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Chapter 90 by keron
What's next?
Not the end
The mother and daughter look at each other and open their mouths to speak but no words come out. They seem torn about what to say to each other and they just sort of stand there for a while, unaware that you're watching from a few feet away. Abruptly, Sydney declares that she's going to bed and marches off naked to her bedroom. Holly starts to go after her, you suspect because that's where her clothes are, before she decide to give Sydney some space and stops in her tracks.
After that, Holly proceeds to go to her room where her husband Vince is asleep and you assume that's the end of your adventures with this family tonight. You don't teleport away immediately however since you're undecided about what to do next. It's been a long night dealing with Bruno, gaining the magic ring that gives you luck, your adventures in the casino, running into Sydney, banging Holly, then watching Holly getting gangbanged and listening to Sydney's story. You feel like you should rest, but you still feel quite awake and you just hang out while invisible in the living area of the big hotel suite. You're considering turning the TV on but it's the middle of the night and you doubt there's anything good on. You notice you can hear a faint sound of water running and you assume that's either Holly or Sydney washing up after both getting gangbanged.
You do feel hungry, so you head over to the kitchen to see if they have anything in their fridge to eat. There are some soft drinks in the fridge and half a box of cold pizza and you're about to take the pizza out when you hear a sound and you quickly close the fridge door and listen. You hear footsteps coming from the direction Holly had gone and it's not long before she appears, wearing a bathrobe and drying her wet hair with a towel. She stops in the kitchen for a second to pour herself a glass of water from the faucet and she drops it in 1 go, unaware that you're nearby.
You assume she would return to her room after the drink, but to your surprise, she heads in a new direction towards another room. It takes you a second to remember that it's her step son Billy's room. Was she going to check up on him? Out of curiosity, you follow her and enter the dark bedroom before she closes the door, narrowly avoiding coming into contact with her hand. She flicks the lights and you see Billy asleep in bed. The covers are only covering partially and he's clearly sleeping naked with 1 thigh and half his torso exposed.
Holly drops the towel she was using to dry her hair on the floor and she approaches the bed quietly. She slowly lifts the covers off Billy, careful not to wake him and soon exposes his naked body. He looks like he works out and is pretty fit and as Sydney said, his cock is around 4-5 inches and is currently hard. Maybe he's having an erotic dream. Billy stirs a little but doesn't wake up.
It turns out the evening is not done with surprises as Holly reaches into the pocket of her bathrobe and retrieves a condom packet. Your eyes widen as you can see where this is going. Quietly, Holly rips the packet open, takes out the condom and she leans over to apply it on Billy's condom, able to do it in 1 motion. Next, she slips her robe off and climbs gingerly onto the bed naked, careful not to throw her weight around too much to disturb Billy. She straddles him and holds his covered cock straight and then slowly sinks her pussy onto it until he's all the way in her. The lucky guy is still unaware of what's happening as Holly sits on his cock for a while before she starts to grind her hips.
Billy is slow to wake at first, but when he realizes what's going on, he jerks up and exclaims "Holly?!" Holly quickly puts a hand over his mouth to keep his volume down.
"Shhhh! Keep it down or you'll wake your dad!" Holly whispers. "Okay?" she stops moving her hips and stays still. Billy mumbles something muffled into her hand and nods and she slowly removes it.
"Holly?!?" Billy repeats in a whisper this time. He looks up and down her body, from her beautiful face to her magnificent breasts to where they're joined together. "What- What's going on??"
Holly smiles gently down at him and she caresses his cheek with her hand. "I heard about your dad's special gift on your birthday," she says.
"Did he tell you?? Or was it....?" Billy says, not mentioning Sydney by name.
"It doesn't matter. But you didn't get an opportunity to actually lose your virginity, right?" Holly asks. Billy looks down again at his cock embedded in Holly's pussy.
"I... think I have now..." he says with his face red and Holly giggles.
"Well I heard how it went with Sydney and I thought this way you might last a little bit longer. You like how that feels?" Holly says, grinding her hips on Billy and he groans involuntarily. Holly puts a finger on his hips. "Shhhh!!" she shushes him and he nods. She grinds on him a few more times and then leans forward, placing her hands on the bed on either side of Billy. "Put your hands on my ass, sweetie," she whispers and Billy timidly moves his hands and hovers them over her ass for a while before he finds the courage to grab it and she rocks her hips a bit more, letting him feel her weight. "There you go, that way you can control my movement and move with me. Even though I'm on top and you're laying down, sex is a 2 person activity, got it?" Holly says, sounding like she's giving him a lesson.

Holly moves her chest closer to Billy's face. "You can suck on my tits too," she says and Billy promptly strains his neck up and latches onto her left nipple. "No teeth!" Holly flinches and clearly he was too eager. However, he quickly gets the hang of it and sucks on her breast and uses his lips and tongue instead of his teeth and soon Holly is rocking on his body again and they fuck slowly.
After a while, Billy takes a break from Holly's breasts. "Can I... kiss you?" he asks.
"Of course," Holly says and she leans down to kiss him. They start out with a few quick pecks on their lips before it gets passionate fast and you see their tongues lashing at each other. "Mmm, you're a good kisser!" Holly remarks when she pauses for a breath.
Billy chuckles. "Yeah, I've had plenty of practice. It's just that I've never gotten past second base," he says, blushing. Then. in the middle of his laughing, his face contorts and his lips form a 'O' and Holly stops moving as he cums and she kisses him tenderly.
"You okay, sweetie?" she asks him after a while.
"Oh yeah, that was, awesome..." Billy gasps, not quite believing what had just happened.
"Good. I'm glad you enjoyed it. But, if you going to please a woman, you're going to have to last longer and you have to fuck her properly, got it?" Holly says, sitting up on his cock.
"And how I'm going to do that?" Billy asks.
"Practice. Trust me, all guys don't last long in the beginning. You just have to keep doing it," Holly says as she climbs off him. She pulls the condom off carefully and drops it in the trashcan next to his bed.
"Um... okay..." Billy says, scratching his head. He's probably wondering how he's going to go about practicing.
"Don't worry, I'll help you," Holly says with a reassuring smile. "I'll come back tomorrow night and maybe I'll teach you doggystyle. And we'll continue when we get home too... just keep this between us okay? No blabbing to your father or step sister or buddies, okay?" Holly says, putting on her robe. "Night sweetie!" Holly then flicks the lights off and hastily exits the room.
What's next?
- No further chapters
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5 Rings
You come into possession of magic rings that give you great powers
By chance, you come into possession of 5 magic rings that imbue you with great powers. Each ring has a unique ability. How will you use them? For good? Or for evil?
Updated on Jun 23, 2026
by keron
Created on Nov 22, 2016
by keron
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