Dr. MILFlove or: How I Learned to Stop Worrying and Love the Cougars
Sweet Momma(Mrs. Cup Cake)
Previous ChapterNext Chapter“Come on, Calc! We got some baking to do!” Pinkie Pie said as she exited her car.
“Yep, and it’s gonna be one helluva cake to make, Pinks.” You replied as you followed suit. It was hard to imagine that in the weeks before you graduated that you left having done the horizontal hokey-pokey with some of the hot mature babes among Crystal Prep’s staff. It was that one stroke of luck that you left your virginity behind when you kissed the school goodbye. But now, since your one on one time Mrs. Cheerilee, Canterlot’s local population of MILFs and cougars are now on the prowl, looking for a chance to dance upon your pole. Now, your extended inner circle is planning on a huge party and your friend Pinkie Pie, who was organizing the whole show, brought you to her workplace at Sugarcube Corner to bake a huge cake for the party, the biggest that place ever made.
For a small bakery/house deal in the city, business was booming for Sugarcube Corner. Delicious food, creative pastries, it was quite the place for a treat at an affordable price. However, It was also co-ran by one fly MILF.
“Oh, hello Pinkie!” A woman with tall, pink hair greeted as you and Pinkie entered the building. “Brought a friend to help you with the cake, I take it?”
“Absolutely, Mrs. Cake!” Pinkie answered to her boss. “I believe my friendo here will be of great help.” Just as her boss, Mrs. Cake turns to face you, she was caught off guard by your appearance as you gave her a confused look. For a MILF, Mrs. Cake was one thicc woman. She was plump but plump in all the right places. She looked rather sexy for someone her age and weight. Plus the way she carried herself, Mrs. Cake had this motherly aura to her. Just observing her features was enough for your boner to begin rising. But, from your past experiences, you were able control it, like you had a superhuman ability to do so. Snapping back from her shock, Mrs. Cake recomposed herself to yours and Pinkie’s confusion.
“Oh, sorry dearies, my mind wandered off a bit.” Mrs. Cake said as she brushed off her apron. She turns back to her mixing bowl which had a raspberry filling that she was making for the cake. “I’ve already laid out all of the ingredients you’ll need for the batter. Since this is a big cake we’re making, I’ve adjusted the directions to count for the size of it. I’m sure this’ll turn out good.”
“Oh, It will, Mrs. Cake!” Pinkie Pie said cheerfully as you and her began to make the cake batter. Since the party numbered at around 70 seniors that were acquainted with one another, there was a lot prep work and mixing to be done. Egg by egg, cup by cup of flour, and bits of chocolate and some almond flavoring in the batter, the huge bowl almond cake batter was finished. Even though you’ve yet to put it in a pan and bake it, the smell was so enticing. As you were about to work on the frosting, Pinkie’s phone went off and she answers it.
“Heeelllooo?”
…
“What?”
…
“How bad is it?”
…
“Where you now?”
…
“Don’t worry. I’ll come get you and we’ll gather at Twilight’s. You can ask for a ride from me if ya want.”
…
“No problem! Wait for me there.”
…
“You’re welcome. Buh Bye!” After that, she turns towards you with an exhausted look.
“Calc, bad news. Rarity and Fluttershy got into a car accident while driving to crafts store. They’re not terribly hurt but I wish I could say the same for the car.” Pinkie Pie explained to your shock.
“How badly did the car get hit?” You asked.
“Rear ended, with said end hitting a lamp post. The back wheels are gone. Luckily, the front end hardly suffered a scratch.”
“Okay, what do you need me to do?”
“Can you be a buddy and stay here to help Mrs. Cake finish the cake for Friday?” You’ve heard it, Pinkie wants you to stay behind to help a deliciously thick MILF with finishing the rest of the project. You didn’t mind that, but how things can potentially turn out and get in the way of the task at hand. Although, you always were a ‘play things by ear’ sort of person when it came to what transpires during any given day. With your mind agreeing to Pinkie’s proposal, you waved her off as she walked out of the store. Now, It’s just you and the head MILF of the bakery.
“Calculus, ” Mrs. Cake called to you. “Can you be a dear and get started on the buttercream icing and put the cake in the oven, please?”
“Will do.” You replied. After filling the cake tins with the batter and tossing them into the oven, which was large for Sugarcube Corner, you set the temperature and time to bake. “Okay, set the temp for 375 degrees, set bake time for 40 minutes, aaaannnnd we’re good to go.” After all that, you proceeded to get to work on the buttercream icing. As you were mixing the ingredients in the bowl, your thoughts drifted to some rather naughty thoughts Mrs. Cake. In your mind, you imagined motorboating her plump F-Cup breasts, sucking the warm milk from those luscious orbs as you go down on her. And to your surprise, you picture yourself ravaging her in the showers, letting the steam from the hot water conceal you as you hump and fuck her. Talk about adding a literal meaning to the phrase ‘steamy’. As you mix away at the contents of the bowl, pouring in bits of sugar as you go along, you felt a soft and squishy presence against your back, accompanied by a pair of hands gently rubbing your shoulders. It did made you jump slightly not to where it made you twitch. The scent coming from behind was odd but interesting, smelt like pecan pie and cherry turnovers.
“You’re quite the hard worker there, Calculus.” Mrs. Cake cooed as she continued to rub your shoulders in a relaxing way. “I can see why my employee Pinkie likes to bring you in here to help out from time to time.” You couldn’t help but moan in a relaxing way at her massage on your shoulders and the mounds soothing your upper back. It maybe from the lack of sex you’ve had as of your departure from CPA that you’ve been feeling tense.
“Yep, ” You yawned, feeling relaxed and tired from Mrs. Cake’s rubbing. “While I wait for the college to accept me into my prograaamm-ohgodthatfeltgood, I figured I’d do something to occupy my time and earn some money.”
“What program are you going into, deary?”
“Accounting. As a little kid, I’ve always been good with numbers and still am to this day. My folks named me after my grandpa, who was a respected bank accountant and coordinator.”
“Hmmm, all that thinking and hardly any time to relax.” Mrs. Cake moaned as she snaked her arms around your stomach and began to rub her breasts against your back. “Sometimes, It’s good for the brain to relax than to let it run 24/7.”
“Yeah, I guess s-” As a surge of pleasure pulsed through your spine, your arms accidentally hit the handle of the mixing spatula of the icing bowl. You were able to move out of the way in time but the glob of icing managed to splatter all over Mrs. Cake’s shirt. You panicked as you rush to get a towel to clean up your mistake.
“Oh shit! Sorry Mrs. Cake, I truly am!” You said with a sense of worry as you found a towel. As you rushed to Mrs. Cake, she held her hands out, stopping you from getting any closer.
“That’s okay, deary.” Mrs. Cake said as she took the towel from you and tosses it aside. “No use crying over spilled milk.” You saw her walking towards the door and flip the sign to where the ‘Closed’ side can be seen from the other side. She then walked back to you with could be a motherly smile.
“Now, I’m going upstairs to wash up. Go ahead and put the icing in the fridge and wait for the oven alarm. While you’re at it, sit down, relax, and don’t be shy about grabbing a soda if you want.” Mrs. Cake proceeded to walk upstairs, giving a subtle sway of her rump that didn’t elude your sight. Doing as she suggested, you wrapped the icing up and stashed in the fridge, grabbing a soda while kicking back in the seating area.
“Well, time for a little R&R for a change.” You mumbled as you chugged down your drink. Resting your head on the booth nearby, you began to doze, dreaming a rather wet dream.
There you were, in the shower with Mrs. Cake, completely naked as she massages soap into her sizeable titties. With your full might, you swiftly turned her around and began to pound her mercilessly from behind. You grasped those wet, soap orbs in your hands, squeezing and burrowing your fingers into those supple, fleshy mounds. With each thrust into her behind and pleasured moan, it drove your testosterone to new heights as you pounded her faster than before. Before you knew it with the passage of time becoming lost to you, you came into Mrs. Cake’s tight booty, collapsing onto the bathtub floor with her in tow in a comfortable spooning position. There, you cuddled with her for an extended period of time.
*BEEP*
*BEEP*
*BEEP*
*BEEP*
Reeling you from your slumber was the sound of the oven alarm, signaling that the cakes were done baking. You briskly wandered over to the oven and pulled the cakes out, wrapping them with tinfoil before you heard a familiar voice boom from upstairs.
“Calculus, can you come help me, please?” You couldn’t help but sweat a bit when you heard those words from Mrs. Cake. She was practically inviting you to her room. After dusting off your pants, you climbed the stairs. Once at the top, you saw a door has been opened a bit. She had to have been there. You walked toward the door, opening it and beheld a sight that surprised you.
“Why hello there, big boy.” There, on a bed lies Mrs. Cake, completely naked with what looked to be whipped cream sprayed on her from her breasts and all the way down to her vulva. It also looked to be some chocolate sauce was drizzled on the cream as well. The sight was so erotic that you were frozen in place at such a sight. Your sweet tooth began to bark at you to dig in. “You should take your clothes off so they won’t get dirty.”
Obliging her request, you stripped yourself, shirt and all, wandering towards her to claim your prize. You hovered over her, observing the tantalizing and sweet smelling display. Layers of sugar waited for you to devour them.
“Where should I start, Mrs. Cake?” You asked her with renewed focus.
“Start at my breasts, Calculus.” She cooed in a flirting tone. “Make sure to get every last bit.” Propping your knuckles, you brushed your tongue across her left tit, scooping up every conceivable bit cream and chocolate. Mrs. Cake gasped and moaned with every stroke of your tongue upon her breast. It sounded like she hasn’t had any sex in quite a while. Once you saw that was clean, a stroke of curiosity snapped at you. Latching one hand on her melon, you enveloped her nipple with your mouth and began to suck on it. She gasped as you began to suck on her teet. To your surprise, a stream of breast milk had shot out from her nipple. The milk tasted sweet and creamy, kind of like vanilla ice cream. It surprised you even more that she was lactating, seeing as Pinkie told you she gave birth to twins about five months ago.
“How did my milk taste, young man?” Mrs. cake asked with motherly eyes.
“Sweet and creamy, ma’am.” You replied, licking your lips as she brushed your hair in a loving way. “Where are your kids, though?”
“In their room, fast asleep.” She replied. “No need to worry. We have quite a lot of alone time here.” Seeing her sultry eyes piercing your vision, you resumed your work and ate up the cream and chocolate from her other breast. As you worked your tongue down along her stomach, you felt your shaft becoming harder and tighter as you neared her juicy thighs. Gasping and twitching, writhing and moaning, more pleasure that Mrs. Cake had held back for so long was starting to escape like a water balloon filled past its limit that is bound to burst. You licked all the cream around her thighs, saving the last glob on her flower for last. Grabbing her lower legs, you spread them apart, making her blush and her pussy wetter than when you began.
“Wow, this pussy looks sweet.” You seductively growled. “I hope you don’t mind if I snack on it.” Cocking your head back a bit, you practically nosedived right into her vagina, furiously sucking and licking up any cream that you can taste. When no cream was left, you kept eating her out with the same fervor as before. Only that time, you tasted something that was tangy and oddly tasted like oranges and pineapple. Her loud moans pressured you to continue pleasing her.
“OOOOOHHHHHH, FUCK YES, CALCULUS! KEEP EATING ME OUT! MAKE ME FEEL SO FUCKING GOOD! OH FUCK, OH FUCK, OH FUCK, OH YES! OH GOD, I’M ABOUT TO CUM!”
After a few more moments of hungrily licking her vagina, she indeed came. A stream of her lady cum squirted into your mouth, making you suck down the entirety of her orgasm. Mrs. Cake’s orgasm eventually died down after a minute when she laid down and panted in slight exhaustion. You were truly amazed at her stamina and she must’ve gone on without sexual pleasure for so long that you thought was part of the reason she recovered so quickly.
“Holy fuck, that was good.” Mrs. Cake moaned.
“Well, I’m pleasantly surprised you recovered so quickly.” You retorted with a laugh which led to another question. “Why have you been holding back getting pleasured for so long.” With a long and drawn out sigh, Mrs. Cake gave her answer.
“Between taking care of our babies and running the family business, me and my husband never had any time available to have fun. He left yesterday to talk with some people about opening another chain. Though I’m fine with running things here alone, I do miss being sensually caressed by a man.” Those words had touched you somewhat. You felt a shred sympathy for her in that moment. But, lust made you and her blind to everything and never paid those thoughts anymore attention. It was time go back to pleasure city. Getting off her bed, Mrs. Cake examined your erect cock with a grin most mischievous. She then pulled out a can of whipped cream and covered your entire length with the sugary creamy topping, tip and all. All that cream around your shaft felt so cold yet strangely arousing, making you moan slightly, knowing what was going to happen next. But then, Mrs. Cake did something that surprised you by taking a stemless cherry and placing it on the top of your cream coated cock. She then got down on her knees in between your legs, pushing you back onto the bed.
“Now, for all the hard work you’ve done for me, I think it’s time I’ve pleasured you.” She hovered her mouth over the tip of your shaft, nearly enveloping your length in her mouth before taking it away. The teasing drove you wild beyond comprehension as she breathed on it as she bit the cherry while not taking it off. If there was an award for most creative and erotic blowjob, Mrs. Cake would sure as hell take home the gold. She eventually lapped up the small fruit in with her tongue and devoured it. Soon after, She licked along the length of your cock, lapping up all that cream before reaching the tip and giving it a light kiss, making you shiver heavily before she took it all into her mouth.
You were powerless to the point of barely able to move a muscle. Out of all the blowjobs you’ve had, this was the best one you’ve felt by far. The setup, the display, the passion, all of had clicked so well and it was rather sweet, both figuratively and literally. Eventually, your stamina could only take so much before you blew your load into her mouth, making her deepthroat your entire length as she consumed your seed to the last drop. Eventually she removed your shaft from her mouth with a pop sound.
“Wow dearie, your milk tastes salty… yet sweet.” Mrs. Cake remarked as she climbed back onto the bed on her back, spread eagle. “I think it’s time to move on to the centerpiece.”
There it was like before, her pussy laid bare before you with its musky scent inviting you in. You inched your shaft closer to her honeypot, prodding it with your tip which made her moan like lonely wolf. Giving you her begging eyes, you slid your member into her hungry love tunnel.
“HOLY FUCKING SHIT!” Mrs. Cake screamed in sensual pleasure. “I haven’t felt something like this in a while! Please, FUCK ME INTO NEXT WEEK! I BEG YOU!” You felt that no words needed to be said at that point and you began pounding her pussy with total lust. Moaning and panting, Mrs. Cake not only enjoyed the feeling of dick in her pussy, she felt starved from it for so long, her hunger for sex blinded her to everything else, as if everything else in the universe except for you and her didn’t exist. Such sensual pleasure, much carnal bliss being let out, words couldn’t describe how blissful she was. Once again, your curiosity got the better of you and latched your mouth upon her left nipple once again, sucking some more of that sweet and warm milk from her teet.
“Oh fuck yes, suck on my titty! Suck on it, dearie!” Mrs. Cake groaned as her hips began to gyrate with your movements, further enhancing your pleasure as well as hers. The feeling of the breast milk in your mouth and the slickness of her still somewhat tight pussy drove you closer to your climax until it eventually came. Giving a few more mighty jabs at her cervix with your lap howitzer, your spear quivered and shot loads of your cum into her womb. The feeling of your seed flooding her inner walls caused them to clamp down and milk your knob for every drop of it. Eventually like the last couple of times, you were able to reel from your orgasm but quicker than before which shocked you. Mrs. Cake was also not done yet as she climbed off her bed with drips of your cum and hers leaking from her vagina. Her body still craved for more and you didn’t complain one bit, not that you wanted to anyway.
“I feel like getting cleaned in the shower.” Mrs cake said, entering her bathroom and gesturing you to follow. “Feel free to join me, dearie.” Stretching your back and giving your spear a good few tugs to make it erect again, you followed the milf into the shower which was already bellowing steam from the hot water. Opening up the shower stall, you found Mrs. Cake massaging soap into her lusciously big mounds, just like in that dream you had earlier. Seeing you enter, she turns to face you with arms extended and wraps you in a deep hug while giving you a very passionate open mouth kiss. It felt like heaven for the short time you and her made out that way. You eventually broke the kiss and turned her toward the wall lining up your cock with her pussy.
Just then, a thought dawned on you, one born out of curiosity. You’ve yet to try anal with any of the MILFs before that point. You always wondered what it felt like going in through the backdoor. Catching her by surprise, you lined your cock at the entrance of her anus, making her jump and yelp in shock. Her reaction was all the fuel you need to go on ahead and push your glans in her ass. It was a tight fit and it took time to get it all in but you were eventually able to.
“OH WOW!” Mrs. Cake shouted with pained pleasure. “I-I’ve never tried this before and it feels… sooo gooood! Go on, fuck my ass!” You began pounding her ass like a madman at her command. Her anal walls felt extremely tight yet added a lot of pleasure to your already throbbing cock, begging to release its last storm of cum.
“Say my name!” You grunted as you thrusted.
“Calculus!” Mrs. Cake moaned.
“No, not that name!”
“Wh-What would you like me to call you, then?” You stopped thrusting for a brief moment and leaned your mouth to her ear.
“Call me… Dr. MILFlove.” You whispered to her excitement.
“Dr. MILFlove.”
“Louder!”
“Dr. MILFlove!”
“LOUDER!”
“DR. MILFLOVE!”
“LIKE YOU MEAN IT!”
“OH PLEASE, DR. MILFLOVE! PLEASE RAVAGE MY ASS! PLEASE!” With her begging, you firmly grabbed hold of her succulent buns and took a deep breath.
“Well now… THE DOCTOR IS IN!!!” You resumed thrusting in her butt with renewed vigor, powered by your heightened ego. You felt your head getting lighter and lighter and hotter as you continued to hump away at her ass. Eventually, like a nice glass of the finest whiskey, it was not to last forever as the newest sensation eventually made you cum rivers in her tight round booty. Thrusting for a bit more, you let your relaxed state carry you from your orgasm as you and Mrs. Cake collapsed onto the shower floor, cuddling in the spoons position, feeling exhausted from the intense coitus.
“Th-Thank you, Dr. MILFlove.” Mrs. Cake yawned as she schooched in closer, allowing you to embrace her even tighter than before. Feeling the warm wetness of the shower drippin upon your bodies, you eventually drifted off to sleep after you turned off the water, cuddling with the MILF you just banged and feeling a great sense of pride over adding another mature woman to your score.
“Heh, Dr. MILFlove has struck yet again. Come to me at anytime and I also do house calls.”
Author's Note
Well, to anyone who was wondering if I would get around to a chapter where anal sex was involved, your wish has been granted. Anyways, I've had a lot of fun writing this chapter and I thought it would be the one where OC would fully assume his alter ego. Anyways, I'm glad you've enjoyed this story so far and as a reward for all the positive reception and comments, You can vote on who'll be next. I've included a strawpoll link you can use to determine which MILF will be next.
Here's the link, so have at it.
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