Chapter 5
by
CosmoWrite
How does my night go?
Some of the best sex ever.
I was naked now, sitting on the bed. Roxy was on her knees, her huge tits resting on my lap. She had both hands on my 9" cock, stroking it, then licked the head. She proceeded to start sucking my cock, getting it about half way down. I grabbed her head, trying to get it down her throat. She gagged.
She popped her head off "Easy cowboy. Your pretty big and I don't really do deep throat. Just let me handle this. You can cum in my mouth though, I don't mind that."
"Sorry, but I plan on cuming on your tits, after I fuck you."
She was still stroking and licking my cock. Then she wrapped her tits around it. "You want to cum on my 36DD's do you. Maybe I will make you cum now."
Her tits felt amazing, they were huge and firm, while soft around my cock. I let her continue for a bit. Had I not just cum a few hours ago, I would have already with Roxy. I pushed her off "I want to fuck you now. On the bed, on all fours. I'm going to make you cum so hard."
She did not argue, she got on the bed, looking incredibly hot with her tits dangling, her plump ass pointing her me. "Come on, fuck me. But you won't make me cum. I can only cum when I'm on top."
I got behind her and she guided me in. I started to fuck her surprisingly tight cunt. She moaned as I fucked her and played with her tits. "Sounds like you are ready to cum"
"I didn't say I don't like getting fucked like this, it's just that it never makes me cum"
I don't know why, but I blurted out "I bet you cum before me"
"Sure, what's the bet." I wasn't serious, I was just playing.
"If I cum first, I leave right after, your debt is paid." I was ramming into her, squeezing her tits.
"If I lose, which I won't."
"You're my sex **** for 7 days, anything I want, anytime I want."
"Deal, now fuck me harder. Come on, you know you want to."
So I did, I pounded her from behind, slapping her ass, playing with her tits. Then she started to really moan, her pussy was tightening on my cock. I knew she was about to cum.
I pulled almost all the way out and then rammed her hard. Her arms buckled, she landed face in the pillow, my whole weight on her, my cock as deep as it would go. She screamed out "Oh FUCKKKKKKK! I'm Cuming!!!!"
I pulled out, flipped her over. She couldn't talk. I straddled her chest. She looked dazed, but did manage to cup her tits so I could fuck them. I came quickly, covering her tits and her face. I stuck my cock in her mouth and she licked me clean.
She finally started to talk, while rubbing my cum into her tits "What the fuck? I've never done that. I can't believe it. Charlie is not going to like this, but a bet is a bet."
"Good to hear. Let's take a shower."
We showered and fucked again. Then we went to bed naked, I spooned her, cupping her incredible tits.
I woke up at 3 am, needing a drink. I walked into the living room, Charlie sleeping soundly. I walked towards the kitchen, passing the card table. Our last hand still on there. I was curious, so I picked up his cards. I was shocked to see he had AK of hearts. He had not only a better hand then me, he had the best possible hand. Why did he muck? Was it that he wanted me to fuck his wife? Was he a cuck?
Honestly I didn't care. I had just fucked his hot wife twice and I was going to fuck her all week and I had over $9k now. Life was good.
What happens in the morning.
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Wanna Bet?
Ever Wish You Could Win All Bets
Characters gain the ability to have people accept, lose and pay up on all bets, no matter what
Updated on Jun 4, 2026
by dikmin
Created on Feb 20, 2026
by CosmoWrite
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