Firstly, just some background information about who we are. We fell in love with each other as very young and inexperienced teenagers. Now in our early twenties, we are physically at our peak, she’s a pretty blonde with average sized breasts but extremely firm and perky with puffy nipples of the perfect shade of pink. Slim body but with the right curves and amazing round ass! Always completely shaven, with curious labia slightly sticking out.
He has a handsome face, with a toned, athletic body type and an average sized penis which is always ready to go!
Because we met when we were very young and, as said above, inexperienced, we had to find our way ourselves but together. Both openminded and with a willingness to try new stuff, we gained a lot of experience like e.g. FMF-threesomes. Different kinds of roleplay were also something she liked, in particular her being the client and I had to be the naughty massage therapist. But also, the harder stuff would get her going, for instance rape-play was something she was craving every now and then. The idea of being forced, feeling powerless and dominated for a stranger’s pleasure.
This particular night we were in Antwerp at a very large cinema, watching a film just the two of us. She was in a naughty mode and made this clear be handing him down something during the film. This ‘something’ were her panties she had taken off and was sitting there, panty-less in a mini skirt. Then out of the blue, she whispered in his ear that she knew what kind of roleplay she wanted to play next.
“Here in Antwerp is a large red-light district, when we’re home, I want to play that I’m a prostitute and you’re the customer.”
He was sitting there motionless, not giving a direct response, so to find out if he liked the idea she placed her hand on his crotch, which was raging hard! He loved it! He loved the idea of having such a naughty partner the fact that she pretends to have sex with strangers. The only problem he had was this; he couldn’t wait till home, he wanted it earlier, now!
WE
Not being able to wait, he came up with an idea right there and then and explained it to her: “You are wearing a mini-skirt without any underwear, right? So, when we are driving home, I’ll stop at one of the streets of the red-light district, you get out and I’ll drive around the block and come back as costumer to pick you up.”
“Wow, I love this idea! This will be so hot! But what if another car stops before you?” She asked.
“Just talk to him, ask how much he’s willing to pay and eventually tell him it’s not enough. I will make sure I’m never far away.” Was his reply and then added with a wink: “If he’s good looking and willing to pay a lot, you can always accept the offer.”
“No, are you crazy? I’m not going to have sex with a stranger!”
He looked at her with a smile and said: “Maybe not sex, but a hand job or maybe a blowjob would be a hot idea, you have my permission.”
She kind of laughed it off and told him she was going to have sex with him only and no one else.
HE
“OMG, I can’t believe she agreed with this, this is so hot! I know she told me this as fantasy but now she actually standing there on the street.”
He dropped her off, drove around the block and parked the car on the opposite side of the street, just over 20 metres distance.
“She looks a bit nervous; I hope there will be someone stopping soon but if not, I am also happy. Shit I’m also a bit nervous!’
A few cars have passed and slowed down but none stopped, yet.
“I can feel my heart going faster, each time a car slows down. At least she’s looking at me the whole time with a smile on her face. Fuck! This car actual stops!”
His hands are shaking while he’s looking how the driver’s window is lowering and she leans forward.
“Pretty nice car actually, but I can’t see his face. OMG, she’s actually talking to him! Should I interfere? No, I told her she could go along. Will she? What is she doing? She’s looking at me, smiling and pointing her finger. What is her plan? She smiles again at me, what is she doing? She walks over, ahh, she coming back to me. No! She gets in! Fuck, what should I do? Please don’t drive away, I can’t see them. If they drive away, I will follow them. There in the car for a couple of minutes, maybe they stay, maybe she is really giving him a hand job. Fuck, not sure how I feel but I am fucking hard!
They both get out now, that was pretty fast. Did she already make him cum? He’s old! Maybe not old but I can see he’s starting to get grey a bit. What? Did she just wave at me with a huge smile on her face before she got in the back seat? Fuck, they will really start now! She looked comfortable and happy. I will have to get my cock out, I’m so hard! What will they do? How much did he pay? Why am I jerking off? I think I can see the car going up and down a bit, I’m soo horny right now. Don’t jerk to fast otherwise you’ll cum before him.
Wait, the doors open. How long were they there? A few minutes, half an hour? No idea! She looks normal. Should I get out? No, I’ll wait till this here. The guy is already driving away. I can’t wait to hear her story, I am still so hard. I’ll fuck her straight away here in the car!”
SHE
It’s pretty cold in these clothes. At least I can see him, his car is just across the street. Not sure if that’s his face but let’s smile to let him know I’m alright. I’m I alright? Sure as hell excited! OMG, a car! Will the car stop? I hope it’s a young guy. No, it just passes. Shit I’m nervous. I can feel that my legs are a bit weak, it will be alright. Another car, if this one passes, I will just walk back to the car. It also passed, hmm, it slowed down though but I still couldn’t see what type of guy was inside. Well, let’s just go back to the car or wait, I can see another car coming. After this one I’m going back for sure. It slows down, it slows down. It stops! Fuck, what now?
“Hey, you’re looking good. How much for a blow job?”
Fuck! Think! Say a ridiculous high amount of money!
“Uhm, that will be €200,-“
He’s not young but pretty handsome. How will he respond?
“Okay, that’s fine, hop in!”
Really? Did he just agree with that? Don’t go in, or maybe do it? What should I do, think, think, think! He looks okay, maybe I should do it!”
“Uhm, alright but we can’t drive away, do you see that car? That’s my pimp, he’ll be watching us.” Good one! Just smile to him so he knows it’s alright.
“Sure, I don’t mind. Get in.”
Alright, I’ll get in the car. I’m actually doing it! Should I ask for the money straight away? Yes, better to ask it straight away. The car smells nice, vanilla or something. OMG, I think he’s already got an erection.
“Here is your money. What’s your name?”
“Uhm, thank you. My name is Jesse.” Fuck! Why did I tell him my real name, stupid!
“Nice name. I can hear you are from Holland. Listen, we are parked in the middle of the road, even though it’s a quiet place and there are not many people here, maybe it would be a better idea to move to the back seat. The windows are tinted and nobody will see us there.”
“Okay”
Yes, this is better. No one will see us. He can’t drive suddenly away, yes, good idea.
But give a sign that all is well, otherwise he won’t know what to do. Okay, the street looks empty. Just get in and close the door. I’m shaking. Alright, he’s already sitting there and he even unbuttoned his pants. Just start, I mean, it’s a pretty hot idea anyway. I’ll start with rubbing his cock a bit. Shit, he’s still hard! I think he’s big too. I’ll pull his pants and underwear done, I shouldn’t wait too long. Fuck, he is enormous, I cannot even wrap my fingers around it, would it fit in my mouth.
“Don’t be scared, ever had such a big cock?”
“No.” I have to admit, it is way bigger than Sam’s.
“Don’t worry, everything will be fine”
Okay, just do it. You always fantasized about big cocks, now is your chance! Just jerk him off a bit and then take him in your mouth. Fuck this is hot! Wondering how it feels to be fucked by it. Hmm, this is more difficult than I thought, I can’t take it in my mouth completely. Just lick it, jerk him off at the same time and play with his balls a bit. Even his balls are huge, they feel heavy. He’s moaning, he likes it. Or will he cum?
“Can you take it deeper in your mouth?”
Just keep jerking him off. “No, it just won’t fit.”
“You know what, I’ll add an extra €100,- but then I will fuck you.”
“Okay.”
Why did you say okay? Don’t! You can’t do that, that was not the deal. But I am curious though. Surely it will feel amazing, completely filled by that huge dick. Just do it!
I’m not wearing panties, just lift up your skirt, open your legs and lay down. Why does he just stare at my pussy? Is there something wrong with it? Why doesn’t he start?
“Mmm, that is a really young and tight pussy but I hoped you would be an innie. Anyway, I’ll be careful not to hurt you. But just let me look at it for a bit longer, mmmm. So hot.”
Does he see I’m wet? Am I wet? I’m fucking horny though. And what the fuck is an innie?
“I’m not sure it’s a good idea, maybe I should go back.” What did I just say? You cannot just stop and leave. But you’re also not sure if Sam is fine with this. What should I do?
“Don’t worry, it won’t hurt much and I won’t let you wait any longer. You’ll love it.”
He’s leaning over me; I can feel his tip against my pussy. Why don’t I get up and leave? Ohh, fuck, it goes in. Ahh, I feel so filled, so full. It feels so stretched out. Ahhh, did I just moan?
“I told you you’ll like it.”
“No, stop.”
Why do I whisper this and why does he continue? Fuck this feels good. Ahh, yeah, one hand is grabbing my tit and the other hand around my neck. I love when Sam is putting his hands around my neck. Shit, I forgot about the condom!
“No stop, I don’t want this!” I whisper again! Say it louder for fuck’s sake.
“You don’t want me to stop. You love it! You love to be fucked by a stranger, a stranger with a big cock. I know it!”
He’s going faster and deeper. It hurts a bit. He’s really big. His hand gets a bit tighter around my neck.
“I really don’t want this, please stop.”
“If you don’t want it, why are you so wet? You love it!”
It’s true, I’m wet. And it does feel good. Maybe just enjoy it? Why am I grabbing his hips and helping him thrust inside me? Ahh, yeah, yes, yes!
“Don’t stop!” Did I just say this out loud? No, no, no! He’s moaning louder but so am I. I can feel his breath on me. I can feel his balls against my ass. He’s deep inside me.
“Stop. Stop.” I whisper again.
He’s pounding harder and harder. It feels really good, I’m so wet. I have the feeling that an orgasm is coming! No, I never had an orgasm from just penetration. It tingles. Keep going!
He’s moaning and grunting louder, is he about to cum? Don’t cum just yet.
“I’m cumming, I’m cumming!”
He’s cumming, what is he doing? He’s pulling out! No. Fuck, what just happened? How did he move so fast? Why did he cum on my face and in my mouth and why did I let him!? Open the door and spit it out. I swallowed; did I really just swallow a stranger’s cum? Is this it? We finished? I didn’t have an orgasm. Did I just got raped btw? I told him to stop. Fuck, my whole face is sticky.
“Ahh, that was nice. You’re good, not the best ever, but, just good. Let me get you the rest of the money, here.”
What should I say to Sam? How did I get to his car, I don’t even remember getting out and crossing the street? Was is rape? Did I want it? I was clear, wasn’t I? I like it though, I liked it a lot. Is my face clean enough?
I can see Sam smiling at me through the window. Is he jerking off in the car? Does he have any idea what just happened? His cock looks indeed way smaller. Just get in and tell him.. tell him what?
^((just for the record; the first part is a true story. after the cinema we went home and created this fantasy together in bed. telling a part, while playing with each other and the other continuing with the story. this was the end result))
Source: reddit.com/r/gonewildstories/comments/ilbz1k/roleplay_went_too_far_girlfriend_gets_more_than
So, just to be clear, your girlfriend didn’t get fucked in a car by a stranger or am I misreading it?