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Chapter 147 by bobbobbobthethir
What did you whisper?
A sneaky lie—you’re snagging Ruby for yourself!
“How was the quiz, Ruby?” you ask, walking up to the sexy redhead. “Bet you something big that I did better than you.”
“You really want to go? No backing down after this,” Ruby says with a smirk. “Because you’re not winning this bet.”
“I’ll take my chances,” you say, giving her a cocky shrug.
“Well then, you lost,” Ruby laughs, pointing at Vignesh. “You seriously forgot this guy was my partner? I don’t think we dropped a single point.”
“Oh damn,” you say, snapping your fingers. You shake your head and sigh. “I’m pretty sure I missed the last question. Guess I lost the bet then.”
“You better pay up!” she says gleefully.
Vignesh, in the background, gives you an odd look, as if saying: what the fuck? This wasn’t our script! You ignore him, continuing to talk to Ruby.
“That just means that I’ve got to give you something big,” you say, injecting as much innuendo as you can into that line. “I’m ready to deliver whenever you are.”
“My, my,” she says, reaching out to touch your chest. “You’re forward today.” She walks closer to you and whispers in your ear: “How about right now?”
“My room,” you reply, and the two of you begin heading out.
“Hey, wait up!” Vignesh calls, your sudden departure catching him by surprise. “Where are you going? I should join in!”
“Uh… I don’t think that will work,” Ruby says,{if Vignesh > 99} apologetically. {else} coldly. {endif}.
“Sorry man,” you say, looking back with (what you think is) a helpless shrug.
A couple minutes later, both you and Ruby are naked in your room, busy playing connect the private-parts. You are doing a very poor job of it at the moment, because your cock is currently embedded in that orifice called ‘Ruby’s mouth’, but it sure feels great, the redhead’s technique a superb demonstration of flexibility and lack-of-a-gag-reflex. As your cock plumbs down into the reaches of her throat, she grips your waist with a tightness that tells you maybe this is going too far...
When you eventually do pull out, your length glistening wet from her saliva and spit, she coughs a couple times, blinking with a shake of her head.
“You didn’t tell me you were going so deep!” she groans, massaging her throat.
“But you took it,” you grin. “And you’re going to take some more.”
“Holy fuck,” Ruby pants, still recovering. “I didn’t know you were so aggressive in bed.”
“You’ve got to be aggressive to win girls,” you say, a wicked smile crossing your face.
She’s kneeling on the ground before you, and with a swift move, you pick her up, and push her onto your bed. On goes your condom, and you line up against her pretty pink pussy, the red landing strip a neatly trimmed line. There’s no doubt about where to put your cock now.
“You aren’t… fuck…” Ruby gasps as you penetrate her, slowly working your shaft down into her canal.
But much like Ever Given in the Suez, you seem to get blocked up, unable to make progress. Ruby’s legs are squeezed tight, her breath sounding ragged, and she eventually says: “Make me wet, please, this won’t work…”
“This cock isn’t doing enough for you?” you say.
“Please, fingers or something first,” she says. “You’re too big…”
“You got that right,” you smile, oblivious to how that might not be a compliment here.
So with your ego suitably massaged, you extricate your cock from her cunt, much like the Israelis after the Suez Crisis. You begin fingering her like a madman, two fingers jackhammering into her pussy with callous regard for the subtler arts of pleasuring a woman. Still, motion is motion and a pussy is a pussy, so she does eventually starts to produce her own lubrication, until Ruby grabs your arm, saying: “Your cock, in me, please…”
“So now you want the big guy,” you laugh, all too happy to give it to her.
In it goes again. This time, you’re like the triumphant Ismail the Magnificent, sailing down the newly inaugurated Suez, enjoying the sights, luxuriating in the heat, fucking over the people (or really just Ruby, in your case). Her snatch is what you’ve been seeking all this time, and so it’s her snatch that you’ll have. Your cock spears deep into her, and it’s a wondrous thing. Her tightness is intoxicating, the hefty handfuls of her bubble butt exhilarating, and as she begins to move with you, granting you new angles to fuck her with, you let out a grunt of satisfaction.
The grunt is accompanied by a stirring down below, and it transforms into a groan, a long and guttural sound that ends with you shooting your load, her heat and pussy too much for you to handle.
“Oh yes,” you cry out, spurting into the condom, Ruby’s legs wrapped high around your waist.
“Oh! Fuck! Yeah!” Ruby screams, though the orgasm kind of seems faked, not that you notice.
And then it’s over. She extricates herself from under you, hurriedly putting on her clothes, saying something about getting lunch with some friends, and you’re sitting on your bed, smelling of sex.
You check your phone, still feeling great in the afterglow of your orgasm. You see a couple of texts from Vignesh:
You bastard.
You stole her for yourself.
What the fuck man?
You shrug. If he had more game, he should have snagged her for himself.
Vignesh -100
What's next?
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The Freshman 15
A young man gets to college late. Can he still screw the Freshman 15?
A young man gets to college late. Can he still screw the Freshman 15?
Updated on Aug 22, 2025
by bobbobbobthethir
Created on Sep 16, 2018
by bobbobbobthethir
With every decision at the end of a chapter your game state can change. Here are your current variables.
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