The Babysitter and the Sisterly Trio/ChapterVII/Riley Snow Scene/Anal

I decide to try out her virgin butt hole. It looks so tight, so I bet it will feel amazing!

I line my cock up with her anus, and Riley stirs and pulls her head up off the makeshift pillow. "Whatchya doin?" she asks me. "That doesn't feel like my pussy."

"We're gonna try something different." I tell her. "This is called 'anal'. It's supposed to feel really good."

This confuses her. "You're gonna put your penis inside my bottom? How will that feel good? I mean I poop out of there."

"Just trust me, okay?" I tell her. "Lie still, and let me do all the work, sweetie."

Riley mumbles something I can't make out, but plops her head back down onto the pile of coats and lies still like I asked. Since she seems to be okay with this, I shrug and grab my penis again.

With one hand, I peel her butt cheeks apart and press the tip of my cock against her anus. "This may hurt a little bit" I explain to her, "but I promise it will feel good, so be a good girl and take it, okay?"

As Riley nods her head against the pillow, I shift my position slightly, squatting over her thighs. I begin to press down, slowly pushing the tip of my cock inside her small rectum. She grunts and twitches slightly, but otherwise doesn't move.

"Good girl." I tell her as I continue to slowly force myself inside her. God, she's tight! I realize I need more force, so I lean down over her, planting one of my hands on the ground next to her. Pushing harder (and letting gravity do some of the work), I insert my dick deeper and deeper into her anal cavity, until at last my cock is all the way inside.

With my dick buried balls-deep inside Riley's small derrière, I lay my body down on top of hers, with my stomach pressed up against her back. "I'm going to start moving now." I tell her. "I'll be gentle and go slowly, I promise."

Riley nods against the pillows, and I start to pull out part way. Slowly I push back inside of her, my precum now providing some much-needed lubricant. I probably should have gotten some actual lube before I tried this with her, I realize. Oh well, it's much too late now...

I slowly start to pump in and out, my balls slapping against her bottom at the apex of each thrust. Riley grunts each time she takes my cock down to the hilt, but otherwise remains silent. I wrap one of my arms around her shoulder, and rub her head with the other. It's very quiet, with the only sounds being our labored breathing and the rhythmic slapping of my balls against her bottom. Slap.. slap.. slap...

"You doing alright?" I ask her. "Does it hurt too much?"

"I-It's okay." she mumbles. "It did h-hurt at the st-start, but I th-think I am starting to l-like it n-now.."

After another few moments of silence, I hear Riley mumble: "You c-can go a little f-faster if you w-want..."

I give her head another few pats, and pick up the pace. My phallus slides in and out of her kiddie rectum. I feel almost as if the walls of her anus are pulling against my retreat, and it feels incredible! I don't know how much longer I'm going to last inside this 10 year old's ass!

I continue thrusting, starting to go crazy with how good it feels. My movements grow more frantic, more savage and uncontrolled. I pound Riley's baby bum with increased ferocity, sliding my cock half way out before slamming it back in.

A few minutes later I can't take it anymore, and with one final, savage thrust, I unload inside of her loli rectum. I hear her gasp as my seed floods her behind, and Riley cums hard from the sensation.

We lie there in the igloo pressed up against each other for a few minutes, panting. Finally, I pull my cock out of her ass with a VERY loud "schlurp!" sound.

"Crap, I should really go check on Tera and Evy." I mutter to Riley, rubbing her forehead. "Do you wanna just rest in here for a bit, sweetie?"

"Mmkay.." Riley mumbles. I pull my pants back up and put my jacket and coat on.

"Don't stay out here too long, Riley." I tell her.

She replies that she won't, and I roll the snow boulder back and exit the igloo, heading back inside.

[What did I do next?]

* Check if Tera is awake yet.
* Go see if Evy is up.

• Chapter Index