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Riley Gendreau
Riley Gendreau

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A real pain in the ass (September 2023 Exclusive)

I was in the middle of an argument with my girlfriend about who knows what at this point. We both had got so heated that I truly don’t know what started the conversation, but I was sure going to end it.

“God, I can’t stand you, why are women such pains in the ass?” My girlfriend looked shocked when I said that. “You god damn sexiest, why is it every time you do something wrong all women are the problem.”

She started to throw things at me. “Believe it or not, it’s men that tend to be the pain in our asses.” I laugh as I dodge the things she throws. “That’s hilarious.” My girlfriend continues to get angry.

“It’s true, and I wish you were able to experience being a woman with a man being a pain in her ass.” As she said this our house began to shake, and the lights flashed like crazy. “What the hell?”

My girlfriend fell to the ground scared. “Is it an earthquake?” I tried to look around, but the shaking made it hard to focus. I made my way to my girlfriend and covered her with my arms, but the shaking continued and I passed out.

I was still semi-asleep when I heard my girlfriend. “Oh my god, babe is that you?” I open my eyes and look up at my girlfriend. “Yeah, that was one heck of an earthquake, are you alright? You're not hurt?”

My girlfriend put her hands on her her face and looked like she was trying to keep herself from laughing. “I’m… I’m fine, but what about you? How do you feel?” I stood up and stretched, but that's when I realized my girlfriend was taller than me.

“I feel fine, did you put heels on before I woke up?” My girl shakes her head. “Uh, nope. See.” She points down at her feet and she’s wearing flats. “Huh? Then how are you taller than me? Wait is my voice different too?”

This time my girlfriend nods. “Yeah, you’re a bit different than when you passed out, how about we go to the bedroom and look at the mirror on my door.” My girlfriend grabs my hand and pulls me to the bedroom.

Her hand was the same size as mine now, something was definitely wrong, as before it was nearly twice as big. She pushed me into the bedroom and slammed the door close. “Here you go, take a nice long look.”

I looked in the mirror and noticed two women standing in it. I moved my arm and the new woman in the mirror moved in the same way. “Wait! Am I a woman now? How the hell did this happen?”

My girlfriend laughed quite hard. “Yup, you’re definitely a woman and a very sexy mature one at that. I’m not positive how, but it seems my wish has come true.” My girlfriend slaps me hard in my new ass, and I can feel it jiggle due to it’s size.

“What the hell?” My girlfriend looked annoyed. “Oh come on, you do it to me all the time. I mean this is just one of the ways men tend to be a pain in the ass to us women. If you can’t handle that you might as well admit I was right.”

“As if, a little ass slapping is fine.” I look back at the mirror and look at myself. I couldn’t believe I was a woman now. I’ve already gotten introduced to my new large ass, but so much more about me had changed.

I was now about five foot two, as I was slightly smaller than my girlfriend. I also had breasts, although they're larger than I’m used to, I wouldn't say they're that large, maybe C-cups or smaller, which is a plus for me.

I had long black hair, and it smelled good, like a bunch of flowers and it was soft. The complete opposite of my old hair. Then there are the replacement parts between my crotch, I honestly hadn’t noticed how empty it was down there until now.

“It’s so weird.” “Being a woman isn’t weird, it’s amazing, and I’m sure you’ll come to learn that in time.” She laughed. I turned towards her. “That’ll never happen, all this just proves that you and women, in general, continue to be a pain in my ass.”

As I said that, I felt my body start to move on its own. “Uh, I’m not doing this, I can’t stop myself.” My girlfriend looked annoyed. “Stop playing around, It’s not funny.” I get onto our bed and position myself up on my hands and knees, and point my ass out.

“What the hell is going on? Please help me!” I cry, the dress I was now wearing was magically lifted up and my panties were pulled down. My girlfriend was now staring at me in shock, now she clearly believed I wasn’t playing around.

“Snap out of it! Help me!” I yelled. My girlfriend snapped out of it. “What do you want me to do about it?” She walked up to me and tried to push me over, pull up the panties anything she could think of.

None of it worked, it was like I was frozen in place. I was trying my best to break free or figure out what was going on, that's when it appeared. “Uh.. babe, I don’t know how to say this, so I’ll just say it. A large cock just appeared by your ass.”

My heart sinks. “What? A cock? Like a penis?” She nods her head. “I think we both know why it’s here.” I gulp.  “It’s about to be a pain in my ass…” My girlfriend laughs and pulls out her phone.

“That’s right, I suppose I should film this so once it’s done and you admit I was right, I’ll be able to remind you of it anytime I want.” “This is bad enough as is, why do you need to make porn of it?”

She shrugged, and before she could speak the cock rammed itself into my ass. “OOOOh, FUCK…” My asshole was forced open and every inch was filled with this unknown cock. “It’s so big, it… it hurts…”

The cock started to thrust my ass. “Ooooh, it hurts, but… but why does it feel so good?” I begin to drool, and my pussy begins to become wet. “I never imaged you’d be into receiving anal, but yeah it can be quite pleasurable, but wait until it’s done, you won’t be able to sit.”

The cock began to thrust harder, and I could feel the front of my panties leaking. It seems I’ve already soaked them to the point where they couldn’t hold any more fluid. To be fair though, it was merely a thong.

The cock seemingly got bigger too, and its thrusting speed seemed to increase. “It’s going so fast now, I can hardly think straight.” My girlfriend continued laughing. “Yeah, the cock seems to have lubed your ass up, and itself, so it’s easier for it to slip in.”

“My whole body is so hot.” “That's because you’re turned on, and don’t try to deny it, I can see your panties.” My girlfriend walked up and pushed the soaked and bloated underwear into my crotch.

“Oooh, don… Don’t do… that.” “What? Does the little pain in the ass like that, perhaps I should stick my fingers in it.” She stuck her fingers under the thong into my pussy. “Nooo, OOOOh my god, that's… So.. good.”

“Well to be fair like you I am a woman, and I do know where the sweet spot is. Tell you what, if you admit that men are the real pain in the ass, I’ll help you cum, while that large cock cums in your ass.”

I turned my head towards her. At this point I was sweating like crazy, covered in pussy juice, drool, and precum from the cock in my ass. I was so horny and desperate for this to be over I gave in.

“You’re right, men are nothing but pains in the asses for women.” As I said this, my girlfriend hit the sweet spot and I exploded, and the cock in my ass finished and shot its massive load into my ass.

The cock disappeared and I passed out. “Well, that was something. I thought you’d turn back when you admitted it, but it seems you stuck like this. I suppose that’s a problem for when you wake up.”

“For now sleep tight, you’re going to have fun when you wake up and have to shower all that cum off, then clean the sheets. I’m going to go wash my hands, and then find a nice pretty dress for my new girlfriend to wear.”

A real pain in the ass (September 2023 Exclusive)

Comments

Yeah, it's different on purpose. I kind of just wanted to try out a story like it, one that's more about what's happening instead of how it happened.

Riley

This story is quite seriously different from most of your other stories... usually in your stories you can easily understand how exactly what happened, what happened, everything has a cause and effect right there... just from the words... and even this “thorn” which appears out of nowhere and disappears into nowhere... In general, it seemed to me personally that this story was written not by you but by someone else... if you don’t pay attention to these little things, then the story itself turned out good

last_of_workers


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