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Chapter 20
by
Nissen
What's next?
Meeting the harem MILF Holly
After your encounter with the Latina Gina, you decide to go back to your suite for a shower before deciding what to do next. You pick up your swimming trunks, but don't bother putting them on, but instead just wrap your towel around your waist, naked underneath as you head back to your room. However, as you get to your room, you find the door ajar and you wonder if you forgot to close it when you left.
As you enter your bedroom, you see a mature, but incredible hot woman with long blonde hair and huge boobs, on your bed. She's probably even older than Brigitte, the Blonde MILF who brought you to Sin City yesterday, but incredibly hot anyway. She's wearing nothing but black fishnet stockings and a matching black fishnet thong, her massive boobs on full display. As you stop in surprise, your towel drops to the ground, revealing your hardening cock as you stare in surprise at the hot MILF. She looks back at you with a satisfied smiles as her hands pull at the strings of her thong and she looks at your hardening cock with acknowledgment.

"Hey there, John... I'm Holly, senior member of Master Mick's legendary Harem... Some calls me the Queen of Sin City... I'm pleased to see that Gina didn't drain your amazing cock completely" she says, looking at your now fully hard cock. "Since you're already naked and hard, I don't see any need for us to delay the inevitable, so why don't you come over here so we can have some fun?" Holly says, with authority in her voice, making it sound most of all like a command. Then she lies down on the bed and start kneading her huge boobs.
"Uhm... Hi Holly... Pleased to meet you... And since you're so direct... Sure, why not" you say. You get on to the bed and then sit on top of her as you know what she's suggesting. You place your hard cock between her big tits and she squeezes her tits around your cock as you start titfucking her.

"Wow, what a young and eager cock you have... So eager to fuck my mature boobies!... Now lay on your back, John, and let me make you feel good" Holly says.
You do as you say and lie down on your back while Holly gets up. Holly gets between your legs, grabs your cock by the base with her right hand. She sticks out her tongue and gives your tip a lick, then she looks up at you.
"Mmm, I always loved the taste of Gina's young sweet pussy, but tasting her juices on your amazing young cock is even better!" Holly says, and then she wraps her lips around your cock and slurps eagerly to clean the remaining of Gina's pussy juices off your cock. It feels amazing, and you thank your luck that you didn't make it to the shower before encountering Holly, while you look into Holly's eyes as she works your cock hungrily.

"Mmm, I think I got all Gina's juices cleaned off now, so now it's time that you put your young and virile cock to good use and fuck my horny pussy properly!" Holly says as she stops sucking your cock.
Spurred on by this, you jump off the bed and grab Holly with your strong arms and throw her onto her back on the bed. Holly squeals in delight at your rough eagerness and hold her legs up, wide open with both her hands, to expose her wet MILF pussy to you.
Without hesitation you ram your cock in and start thrusting hard, fuck her like you instinctively knows she wants it, hard, deep and fast. Holly's eyes looks up at you as you pound her hard, and tells you that you are giving her exactly what she wants. Soon her mouth drops open and a deep guttural moan escapes her as her orgasm sets in.

"Oh fuck, you're amazing, John... Bibi, Elsa and Gina were not wrong... You're the best fucking stud in Sin City since our legendary Master Mick and Master Jack... Keep fucking my hungry pussy until you burst or until I pass out from exhaustion... Just fuck me hard and merciless, John" Holly says, as her first orgasm resides, almost begging for more from her apparently insatiable horniness.
Once again spurred on from her words, you pull your cock out of her and grab her roughly as you have noticed she likes your rough handling of her hot MILF body. You lift her up and place her on her knees on the bed in front of you. Then you ram your cock back inside her pussy and start fucking her hard in doggystyle. It doesn't take long before Holly starts panting and moaning again as her second orgasm sets in and you keep thrusting, fucking her throughout her orgasm. "Oh fuck, I'm cumming on your amazing cock again!" she says between moans.

"Wow, you're an amazing fuck, John!" Holly says as she comes down from her second orgasm and you pull out of her. "Lie down on the bed, John... It's my turn to take control and fuck you now" Holly says.
You do as she says, and lie down on your back. Holly gets on top of you and impale herself on your cock in cowgirl position, looking straight at you as her pussy envelopes your cock and swallow your whole length. She leans backwards so that you have a complete view of all of her incredibly hot body as she rides you. She rides you slowly, and her big boobs bounce gently. Her left hand finds her pussy, and her fingers spreads her pussy lips slightly. It is an incredibly hot sight, and the sight coupled with her experienced pussy gripping your cock hard, trying to drain your cum, would have been more than enough to make most guys blow right there. But you manage to hold back your load while you enjoy the incredible sight and the amazing pleasure you feel in your cock.

"Oh fuck, John, you didn't cum yet!... This position usually makes any guy explode... Fuck, you're good" Holly says as she gets off your cock. She's panting, and you guess she's changing it up because she was getting close to another orgasm, but she doesn't want to cum again before you do.
Holly turns around, and straddles your cock again, this time with her back to you in reverse cowgirl style. She starts riding your cock hard and soon your both moaning loudly as you're both getting close. Knowing that she's finally got you where she wants you, Holly starts groping her big boobs with both hands and her moans grows louder as she rides you even harder.
"Oh fuck, John... I'm getting so close, and I know that you're getting there, too..." Holly moans. "Let's cum together, John... Fill me up with your hot cum as I cum on your amazing cock, stud!" Holly says.
She gyrates her hips, and you feel her pussy clenching your cock hard as her moans grows louder and she starts cumming. That does it for you, and you let go in and explosive orgasm, flooding her pussy with a massive load of cum.

"Ohh fuck, John... That was fucking amazing!" Holly says as her orgasm subsides, and she falls backwards, exhausted, with your cock still twitching inside of her. You grab her hips with your hands to keep her from collapsing on top of you. "I can't remember ever having three so massive orgasms before making a guy cum... And I don't think I ever felt so much cum inside me before, either... My pussy is literally flooded with your sperm... Fuck, that's hot" she says.
Then she puts her hands down onto the bed behind her, finally having regained control over her own body after the massive orgasm. She lifts herself up, allowing your cock to slip out of her spent pussy with a wet splosh. A large amount of cum drips from her pussy, down onto your cock and and balls below her.

"Thanks, Holly... That was an amazing fuck for me too" you say. Then you guide her drained body down to lie on the bed next to you, and you roll yourself as you pull her into a spooning hug. You lie like that for a while, hugging and kissing gently, but you are both completely drained for energy, and soon you both drift off to sleep.
Meanwhile, Salli has posted the album How John met the legendary harem MILF Holly in her corner on Sin City XXX.
What's next?
Sin City XXX
Where stars are made
How will you manage in the new world?
Updated on May 11, 2025
by Nissen
Created on Jan 12, 2025
by Nissen
You can customize this story. Simply enter the following details about the main characters.
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