“Yeehaw! Look at this load!” Applejack says while dropping a basket next to a group of them, all filled to the brim with apples. “At the rate we’re goin’, we’re gonna have more than enough for the Gala.”

“Eeyup!” Big Mac says before patting Anon on the back, nearly causing him to fly off his feet.

It had been at least two days after… well after our human discovered something about the farmer’s parents that he probably shouldn’t have. For the time, he spent it avoiding talking to the couple, making sure he wasn’t alone with them, and well, focusing more on picking apples and helping out for the family.

The other family members were a bit confused but didn’t think too much about it, which Anon was glad that wasn’t the cause, though was afraid that at least one might catch on. However, some things started happening to him.

For one thing, every time he’d look in Pear Butter’s direction, he couldn’t help but look down at her bust which was begging to be free from their prison, or her ass at other times. Either of which would cause his pants to feel tighter between his legs. He quickly adjusted before anyone… anypony noticed.

It didn’t make things easy and the fact that his friend downstairs would even act up at random times at night. He knew that she and her husband were probably sneaking away in the dead of night to get freaky and struggled to hold himself. He started to wonder if maybe she was doing this on purpose, but he’d even catch himself looking at her daughter’s body occasionally.

Later that evening after dinner, Anon had finished up helping AJ with a few more baskets. The sky had turned orange as the sun was starting to set and the man huffed while placing a basket into the wagon.

“Hey, partner. How bout’ ya let me do the rest and you head in for the night.” The apple bucker tells him.

“Yeah, think I’m gonna take you up on that offer.”

He left her to it, heading for the barn house he was staying in. It may have been early, but the sun was going down so he might as well be an early riser, might be good for him anyway. As he entered, he was pulled to one of the walls, out of sight. Shocked and worried, he looked up and found that Pear Butter was pinning him to the wall.

“Hi, hon. How’ve ya been? ~” She says, her face just mere inches from his as he was still processing what was happening. “Ah saw ya starin’ at me. Need me to help ya with somethin’?”

Anon was at a loss for words, her bust pressing against his chest while he could feel the blood run down to one place in his body. Her breath against his face didn’t help.

“Mah husband’s a bit tuckered out, so, Ah figured maybe you could take care of me for the night. Ya don’t mind do ya?” She asked in a quiet tone. He couldn’t give her any response other than a slight shake of the head. “Good. Now, quit stallin’ and give this ol’ mare some lovin’.”

Without another word, she pressed her lips against his, taking him by surprise. He was shocked, but soon he began to melt into it. She took his hands and placed them under her shirt, on her breasts. He didn’t know what to say, only giving them light squeezes while rubbing them, feeling her furless nipples rub into his palm.

Her tongue slithered into his mouth and overtook his own, marking her territory. She also moved her hands down and under his shirt, feeling up his stomach and chest. This pony milf seemed to know how to hit every mark. It went on for a bit before she pulled back, saliva connected and slipping down their chins.

She licked her lips before looking at him with a seductive gaze. “Not bad, hon. You’re a natural.” She says which makes the human blush before she pulls back, undoing and taking off her shirt, allowing her bust to bounce and jiggle. “Do ya wanna try ‘em?”

Anon swallowed a heavy bit of saliva. “Uh… y-yeah.”

“Then go ahead. Treat ‘em kindly, dear.”

He nervously reached up, hesitating at first before taking them each in hand. Without her shirt in the way, he could now get a proper feel. They were a bit heavy which shouldn’t come as a surprise from how big they were. They were soft, yet firm. His fingers brushed over her nipples, pressing into them, causing them to harden from doing so.

Anon looked back up at Pear who continued smiling at him, nodding for reassurance. He blushed harder before lowering his head until he was face to face with them and started licking one of her nipples. She giggled and started caressing his cheek before pulling him closer, allowing him to take a nipple into his mouth.

He sucked on it like a baby being breastfed who was hoping for milk as she rubbed his head. While he was distracted, she reached down, slipping her hand into his pants and rubbing his semi-erect cock. A tingling feeling was going through the younger human’s body as he could feel himself getting harder.

Pear stopped and pulled her other hand away, moving it down and undoing his pants, moving it back to Anon’s head. She struggled a bit with his pants using one hand, but eventually got them to fall down and for his now fully erect member to spring out.

“Oh, ya poor thing. Have you been havin’ trouble lately?” She asked in a motherly tone.

“I… I just… this is still kinda new to me.” Anon says after pulling away.

“So, this is only your second time doing this with mare?”

“... second time, period.”

“Oh, well, Ah’ll help ya.”

She then gave him a peck on the lips before moving down, leaving a trail of kisses going down his neck, stopping at his shirt before she was kneeling in front of him. He thought she was gonna give him a blowjob like yesterday, but instead, she wrapped her breasts around his shaft which made him jump a bit.

She then started squeezing them together, rubbing them against it which made the human gasp and lightly moan. He looked out in worry of possibly any of the Apple siblings showing up at that time. That worry faded after a bit, replaced with pleasure. After a bit, Pear licked the tip before giggling.

“Seems you’re enjoying yourself here.” She whispered.

“That’s… an understatement.”

“There’s no need ta hide it, hon.”

Pear then opened her maw and took his whole member right into her mouth which made him jump as she started to bob her head on it before he took a deep breath and let it out, easing himself as he started to feel the mare’s warm and wet mouth around his shaft. He just leaned back while breathing slightly more heavily while his face stayed red.

Anon would slowly grow a goofy smile on his face as his mind was starting to get lost in the feeling. All he could think about was how good it felt to get sucked off by this older mare.

After a few minutes, he felt his climax come near.

“M-Mrs. Butter, I’m… I’m about to…” He said before she pulled back at first.

“Don’ be afraid to let it out, hon.” She says before she continued sucking.

A bit longer and he covered his mouth before letting out a loud moan into it as he busted his load right into her mouth. Just like before, she swallowed every last drop, not wasting a single one. He removed his hand and leaned against the wall while exhaling before looking down and seeing Pear pull her head off of his shaft, licking it clean before looking back up at him.

“Still feel good?” She asked as the human slowly nodded. “Good, then let’s get a move on, shall we?”

Before Anon could answer, she stood up and grabbed his shirt, pulling it over his head before dropping it on the floor. She looked intrigued before touching and brushing her hands up his abdomen to his chest, up to his collarbone, massaging his neck. She followed up with sensual kisses that got his member sticking up and ready for another round.

She looked down before licking his neck, then stepped back before turning around and bending over showing off her ass in her shorts. He gulped when he saw it.

“Mind helpin’ with these? ~” She asked.

He nodded before getting on his knees and pulling them down, seeing her cutie mark now out in the open along with her pussy. He eagerly grabbed her asscheeks and started squeezing them, his fingers disappearing into her fur and flesh. She let out light moans as he fondled her flank to his delight. Now seeing it from up close, her ass seemed a bit bigger than her breasts.

Wanting more, he pulled her lower cheeks away, revealing her full vagina and anus to him in their glory. He moved his face between her asscheeks and started licking her vulva, which made her shiver at first but giggled afterward.

“Yeah, that’s it. ~”

The sweetness of her juices on his tongue was amazing to him. He kept fondling the milf’s asscheeks, squishing both against his face while still licking her entrance which made her moan in delight. The young human had started to forget that this was his friend’s mother and lost himself in lust.

After a bit, as much as he wanted to taste more, he wanted to get to the main event. He stopped and stood up before taking his member and aligning it with her entrance. Then he looked up at her surprised face and some realization managed to get into his head about what he was doing. Though just as he was having second thoughts, Pear decided to reach back and take ahold of his member before moving it up to her anus.

“Start there first, hon.”

Without another word, she moved her hips back a bit with a smile. Anon inhaled and exhaled, the shame fading before taking her by the hips and pushing his forward as he inserted his shaft into her tight ass, gritting his teeth as the mare moaned while he slowly pushed further inside.

Once fully in, her ass felt as tight around his member. To him, it felt like it could be ripped off if he tried to pull out and he was lucky her sucking him earlier made for some kind of lube.

“Fuck!” Anon yelled before huffing.

“Great Celestia, you are even bigger than Ah thought.” Pear moaned as she hardly broke a sweat. “Almost as big as Brighty. Ah can only imagine what y’all be like when you’re older.” Anon blushed even harder from what she said about him before she pushed her hips back against the human’s, pushing him against the wall almost knocking the air out of him. “Now give this old mare all you got.”

Taking a second to regain his stance, Anon straightened up before puffing a bit. He looked down, taking in the sight for a moment, seeing her ‘cake’ pressed against his crotch. Gathering up the confidence, he grabbed both of her asscheeks and started bucking his hips into hers, his member sliding in and out of her anus with some restraint.

He breathed through his teeth as the mare lightly moaned. She glanced back, giving him a reassuring smile while turning her hips a bit to make it better for him to thrust. The human turned his head up to the ceiling as he continued to fuck her tail hole, again letting his lustful urges take over.

Part of him was still worried about the idea that maybe her older daughter was still around, or perhaps her son was coming around and would sock him in an instant. The bigger part of him didn’t care and even got off on the thought of the risk, the coldness of the night becoming warm, or perhaps it was just his body doing the work.

After a second, Pear started to slowly take over and buck her hips back into Anon’s. Her moaning became louder as it became harder for the human to keep his voice down. After a few more minutes of thrusting, he slowly started moving faster before he blew his load, spraying it into her ass, causing both of them to stop.

The mare bit her lip as her tail twitched. It went on for under half a minute before the human felt his climax stop, and then they started to separate. The semen made it easier to pull his member out, a bit of the aforementioned semen trickled out.

“Mmm, not bad.” Pear says before looking back and seeing the human leaning against the wall for support. “Oh my gosh, are you okay?”

“Yeah… I…” Anon gulped before inhaling and exhaling. “Yeah.”

“Well, your little friend looks like it wants more.”

He looked back down and saw his member still sticking up while covered in his load. He looked back up at the mare who turned around and put her hands on his shoulders.

“Why don’ ya take a break, hon? Let me take it from here.” She asked.

Anon only nodded before she took him by the hand and pulled him further inside as he took one more glance into the night sky. She laid him on the ground, then knelt until she was above his erect member, placing her hands on his chest.

“Ready?” She asked.

“Y-yes… yes, I’m ready.”

“Good.”

She slowly lowered herself down, her entrance enveloping around the human’s member. It made him groan, not feeling as tight as her tail hole, but definitely still tight. She kept going until she had his shaft fully inside of her and she looked down with a smile.

“Is this yer first time?” She asked, to which he was too embarrassed to answer. “Oh, don’t worry. There’s no shame in admitting it. Just take this as a lesson for when you do this with your future marefriend.”

After taking a moment to adjust, she raised her hips and dropped them back down. Anon laid back as the milf started riding him there while moaning. He didn’t show it, but she knew he was enjoying it as much as she did.

Her juices lathered his member, soaking it along with his crotch. He leaned his head back, the same goofy smile reappearing as before. He loved it, he couldn’t keep it hidden and Pear liked seeing it. She took his hands and pulled them up, placing them on her breasts and he didn’t hesitate to start playing with them while he started moving his hips.

He would continue fondling her boobs and thrusting into her, moving his head up to suck on one of her nipples, throwing all caution out the window. After all, they were far enough away from the other barn house where the rest of her family were. No one and no pony would hear them doing it. He continued to enjoy his spoilers while he still could.

After a while, he started to feel his climax approaching. He pulled back to say something, but Pear quickly pulled him against her other boob before he could utter a word. She gave him a sultry stare that said all he needed to know.

His hips sped up before one last thrust and he came, his shaft letting out his load into her awaiting womb. He let out a muffled sigh of bliss as his mouth was still attached to her breast, still cumming while she held him.

“Oh, that’s good.” Pear moaned before finally letting him go to breathe.

It took a bit longer before he was finally done, by then there was a slight bulge in her belly. Once done, she lifted herself off of him, his seed drizzling out of her entrance once free.

“Ooh, ya have a lot more than Ah thought. You humans are really something else.” She said as Anon had caught his breath before she lifted his face to look at her. “Hey now, are you good enough to keep going? ~” She asked, much to his surprise.

A few hours passed by that night, and the human and the mare spent them still going. They did it doggy style, reverse cowgirl, and one more time in the bed where the human was on top this time, making out with the milf. One more thrust and he filled her one last time before he was out of stamina.

“Ah, oh that is good.” She says after pulling away. “Ya know, maybe we could do this again sometime. Maybe next time when ma husband…” She stopped before looking down and seeing Anon had passed out before smiling and kissing him on the forehead. “Sleep well dear.”

“Alright, here we go.” Applejack says before getting a crate full of apples onto a wagon with others. “Come on, y’all. The Gala ain’t gon’ be much longer.”

“Comin’!” Apple Bloom says while struggling to hold up a big crate.

“Hey, how about I get that for you?” Anon says while picking up the crate for her.

“Thanks, Mr. Anon.”

“C’mon, Bloom. Let’s get you a smaller one.” AJ says while taking her little sister and big brother back to get another.

Anon struggled a bit but managed to keep his balance until a small stump in the road caused him to stumble before falling into the arms of a familiar mare.

“Careful with that, hon. Don’t do too much now.” Pear says before taking the other side of the crate.

“Thanks, Mrs. Butter.” He says back.

She helped him carry the crate to the wagon and lifted it onto the back. Anon huffed for a second before suddenly feeling the mare kiss him on the cheek and nearly jumping. She then gave him a smile before going off to get another one. He blushed as he watched her go by before nearly falling.

“Ha, she’s a beauty ain’t she?” Bright Mac laughed as the human looked at him in a bit of annoyance and before he could go to get another crate the stallion stopped him and pulled him back. “So, how’d it go? Have fun last night?”

Anon froze in place. He knew that he slept with his wife and he wasn’t afraid to say it.

“Ya know, we’re gon’ be havin’ separate rooms due to how many of us er comin’. Maybe ya can stay with us.” He then says before he left for a crate.

The human stared for a moment, then sighed while covering his face. Well, not like he wasn’t gonna enjoy it. A chance to see the Grand Galloping Gala and have a threesome that includes a hot mare milf? He definitely wasn’t gonna pass that up.

Author's Note

Hope you guys enjoyed this.

If you have an idea for who might or could be the next milf, leave your comment below.