Oh Joy Sex Toy – REAR-LY Excited For Date Night by Christeeena

Christeeena draws with a very rounded, bouncy, cartoony style in a palette of blues with a pink spot color.

Page 1

In a bathroom, we see Missy, a black and white patched cat curled up on the fluffy cover of a toilet seat. Behind her we can see the silhouette of a short, chubby, curvy woman named Lana. With the shower raining down on her back, she is fiddling around with her hands at her bottom.

“Ooooh!” Her silhouette exclaims in frustration, waking up Missy.

Inside the shower, we can now see that Lana is in the process of shoving the tip of a bright pink butt plug into its intended destination. The flared end of it is shaped into a big heart, which will proudly be held in place like a butt medallion once the plug is inserted.

“C’mon, Lana, you can do this.” She orders herself. A little bit of effort now, and I KNOW it’ll make tonight so special. Now that we’re in the tub with her, we can see that she is a white woman with bleach blonde shoulder length hair, freckles, and painted fingernails. “Maybe if I spread my legs…?” She ponders, doing just that and lining the plug back up to her butt hole.

A montage of her expressions plays out across the page, from confused (“Hmmm…) to studious (“C’mon…”) to hopeful (“Oooh…?”) to frustrated (“Dang it…”.

“Why is it so hard the first time?!?” She bemoans as the silhouette of Missy the cat approaches the shower curtain. “Maybe I should call him and cancel…”

Missy grumpily pokes her head into the shower.

Page 2

“MEEOOOWR!!” Screams Missy, startling Lana.

“SCHLOOP!” goes the butt plug, right up into Lana’s booty.

After a worried pause, she tentatively opens her eyes and blushes in surprised delight.

“Oh! You’re IN!” She exclaims, showing the heart-shaped plug nestled between her butt cheeks. “Thank goodness! Tonight is BACK ON!”

“Thanks, Missy! I’ll buy treats late–” Lana begins as she exits the tub, enthusing at Missy who has returned to the toilet seat, still looking grumpy.

Lana suddenly stops, standing rigidly upright and flushing in surprise. Missy shows no concern.

“OH, today is gonna be AWKWARD.” She says without moving, flush still going full pink on her cheeks. Missy continues to ignore Lana and gets to work licking her own butt hole.

Page 3

Caption: And so, the day began…

Three pink balloon hearts float around the pink caption box.

Sitting down on a bench next to an old woman, Lana declares, “Whoo, made it to the Bus Stop on time!” But then, when her bottom meets the seat, she exclaims, “Oooooohhhh…”

Lana blushes furiously in embarassment as the old lady gives her a shocked expression.

Caption: And went on…

The balloon hearts begin to deflate around the caption box.

While Lana takes notes in a lecture hall, surrounded by her classmates, the instructor announces, “Alright, class, today’s 2 hour lecture will be– Oh darn, projector is broken. SIT TIGHT, and I’ll get it fixed ASAP…”

“Easy for YOU to say…” She retorts, looking distressed.

Caption: And on…

By now the balloon hearts have full deflated and lay flat on the ground, one even torn apart.

Now shopping in a grocery store, Lana gets excited seeing something on the bottom shelf. “Oh! My fave cookies are on sale! These always make me feel better–” She thinks, crouching down to reach them, before stopping suddenly with a dramatic blush and thinking, “OH, RIGHT. Plus is RIGHT UP THERE STILL.” while emphasis lines dance around her bottom.

Page 4

Caption: Finally, evening came (no pun intended)

It’s nighttime in the city, with orderly trees planted outside an apartment complex. Though the curtains are drawn, a soft spotlight indicates which one is Lana’s window.

Inside the apartment, Lana greets Jamie at the bedroom door. He is a Filipino/Hispanic man in his early 20s. Dark-haired, tall, on the muscular/chubby side, he is obviously delighted to hold Lana in his arms.

“You ready for a special night, Jamie?” Lana asks, wearing a tiny little negligée that stops just above her butt so the heart shaped plug is on full display.

“Yeah…” Jamie coos, maneuvering his hand down to lift up her leg. “Been ready all day too…” He gently pushes her backwards to sit on the bed, the pressure of which presses into her exposed plug.

Her eyes expand in distress before she ashamedly admits, “Actually, I gotta be honest with you… The plug has just been super awkward! I don’t think I can go with the real thing. I hope you’re not mad or upset…”

After looking at her with a stunned expression for a moment, he says, “Babe…”

Page 5

With a kiss on her forehead, he continues, “I could never be mad at you.” He then takes a step back, fiddling with his own shorts. “I’m actually glad you were honest about it first…”

Lana sits on the bed in the background as his lower legs fill the foreground. Missy sleeps in a ball to her side. And then suddenly, Jamie’s shorts fall around his angles, startling both Lana and Missy.

A fully nude Jamie stands awkwardly with his backside twisted to reveal the big pink heart resting between HIS butt cheeks!

“I should have maybe clarified WHICH ONE of us was doing anal first… Wearing it all day was TOUGH also.” He laughs.

Lana’s shocked face transforms into delight as she exclaims, “OMG!!”

Gesturing at her boyfriend’s butt while Missy looks on with a grumpy expression, Lana laughs, “I can’t believe you got the same one as me! We’re TWINSIES!”

“Great minds think alike!” He laughingly agrees. “Well, wanna just call it, sit on ice packs and binge anime instead tonight?”

“That sounds so much better, yeah!” She agrees.

“Here, I’ll help you get yours out.” Jamie offers, while simultaneously reaching back to tug on his own butt plug.

He pulls his out like a ripcord with a “PPOP, POP, POP, POP!!!!”, revealing a long strand of anal beads that had been tucked up inside him. The cat, who had once again fallen asleep, is jolted awake by the commotion.

“Whoa” Marvels Lana. “OH, I see you bought the DELUXE model!”

Missy looks on at the two would-be butt buddies, clearly annoyed.

Transcribed by Erika Moen on July 18, 2025 for ohjoysextoy.com