MILFlove's 2 Weeks off - Part 5: Southern Comfort (Pear Butter)

You woke up, head still reeling from slumber. You took a few moments to stretch your back and scratch your morning wood a bit. Doing your usual morning routine of shower and shave, you were ready to conquer the day with confidence-fueled machismo.

As you were brewing the usual morning java, your phone buzzed on the table. Opening it, you saw that a text message was sent from “Julia. H ”. In it was a picture of her fingers holding a pregnancy test. The test read positive and the message read:

See you tomorrow, assistant.

“Same here, Ms. Harshwhinny,” you muttered as you set your phone down to read the newspaper that was dropped at your doorstep earlier. Apart from some of the funny comics that are usually included, nothing in the bundle really caught your eye with the exception of a bit talking about the impending arrival of the Canterlot Games. With your recent promotion to Ms. Harshwhinny’s assistant, you know that she’ll use your ‘skills’ in some form or another. But hey, you usually like to keep yourself busy. “Idle hands are the devil’s playthings.”

Just before you were about to take another sip of your morning wake up juice, your phone goes off. Picking it up, you saw who was calling you. Applejack was one of your friends from CHS that you always admired for her character. Honest and hardworking, she was the most dependable gal you want to have your back when the need calls for it. Answering your phone, your ears were greeted by her trademark thick country accent.

“Hey Calc,” She greeted. “It’s been a while since we’ve talked. How’ve things been for ya?” You always like how warmly she usually greeted you and others. She still sounded like the most down to earth girl you knew. To think that you would’ve hooked up with her after high school if you weren’t the cougar magnet you are.

“They’ve been good,” you replied. “Been so busy at work that I was given time off two weeks ago.”

“Heh, Ah figured that your focus wasn’t lost since school.”

“Not one bit.” Readily, your instincts told you that she didn’t call for the sake of idle conversation. As much as she tried to be subtle, you and even those who knew her could read her like a map. It was clear that she wanted something.

“So, what is it that you need help with?” With that, you heard her charmful chuckle as she gets to business.

“Ahright, our friend Derpy is wanting to clean her parent’s house before they come home tomorrow night. She asked me for help and Ah figured that bringing you along would help things.”

Derpy, Derpy, oh how you remember that girl. You saw her quite a bit when you were hanging out with Applejack and her friends. Goofy with a heart of gold, she was always a delight to have around. However, one of her eyes seemed to be crooked. Could that have been from lazy eye syndrome or an injury, the world may never know. All that mattered was that she was nice to have around.

“Well, things have been boring around here as of late. Sure, why not. After this, Sugarcube Corner on me.”

“Why that’s might nice of ya, Bucky.”

“Right, I’ll be over there in a few minutes.”

“Ahright, see you there.”

Hanging up the call, you did a round of preparatory stretches, wanting your limbs to be ready for the inevitable lifting of heavy objects and general cleaning. Not like your body wasn’t capable of withstanding intense physical labor, the last thing you wanted when carrying a heavy box is a cramp in any of your limbs. Even after a couple days of resting from intense workouts, you were eager to feel active again.

You arrived at Derpy’s folk’s house, about a ten minute drive. Like quite a few houses you passed by, it was big for one deep in the residential area. With a touch of old and new flair, it was a beautifully chaotic combination with its own unique charm. As you pulled into the driveway, you saw Derpy and Applejack sitting on the porch. Noticing you, they wore gleeful smiles. As always, Derpy’s smile was as cute and bubbly as ever.

“Calculus? Oh my god!” Derpy exclaims as she hug tackled you. “It looks like you’ve barely aged! What’s your secret?”

“Other than lots of working out, nothing special.” You got up and dusted yourself off with a slight chuckle following. “It’s good to see you too, Derpy.” You looked towards Applejack who was recovering from a hearty laughter from the brief spectacle.

“Nice of ya to be here. I knew I could count on ya, Bucky.” You and the two girls walked into the house. Like the exterior, the inside was an interesting mixture of both old and new styles, beautiful. You can indeed see that the house could use a fair bit of cleaning. Dust, a few scattered cobwebs here and there, and some clutter that seemed out of place, you can see why it would take the three of you tackle this job.

“Okay Calc, here’s the plan. Me and Derpy will tackle the upstairs area where the thick of it is. You can take care this floor and then you can move onto the basement. Derpy has a truck coming in and she wants to take some of the clutter to her folk’s storage space in the city.”

Looking around, it looked like there wasn’t that much to do on this floor. But, you can guess that the basement is where you would be needed the most. As of late, you’ve been lifting more in your workouts so it shouldn’t be terribly difficult at all. With a nod and a verbal agreement, you split from the girls and got started cleaning the first floor. You first made sure that any and dishes weren’t in the sink and cleaned if they were. After that, Your efforts began in earnest.

You dusted, vacuumed, swept and mod the various areas of the first floor. Because the bedrooms were on the 2nd floor, you didn’t have to worry about any of it. As for the bathrooms, you made sure they were as polished as a pair of boots and smelling fresh and clean. It took you a little more than an hour to get the job done. Now, time to make use of your muscles.

You climbed down to the basement. Most of what was down there was either in boxes or veiled with tarps. It looked as if Derpy’s family wanted to use the basement for something. A leisure room, a second living room, the purpose is a mystery. However, one object caught your attention.

It looked like a box with a bunch of lightbulbs and coils adorning its top. In the of the construct was a door, big enough for a human to fit through. It was like one of those time machines that would typically be seen in school plays.

“Heh, didn’t know her father was a set designer.” You mumbled to yourself as you entered the object. Inside, it was mostly blank with the exception of a panel with various buttons and dials. At a glance, it looked to be where you would input what time period you wish to visit. On a whim, You input your exact birthdate as a joke. “Here goes nothing.”

Pushing the biggest red button, you chuckle to yourself as the box made noises and shined brightly. But as smoke gathered and the box rumbled, You knew then and there that something was amiss. All of a sudden, a portal of blinding light pulls you into an undulating void of blue and light yellow. You were in too much shock and terror to acknowledge or process what was happening. Then, a bright light grew bigger and brighter as if it were actively approaching you until it enveloped your form.

Coming to, your eyes open to reveal you’re still inside the machine or whatever it was. Stepping out, You beheld trees and an early noon sky. Wandering around aimlessly, you found a small dirt road with a discarded newspaper nearby. To your astonishment and shock, the paper’s date revealed that the machine worked and you were indeed thrust back in time.

“Holy fuck, Holy fuck!” you whispered as your heart began to race from the revelation. As much as you want to go back, the machine’s computer said that you had to wait four hours to travel back. As you processed your quandary, you remembered from watching enough sci-fi that messing around in the past was a good way of fucking things up, right down to using your real name. Pondering for a brief moment, you elected to use an alias that you’ve just made up: Iron Wingheart.

You wandered around in the hopes of reaching a nearby town, frequently marking your path back. But, with a snap of a twig, you realized that you failed to watch your footing on a ledge. The last thing you saw before you lost conscious, hitting the ground was a particular tree with your alias’s initials.

Your head was buzzing pain as you slowly opened your eyes. As your vision slowly became more clear, you were able to make out your current environment: couch, some old styled living room, a taxidermy deer head over a fireplace… and an angelic feminine humming of a familiar tune.

Turning your head but wincing from the soreness, you found the source of the melody. It was a woman with bright orange curly hair. From what you could gather, her beauty was indeed matched by her honey-sweet voice. Her face then came into view… and it jaw-droppingly cute. It could make hearts skip a few good beats.

“Hey, take it easy,” she said in an alluring southern accent. “You suffered a helluva fall there. It’s a miracle I found you while I was hikin’.” With her support, you were able to sit up. Though you were sure that you could walk around, you knew it was better to take it easy.

“I appreciate your… *ERGGH, Dang it*… help, Ms. ”

“Pear Butter, pleased to meet you…” As your still intact memories spurred their gears, the one concerning your pseudonym immediately came to mind. Not sure of who she really was, you kept to your story.

“Iron Wingheart, ma’am,” you replied. Pear Butter then set down a tray of tea on the table in front of you. A pleasantly calming aroma of apples and cinnamon sucker punches your nose. Taking a sip, it became apparent that the scent didn’t lie. Impressed by the taste, you took another sip.

“Wow, this is pretty good. Who taught you to make this?”

“Oh, my mother-in-law taught me that.” Pear giggled as she took a seat close to you. “Though things were shaky at first, we got along quite well thanks to my hubby.”

Her scent, it smelled something like apples. Pears, maybe? Regardless, it was pleasant and welcoming, warm as the arrival of spring. Her close proximity to you allows for a better view of her features. Jumping Jesus, the only word you could describe her with is… adorasexy. From what her body spelled out, she was clearly a MILF with all the trademarks: a nicely shaped ass, bountiful bust, and a nice hourglass figure with a dash of confidence and cuteness. What’s more, she has freckles on her cheeks and a flower braided in her locks. Lord help your beating heart in the presence of such an adroasexy woman.

“Is there something bothering you?” Pear said, breaking your inner contemplation. You admit that she is a nice woman but you didn’t want scare her your real thoughts. With your restoring strength, you concentrated efforts on keeping your boner flaccid, feigning a headache from your injury.

“*Ergh* No, nothing is. Just my head sorta wandering, but I’m fine,” you explained. Thankfully, from what you could tell from her smile, she bought it.

“Alrighty, Iron.” Pear chimed as she got up. “I’m gonna go make some grub. Feel free to walk around if you feel you can.”

She disappeared into the kitchen, leaving you free to explore the living room with your legs still feeling a bit wobbly. It had the look and feel of a nicer variant of an old country home, simple yet cozy. The windows showed what looked to be some sort of orchard. What it grew, you didn’t know. Turning your attention back to the inside, a framed photo caught your attention. It was Pear Butter, a man with blond skin and red hair that looked to be her age and presumably her husband, and a young boy.

From a glance, he was obviously Pear Butter’s son and looked much like his father with his skin and hair colors switched with the latter a darker shade. However, you couldn’t help but shake the feeling that you’ve seen him before. It was a big case of deja vu as you’ve sworn you saw that someone before but possibly older?

“I bet you’re wonderin’ about that picture there.” Shifting your head, you saw Pear Butter entering the room with a tray of sweet-smelling baked goods. “Me and my husband took that with our son when we went on a fishing trip. The look on my son’s face when he caught his first was priceless. Wished my camera was working that time.”

“Hmmm, and that looks like a happy moment there,” you quipped to Pear’s delight.

“You bet your noggin it is. Here, have something. You have to be famished.”

You looked upon the tray. Good lord does it all look scrumptious and smelling of sweet sweet apples. You chow down on what looks like a turnover and the taste was absolutely magnificent yet strangely familiar.

“So, how is it?” Pear inquired.

“Delicious. Out of all the turnovers I’ve had, this beats them all.” With an excited squeal, Pear Butter wraps you in a sudden embrace. As much as you liked the hug, the awkward feeling of her breasts against your chest made you not like it as much, fearing your erection coming. “By the way, where is your family?”

“Oh, my son is out sleeping over at a friends house while my husband is out of town for something concerning the farm. He’ll be back in two weeks.” You notice her last bit was said with a sigh which concerned you. If your experience was anything to go by, such a sigh was the calling card of loneliness. On one hand, you were concerned, on the other, you wanted to avoid an awkward situation. But like always, your concerned self won over.

“Is there something the matter? You sound upset.” You ask with genuine concern.

“Oh, it’s nothing.” You could tell it wasn’t the truth. People who are lonely usually tend to hide the fact they are or what causes it.

“Come on, I’ve seen that face and tone quite a bit. I can tell that you miss your husband.” With a sigh and a hanging head, Pear butter had relented and elected to spill her emotions to you, a complete stranger that she only met hours ago.

“It that sometimes when my husband is on these long trips, I sorely miss his company. He’s so loving and caring that being without him for a time makes my heart hurt.” That was it. With her admittance, she buries her face in your shoulder, wrapping her arms around your torso. It was there that you’ve discarded your previous mantra and embraced her with empathy. At that point, you no longer cared about your hard-on developing. Her embrace felt nice and warm and so did her nice chest orbs. “It’s not everyday that I get visitors.”

“I’m sorry for your loneliness.” You replied. “I would like to thank you for the hospitality. Is there anything that I can help with?”

Without no hint or verbal warning, Pear Butter dove into your face with a kiss, even managing to force her tongue in your mouth. You didn’t know what to think or do except play along until she stopped. Still, You couldn’t help but admit that she was an amazing kisser, passionate and loving. She then stopped to catch her breaths, still blushing with bedroom eyes.

“Pear Butter, Y-You’re married! Why?” You were genuinely at a loss for the first time having sex. From her tone, Pear Butter genuinely loved her husband. Yet, she was making sexual advances on you. It made sense if the MILFs you’ve scored were either divorced, unsatisfied, or in open marriages. But Pear Butter was different. Her feelings and words were truthful, like someone you knew.

“Iron,” She started, pushing some hair away from her eyes. “You seem like a nice feller. I know you think the same way. I DO love mah husband… but being without him hurts. Whenever my son is home, I can withstand it all. But with both them gone, it’s another story.”

“Sounds like a strong relationship,” you muttered. “But even if I agree to this, wouldn’t your husband find out? I don’t wish to get you in trou-” Pear Butter then held a finger to your lips. To you, the gesture was… strangely sensual.

“No need to worry about it.” She cooed in a southern tone. “To tell ya a little something, me and mah husband are having a bit of trouble tryin’ to have another. I’ll tell him it’s his if you do get me pregnant. So just enjoy this.”

With you lounging back on the couch, Pear Butter straddles your lap, nearly touching your package with her clothed snatch. Gripping the bottom rim of her sweater, she pulls it up, revealing her busty breasts being supported by a lacy bra.

“Like what you see?” You nod your head in agreement and open your mouth but was silenced by a shush from her. “It’s okay, you don’t need to say anything. You couldn’t hide your erection from my eyes.” That was it, all restraints were off, especially when she starts rubbing your throbbing cock in your jeans. “How about you set that thing free. I promise I’ll make it worth your while.”

Not giving a single fuck anymore and surrendering to your desires, you fiddled with your belt and kicked off your shoes, allowing you to pull your jeans and undies off. The length of your member sprang up and caught Pear Butter by surprise but didn’t make a noise apart from a silent ‘wow’. The heat of sexual arousal got to you and compelled you to remove your shirt as well. Pear Butter wasn’t far behind as she removed her bra to reveal her bountiful E-Cup tits.

The bedroom eyes, she gave you those all too familiar eyes. Seeing them countless times, you know at that moment that she was horny… and you could even smell it as the scent from her aroused pussy made itself known. She plopped those magnificently soft orbs on your lap and sandwiched them around your cock. Rubbing and rubbing, squishing and squashing, it was an amazing titjob. Over the years, you’ve built up some impressive stamina but it wasn’t limitless.

“Holy mother of god, this is awesome!” You groaned in pleasure. She then locked eyes with you, never breaking her rhythm.

“Oh, I can do better that that, slick.” Indeed she did do better as she began tracing her warm tongue up and down your shaft. Coupled with the massage from her breasts, it made your spine quake from lust. After a few more licks, she straight up takes her length in your mouth. Your jaw goes slack and you somehow broke a sweat as she garnishes her ministrations with fondling your sack.

“Oh fuck, oh shit, oh fuck, oh shit!” You gasped as you felt the tidal wave that is your orgasm approach with haste. You channeled all your will to make it last as long as you could. But alas, the inevitable still came to pass. You held her head tightly on your cock as you shot ropes and ropes of your load. Then, you felt a sucking motion which drained your load quicker. You knew right away what she did: she swallowed.

“Holy shit!” You laid back on the couch, catching your breath. Pear Butter wiped away the excess of your cum from her lips with a rather cute giggle. Wiping the sweat from your brow, you look towards Pear Butter who was now completely nude. The sight of her vulva with a nicely trimmed bush was enough to reinvigorate your spear.

“Well, I would like to thank you kindly for lasting so long,” Pear said as she laid upon the couch. Spreading her legs open, her pussy was revealed to be soaking with arousal. The scent of apples, cinnamon… and pears hit you. It was a strange combination but pleasing nonetheless. “If you would like, please have a taste of my pie.”

Barely a hint of subtlety was in her voice. You knew full well what Pear Butter wanted and dove in, licking her pussy with great fervor. Her moans and gasps made for a beautiful song of lust and eroticism. It served only to fuel your drive to please this lonely woman. As you took rapid nibbles at her clitoral nub, Pear Butter wraps her legs around your head. She enjoyed what you are doing but you want to give her something that she’ll enjoy even more.

With her pubes slightly tickling your nose, you quickly jammed your tongue in her cunt. Her loud scream was sign enough that she liked it and she wanted you to continue. You wiggled and snaked your tongue in her moist inner walls as they grew tighter and tighter around it. That and her hips gyrating around told you that it wasn’t long before she came. You wanted her to feel good, even when she inevitably orgasms. With a loud scream of your alias, a tidal wave of ladycum soaks your face. Squirming and screaming, Pear Butter rode her orgasm for a full minute before she calmed down, gasping for air like a fish out of water.

“Oh my stars and garters!” She gasped. “That reminds me of how my husband does it! Thank you so very kindly for this!”

“Glad you enjoyed it,” you replied.

“I do appreciate it. However, I want more.” Seeing her rub her pussy told you one thing: she beckons for you to fuck her, then and there, raw. “Please, fuck me!” You were hesitant at first to fulfill her wish but you remembered what she said at the start of this whole thing. If what she said was true, you didn’t have anything to worry about. She was one hot MILF and you were going to fuck her, even if you just traveled back in time.

Hovering over her, you look into her eyes, full of longing and desire. She wanted this and so did you. You slid your member inside her still wet vagina. The collective moans from you and Pear Butter seemed almost in sync as you both processed the feeling of being united so intimately. With wingding eyes and a loving smile, you and Pear Butter shared a passionate kiss, losing yourselves in the throes of intimacy.

Tongue against tongue, you held your bodies close in an embrace as you began thrusting in and out of her moist pussy. From the way she held herself close to you, it was clear that she craved it from being without her husband. One might call it clingy but others would call it devotion. From that picture, it was clear that their marital bond was incredibly strong. Sadly, it would often make loneliness troublesome. You were going to give her attention, even if it involved fucking her.

“Oh god yes! YES! I NEEDED THIS!” Pear Butter screamed as you continued your thrusts, not skipping your rhythm even once. As much as you want to spend an eternity banging her, good things couldn’t last forever. Her inner walls tightened around your cock her moans and screams became more rapid and hoarse. Her climax was near while yours wasn’t too far behind.

With one loud, unrestrained, and lustful scream, Pear Butter’s orgasm exploded around your crotch. Even as yours exploded, you continued to thrust, again and again and again. Not only did you want to please her, but you wanted to enjoy it as well. It felt so good, so blissful, and amazing. It was among the best orgasms you’ve had in a long time. Taking a few to catch your respective breaths, you both shared another passionate kiss, though short as it was.

“That was… amazing.” Pear Butter moaned, snaking her arms around your neck. “I feel much better now. Thank you.”

“My pleasure and yours.” You purred as you moved your hands through her hair. Just as you were about to lean in for another kiss, You heard the phone ring, slightly startling you. As much as you didn’t like it, you let Pear Butter go so she could answer it.

“Hello? What? Uh oh. No, don’t worry about it, dearie. We’ll go out for dinner tonight and maybe we can catch a movie. Don’t worry, I’ll be there in about ten minutes. See you then, my son. Mama loves you.” She then turns to you with a slightly disappointed look on her face. “Sorry about that, but my son’s friend got into trouble with his parents and his sleepover is cancelled. So, I have to go pick him up.”

“So our time has been cut short then,” you said with a sigh. “Mind if I go grab a quick shower before I go?”

“Sure.”

After taking a shower and making sure that every trace of your lecherous deed was gone. Both you and Pear Butter were back in your respective clothes, standing outside the farmhouse.

“Well, I guess this is goodbye then.” Pear Butter sighed as she briefly hugged you. “Will I see you again?”

“Well, I don’t know. I’m just visiting relatives from out of state. Don’t worry, I can find my way back to my place.”

“Heh, Ah know a guy fella like you can handle things. Well, goodbye Iron and don’t be a stranger.”

“Don’t worry, I won’t.”

As much as you appreciated her company, there was a good chance that you wouldn’t cross paths with her again. Pear Butter was an amazing woman in her own right but It was best to leave her with her family. Who knows, maybe you would see her again but for now, you had to get home. The time machine must be done charging by now.

After wandering around for about a good half an hour, you came across a familiar-looking tree. Upon closer inspection, it beared the letters ‘V.R.’, the initials of your alias. You knew then which direction you had to head in, helped by the trail you’ve laid earlier. Before long, you found the time machine, undisturbed and buzzing with power. Hopping inside, you configured the panel to take you back to the exact day and time you remembered you were from. Now, all you had to do was endure traveling through the timestream once more.

“Is he alright, AJ?”

“Well, his eyes are openin’ and he’s breathin’. He’ll be ahright. He’s tough as a work horse.”

“I hope so. I honestly never thought that thing would actually work.”

“That time machine thingamajig?”

“Yeah, thought my dad made it as a joke.”

Your eyes fully focused themselves as you now found yourself back in the basement with Applejack and Derpy surrounding you.

“Jesus, that was on hell of a trip,” you said as you stretched your muscles. “What the hell happened?”

“You… just proved my dad’s machine there actually works!” Derpy exclaimed in astonishment. “Where did you go to?

You explained your case and told her where you went and that you thought it was a joke. However, you didn’t tell her specifically what you did for obvious reasons. So, you just told them that you just wandered around town for four hours until you could come home.

“Well, you have a habit of getting into crazy spots there, Calc.” Applejack chuckled as she gave your arm a playful jab. “It reminds me of how mah ma would tell stories of mah pa when they were datin’.” That was something new for you as you never heard Applejack talk much about her parents. Could something have happened to them?

“Your parents?” You asked. Applejack then pulled out a picture. Apart from a very young Applejack being in it, it looked… an awful lot… like… a certain photo you’ve seen before. “What are their names?” You asked out of cautious curiosity. You heard Applejack sigh a bit before she spoke up.

“Mah dad is Bright Mac and Mah ma is Pear Butter.” She explained, getting slightly teary eyed. “I’ve never seen them since they went on that cruise. What happened to them?”

The last part of the first bit hit you like big pallet of bricks. It took you a few moments to process what you’ve just learned. Pear Butter was Applejack’s mother and you could very well be her actual biological father. Your heart began to race and you struggled not to panic over the revelation that one of your best friends was really your daughter. Thinking quick, you decide to excuse yourself to think about it all.

“Hey girls, mind if I go use the bathroom really quick,” You asked while keep your emotions veiled.

“Sure but don’t be too long. The truck will be here soon and we’ll need your muscles to help us.”

Making a hurried walk to the bathroom, you shut and locked the door. Hyperventilating and panicking, you whispered a stream of curses and various obscenities with the occasional banging of your head against the wall. You could hardly believe it that messing with time would result in such an awkward situation like this. You altered time and the result was Applejack being a daughter of yours. You’ve fucked up and now you’ll have to live with that fact for the rest of your life.

“Okay, okay,” you said as you splashed water on your face to snap out of your state. “Just forget it ever happened and don’t tell her ANYTHING! I hate to see what’ll happen if I told her the truth.”

“Hey Calc, the truck is here! Let’s get moving!”

There comes the distraction you’ve hoped for. You walked out to help your friends hauling heavy antiques to be stored, including the thing that was responsible for your predicament. You can only hope that no one will use it and that it’ll remain forgotten. Eventually, you’ll forget what happened to a degree…

..but it still happened.

“I need a drink.”

Author's Note

Well, here marks the end of the 2 Weeks off sub arc... and one of the craziest chapters I've written. When I started writing this chapter, I wanted it to end the sub arc in a way that was insane and also hve fun with it. Anyways, I'm glad that you enjoy the series so far because it'll only be getting more lewd.

Also, Calc's alias, Iron Wingheart, is a reference to my OC, one of them anyway.