you're not the only one with a nice chunk of change stashed away. If you want to use some of your new money to help finance a new house though, you're more than welcome to. Though we may need a very large nursery." Aunt Alison said as she felt that delicious orgasm start to crest as it rushed through her.

Max was stunned as he felt his aunt begin to cum on his cock. She felt amazing as her pussy began to quiver and tremble as it tried to coax his load from his balls into her hungry pregnant pussy. After a minute of his aunt trembling beneath him, Max felt his aunt relax as her orgasm finally ebbed.

"Aaaaw, don't worry Maxie, I didn't steal the money. It just turns out that working in finances at a bank is a pretty good way to make some solid cash, and I'm pretty good with money. I've been wanting to get a bigger place since you and your sisters moved in, so you can help me find or design a new place for our family. Though I think it'll be a little bigger than I was originally thinking. But that's enough about the future for now." Alison said to him as a naughty spark glinted in her eye, "The only future I want you to think about now, is the one where you pump my pregnant pussy full of your cum so your baby girl can be born knowing the taste of her daddy's cock." she said as she started pulling Max into a faster pattern.

Max, for his part was too overwhelmed at what his aunt had said to really think, and figured he'd deal with things after he'd had some time to think. He'd help find a home for his women, that was for sure, but he couldn't really think now with her balls aching to paint his pregnant milf's pussy white, just as she asked.