A MILF in Need

by Oldtakufanboy

Rating: mature
Tags: Romance, Drama, Original Character, Slice of Life, Sex, Human, Anthro, Cake Twins, Mrs. Cake, My Little Pony: Friendship is Magic, Alternate Universe
Length: 3146

Things are getting settled, but things go rather different when Mrs. Cakes comes home and telling me about her love life and that things aren't doing well with herself and her husband

Babysitting is not so bad; it almost makes me feel as though I can be a great father one of these days. Tonight I do some babysitting because Pinkie is out of town and Mrs. Cake's husband is on a business trip. After tucking the munchkins in, Mrs. Cake's shows up and the two of us are having a normal conversation, until things go rather emotional.

As a good friend of the family, I have to be of help.

Published 2017-05-15 15:30:01 UTC
Last updated 2017-05-15 15:30:01 UTC

A MILF in Need

It's 7 PM, as I tuck in the tuckered-out foals Pound and Pumpkin. I cradle the two in my arms and hum a soft tune that my mother did when I was little. The two give out a yawn, as I slowly, but carefully put them within the cradle. As I cover tuck them in, the two began to snore, bringing a smile to my face.

"They're such a handful," I said to myself, as I slowly walk out of the room.

My name is Phil, a twenty-six-year-old who lives in Ponyville that works over at Sugarcube corner and is also paid extra bits when I do babysitting whenever Pinkie and Mr. Cupcake are busy. At first, I was nervous as hell when I babysat the munchkins at first, but until I got used to it, it's not so bad. Babysitting these foals make me think back on a poor decision I made back on Earth when I told my ex-wife about not having kids. I was very nervous on becoming a father and that things could go bad, but after dealing with Mrs. Cake's foals, I now feel like I could've been a father. My chance on being a father can now not happen, unless I meet a nice mare and marry her.

As I walk downstairs, I can hear a noise, making me wonder if Mr. or Mrs. Cakes is home. As I make it to the bottom, I walk away from the counter and over to the door, seeing Mrs. Cake coming in wearing jeans, a yellow buttoned shirt, and holding many bags in her hands.

"Boss," I said, as I walk up to her. "Need any help with that?"

"Could you be a dear and help?" she asked, as her arms began to wiggle out of exhaustion. "These bags are heavy."

"Here," I said, reaching for the bags she holds in her right hand.

As I grab ahold of them, they do feel rather heavy, but not too heavy.

"Thank you, Phil," she said with a tired smile. "You're such a gentleman."

"Anything for you, boss," I said, making her give out a giggle.

"Just call me Mrs. Cakes for now, okay?"

"Sure," I said, following behind her.

As I follow behind her, I couldn't help but stare at her behind. That behind of hers looks somehow attractive; this was the first time I ever noticed my boss's rear looking rather sexy for a mare her age. As we make it behind the counter, I shake my head, getting all of the sexual fantasies away from my mind.

"Pull yourself together, Phil," I thought to myself. "She's your boss! Plus, she's married."

She turns around, making me look away. My heart beats quickly, as she looks away and places the bags in her hand down.

"Just leave them here for now," she said, as she walks past me.

"Y-yes, Mrs. Cakes," I said, as I walk up to the other bags and set the bags in my hand beside them.

"Do you have any plans for tonight?" she asked.

"Not really," I said, as I exit from the counter.

"Would you like a drink?"

"Do you have any cold tea?"

"Sure," she said, as she walks back behind the counter. "Just take a seat anywhere. I'll be with you in a bit."

"Yes, Mrs. Cakes."

I walk over to a nearby table, sitting not too far from the counter. As I sat on the chair, I think back to Mrs. Cakes looking back at me.

"Shit!" I thought. "I think she knows I was looking at her rear. Come on, Phil! Stop thinking about her! There are plenty of fish in the sea."

"How were Pound and Pumpkin?" she asked, as she walks towards the table with a tray of two glasses of iced tea.

"They were a bit hard to settle down earlier," I replied.

"Oh?" she said, as she places the tray in the middle of the table before sitting across from me.

"They were crawling all around the bedroom, but I got their attention as I sang them a song."

"How sweet," she giggled.

"Sang to them a few more songs that my mother sang to calm me down back when I was tiny."

"You're a very good babysitter, Phil," she said, as I grab ahold of my glass and bringing it close to myself. "How are you so good?"

"I don't know, honestly. I guess my mother raised me well and I have been giving good advice from her. I was once married."

"You had a wife?"

"Y-yeah," I replied, regretting to bring that subject up.

"What was her name?"

"Sarah," I replied, before taking a sip of my iced tea.

"Did you two have kids?"

"...No... we didn't have any," I said, looking down into my glass. "I was afraid that... I couldn't be a good father to our kids."

"Nonsense! You'd be a great father."

"You really think so?" I asked, looking up to her. "You know... during the time you made me babysit, I was very nervous on making things difficult for you, but once I got ahold of dealing with those two munchkins, I feel as though I could've been a father."

"Sweetie," she said, placing a hand upon my own. "You'd be a great father."

"Thanks, Mrs. Cakes," I said, blushing.

"You know... I wish I had a husband like you."

"Huh?" I said, cocking a brow.

Mrs. Cakes' ears flop down, along with her gaze.

"You see... Carrot and I... are falling apart."

"Why's that?" I asked. "You two always look so happy together. What's wrong?"

"He... he's been disliking me for the past month," she said, as a tear goes down her cheek. "We have been having a few fights and he finds me not as attractive as I once was when we met. He called me a 'fat pig'."

"What?!" I shouted, wide-eyed. "He said that about you?!"

She nods with a sniffle.

"What a prick!" I said, as she covers her eyes.

"What did I do wrong?!" she shouts, placing her elbows on the table and sobs. "I always loved him and now he says that I'm fat! What a jerk!"

As she sobs, I get up from my chair and take a knee beside her. I place a hand on her back and gave it a few pats. She looks down at me with tears in her eyes.

"I'm sorry, Mrs. Cakes," I said. "I'm sorry you feel this way. If it makes things any better, I never thought of you as a fat pig."

"Y-you never did?" she replied, placing her hands down.

"Never. I don't understand why your husband is being cruel about you. You are beautiful just the way you are."

"You find me beautiful?" she asked, turning her whole body towards me.

"Of course, I do," I said with a nod. "What stallion can say no to a mare like you? You are perfect! You are a great mother, a friendly boss, and you bring the smile onto everypony's faces when they taste your delicious treats."

Mrs. Cakes smiles softly before leaning forward and planting a kiss on my forehead.

"You are such a kind human," she said. "I'm so glad I hired you to work here and become a babysitter."

"Anything for the mare who gave me a job and the bits I need to live."

I stand up, looking down at her and into her lovely eyes. I then slowly place my hands on her cheeks, as she does the same. My heart beats quickly, as we slowly bring our faces to one another. As our faces draw ever so closer, the two of us pucker up, planting our lips against one another. The passion from the kiss flows through my body, feeling her soft lips pressing against mine, along with her soft hands touching my skin. We then pull our lips away from one another, looking at one another.

"That felt right," she said, licking her lips.

"I'm gonna be honest, Mrs. Cakes," I said, looking away with a blush. "I... kinda find you attractive for the past few days. You're just the kind of mare I like."

"What is it you like about me, handsome?" she said, as she stands up and takes her hands away from my cheeks.

"Well, I do like a mare that's... um..."

"What? What kind of mares are you interested in? Don't be shy."

"Well... I like my mares thicc."

"Oh?" she said, placing her hands on her hips. "You like me because I'm thicc?"

"You're the right amount of fat that I find sexy in a lady," I said, making my face go red.

"And you must love my rear, huh?" she said, turning around and sticking her behind up, with her tail swishing back and forth. "How good is it?"

"Better than Celestia herself."

"You must like my behind that much?" she said with a giggle.

She shakes her behind, walking backwards toward me. I walk back, feeling a bit nervous about this situation. She was crying a second ago and now, she's acting all frisky.

"I don't understand mares," I thought, until I get cornered by the counter.

As I stand in place, Mrs. Cakes behind presses up against my pelvis, moving it around left and right.

"Do you like my rear, hun?" she asked, continuing to move it side to side. "Don't think I didn't notice you looking at it when you helped me with the bags."

"Shit! She knows!"

"I want to feel it," she said in a lustful tone. "I want to feel your cock getting hard from my ass."

"Mrs. C-Cakes," I said, trying not to get hard. "I don't think we should do this down here. Somepony could be watching."

"You're right," she said, pulling her behind away and grabbing my hand. "Let's settle this upstairs."

"What have I done?" I thought, as she pulls me upstairs with her.

Upstairs, I find myself sitting at the end of Mrs. Cakes' bed, waiting for her to come out and surprise me with whatever she plans on wearing to turn me on.

"Geez," I thought. "Perhaps I was too nice."

The bathroom door opens, showing Mrs. Cakes wearing red lingerie that shows off her pink and puffy nipples, along with her pussy that is beneath her thicc belly. Seeing her wear that is getting me rock hard with each second.

"Is this turning you on, Phil?" she asked, placing her hands under her breasts.

Before I could say a word, my pants felt very tight. Looking down, I can totally see a bulge from my pants, making her giggle.

"Looks like I have my answer," she said, walking up to me.

"Mrs. Cakes," I said, as she stands in front of me. "Are you sure you want to do this?"

"I want to," she said, turning around, showing off her plump behind. "Let's continue where we left off downstairs, okay?"

She grabs her tail before lowering her behind to press up against my cock. I couldn't help but enjoy myself; not even Sarah did anything this sexy to me when we were married. As her cheeks rub up against my covered member, I couldn't resist a moan escaping from my mouth.

"You must really like that," she said, pulling her behind away from my raging boner.

"It's too good," I said. "Not even Sarah did anything this sexy for me."

"Now onto the next phase," she said, going to her knees. "I want this little guy to feel good."

She takes a hand and pulls down the zipper, then unbuttons my pants. Once she pulls my pants and boxers down, my cock rises up, bumping her in the muzzle.

"Oh!" she said with surprise. "So, this is what a human cock looks like. Looks like a mushroom."

"Is it... bad?"

"What, hun?" she said, looking up to me with a cocked brow.

"Does it look ugly? It's not your average stallion cock that any mare would usually see."

"It's fine, Phil," she said with a giggle. "In fact, your cock looks rather adorable. It may be smaller than an average stallion's, but this will do. Now relax and enjoy what's coming to you."

She takes her left hand and gives it a few strokes, making a moan escape out of me. She then brings her head close and gives the head a flick from her tongue.

"How's that?" she asked.

"Not bad."

"Then you're about enjoy this a lot."

She opens her mouth widely, sticking the whole head in her mouth, feeling her tongue swirl around it clockwise. It actually felt really good; never have I felt a blowjob coming from a mare, but it's not half bad. Another moan comes from me, as she takes her mouth away from the head and licks my cock from the base to the tip. She did it once more before bringing her head down and nearly engulfing it into her mouth, as it reaches to the back of her throat, making her nearly gag. She pulls away back to the head and then goes back down, bobbing her head up and down.

"D-damn, Mrs. C-Cakes," I moaned, as I clench onto the bedsheets. "This feels so g-good."

She then pulls her mouth away from my cock, covered in her saliva, as she stands up and licks her lips.

"Your cock tastes really good, Phil," she said, as she reaches behind her bra.

The bra comes off with a click, falling to the ground to show off her fully exposed breasts. She takes her right breast and gives the nipple a flick from her tongue, making my cock twitch.

"You really weren't kidding when you said you found me sexy, Phil," she said, leaning down and slipping her fingers on the sides of her panties. "I like that you are honest."

"I'd never lie to you," I said, making her giggle.

She brings them down, then kicks them off, landing right onto my face to smell a strong scent that is coming off from her pussy. I look down to see her pussy dripping with anticipation.

"I want you inside me," she said, sticking two fingers up her pussy. "I want to feel your cock inside my dripping pussy."

"Lie down," I said, getting up. "I want you to lie on your back to see your beautiful eyes while we make love."

"You're such a stud," she said, as she turns around and lies back onto the bed, getting a good view pussy visibly shown.

I reach down and pull off my red T-shirt, showing her all of me. I'm not exactly fit; you can say I'm a little on the chunky side, but it doesn't matter.

"You're quite sexy in your party suit," she said with a giggle. "Now come here and stick that cock in this MILFs pussy. I'd like to know what a human's cock would feel like inside a mare."

"It'll be the same... I guess," I said, as I grab my cock.

As I bring it up to her pussy lips, I have it sliding up and down, teasing her a bit.

"It feels good," she said, as I slowly bring my head up and press against her clit. "But stop teasing. Put it in already."

I bring my cock down to her pussy lips again and slowly push in, feeling her muscles grab onto my cock from within. The two of us moan, as we became one. I slowly slide out, then back in.

"Sweet Celestia," she said, looking to me with her lustful gaze. "Your cock feels so good!"

"Shhh," I said. "Munchkins are sleeping."

"Oh! Sorry."

I picked up the pace, hearing the sounds of slapping flesh, the bed rocking, and our moans escaping from our lips. Her breasts bounce up and down, making me reach down and grab them gently. She gasps, as I pull them up and down, one at a time.

"Wanna play with my tits while you fuck me?" she asked, making my cock go ever so hard.

"I love your tits," I replied. "Perfect for giving out milk."

"Make me cum milk," she said, as I pound on her pussy ever so hard.

Our breathing becomes erratic, feeling the buildup of cum readying to explode within her. Dear God! I love that feel when I cum.

"I'm cumming, Mrs. Cakes," I said, releasing her breasts and placing my hands upon her own.

"Cum inside," she moans. "I want to feel your sperm shoot inside me."

As I give her one more thrust, my cum releases within her, along with Mrs. Cakes releasing her milk from her nipples. I pull out and quickly grab her nipples, tasting the warm milk that is fresh from the nipples.

"Keep sucking them," she said with a few breaths.

I kept on sucking them, until the milk stops pouring down my throat. I pull my lips away from the nipples and release her breasts, looking down at Mrs. Cakes with sweat coming down my face, along with her cramped pussy dripping a bit with my cum onto the bedsheets.

"My body feels so good," I said, wiping the sweat from my forehead.

"Come lie beside me, hun," she said, as she pats an empty spot beside her on her right.

I turn around and laid on my back, turning my head to see her looking down at me from my left.

"You make me feel like a younger mare," she said, placing a hand on my sweaty chest.

"It feels nice to tell you my true feelings," I said. "Tomorrow is my day off, right?"

"It is, hun."

"Would you... perhaps like to go out for lunch?"

"I would love that, but what if your hus-"

"Don't worry about him," she said, cutting me off. "I'll file a divorce."

"You need to talk with him."

"I will... can't stand that bastard anymore."

"Sorry that you have to deal with him, Mrs. Cakes," I said, planting a kiss on her forehead. "You deserve better."

"You're such a sweetie," she said, returning the favor with a kiss. "Say, Phil, can I ask you something?"

"Huh?"

"Would you... like to be the father of my children?"

"What? Me? Their father?"

"Sure. You did say you regretted not being a father with your previous wife, so why not with my own?"

"Well... yes... yes! I'd like that."

"I can't wait to see you become the father of my children."

The two of us chuckle before snuggling up against one anther and slowly slipping off to slumber. During my slumber, I had a dream; a dream of becoming the father that I should've been. I can't believe it! I'm gonna be a daddy!