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Chapter 17 by Schmugelflugel
How much will you indulge in preparing her? Or do you chicken out?
Take great care in getting her ready and beautiful for him!
Already stunning in her own right, you take a moment to appreciate your girlfriend's radiating beauty. Succumbing to her new desires seems to have made her even more beautiful, and right now, you have to refrain yourself from pouncing her and eating her out right then and there as she stands before you, dressed in jean shorts and a crop-top. She smirks at your dumbfounded expression and enters, sauntering towards your bathroom, as she discards the bags she brought with her onto your couch.
"Choose whatever you want me to wear for my date, darling. I'll go to the bathroom and freshen up in the meantime." Her grin betrays her arousal as she leaves the room with a glance in your direction. You immediately jump to action and empty the bags, laying it all out in front of you. Their contents are three distinct outfits with matching sets of lingerie as well as three options for shoes. Feeling the heat yourself, you reach down towards your loose sweatpants and decide to pull them down, revealing a green thong and light green stockings before discarding your shirt as well to expose your smooth chest. Being so **** felt only right in this moment and your still locked up dick already twitches in excitement (something it never really ceases to do lately - which drives you nuts).
The first obvious set is a white miniskirt that looks almost too tight to wear with a matching white sheer blouse and a black vest. The matching underwear is only a black g-string, meaning thst her bare breasts would be clearly showing through the white blouse. There are no stockings or halters for this outfit, leaving her legs bare save for the accompanying black strappy heels. A naughty outfit indeed!
The second outfit is a ruby evening gown that looks innocent at first but quickly reveals its secret: The sides are mostly cut so [g1]s legs up to her hip as well as her sidebood would be on display. The matching lingerie seems very sparse: It's only a red lace bra as well as red garters and sheer stockings with matching red heels. Realizing that Christy would be pantyless in this one it giving you shivers all over and you note it as your favourite.
That is until you lay out the contents of the last bag. It contains a piece of cloth made from a stretchy, grey fabric that has so many cut-outs that you're sure it would cover little else than her most intimate parts. The matching lingerie is almost as miniscule, being reduced to pasties, white open-crotch panties, complemented by a pair of hold-up stockings and white heels. Your jaw drops at realizing how exposed Christy would be wearing that dress. Additionally, you realize that the place you've booked for them would most certainly charge extra for letting her in, due to the commotion her lewd attire would cause. But there's no denying that this dress had one message to tell and one message alone: "Fuck me!"
"Having fun?" Still in a teasing tone, Christys voice sounds sweet and innocent as she calls out from the bathroom. You're momentarily torn from your reverie and look up. The door is still closed and you hear the sound of the shower.
"OH yes, I do! Going all out, aren't we?" You try to tease her back, but can't hide the horny enthusiasm as you call back.
"Well I thought only the best stuff would be fitting for a special occasion like this. Did you choose one already?"
A moment of stunned silence as you're still indecisive.
"I take that as a no. I understand, they all have something going for them. But maybe it'll help you if I model them for you. Wouldn't you like that? Seeing your girlfriend prance around in her slutty outfits for you to choose the one she's going to wear for her cheating date tonight?"
"I-I..." you stutter for a moment, taken aback by her sudden bluntness. Then you gather yourself and retort.
"I think it'd be considered cheating if I wouldn't be wholeheartedly approving of the two of you fucking." Your beet red face would betray the extent of your shameful arousal to anyone observing you in this moment.
"We'll see about that 'two of you'-part. Maybe he's game for a plus one to start things out. At least to watch from close-up instead of the kitchen window this time anyway."
The friendly banter continues until Christy finally emerges, dressed in her fluffy gown. As you stare at her hidden, yet voluptuous body, she shoots you a chastising glare.
"No peeking, you naughty little slut. You'll see plenty soon enough. I see you've laid them all out for me. How about you go to the kitchen and prepare a drink for me as I try the first one on?"
Happy to serve, you go to the kitchen and start preparing a healthy shake for your girlfriend, one of the ones she always appreciates. Over the next ten minutes, you alternate between preparing the shake and admiring the various outfits on your girlfriends mind-blowing body.
The first outfit obviously exposes her breasts as her nipples are plainly visible whenever the vest is moved around, while her ample cleavage would draw in anyones gaze.
The second one actually flashes more of her shapely butt and you're able to make out the edges of her pubic mound from certain angles, leaving no doubt about her lack of panties to any observer.
Finally, there's the last one and at this point, your chastity is starting to feel tight again. While the others exposed certain parts of Christys sexy body, this one goes all out, revealing her trim stomach, showing off her boobs thoroughly save for her pastied nipples and a few cutouts even show parts of her ass, also strategically only sparing the parts where her lacy panties are. Nakedness would be less revealing at this point. It's a no-brainer, and you hastily choose this one.
Now it's time for the finishing touches, as Christydrinks the prepared shake and then applies her make-up, you're delegated to pick out jewelry. You choose a beautiful set of earrings, a jeweled bracelet and finally a fancy white choker.
Presenting your choice to her, Christy smiles and dons it all, finally ready for her date night. You can't help it and snap a few pictures of her as she poses for you. You get the idea to send them over to James, as a pretaste of their date. Christy loves the idea and you immediately get on Tinder and open the chat with him.
"Hey James, Christy and I are looking forward to your date tonight. Seems like she is more than ready for you. I attached a few pictures for you, presenting them for your viewing pleasure."
The answer is almost immediate.
"Wow, sexy! What a hot piece of ass. Can't wait for it!"
Interacting with him as yourself for the first time, you decide to add a new spin, hopefully setting the tone of his dynamic with you.
"I have also made sure to let the restaurant know that nothing is off limits for the two of you. It's my pleasure to pay for anything the two of you desire, just to make sure you'll enjoy yourself fully with my beautiful girlfriend."
"Thanks man, I really appreciate it. Or should I say cucky? Bitch? ****? Slut? What do you prefer?"
"Slut is fine, thank you... master."
At this point, you almost cum in your pants.
"Alright slut, then I'll have another suggestion for you. How about you be our chauffeur for tonight, driving us there, waiting in the car until we're done spending your money and then drive us home to your place so we can fuck in your bed. Would you like that?"
You can't hold back anymore and with a submissive evince, you squirt a few droplets of cum into your chastity and panties before you reply in short.
"Yes Master!"
The remaining half our before it's time to leave drags on forever as the two of you impatiently wait around.
Finally leaving, Christy sits in the back of the car, really establishing the dynamic this date is going to have.
As you arrive at Jamess doorstep, he comes out and see him up close for the first time. He is dressed in a smart suit, complementing his fit, athletic body. His face is tanned, very masculine and attractive with a short beard, his black hair faded to emphasize his handsome face. Overall, this fit, tanned man is the peak of masculinity and the excitement in the car at this view is palpable. He gets in the back next to Christy, and seemingly not fazed by her slutty outfit, he wastes no time, greeting her with a kiss on the lips.
"Wait, not too much, my make-up!" She weakly protests and he relents for the moment. Looking into the back view mirror, his piercing green eyes meet yours and he smiles.
"Hello slut. Nice to meet you. You can drive now, I can't wait."
You nod and start driving towards your destination....
How does the date go?
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Watching Girls You Know Get Fucked
A way for you to live out some cuckold fantasies
One day, you find yourself in a room tied to a chair. A strange masked figure instructs you to jack off as a woman/women you know get fucked by various guys. The relationship between you and the women getting fucked is entirely up to you, as are the people (or monsters) who are giving them some dick. Customize the names of both parties to make things more personal, whether it be the name of your girlfriend or a guy you knew in college. This story is meant to be very friendly to other writers out there, so please feel free to add if you have any ideas (27/6/2020: Story has been made public).
Updated on Jul 17, 2024
by lardasefyi
Created on May 17, 2020
by sharestories
You can customize this story. Simply enter the following details about the main characters.
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