Olivia (Babysitter’s Club 3)

“You have a beach house?”

“Yeah, it’s something dad did a while ago. Each of us kids have one, in the same compound. And then there’s the compound in Vail. We can teach the kids to ski. I can’t wait for them to meet their cousins.”

“Lydia and Dom Jr. didn’t bring the kids and their spouses this time because somebody had to stay back there and watch over things and my sister in law is way pregnant. Plus there wasn’t enough room on the plane…”

That’s her sister and older brother. I climbed into bed and listened as she gave me a rundown of her nieces and nephews, some of which I’d heard before but now I saw all these people in a new light.

“Don’t worry baby, you’ll get used to it.” She crawled into bed and straddled my lap. I reached up and took the flower from her hair. “Just promise me one thing. That you’ll never change.”

She looked at me questioningly for a second before wrapping her arms around my neck. “It’s just money Rich, it’s a bank account. There’s no need for me to change.”

I know she knew where I was coming from, but by the time she covered my lips with hers and reached between us for my dick, I pretty much put that shit out of my mind.

“This, isn’t going to change.” She slid down and took my dick in her mouth, sucking me to hardness before climbing back up and impaling her hot cunt on my rod.

I palmed her tits and sucked one of her nipples into my mouth as she rode up and down my cock. I let her have her fun through two orgasms before putting her on her back and fucking into her hard.

I had to cover her mouth with my hand before she woke the kids. I looked down into her eyes as I stroked into her, feeding my cock in deep. Her pussy clutched at me and sprung a leak as I bottomed out.

“I don’t care what you do with your money, but I’ll be taking care of you. You understand?”

“Uh-huh, sure, anything you say.” Her greedy ass was trying to get cum number four and I know she wasn’t listening to shit I say.

I moved my hand and fed her my tongue. Taking her ass in my hands I deep fucked her until her clenching pussy drained my balls, but I wasn’t done.

“Turn around.” I put her on her hands and knees and used her escaping juices and mine to oil up her ass before sliding my dick in. “You better bite the sheets, you know how you get.”

She’s the ass fuck queen. For someone who fought me tooth and nail about giving up her ass, she sure gets off on having me fuck her there at least once a day.

She gripped the sheets with her hands and lifted her ass higher. “Play with your clit.” It wasn’t long before she was making those hoarse guttural moans as I pounded her ass. She tore the damn sheets off the bed.

I spent the next few hours asserting my manhood until her pussy was a red beaten mess. She was assed out and trying to catch her breath as she laid sprawled on the bed when I was done with her. Money can’t buy that shit.

Richard

The next day I got a visit at the shop. Seems her brother and cousin were serious. I tried giving them a deal since they were family, but they seemed offended.

“Business is business brother, that’s not how we do things.” Tony assured me as he walked around the shop. Melissa would shit a brick if she saw how casual they were about dropping a few hundred grand.

It was easy to see where Olivia got her laid back attitude from. Unless you looked real close, you wouldn’t realize that they were all wearing Rolex, or that their shoes cost a couple thousand dollars.

Then Uncle Sal showed up, more like snuck in because he was keeping shit on the down low from his wife. His nephews ragged his ass and I got to see a less serious side to the older man.

“Now you can’t tell your aunt Teresa.”

“How you plan on getting it home when it’s done?”

“She don’t come into the garage so it’ll be fine. Unless one of you mooks talk.” From the look he gave them I’m pretty sure it was a given that they wouldn’t be doing that.

I ended up spending half the day me, and my guys, fucking around with them. I’ve always liked when people showed an interest in my shit. And they seemed genuinely intrigued.

“I’ll tell you what, we can open a shop back east and sell these things like hotcakes. Junior would be the man to talk to about something like that.”

“Yeah, and you’ll make more money too. If I know my brother he’d sell the shits for twice the price and make that shit work.”