Chapter 8
by
ohmyyess
Fuck Ruby first, or head inside?
Lunch Break
All you've been thinking about the whole ride is getting your aching dick deep inside of Ruby's sopping wet pussy. You can feel the heat of it in your hand as you slip a finger inside of her. It's so warm and inviting. Ruby's moans are only matched by the face she makes when you enter her, you see her eyes roll to the back of her head as she puts on a dumb smile. With your free hand you grab her by the chin, "Don't look away, look me in the eyes."
"Yes John," she whimpers.
You slip another finger inside of her as her eyes go wide. She's so close, you can feel the tension in her body. You move your fingers faster, in and out of her. Each time you thrust your fingers in her slit you make sure your palm pushes against her pubic bone. Suddenly, Ruby tenses up, her head flies back and she gushes into your hand. You keep pushing your fingers in her, she bucks her hips as wave after wave of pleasure hit her. After a minute or so, finally, she settles down. Your upholstery is soaked in her juices, so is your hand.
"You're going to clean this up, before we go in, right Ruby?" "Of course, John."
And as sure as your dick is still hard, she makes quick work of the upholstery and your hand. She's even kind enough to tuck your still engorged cock back into your pants. As she buckles your belt you think "Teen pussy. It's waiting."
You and Ruby step outside of your car. Your new found ability to have sex with any Red Head you see has given you a strange new confidence, you can't quite pinpoint where it comes from, but it is intoxicating, so you lean into it. You walk into La Belge with a broad chest and a beautiful buxom Red Head on your arm. Women passing by swoon at how cute you two look together. You stop and bend Ruby over slightly, lift up her skit and slap her ass for the patrons, they coo back, "Awwwwww!"
Ruby reacts to the slap with a moan and a devilish smile. She stands up, sees her sister and waves to her. She grabs your hand and leads you over to their table. As soon as you see her sister, you know you've made the right decision.
Ruby's description doesn't do her sister justice. She is gorgeous, with slim hips and small perky tits. Her large emerald eyes and red lipstick are absolutely striking against her alabaster skin and fiery auburn hair. One look at her and your cock is practically standing at attention. Ruby's sister blushes at the sight of it, and you immediately adjust yourself. "Kat, this is one of my friend's from work, John."
"Hello Kat, it is my genuine pleasure to meet you."
"I can see that," Kat jests. "It's very nice to meet you too," she says shaking your hand a little longer than normal, struggling to maintain eye contact.
You take a seat next to Ruby, across from Kat, as the server walks over. "Ladies, lunch is on me," you say in a boisterous voice. The server takes your order and walk away.
"That's very kind of you," Kat says abruptly. "Well, it's the least I can do for crashing your sister-lunch date."
"John stop! I invited you!" Ruby assures.
"She invited me out of pity," you whisper loudly to Kat. "That's just like her, bringing home strays. She's always been a very giving person." "I'm beginning to discover that," you quip as you stare at Ruby's lips.
"This is the thanks I get," pecks Ruby.
"I just thought it would have been nice to have you jerk me off or let me slide my dick between your tits while we ate our meal, Rubes," you say with a grin.
"Excuse me?" gasps Kat.
You glance at Kat, who is stunned. "Oh shit, I fucked this up," you think to your self.
There is a beat with nothing at the table but silence.
"So cuuuuuute!" blurts Kat, "That is so hot," she says brazenly. "Ya know...I just turned eighteen last week."
Ruby rolls her eyes, "I'm sorry, she lacks finesse."
As your food and drink arrive Ruby begins to drive the conversation. "Kat, how's school going? John, Kat here has a 4.0 GPA. She's smart as a whip, she's gonna be an brilliant engineer one day! You should have seen for her Senior project last year..." Suddenly, you go deaf, the result of feeling Kat's foot on the base of your cock. You look at Kat with a face of absolute surprise and pleasure. She grins as looks at Ruby and listens to her drone on. You reach down to her foot and guide it as it moves up and down your shaft. Her eyes widen as her gaze meets your, smiling.
*Snap*
"Hello?" *snap* says Ruby, waving her hand in front of Kat's face. Your gaze's release as Kat's foot withdraws from your groin. "Katherine, are you listening to me? I asked you to tell John about your Senior Project Results."
"I'm sorry, Rube. I was just still a little taken aback by what John wanted you to do over lunch. Are you two seeing each other? Does mom know about him? --Dad's gonna kill you for getting involved with another guy from work."
"Katherine! NO, we are NOT seeing each other. And even if we were seeing each other, it is none of your business. John is just the guy I work next to. I mean, I did give him a blowjob this morning, but that was just because he was stressed out and killing my vibe at work!" Ruby places her hand on your swollen member. "I also blew him on the way here..." As she works her way through her thoughts aloud, she begins to rub her hand on your cock, through your pants. "I mean, he has a really nice dick. And Kat...his cum is delicious." "Oh my god, Ruby," utters Kat.
"So you guys are definitely not together then?" "Nope."
"So it'd be ok with you then for John to accompany me to the bathroom to put his dick in my mouth?"
A beat. "No need for the bathroom Kat, no one's gonna mind if you do it at the table." Ruby unzips your pants and takes out your cock, almost in preparation of her sister's proposal, as the server approaches.
"How're we doing, guys? Can I get any one anoth--oh my!" The servers notices your thick member being stroked by Ruby's hand. "Aw! That's so romantic! I'll give you guys a moment."
Ruby whispers in your ear "Didn't I tell you she had gorgeous eyes?" "You know, you could have us both...if you want," she says with a squeeze.
"How much longer do you guys have for lunch?" Kat say suggestively.
A single tear drops from your eye, "This is the best day," you say to yourself softly, as Ruby checks her phone.
"We actually have to be getting back to work, we have a presentation to prepare for," sighs Ruby, as she puts your cock away.
"I'll airdrop you my number, John. Here. ...and these are some pictures I think you'd like."
You look down at your phone, blush and immediately put it away, as Kat gives you a wink. "I'll be in touch," you say as smoothly as your new confidence can muster.
"No finesse," remarks Ruby. She flags down the server, "can we have the check please?"
You stop the server and hand your credit card to them. "Just run this. I did say I'd treat, right?"
"I'll have to find a way to pay you back," says Kat, brashly.
You just smile as you sign the check and get up from your seat. "Let's go, Ruby." You turn to walk away and pause. You turn back, "be seeing you Kat."
You and Ruby walk out of the restaurant and back to your car. You get in, start the engine and sit for a moment. "You ok, John?" You can't believe that all just happened. This day has been nothing short of a whirlwind, and it's not even two yet! You turn to Ruby, who looks on with confusion and concern. "Ruby, I want you to take my cock out and suck it, but do not let me cum. I wanna fuck you when we get back to work." "Of course!" she says with an genuine zeal.
Ruby does as instructed as you begin your drive back to work. She stokes your cock a bit to get your hard, but after that lunch long tease, it doesn't take much to get you there. Ruby takes you into her mouth, sending a jolt up your spine, you almost cum, but manage to collect yourself. You grip some of Ruby's crimson hair in your hand and begin to push your hips into her.
Not only do you see a pothole ahead, you see an opportunity. You hit the pothole, and simultaneously, your cock goes straight down Ruby's throat, gagging her. You hold her head down as she begins to buck and grip your thigh. You let her go and she gasps for air. "Do you like being my whore?" "I love it," she coughs out. Ruby goes directly back to your cock and services you the rest of the drive back to work.
Once you get to work you park and go to get out of the car. Ruby stops you, "I thought you were gonna fuck me when we got back.." "I've got an idea. I'm gonna fuck you on Amber's desk." "Ooo! Maybe she'll wanna join in?" "Here's hoping."
You grab her by the wrist and the two of you make your way upstairs to Amber's cubical but she's nowhere to be found. "Hey Melanie, have you seen Amber?" "She just went to the bathroom, I think."
"Perfect." You grab Ruby by the waist and pull her close as you kiss her. You slip your fingers up her skirt and sit her on the desk. "Oh this is gonna be great!" squeals Ruby. You put your hand over her mouth as she grabs you by the belt and takes out your cock. A few quick strokes and you are back at full attention. Melanie just stares and licks her lips. Ruby hikes up her skirt while you take a wad of spit to your dick. You take your cock and tease her clit with the head of it. She bites down on her lip and pulls you toward her. You thrust into her, she yelps "Fuck! That's big!"
"I know! He's huge, right?" you hear a familiar strawberry blonde say over your shoulder. "Oh hi! Amber, how was your lunch?" you ask while beginning to pump into Ruby. "It was ok, I had lunch with Ash in the break room--clearly not as good as yours!" Amber remarks as she notices Ruby's make up, ruined from the face fucking you gave her on the drive back. "Are you guys gonna be long? I don't mind you using my desk but I do have some work to do to prepare for this two o'clock meeting."
"Well Amber," Ruby grunts out between thrust of your gorging member into her tight slit, "we were wondering," she grunt, "if you'd like to join?" Ruby's words hit your ear and you thrust harder and faster than before, Ruby begins to yelp, with more pleasure than pain.
"Yes!" says Amber, as she begins to slip out of her dress, "I thought you'd never ask!"
An excited Amber grabs you by the face and kisses you, then does the same to Ruby. Melanie coos in delight. Amber gets behind you and starts to push your hips deeper into Ruby as she whispers in your ear. "It was so nice of you to do this for the two of us. You are such a great guy John." You grab Amber by the neck and kiss her. She makes her way to Ruby and the two kiss for a moment while you drill into Ruby. "Can I have a go?" asks Amber as she plays with Ruby's clit. "Not yet, I'm so close! Fuck me harder!" screams Ruby. Amber rubs her pussy even harder, bringing her to the point of climax. You feel the grip Ruby's pussy has around your cock tighten, she's is going to cum. Ruby's legs wrap around you tighter, as she grabs Amber by the neck and brings her lips to meet Amber's. Amber's relentless fingers **** Ruby into hard spasms. Ruby's legs tighten like a vice around your hips, her screams of ecstasy muffled by Amber's mouth. Ruby pants and melts into Amber.
Amber grabs your cock out of Ruby's still pulsating clit and drops to her knees. She cleans off Ruby's cum from your cock as your legs begin to twitch. "You look like you're about to blow!" she exclaims. "Ruby and her sister teased me all through lunch, and Ruby gave me a blowjob on the way back," you explain. "And they didn't let you cum? Aw you poor man! Let me take care of that for you!"
Amber sits you on her desk and slides your tense member into her wet, warm mouth. The sensation causes you to shudder. She tease the head with her long tongue, then with a pop, she shoves you down her throat. Her head begins to bob up and down and it's almost too much for you to handle. Your almost limp hand lands on the back of her strawberry blonde hair, she puts her hand on yours and instructs you to **** her head down, if you like. You push her head down and hold it there. You can feel Amber's throat muscles tense up, she begins to squeeze your thigh. You release her and she pops off your cock and gaps for air.
"I see why you love doing that, John! It's so hot!" gasps an exhausted Ruby. She drops to her knees and gets behind Amber and starts pushing her head down on your dick. The two begin to alternate servicing your stiff member.
"Well isn't this a sight!" you hear as a hand lands itself on your shoulder. "You three look to be having fun!" It's Finn, walking in on you, again. He looks over your shoulder at the faces of the two red headed beauties bobbing their heads up and down your shaft. "Now that is quite the view," says Finn enviously. "You three will be ready for the two pm presentation shortly, won't you?"
"Absolutley," muffles Amber with her mouth around your cock. "We're just finishing up with John and we'll get to it!" says Ruby with a thumbs up.
"You'll have those reports for the meeting right, John? I'm counting on you." "We'll make sure he's there," Amber says as she takes your cock out of her mouth.
"Great! Looking forward to it!" Finn exclaims as he pats you on the back and walks away.
Your ears go hot at the sensation of both ladies' lips around your shaft. "I'm...gonna fucking...cum," you struggle to say. Seemingly rehearsed, both ladies bark "Feed it to us!" Your body stiffens as you stroke yourself to climax, with both Amber and Ruby's mouth open, waiting for your load. "Fuck!" you cum hard, sending thick, hot ropes of your self over the ladies' faces and into their mouth.
Again, you are jelly as you sit on Amber's desk and sink into it. The ladies move to clean off your cock, with every kiss and swirl of their tongues you twitch and tremble. You pant and try to catch your breath. "Amber, Ruby, thank you so much..." Amber cuts you off "No! Thank you, John!" "John you made our day, thank you!" says Ruby as she kisses your cock all over.
The ladies help each other clean your load off their faces with kisses and laps of the tongue. Ruby helps Amber back into her dress, giving her ass a little squeeze, while Amber buttons Ruby's sky blue button up blouse and pecks her on the lips. You watch, amazed at the care they take for each other. They're so gentle, kind and flirty. You tuck in your shirt and button your pants then glance at your watch. "Shit we better get going, it's almost two." Both ladies agree. You run to your desk to get what you need for the meeting, Ruby stops you as your are about to run from your desk. "What are you doing tonight?"
You flash a devilish smile at her, "depends on who's available." You run to the conference room, you sit and try to collect yourself. You look up and see Amber sitting across the table, her eyes fixated on you. You smile, she smiles back. Ruby takes a seat next to you and with a squeeze of your thigh whispers in your ear, "Well I'm available. Why don't you see if she's wants to join again?" motioning to Amber.
"Great idea, Rubes. Although, I did promise your sister..." She cuts you off, "Kat won't need much convincing. I'm surprised she didn't try to stroke your cock under the table." "Oh, I suppose that's reserved for only for you," you say with snark. She smiles, satisfied with herself, and runs her fingers over your thigh. "She actually started to rub my dick with her foot, until you snapped her out of it." "Well I promise not to interfere tonight. That is if you still have it in you," she punctuates with a hard squeeze of your half chubbed cock.
You smile from ear to ear, your head filling with thoughts on the coming evening.
Ash and Finn enter the conference room and the presentation begins.
How does the 2pm presentation go?
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Sexual Privilege
Freeuse for One
These branching stories are going to have 3 very simple premises: 1) You exist in a world where your character AND ONLY your character gets to have sex with whatever group or groups of people you choose wherever and whenever he or she desires. 2) The circumstances under which he or she can have sex with that group can be specified generally or specifically. 3) The response of the people you have sex with and/or the general public can be chosen.
Updated on Jun 11, 2026
by Cross C
Created on Aug 31, 2017
by SanctifiedVillified
You can customize this story. Simply enter the following details about the main characters.
With every decision at the end of a chapter your game state can change. Here are your current variables.
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