Fluttershy brushed my ass with a wingtip as I went back out the door to care for the animals. The early afternoon sun was warm on my face as I watched her stepping lightly down the path. Eyes closed, she hummed a happy tune (roughly, with the condition of her throat). I followed behind, watching her pink tail swaying from side to side, revealing her round ponut and full, pink vulva.

Soon we were nearly finished with the day's work. She gave me a shy look, cheeks blushing, and hid her muzzle behind a wing. That was enough to make me half hard again. She cantered off toward the chicken coop, and I caught up to her there. I leaned down, kissing her full on the mouth for a very long time, brushing a hand through her mane and using the other to stroke her wing.

When I finally pulled my tongue out of her mouth, she smiled at me, then quickly looked away. Her whole face turned red. "What if somepony sees us?"

"I don't care," I whispered before kissing her again. I knelt down to be at her height. With my right hand I caressed the length of her yellow, furry body, running my fingers over her cutie mark. Accommodating me, she shifted, turning her head to the side so our lips wouldn't part while my fingers searched between her ass cheeks. I found her vulva, hot and already soaking wet, and slowly slipped my fingers inside. She moaned softly and broke our kiss. I moved behind her, unzipping my pants. "I'm going to fuck you, Fluttershy."

"It's--it's still a little sore down there. I think."

I prodded at her marehood with my tip and rubbed the length of my shaft through the outer folds of her labia, thoroughly soaking my cock in her slippery juices. The sun shone down on us, and I looked up for a moment to see a gray pegasus flying nearby, almost crashing into a tree when she saw us, then flying away.

Fluttershy didn't notice our observer. "I--I want you inside me," she cooed. I was only too happy to oblige. I slowly guided my rod down into her folds, each giving way easily. She took a sharp intake of breath.

"Are you OK?"

Through gritted teeth, "Pull it out, pull it out!" I did, but that didn't stop her from grinding against my crotch. She whimpered, "Oh, Celestia, I want it so bad." Her forelegs dropped, her right cheek rested on the dirt, a mess of pink hair surrounding her head, as she looked back at me desperately.

Reaching around her haunches to caress her teats, I considered my options. Her teats were too small to fuck, and anyway I didn't think that would be enough to satisfy her. I could tell by her eyes, she definitely needed my dick. And that left only one choice.

With my left hand I pulled her tail up, and used my right to guide my throbbing dick toward her round, puckered asshole. I prodded at her back entrance, and she stopped moving, holding her breath, her visible left eye wide and scared. I played around the entrance with the tip, circling around her ponut, then making smaller circles at the tight hole. I looked into her eye again, and saw a mixture of fear and anticipation. Then, I tried to push the tip in, but it wouldn't go. I used my left hand to stroke her pussy again, then spread more of her juices on my cock. She bit her lip as I made another attempt to enter her dark chamber. I kept my eyes locked on hers as I worked it in, side to side, pushing, trying to find a way. With another push, suddenly the tip was inside. Her eyes closed in pain and every muscle in her body tensed as she sucked air again.

"Just relax, my love."

"Mmm-hmmm," she nodded. Slowly she began to breathe again, eyes still shut, and her tight asshole relaxed slightly. It was the tightest place my dick's ever been. I stood frozen with only my tip inside her as she got used to it. Her cheek pressed further into the dirt as she reached a forehoof back to start rubbing herself. "Go slow, if you don't mind." She began taking small gasps of air, and I slowly pushed myself deeper into her anus. First, her round ponut wrapped tightly around me as the head disappeared inside. Then, I slowly pushed further in. I could feel some shit on one side of her anal wall, and guided myself past it. At this point I didn't care. Her ass was amazing.

With her right forehoof clopping slowly at her pink, she reached her left back and gently started rubbing my balls. Her breaths got quicker, and she started grinding back on me, slowly taking in more of my length with each motion. I stood still, hands softly brushing her pink butterflies, as she did all the work for a while. "Deeper," she whispered, so I pulled her asscheeks apart slightly and pushed myself all the way in. She rocked against me even harder at this, moaning and bucking furiously as she came, dripping juices on my balls and into the dry ground.

She opened her eye again, and locked mine with a coy look. Her pussy still dripping its moisture on the ground, she braced her right forehoof again, still using her left to play with my balls. More skillfully now, she rocked her haunches up and down. She brushed her tail against my face. Oh, sweet Celestia, Fluttershy's asshole is tight.

"You're going to cum inside me," she announced. "I want all of it." She moved her ass in circular motions, rocking up and down rhythmically, I gripped her sides as I neared climax, and began thrusting inside her. My nuts tightened up in her hoof as I began shooting my load inside her. She moaned in pleasure and excitement, still moving her body in rhythm to mine as each hot jet of liquid sprayed inside her darkest place.

When she was sure I'd finished, she brought herself off my dick, and lay down in the dirt. I lay down next to her. I kissed her neck as the sun slowly moved, bringing us into the shadow of the cottage. We didn't say a word, and I softly stroked her yellow fur until the stars came out.

Author's Note

11/19/2015: Added a little detail to the initial penetration passage.