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Chapter 24 by wsauthor
Thursday!
You go to work.
You awaken and immediately set to work on masturbation.
“Oh Mom, give it to your little girl! Mmm, you love my pussy-ass? I see how hard it gets you. Let me start with a tittyfuck on your fat log then…oh mmmm, feed me Mommy…”
You cum quickly after being all pent up. You listen for Mom and hear her giggle excitedly.
“Mmm, Thanks, Mom! Now that my belly is full, can you eat out my pussy? Oh yes, I know it’s loose. Use your hands, too! Oh shit! Cumming!”
You cum again quickly and completely surprising you. You were really pent up. Good thing you got it out of your system.
“You awake?” Mom calls. “My girl?”
“Your good girl is awake, Mommy! I was just playing with my clitty!”
“Oh! *Oh*! N-No problem! I’ll see you downstairs when you are ready!
*****
You expertly drain your belly and shower. Rather then dress, you head down to the kitchen naked.
“Hi, Mom!” You kiss her on the cheek. You see she is leaking from her cock and catch it on your finger and suck.
“Need Mommy to help you pick out your outfit? I laid one out already.”
She laid out your regular, tight underwear with a looser, new business shirt and the slacks that weren’t overtly sexy from yesterday. You dress quickly and grab a waffle.
“How do I look?”
“Great! Knock ‘em dead!”
*****
At work, you catch stares and hear whispers. You dread leaving your desk. As expected, however, Ms. Long, your boss, calls you to her office.
“Come in,” she commands and closes the door behind you. “What are you wearing?!?” She asks incredulously as she stares at your butt.
You take a deep breath. You knew this conversation was coming. “My butt has been growing, and this is the most professional thing I could find in my size. I didn’t want to keep wearing my business casual clothes. My washer isn’t broken…I just outgrew my pants.”
“And your shirt, too? You’ve been gaining weight. Is everything okay?” She gently touches your arm. You freeze, not having realized she moved right up behind you.
“Uh, I’m just having a hard time at home,” you answer honestly. A hard mommy dick. Ms. Long was never this nice. What’s up…
“Talk to me about it…” she prods gently. She moved to guide you by the waist, but her hand…accidentally…yeah right, rubs across your butt and even squeezes it gently. “Oops, sorry…” Uh-huh.
“Well,” you take a step back as if to turn to face her and press your big butt against her crotch. You feel a thigh-thick hard cock between your cheeks. Only for a moment as you pull away quickly under the guise of turning to face her. You don’t let her know you felt anything, but she did and is red in the face. “Should we sit?”
“Yes, that’s best,” she guides you again by the waist and even boldly cops another feel as you sit.
Now you see why she maintains a professional dress code even though it’s out of style. Her frilly shirts and loose dresses hide a two foot long cock as big as her thigh. It pops up from her dress as she sat. She quickly puts her hands on her lap to push it down into hiding again. You don’t let on that you saw anything and launch into a story.
“My dad left before I was born and I think these thirty years have worn on Mom’s self-image. She won’t date and stays at home all day,” you tell her some truths. “I can’t bring myself to confront her about it. Since my birthday last Friday, I’ve been stuffing myself daily. I know I must look a mess,” you gesture to your larger clothing. “My butt is the worst. My Mom bought me these pants and I didn’t want to tell her they were inappropriate for work and wore them anyways. It brought a light to her eyes. I’m sorry, Ms. Long.”
“Oh! I mean the pants actually technically meet the dress code…there’s nothing that says you can’t wear something made for women. It was just that, uh, it’s…ahh…form fitting?”
“You think?” You stand up and stick out your tush in her face. You pull them up a little by the waistband, jiggling your fatty cheeks. “I mean, I can have Mom send them back and get a larger size…”
“Ah, can I feel how tight they are? You might not need to send them back…”
“Sure, I can’t barely feel anything back there anymore after bumping into so many things since it got so large.” This time you lie outright, but you don’t want her to know you felt her cock. Dickgirls can be very private and you don’t even know what kind she is.
“Oh!” She exclaims, surprised, but also seemingly a little giddy. She immediately grabs your butt. “Okay, let me…” You feel her take big meaty handfuls. Then she pulls on you just a little and you pretend to lose your balance. You land on her lap.
“Oops, I’m so not used to the balance change.” You feel her cock hotdogging your cheeks.
“It’s fine! No problem! A-are…you comfortable?”
“Oh, I can’t really feel anything. It’s like sitting on a cloud. Am I crushing you?”
“No, I can examine your pants better from here. I want to check to make sure they aren’t too elastic. Can you slide back and forth?”
“Sure!”
You begin riding her lap hard. You slide up and down the bulge in her dress at a fair pace. Ms. Long’s hands squeeze you hard at first, in surprise, then she lightens up and kneads your cheeks. She moans lightly but catches herself.
“Are you okay? Should I stop? I heard you make a noise. Did my big butt crush you?” You push up against her bulge and grind lightly.
“No! Almost finished! Can you bounce on my lap now?”
“Smart. To see if I’d accidentally pop out of the pants because my butt is so big.” You run your hands down the curve of your ass for balance and support as you start bouncing and find Ms. Long’s hands and hold them in place. You grab a handful of ass flesh around her hands, trapping them.
“Ughhh…” she grunts and meets your bounce with a thrust. You are basically having anal sex with your boss, but with just a few layers of cloth separating her cock from being inside your ass.
“Ms. Long…?” You finally look back right as she is on the edge and make sure she sees that you see her bulge between your cheeks. You stop her from stopping the ride and grabbing her cock with her hands which you keep trapped beneath yours. “Oh! Look at that big dick! It’s about to blow!” You don’t stop. “It’s okay, that’s what my big butt is for…let it all out…”
“Fuck.” She states quietly as white fluid bubbles up from under the cloth of her dress and oozes out, with small ejections splattering your pants. The rest oozes into your crack.
“Are you okay Ms. Long?” You slowly grind against her cock, milking it.
“Uhm…shit…I came…” she groans.
“Mmmm…you sure did! It’s so pearly white, too…must be really potent? So I should keep going?” You begin riding her cock again, now with slick squishing sounds and less friction.
Keep it professional?
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Create a Shemale
Or Futa
This area will be for creating a shemale or futa robot or AI, and the resulting story.
Updated on Dec 6, 2025
by Sandymany
Created on Sep 29, 2018
by wsauthor
- 13,037 Likes
- 13,556,797 Views
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- 92 Chapters Deep
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