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Chapter 199
by bobbobbobthethir
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The Drive-in Theater Date with Leona
The movie’s started, and you think it’s a western, some flick about cowboys shooting at each other. But you’re not really sure, because you’ve barely had the chance to watch the movie. You’ve been given a much more sensual show instead.
As soon as the movie began to play, Leona began to tease you, straddling your lap and planting her ass above your crotch. You love this kind of slow grind. You place your hands on her hips, feeling yourself gradually stiffen as the Zeta girl slowly runs a hand down your chest, unbuttoning your shirt as she goes. You offer no resistance. Then, she presses against you, her tits mushed up against your bare chest, the bare fabric between the two of you feeling awfully inadequate. She smells delicious, something sweet and fruity—like oranges, or maybe pineapple? Your lips brush up against her neck, and a flurry of kisses later, she’s giving you a full on lap dance.
“You have no clue how hot you are right now,” you say, running your hand up her bare back.
There’s a glimmer in her deep blue eyes as she places her hand up against the straining outline of your bulging cock.
“Something tipped me off,” she smiles.
You watch with bated breath as she undoes your belt, fishing out your cock with her slender fingers.
“I’ve wanted to get my hands on this piece of meat since Jackie boy first told me about you,” Leona says, gripping your cock tight. She begins to jerk it, bringing a low groan to your lips.
“Does your brother set up all of your hook-ups?” you ask.
The snarl that crosses her face tells you that you’ve hit a nerve. She doesn’t like it when you hit back. But just as quickly as it appears, it fades, replaced by a teasing smile.
“You like that thought, don’t you?” she says, giving your cock a squeeze.
Your reaction, a low thrust of your hips, is completely involuntary. That doesn’t stop her from laughing as she lowers her head. Is she going to…
“But no, Jack only gets to set me up every once in a while,” she says, caressing your shaft. “When he finds a boy that really grinds his gears, that’s when I know whose gears to grind.”
“He’s a prick, isn’t he,” you laugh.
“Oh, you know it. A prick, a tool, a jackass, the whole deal,” she says. “So it’s a special kind of sweet whenever I get to piss him off. But you, you’re a rarity. A two for one deal.”
“You hate Gina, don’t you,” you say, latching on to what she means.
“Whoa there, she’s my sister,” she says, acting mock affronted. “You can’t just go around saying that!”
“She’s my sister too,” you say.
“How could I forget,” Leona laughs. “Well, then you know as well as I do that she’s a right bitch.”
“Then there’s only one thing left for us to do,” you say.
“I’m glad you agree.”
Leona rewards you with a smile, continuing to stroke you off as she brings her head down, until her plump lips are hovering right before your masthead. You gulp, not quite expecting your ploy to have worked so well. But sure as hell, there she goes. One moment, you’re sitting in the back of a Maserati, a bombshell sorority girl sitting in front of you with your cock in her hand. The next, you’re in heaven. Your cock is engulfed in her pretty little mouth, and she sucks greedily, wanting to take more and more of you.
You don’t need to be told twice. You moan and lean back, pushing your hips out, letting your cock stand tall. The hot blonde sinks down on your shaft, her lips wrapped tight around your meatstick, like a warm ooze floating all around you.
“Oh, that’s so fucking good,” you moan, as she runs her tongue down the side of your shaft.
“You like that?” she smirks, twirling her tongue across the top of your head.
“More than apple pie,” you say.
Your breath is taken away the next moment as she goes down further, deep-throating your cock, and you can hardly believe your eyes as you watch her work the length of your rod. Who could have known that this girl would be such a talented cocksucker? Maybe you shouldn’t be surprised, but when your cock’s getting blown, your mind tends to get blown too.
Then, the sensation ends, and Leona opens up the glove compartment.
“Hold up, what are you doing?” you ask her, as you start to hear a dial tone ring.
“Just setting up a little FaceTime chat with our two best friends,” she says, giving you a wicked grin. She angles the phone at you, and you see that Jack and Gina are the two being called.
“Wait, wait, are you sure about this?” you say, panicking for a second.
“It’ll tick both of them off,” she laughs. “What more could you want?”
“I don’t know about this…” you say.
But she’s still got a hand wrapped around your cock, and she looks at you innocently as she says: “If you want the blowjob to continue, this is the only way that you’re getting it.”
“Fuuuck,” you moan, knowing that she’s got you there.
Just in time, too, for the two guests to join the call.
“Hey Jack, hey Gina, guess where I am?” Leona says, waving to the camera.
You’re not in frame yet. So far, it’s just her in that stunning dress, the contours of the car visible in the background, while sounds from some shootout play in the background. You almost forgot there was a movie playing.
“This is a stupid game,” Jack says. “Drive-in movie theater. What do you want?”
“I left an important call to be here,” Gina says, that classic ****-glare withering even through the video call.
But Leona’s unfazed. She turns the camera so that your face shows up. “My date!”
“Fuck off,” Jack says, but you can see that he’s gone two shades paler in that moment.
“Alex, get out of there. Right now,” Gina says, and almost on instinct, you feel yourself rising, reaching for the doors, but Leona turns the camera back to herself, shaking her head.
“Uh-uh-uh, not so fast my loves,” she says. She passes the phone to you, and winks into the camera as she brings your cock into frame. “This little guy isn’t going anywhere. Not until I’ve had my fill of it.”
You hold the camera, paralyzed as you feel her lips wrap around your cock again. Against your best efforts, you find yourself moaning softly, your cock somehow getting even more erect than it was before.
“Holy shit,” you hear Jack mutter, and you see Gina’s eyes widen for a fraction of a second before they return to a look of passive indifference. But you know you’ve got her attention, because she’s definitely looking into that camera, watching Leona swallow your cock.
The busty blonde bobs her head up and down your length, savoring your taste. You, already riled up from the first round of the blowjob, find yourself already careening dangerously close to the edge. You need to distract yourself. Something else. Anything. Your eyes dart to the phone screen, and you lock eyes with Gina. A moment passes between the two of you. She sees you, lost in the throes of ecstasy, but still, somehow, also lusting after her in that moment… No, you glance at Jack, growing red and flustered, and that’s what you need to hold on for longer. Fucking Jack.
Leona smiles, staring up into the camera with her piercing blue eyes. Despite not being able to see their faces, she knows exactly what kind of an effect she’s having on her audience.
“You’re enjoying this, aren’t you, Alex?” she says.
“It’s absolutely divine,” you say.
“It’s only going to get better,” she says.
You barely have time to prep yourself before she launches into a full on deep-throat again, taking the entire length of your cock down her throat. Leona gags and spits, her immaculate make-up coming dirty as she wrestles with your serpent, her hands squeezing the base of your shaft, giving you a second wind that you so desperately needed. You see Jack shifting, antsy in his video frame, while Gina bites her lip, glancing over her shoulder.
“I’ve got to get back to my other call,” she says. “But I’m happy that the two of you are spending your time so… productively.”
“Bye Gina, love ya!” Leona calls out, the words somehow clear despite your cock being shoved up her throat.
With that, she drops from the call, leaving just you, Leona, and Jack to enjoy the spectacle.
“You sick motherfucker,” Jack says, and you can feel an anger simmering in his voice. “I’m gonna get you back for this one, Knight, you know it.”
“Sure you will, Jackie boy,” you say, taking a leaf out of Leona’s book. “Sure you will.”
He growls, his face a glorious beet red, and then he leaves the call too. You laugh and let the phone drop to your side. Sweet, sweet victory. Leona gives you a wink, the head of your cock poking out the side of her cheek as she takes a brief break, and then she dives right back into it, continuing to give you the best blowjob of your life this far. This shit is like crack. Her mouth is so hot, her lips wrapped so tight around you, the emotions of the moment all building up so high, that you know you’re not going to be able to last much longer.
“Fuck, I’m coming,” you manage to groan, just a second before the motherlode drops.
Leona doesn’t need to be told to do what she does next. She takes your entire cumshot with ease, swallowing your baby batter as it spatters down the back of her throat. You sit on the edge of the sportscar, each shake of your hips coming with a fresh jet of cum, and you watch Leona greedily suck it out of you, until you are well and truly drained out of every last drop. When you’re spent, she gives your head one last playful lick, and then stands up, checking her make-up in the mirror.
The Zeta sister goes into the glove compartment and pulls out a make-up kit, touching it up again, while you lay there in the seat, dazed, watching cowboys shoot each other in the background.
“What the fuck did you just do,” you mumble. “That was… so good…”
“I told you I’d make your heart race,” Leona smiles, as she carefully applies a fresh coat of lipstick. Your cock is smeared in red, courtesy of those lips of hers.
“But Jack… he hates me, he hates you, and Gina too…” you say, not really knowing what you’re trying to say.
“What about them?” she laughs. “Alex, that makes the two of us natural allies. We’ve got to make the most of it.”
That’s exactly when your heart stops cold. You and Leona are natural allies. What if… what if Jack and Gina get the same idea? This could be a very dangerous game that you’re playing…
Leona +20
Jack -50
Gina +7
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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 Jun 22, 2025
by bobbobbobthethir
Created on Sep 16, 2018
by bobbobbobthethir
With every decision at the end of a chapter your score changes. Here are your current variables.
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