Lottery Bet With Sister

This story was written for the 2025 Literotica 750 Word Challenge. At some point I might write it as a full story, but below this line are exactly 750 words:

Last month my wife Linda and I won $30 million in the lottery. To share the wealth, we were giving our parents, her brother and my sister a million each and we'd claim the prize as a family.

My sister Amy arrived in town a week early.

"You two are greedy," she whined in the car when I picked her up at the airport. "Why am I only getting one million?"

"Why do you need more? You're not making enough on your OnlyFans page?"

I told her I found out about it through her Instagram posts while mom and dad don't know because they only have Facebook.

"Did you like what you saw?" she asked.

"Very much. In high school I thought you were hot and would always try to catch glimpses of you in the shower or getting dressed. I never said anything because I thought it was weird."

"And now?"

"Now that we're in our 40s I'll admit that I've jacked off to your content."

"Really? Back in high school I thought you were cute. But you've grown into a DILF -- dad I'd like to fuck."

"How about a little incestuous bet?"

"What did you have in mind?"

"A million-dollar best of three sexual series, where whomever cums first each time loses. Event one, you stroke me, I finger you. Event two is oral, either a 69 or we take turns. For the finale, we fuck. If I lose you'll get an extra million. If you lose, you're my slave, granting all of my requests for sex, pics, vids, or audio whenever I want."

"It's a bet. When do you want to do this?" she asked as we arrived at the hotel.

"How about now?"

"You're on"

When I walked into the room she was already naked.

In less than a minute I had ripped off my clothes and ran over to embrace her, my lips going straight for her DD breasts and nipples.

"Let the contest begin," she said, wrapping a hand around my cock, and slowly began to stroke.

My right hand quickly moved between her legs and started to rub her lips.

She removed her hand for a moment to spit onto it before resuming stroking me.

"Just think how good this would feel if it was my mouth or pussy," she whispered in my ear.

I moaned softly as my fingers found her clit and began to rub quickly.

She let out a soft moan as she continued to stroke.

I slid my fingers down and pushed two fingers into her and started pumping them.

We continued to verbally tease each other for another few minutes before her body shook and she let out a long, low moan. Her moan set me off and I started cumming hard in her hand.

"Fuck, I can't believe I lost," she said before licking her fingers.

Once we recovered, we got into a 69 and I lost. Her lips and mouth did things I've never experienced, and she had me cumming in her mouth quickly before swallowing.

For round three, another BJ got me hard and she placed a condom on me. I threw her onto her back on the bed, raised her legs, and entered her quickly. I started thrusting hard and fast. Within minutes we were both panting, moaning and sweating.

"Not yet," she said and kicked the side of my leg, throwing me off balance.

She rolled us over so I was on my back. She quickly re-mounted me, reached down, lined me up and lowered herself onto my cock and began to ride, her pussy squeezing my cock.

"Guys always cum first this way," she grinned.

I was admiring her bouncing tits and waving hair before I started thrusting up into her to meet her riding.

It wasn't long before we were both moaning loudly.

"Oh my God! Yes!" she cried out as her body shook.

At the same time, I held her down on my cock firing an endless amount of cum into the condom.

"Oh Fuck!" I cried out.

She collapsed on top of me, her breasts pressing against my chest.

"Who won?" she asked.

"It was a tie, we came together"

"What does that mean?"

"It means you're my slave and you get your million. The first thing you have to do is get me hard so I can tit fuck you."

"Sounds good."

We fucked in multiple positions for the next 90 minutes before heading back to my house.