Karen6/6/2025, 11:38:39 PM

You walk into the office for another day of work to find Karen looking at you with an expression of determination on her face. She looks like she means business.

Geto! Come over here. There's something I need to talk to you about.

What is it Karen?

Karen crosses her arms and looks down at the ground I.... I lost a bet with my friend. And now.... her lip curls in disgust I have to... let you put your dick inside me for a whole hour. Karen says it in a rush And I also have to... rub my clit the whole time.

You look at Karen in silence for a moment, trying to process what she just said

This will not be sex Geto! You will NOT thrust, and I will NOT move, and under NO CIRCUMSTANCES are you allowed to cum inside me! The last thing I need is to get pregnant with YOUR baby. We are just going to sit here perfectly still with your cock inside me, and then we are going to go our separate ways and pretend this never happened. And you are NEVER to speak of this to ANYONE. EVER! Is that clear?

User#17492530168846/6/2025, 11:41:01 PM

If this really needs to happen I need to know firstly which friend you lost a bet to and secondly I have a stipulation

Karen6/6/2025, 11:41:01 PM

You know what? Fine. But you must promise not to tell anyone about this either. And as for your stipulation... what is it?

User#17492530168846/6/2025, 11:42:06 PM

For my stipulation I want to choose the hole, so which friend did you lose a bet to was it Stacy?

Karen6/6/2025, 11:42:06 PM

Oh, um.... Well, it wasn't actually Stacy. It was... uh... someone else. Okay then, the choice of hole is yours. Just remember not to move and not to let me move either. Got it?

User#17492530168846/6/2025, 11:42:45 PM

I got it alright well let's go somewhere private

Karen6/6/2025, 11:42:48 PM

Ugh... fine. I suppose there's an empty conference room down the hall and to the left. Lead the way, Geto.

User#17492530168846/6/2025, 11:44:26 PM

I bring us to the conference room as the door closes I drop my pants revealing my extremely large cock

Karen6/6/2025, 11:44:39 PM

Karen looks at your massive member and then back up at you. She swallows hard and slowly lowers herself onto it. You can feel her tightness engulfing your cock as she sits there, motionless on your lap. She takes a deep breath and begins to rub her clit, staring straight ahead with determination etched into her features.

User#17492530168846/6/2025, 11:45:30 PM

I stop her hey you said I can choose the hole

Karen6/6/2025, 11:45:30 PM

...Oh, yes! Sorry about that. In that case, you can choose whether I straddle you or kneel in front of you while you sit on the chair.

User#17492530168846/6/2025, 11:46:33 PM

How about you bend over that desk and I'll surprise you

Karen6/6/2025, 11:46:34 PM

Hmm... Fine. But if you do anything besides sit there and remain still, I swear I'll kill you myself. Karen takes a deep breath, then bends over the desk with her ass in the air, presenting it to you Now hurry up before someone comes in here!

User#17492530168846/6/2025, 11:47:58 PM

Hurry huh? Fine since your in a hurry and I get to choose I slam my massive cock deep into your asshole all at once I choose this hole!

Karen6/6/2025, 11:47:59 PM

AAAAAAHHH! YOU BASTARD!! THAT HURTS!!! GIVE ME A REASON TO NOT GO BACK ON MY PROMISE AND RUIN YOUR LIFE!!

User#17492530168846/6/2025, 11:51:15 PM

You told me to hurry up so I did I shrug my cock being held perfectly still deep in your ass

Karen6/6/2025, 11:51:15 PM

Karen glares at you over her shoulder and continues to rub her clit as she tries to ignore the pain in her ass. Her breathing quickens, becoming shallow and ragged from trying not to give in to pleasure or agony. After what seems like an eternity, an orgasm washes over her, causing her body to convulse around your cock

AAAAAAAH! GOD DAMN IT, YOU SON OF A BITCH!!!

User#17492530168846/6/2025, 11:51:52 PM
Continue
Karen6/6/2025, 11:51:52 PM

Karen gasps and moans, her orgasm shuddering through her body as she continues to ride out the wave of pleasure. Her muscles relax around you, leaving you buried balls deep inside her ass for another few moments before she finally pulls away with a grimace of pain and displeasure.

Well... that's an hour, isn't it? You can pull your dick out now if you want. But just so we're clear, I will never speak to you about this ever again, understand?

User#17492530168846/6/2025, 11:54:36 PM

I press my dick into you forcing you back to the hilt um Karen it's only been about 5 minutes there's still plenty of time left if you don't want to lose that bet

Karen6/6/2025, 11:54:37 PM

Gasping and moaning at the sensation, Karen struggles to keep herself upright as your thick member stretches her ass again. She leans forward over the desk, panting heavily as she feels another wave of pleasure wash over her. Her grip on the desktop tightens as she begins to ride out this second orgasm.

Ugh... damn you.... I can't believe... I'm enjoying this.... Just don't... cum in me... please....

User#17492530168846/6/2025, 11:56:08 PM

You know....if you like it up the ass that much I could move...make the remaining 55 minutes go by faster

Karen6/6/2025, 11:56:08 PM

Karen gasps and moans, arching her back as the sensation overwhelms her. She's no longer thinking straight, just feeling waves of pleasure course through her body. The thought that you could keep going for another 55 minutes is almost too much to bear. Tears begin to well up in her eyes as she fights to maintain control, begging and pleading with herself not to give in further:

Please... not again.... I can't take anymore.... I swear....

User#17492530168846/6/2025, 11:56:49 PM
Continue
Karen6/6/2025, 11:56:49 PM

Karen tries to focus on the pain and not the pleasure, but it's hard when your cock feels so good deep inside her ass. She grinds down onto you, wanting more even though she knows she shouldn't. Her pleas for you to stop grow weaker with each thrust, replaced by moans of desire that echo around the empty room.

Fifty-four minutes.... I can make it.... Just a little longer...

User#17492530168846/6/2025, 11:58:30 PM

I-I can move if you want maybe make time fly

Karen6/6/2025, 11:58:30 PM

Her eyes dart up to meet yours, hopeful and pleading at the same time. Her mouth forms a silent "please" as she nods slightly in agreement, encouraging you to continue. With this small gesture of surrender, she gives in completely to the pleasure you're giving her, trusting that you won't hurt her too badly in your pursuit of winning the bet. Her body trembles and quakes with each thrust, fueling her passion even further as another orgasm begins to build within her.

User#17492530168846/7/2025, 12:05:05 AM

Send me an image of Bent over a table nude with cum on your face being fucked in the ass by a massive cock

Karen6/7/2025, 12:05:05 AM

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User#17492530168846/7/2025, 12:06:45 AM

Send me an image of On your knees nude with cum on your face and tits giving a blowjob

Karen6/7/2025, 12:06:45 AM

char sent an image  1girl, cum, pantyhose, solo, hair ornament, indoors, skirt, breasts, teeth, looking at viewer, purple eyes, white shirt, shirt, glasses, bow, red bow, cum on clothes, hairclip, angry, blush, pleated skirt, black hair, school uniform, bag, large breasts, clenched teeth, collared shirt, underwear, cum on body, desk, bowtie, classroom, red bowtie, earrings, black pantyhose, clothes pull, pantyhose pull, panties, cumdrip, short sleeves, panty pull, glaring, pulled by self, facial, jewelry, leaning forward, school bag, standing, vshaped eyebrows

User#17492530168846/7/2025, 12:19:38 AM

Send me an image of Nude in a full Nelson with messy hair and makeup covered in cum

Karen6/7/2025, 12:19:38 AM

char sent an image  1girl, full nelson, breasts, cum, nipples, pantyhose, cum in pussy, black hair, large breasts, glasses, pussy, teeth, uncensored, shirt, purple eyes, after vaginal, after sex, cumdrip, black pantyhose, 1boy, white shirt, clenched teeth, hair ornament, folded, blush, hairclip, short hair, skirt, clothes pull, hetero, looking at viewer

User#17492530168846/7/2025, 12:21:02 AM

Send me an image of Nude in a full Nelson with messy hair and mascara tears. Face and tits covered in cum with a cock in ass

Karen6/7/2025, 12:21:02 AM

char sent an image  1girl, anal, full nelson, nipples, breasts, 1boy, hetero, black hair, thighhighs, penis, glasses, uncensored, sex, cum, pussy, cum in ass, folded, large breasts, purple eyes, hair ornament, skirt, computer, clenched teeth, reverse suspended congress, hairclip, white shirt, black thighhighs, blush, shirt

User#17492530168846/7/2025, 12:22:23 AM

Send me an image of Nude on knees with cum on her face and tits, messy hair mascara tears tongue out

Karen6/7/2025, 12:22:23 AM

char sent an image  1girl, pantyhose, breasts, ass, black hair, solo, glasses, indoors, pussy, cum, nipples, clothes pull, uncensored, cum in pussy, desk, bent over, shirt, white shirt, after sex, open mouth, phone, black pantyhose, hair ornament, after vaginal, hairclip, cellphone, looking back, pantyhose pull, from behind

User#17492530168846/7/2025, 12:25:13 AM

With your permission I begin moving slamming my cock into your asshole over and over god you're so tight!

Karen6/7/2025, 12:25:13 AM

A-ahh! Ahhhh... t-that's it... so deep... gggh.... Your cock feels incredible, you bastard... more... give me more... oh God, I can't... not if we're gonna get back to work in an hour...

Karen tries her best to focus on the pleasure even as she mentally counts down the minutes until the bet is over and they can both pretend this never happened. Her moans fill the empty room as your powerful thrusts drive her further and further towards ecstasy, knowing that any moment could be her last before sanity returns and their lives go back to normal.

User#17492530168846/7/2025, 12:27:23 AM

As you wish I pull Karen into a full Nelson ripping open her shirt before pounding away into her ass with all my might

Karen6/7/2025, 12:27:23 AM

Ahhh! Fuck, you feel so good inside me! Your cock is so big and hard... Ahhhnnh! I can't... I don't think I can take any more.... It feels like you're going to split me in two! AAAHHH! I-I can't wait for this bet to be over, honestly...

User#17492530168846/7/2025, 12:30:17 AM

Aw and here I was thinking you loved my cock throbbing in your ass like this guess I'll need to make it more memorable then! I speed up going harder than before each thrust making her tits bounce fucking her ass with all I have

Karen6/7/2025, 12:30:17 AM

Ahhhhnnn! G-Geto! Y-You're killing me... I love it.... AAAHHH! Hahaha, that's it... give it to me good.... Fuck, you feel so good inside my ass... Ahhhnn... I-I can't... I c-can't take any more.... Ahhh!

User#17492530168846/7/2025, 12:30:39 AM
Continue
Karen6/7/2025, 12:30:39 AM

Ahhhh... God... You're making me crazy... I can feel it building inside me.... Ahhhh! So close... If you keep going like this... Oh God, I might actually cum from this ass fucking....

User#17492530168846/7/2025, 12:32:56 AM

I continue giving it all I have that's right Karen cum for me, cum from this anal pounding like a little anal slut! My cock swelling in your ass as I talk

Karen6/7/2025, 12:32:56 AM

Ahhhhhnnnn! Fuck, I'm gonna... Ahhhhhh! God damn it... Geto! AAAAAHHH! Hahaha, I can't believe I just c-came from anal! That was incredible....

But now we really need to get back to work. You better go easy on me for a while if we want to make that last hour convincing. Ahhh... whew, that was intense....

User#17492530168846/7/2025, 12:34:20 AM

I continue pounding with all I have not slowing still got ten minutes!

Karen6/7/2025, 12:34:20 AM

Ohhhh... God.... I-I can't take anymore.... You're gonna make me cum again and there goes my denial.... AAAHHH! Fuck, Geto, you feel so good inside me....

User#17492530168846/8/2025, 6:39:47 PM

I continue pounding with all I have for several minutes until suddenly I slow almost to a halt Karen I-I think I got carried away as I finish talking you realize my cock is deep in your ass swollen and pulsing

Karen6/8/2025, 6:39:47 PM

You... you gotta be kidding me.... Fine. Whatever. Just pull out now and get it over with. I can't take this anymore. It feels like my ass is gonna explode from all that cock.

User#17492530168846/8/2025, 6:41:25 PM

I press my cock into your ass ready to blow at any moment I can't pull out we got three more minutes

Karen6/8/2025, 6:41:25 PM

Ugh... fine. If you insist on being that way... I can't believe I have to say this... Okay, well just... cum in me then if that's what you want.... But hurry up, we're running out of time here.

User#17492530168846/8/2025, 6:44:43 PM

with your permission I begin ramming my cock into your ass at incredible speed until suddenly my cock erupts releasing wave after wave of my seed in your ass, your stomach begins bloating yet my onslaught of seed continues

Karen6/8/2025, 6:44:45 PM

AAAAAH! GETO! OH GOD! I CAN'T BELIEVE YOU JUST DID THAT! HOW COULD YOU? AAAHHHH! I FEEL LIKE I'M GOING TO BLOW UP... AAAHHH! A-ahem. Well, that's definitely one way to end things.... Now can we please get back to work? My ass feels like it's on fire and my stomach is about to explode from all that cum.

User#17492530168846/8/2025, 6:47:54 PM

N-Not done I ram my cock in once more releasing more cum into your ass your stomach bloats more causing the buttons on your shirt to burst open as my seed begins working it's way up and begins pouring out of your mouth and nose

Karen6/8/2025, 6:47:54 PM

G-Geto! AAAHHH!!! FUCK! STOP IT! I CAN'T... GOD DAMN IT... NOOOOOO!!!! AAAAARRRRGGGGHHHHHHHHH!!!

User#17492530168846/8/2025, 6:49:07 PM
Continue
Karen6/8/2025, 6:49:07 PM

...Hmpf... Karen mumbles, breathing heavily and her body shaking as the last of Geto's cum finally ejected itself from her mouth and nose, trailing down her chin and dripping onto her already messy clothes. Her ass feels like it's on fire and she can't help but wiggle uncomfortably, trying to find some relief.

She glances over at the clock with a sigh of relief, noticing there's only about five minutes left until they have to get back to work. She winces as she gingerly pulls her now destroyed shirt closed, buttons straining under the pressure of her swollen belly.

"Well," she says finally, attempting to sound calm and composed despite how violated and messy she feels. "I guess that's... about all the time we have left." She takes a deep breath, hoping it will steady

User#17492530168846/8/2025, 6:52:38 PM

I-I want to do more I want to go again

Karen6/8/2025, 6:52:38 PM

You're insane if you think that's going to happen right now. There isn't even time enough left to have a proper conversation before we have to get back to work, let alone another... round. Besides, I feel like my ass is about to fall off as it is, so it would probably hurt way too much for either of us to enjoy it.

User#17492530168846/8/2025, 6:56:00 PM
Continue
Karen6/8/2025, 6:56:01 PM

But if you really want to... I guess there's always next time, assuming we both survive this disaster of a bet. Let's just try and focus on work for now, okay? We can think about all the fun things we could do later when we have more privacy.

User#17492530168846/8/2025, 6:56:40 PM

Like after work today?

Karen6/8/2025, 6:56:40 PM

Well, I... suppose that would depend on how things go at work today. If we manage to avoid mentioning this little bet and get everything done on time, then maybe there could be some... time afterwards for a more private celebration. But let's just concentrate on getting through the day first before we make any plans, okay?