Babs’s eyes twitched, signaling her waking from a comfortable relaxing sleep. With the early sun shining on her, she knew it was futile to resist, so she arched her back to stretch out and looked around for her boys. Still on a patch of grass in the middle of Nowhere, she heard them laughing about something behind her. Are their giggles turning me on? Sick. Smiling and climbing to her hooves, she smacked her lips, despising the taste of semen remains in her mouth. For some reason, she did enjoy semen remains in another mare’s pussy the morning after.

“Boys! Looks like we gotta get goin’!” Turning around she saw her colts playing with a third one: big blank flank brown coated foal. The dark brown mane sat on his head sat in sharp contrast to the snowy white muzzle under his big, big green eyes. He tripped when he turned his head to look at her leading Flash and Shining to laugh while he picked himself up. Waddling over to her, she saw he was as well-endowed as the other boys, if not better. The colt nearly tripped again on his way and spoke, “Hi. I’m Troubleshoes! They told me your name is Ms. Babs. Right?”

Woah. That high pitched colt’s voice, the way his muzzle stands so differently from his coat, those BIG eyes. He’s such a cutie. “Hiya. You’s right. Call me Babs. I suppose your just as lost as us?” The colt nodded. “I can’t say we know what we’re doin’, but we’s goin’ west. Wanna join?” Another nod.

“Boys, I want you’s to make him feel at home. You can do that right?”

“Yes Ma’am!” They declared in unison.

“Good. Troubleshoes, looks like it’s time for breakfast. Grab yerself a mouth of grass-“ she cut herself off by biting a patch herself and chewing like a cow. He kneeled and imitated her, while Shining wandered off to a nearby stream for a drink before Flash followed him. A muffled ‘Ow!’ told Babs the new colt was in trouble.

“What’s up Buddy,” She asked petting his shoulder.

“Well I tried eating a rock I guess. It happens. Did I chip a tooth Ms. Babs?” Opening his mouth wide, she gazed over his nearly pearly whites for a defection.

“Nnope. Ship shape!”

He cast his eyes down. “Figures I’d embarrass myself in front of the pretty lady.” With his blush his bright attitude was quickly diminishing, worrying her.

“Now don’t you go worrin’ yer little head. Ponies have bad days. Like all of us: sumthin’ happened, leaving us here all alone. These ain’t been my worst days, but I’m getting’ by. Thanks to those two, and maybe you soon. We help each other through the bad times Little Guy.” A quick nuzzle emphasized her words.

“Uh, Ms. Babs? Speaking of the other two,” Trouble shoes stated nervously. “They were telling me about a game they play with you, and it sounds fun. Can I play with you sometime?”

I’m already used to this life, am I sick or what? Smiling, she swallowed her mouthful of grass and dropped to her haunches. “Really? What did they tell you about our little game?” she asked playfully.

“They said you make them feel better than they ever have before. Shining said you take good care of him, and Flash says he loves you. Can, you show me?” His eyes went to the ground again.

“Sure I can. Lay on your back, and follow me lead.” With a lick of her lips, she gently pushed him back and leered his cock. Leaning up to his face she kissed his nose, followed by his chin, her pecks slowly slithered down his neck and barrel until reaching the tip of his penis. Laying the bottom of her tongue on the head, she slid her member backwards down his member until reaching his sac of overgrown testis.
Troubleshoes lay exposed to the world, his newest friend touching him where he was told no-one should. But she was so warm, and strong. He was on top of the world when she kissed his nose. The way she licked him didn’t feel as good as he imagined; it would actually be annoying if she didn’t look like she cared so much.

“Hmm. You are a big boy, you know that? I bet you have a liter in these things.” She lightly tapped his most sensitive area before giving him a proper licking. Up and up, over and under, she slathered him with spit until it was almost as moist as her own birth canal was growing. Planting more kisses on him, she made her way back to his lips and slid her tongue across his teeth.

“Troub’eshoes, you wanna know what the best part about my little game is? You only win if we both win, and the idea is to make us both win as often as we can. Think you can do that?”

“Uh ha. I can do that Ms. Babs. He do I make you win?”

She stood up straight and turned her backside to him, throwing her tail onto her back. “Ya see that hole right there?”

Troubleshoes stared at her firm plot. “Yup.”

“I’m gonna bend over, and then I need you to stick your cock right in there. Now don’t cha’ worry ‘bout hurtin’ me, I’ve done this before, and we’ll both be on Cloud Nine. You ready?”

Bobbing his head, “Uh, I think so,” his eyes not leaving her swishing tail.

Babs pressed her chin into the grass and tossed her tail on her back again. He was a big boy, she was ready. His large colt hooves pressed into her hips as he mounted her. His penis poked at her cheeks once before pulling back and trying again…then he pushed into her anus. Not quite what she was expecting, maybe he didn’t know?

He was pulling out for another stroke when he stopped and asked what she said.

“I asked if that’s what you were aiming for Little Guy,” she smiled turning her head back to him.

“Gosh. I guess not. Let-“

“No, no that’s okay Troubleshoes. It’s not my favorite, but if that’s where you put it, that works for me. Keep going.” A shake of her rump encouraged him to pull most of his way out before thrusting back in again. “Thaat’s it. Go on. You can do it.”

Troubleshoes clenched his eyes and ground his teeth, pushing his hips faster into Babs’s rectum, his girth spreading her walls as few had before. Babs forced herself to relax and let him slide easier into her. She was dry back there, but loose enough to accommodate this time. She would need to teach him about lubing himself before trying anal again.

Pushing herself up on her hooves again, she could feel his grip on her flanks and knew he was strong for a colt his age. She could imagine what kind of beast he would be full grown. He would give her cousin Big Mac a run for his money. Speaking of running…

“Hey, slow down kiddo. Fast is good, but I wanna to see how deep you can go. You can do that for me, right?”

Pulling himself out of her entirely, Troubleshoes slowly pushed his cock into her anal cavity again, this time not stopping until he hit a solid wall nearly hilt deep. “Ma’am? This deep enough? Ma’am?”

Babs’s eyes were half closed: she obviously had nerve endings there, but she never felt something that deep in her ass before. It pressed against a curve in her digestive track, igniting a lust for more. More width, more length, another push, “More, keep it comin’!”
Troubleshoes retracted and pushed again, burying himself just as deep and getting a high pitched moan, he railed into her over and over, his testicles beating a tattoo against her dripping vagina. Babs’s grunts were growing deeper as her eyes rolled into her head. Her hooves slid out from under her body slowly pulling her to the ground as her jaw hung open.

True to her word, Babs did not care for anal as much as many of her companions. This was for him, and because she didn’t have a way to clean him before he could put it in her vagina. She heard of her clit having ‘legs’ extending to her anus, she preferred direct stimulation in most cases. That didn’t bother her once he bottomed out in her. He stretched her deep and wide, his twitching cock signaling his release was imminent.

“Go on buddy. Keep goin’ like that! Just let it happen!” Her words were muffled by the grass and dirt in her mouth.

“Ms. Babs? It feels funny.”

“You’re doin’ fine! Ohh! Go for it! You can do it!” Egging him on did the trick. He continued rutting her through his orgasm and filled her anus with more spunk than Shining or Flash had any time she had them. Grinning in triumph, she relaxed her body and let him slide out and stand on all fours again. Rolling to her side, she invited Troubleshoes to snuggle for an early morning nap together. She pulled him close and gave him a sloppy kiss on his lips which he failed to return.

“Uh, thanks Ms. Babs. Did I do good?”

“You did very well little guy. The other boys can show you more tricks when we wake up. For now…” She closed her eyes and quickly drifted into her dreamland.

Neither noticed the two young, whispering colts creeping up on the sleeping couple. “So she wants it in her butt too?”

“Girls are weird like that.”

“I wonder what else would like?”

“I have a few ideas when she wakes up.”

Author's Note

Finished. This took faar longer than it was ever supposed to, but it's wrapped up at least.
Seeing as I have no interest in anal, I read a few fics with it to get an idea for what happens. Didn't go as planned.
Comments are encouraged as usual. Hopefully my next clop comes out better.