Lucky Day

by 5thWriter

Rating: mature
Tags: Sex, Big Macintosh, Derpy Hooves, Pinkie Pie, Slice of Life, Doctor Whooves, Anthro, Main 6, My Little Pony: Friendship is Magic, Romance
Length: 5283

Pinkie Pie plans to make her boyfriend hers, if everything goes her way.

This story is the prequel to After all These Years.

This is a clop story. If you don't like it, don't read it.

Pinkie Pie has waited for years and she's tired of it. She plans to get some physical loving from her boyfriend, Macintosh Apple whether or not he wants to or not. And he really wants to, he just doesn't know it yet.

This story switches from second person view to Pinkie's point of view and to Macintosh's point of view.

Contains: Paizuri, huge breasts, tiny bikinis, outdoor loving, squirting, and impregnation

This is my entry for the Fun in the Sun contest by Ebony Stallion.

Cover Art is by: lvl

Published 2015-05-27 03:00:02 UTC
Last updated 2015-05-27 03:00:02 UTC

No Panties are Lucky Panties

I run as fast as my legs can carry me through Ponyville, my pink hair bouncing to and fro with every step. I had planned for this ever since Rarity suggested a beach vacation for everypony. The first step, was to have everypony think I wasn’t coming. I had to arrive just late enough for them (i.e. Twilight) to not be able to change their plans, but early enough to go.

The first step in "Operation: Bun" was the hardest. The second step however, was much better; it allowed me to torture my love, Macintosh. Not physically of course, but sexually. Ever since we started dating two years ago he was very firm that we did nothing more than kiss; as he was eighteen and I was only sixteen. I thought it was a bit over the top as his family knew who I was and mine knew who he was and everpony’s, who opinions mattered to us, supported our relationship, but I still went along with it cause I loved him. However, now that I was a month past eighteen I planned to make use of it. If everything in my plan worked out I’d be seeing more action than an automatic mixer on “Free Muffin Day”.

I stood at the back of the van with the doors open looking over everything we would be bringing with us. We would be staying for a little over a week the seventeen of us. I had checked over everything, food, clothes, toys, but I kept feeling like there was something I was forgetting. ‘I wish Pinkie was coming with us,’ I thought sadly to myself. Now that she was eighteen I was hoping to advance our relationship some; as I know she has been wanting to do for a while now. With a sigh and a shrug of my shoulders, I close the back doors of the fifteen passenger van we had rented for the trip. I then walk over to the side where everyone has gathered and look at the group; there was my younger sister and her friends (minus Pinkie Pie), my own friends Thunderlane, Bulk (who most called Snowflake), Derpy along with her husband Dr. Hooves, and Soarin (who was also AJ’s boyfriend). Finally, there was my youngest sister’s group of friends as I didn’t want AB to feel left out and bored because she was the youngest. So for her, we invited her friends Scootaloo, Sweetie Belle, Rumble (Thunderlane’s little brother), Dinky (Derpy and Dr. Hooves’ daughter), and Spike. “Y’all about ready to go?” I asked everyone. It was going to be a good three hour drive to the place Twilight had set up for us and I wanted to arrive well before lunch. Everyone gave an affirmative and began to pile in. The kids would be sitting on laps as we rode; siblings and surrogate siblings and mother and daughter. I would be driving with Twilight as navigator.

As everypony piled in I moved to get in the driver’s seat, but a sudden shout stopped me. “WAITTT…” I heard a voice cry out. I turned back to see my girlfriend, Pinkie Pie, running towards us as fast as she could. Her hair was puffy and cotton candy-like as always, seemingly defying the laws of physics. Her bright blue as sparkled with joy and a little hint of mischief, she just wouldn’t be Pinkie if she wasn’t planning something. She wore a dark pink mini-skirt, which did an amazing job of hiding her rather large caboose, and a white top with a light blue jacket. Which also, did an impressive job of coving her large chest. It was no secret among the six element bearers that Pinkie had the largest ass and breasts. No one was really sure how she had managed that as she was rather flat in the stomach, had no fat on her body other than her butt and breasts, and was the second shortest member of the group at five feet two inches. (Rainbow Dash was the shortest at an even five feet.) But hey, I wasn’t complaining; I would have to be dead not to admit that I loved it when Pinkie threw herself onto me and she did that often.

“MACKEY!!” I quickly snapped back to reality as I noticed that Pinkie had jumped into the air to glomp me. Acting quickly, I raise my arms and grab her into a hug. “Yea! You caught me!” She said with a giggle.

“Pinkie, I thought you weren’t coming?” said Twilight who was standing next to us.

“Well, originally I wasn’t,” I replied as I let go of Macintosh. “But I was able to get all of this week’s planned delivers done and worked out my schedule with the Cakes, so here I am.”

“Oh, um… we had already planned for you not being here and I don’t know how we’ll rearrange everything.” Twilight said and she looked into the full van.

I pretended to look as I needed to seem to be helpful and this next part would be a little bit fun. “That’s easy,” I reply after a moment. “I’ll just sit on Big Mac’s lap in the back. Spike can move up and ride shotgun and you can drive.” I keep a happy smile on my face and my eyes shining innocently, but out of the corner of my eye I can see that Big Mac is blushing and in front of me Twilight isn’t fairing any better.

“P-P-Pinkie you can’t do that!” She said. “It would be… would be…”

“Would be what Twi?” I ask with masked curiosity. “Are you saying my Mackey is anything other than his honorable self? That he would dare try and violate me in some form?” I finish with tears starting to well up in my eyes at my friend’s untrusting nature of my boyfriend. While most accepted our relationship from the get go, Twilight took a little convincing. To her our relationship was illogical and made no sense. We were total opposites and need to be with other like us. Eventually, Twilight dropped the matter, but every once in a while I’ll rub it in her face.

Twilight’s face was in full embarrassment blush mode. “No… No, that’s not what I meant. I… Never mind,” she finished weakly.

"Okay,” I reply with a smile and went to tell Spike to move up. It was time to really put this plan into motion.

Hell. That was pretty much the best way for him to describe his current predicament, he was in Hell. They had been on the road for nearly an hour now and every bump, lane change, and turn caused Pinkie, who was sitting on his lap, to shift. It wasn’t that she was heavy, in fact she was rather light, and see didn’t impair his vision. At seven feet three inches, He was able to see clearly over her head. No, his problem was of a much intimate nature.

Like most stallions, there were certain parts he found more attractive on a mare’s body than others. Some like large breasts, inverted nipples, small breasts, long legs, or feet like Carrot did. After learning that one, Macintosh was never late for a delivery again. Other stallions, like Soarin, preferred a mare’s ability. After eating that pie she made several years ago, Soarin refused to eat any pies that weren’t made by Applejack.

For Macintosh Apple it was asses. Or to be more accurate, it was big round phat bubble butt booties that drove him crazy; and Pinkie Pie had one of this biggest asses ever. He had seen her once lean forward a little and balance a bottle of wine on her ass as she walked across a room on a dare once. In fact, the one ones he knew who had a bigger ass than her were Princesses Celestia and Luna.

He desperately wanted to lift up her tight skirt and start plowing his girlfriend’s brains out by way of an ass fucking, but he steadied himself. It would be stupid to screw up a two year relationship for a few minutes of pleasure.

I carefully look down at my watch and see that it’s now time to put my plan into action. I pull out my cell and with practiced timing I have it seemingly slip through my fingers. I carefully catch it with my legs and let it slide to just under my seat. “Oops.” I say as I spread my legs to straddle Macintosh’s legs. I carefully stand up a little and bend down to pick up my phone. In truth, I’m doing this so my skirt will ride up a little, but not enough for Macintosh to notice that I’m not wearing any panties.

As I grab my phone I notice something very interesting between the mountings of my breasts. Big Mac has his fly down. My face burns crimson at my unbelievable luck; for this, has just made everything else so much easier. As I rise back up and swing my legs back on either side of Macintosh’s lap, I think to myself, ‘From now on, no panties are my lucky panties.’ I look past everypony and out the windshield at the bridge we were approaching, a bridge known for being bumpy. ‘Here we go,’ I thought to myself as we reached the bridge. When we hit the first bump I began to thrust my hips back and forth; grinding my ass against Macintosh as I knew big asses were his fetish. Within moments, I can begin to feel his groin stir. No matter the stallion, his cock will always be honest to his fetishes.

I don’t know why, but as we hit each bump it seems like Pinking is grinding herself more and more into me. I know I should say something, but it just feels so good. I lean my head back, close my eyes and enjoy the feeling, but a moment later my eyes snap open. Something was pressing into my hardening penis; something fleshy. ‘Oh my Faust,’ I thought to myself. ‘My fly is down and Pinkie isn’t wearing any panties!’ I didn’t need to recall past situations to know that what I was feeling was a mare’s vagina. I had been with a couple of mares before Pinkie, but none since dating her; so it had been a while since I felt the sweet folds between a mare’s legs and they felt as good as ever. However, I had to stop this before it went too far.

I kept looking straight ahead as I continued my thrusts. I wasn’t looking down, but it felt like Big Mac was getting harder and harder. His member had already pushed past my thighs and with that, I began to use my inner thigh muscles to stimulate him some more. With each downward thrust, I would use the lips of my pussy to make it feel like his penis was being kissed. Not many knew this, but I had nearly perfect control of all the muscles in my body. If I concentrated hard enough, I could slow down or speed up my own heartbeat.

Knowing he would confront me soon, I finally look down and my nearly popped out of my skull at what I saw. Big Mac wasn’t just “big” he was “fucking huge”! ‘Wow,’ I thought to myself happily, ‘so this is that I’d look like with a dark red, angry, seven inch penis that looks to be nearly as thick as a soda can.’ It was true, Macintosh’s cock was dark red in color and was very veiny as if to tell me, “I’m the morning wood that’s going to split you like a piece of wood.” ‘Wait a moment, if he’s only this big from what I can see. Then add what’s under me and connected to him and Macintosh should be… close to thirteen inches!’ I thought to myself as I did the calculations. (Twilight wasn’t the only smart one in the group.)

Upon realizing how ~~big~~ huge my boyfriend was, a blush began to cover my face. Just as Macintosh’s fetish was with my huge ass; I too had a fetish, pain. To be more precise, my fetish was pain through vaginal sex. In layman’s terms, I wanted a huge cock to beat the egg out of my ovaries. ‘You don’t know it yet, Macintosh, but we are so getting married,' I thought to myself as I felt a tugging on my arm.

After several tugs on her arm Pinkie finally turned towards me and asked with feigned innocence, “Yes, Sweetie? Is something up?” I know she wasn’t stupid; in fact, Pinkie was probably one of the smartest mares I have ever met. She knew everyone’s birthdays, their likes and dislikes for parties, and could see patterns in others they themselves may not notice. I myself was one such pattern. Once a week I will go to Sugarcube Corner and order a bear claw, but on the months ending in thirty days, I will go there on the fourth Thursday of the month and order something different. I had been doing this for years before Pinkie pointed it out to me and I never once took notice of it until she mentioned it. So I know, that she knows, exactly what is “up” at the moment; and it’s me.

“Pinkie I need you to stand up for a moment,” I tell her.

“Now why would I want to do a silly think like that?” She replies as she stretches low, making sure to rub as much of her lower self against my shaft as possible.

“Pinks, please,” I whisper desperately. “We need to stop this.

She straightens herself up, leans back and whispers to me, “Stop what?” She starts to run her nails over the skin of my cock; up and down, tracing little patterns, making little waves as she continued. “Stop a mare from loving her stallion? I don’t think so, Mackey. I’ve waited two years at your insistence. Well, not anymore. This week, I’m taking control.” She finished by flicking the head of my penis hard. It hurt a bit, but it also felt pleasurable. As my mind reeled back from all the possibilities of this week, I noticed that Pinkie had lowered her face to me throbbing member. A flash of light later, I realized what she had just done. Pinkie had just taken a selfie with my cock pressed up against her face.

‘If she shows that picture to anypony I’ll be dead,' I thought to myself. If she showed it to other mares, they would either condemn me, want to try me out, or laugh their asses off about me. I wasn’t arrogant enough to think I was the biggest when it came to size. I knew I was passible, but I had heard of others that were bigger. Like the "Trot & Clop" male dances up in Manehatten; rumor was those guys were able to lift mares with their equipment. I don’t know if any of it was true or not as I have never gone up to another guy and asked to compare the sizes of our dicks.

And I don’t even want to think what would happen if Pinkie showed that picture to other stallions.

I look at the picture with a smile on my face. ‘That’s for our private collection,’ I thought to myself as I put my phone to sleep and tossed it next to us. I then reached under my watch and pulled out the condom I had hidden there. ‘Good thing I got the small one,’ I thought as I tore open the package. I placed the condom on Big Mac’s cock and pulled up until only the head was covered by the condom. I wanted as much of his cum captured as possible.

I opened my mouth and let some drool fall from my mouth and land on his cock. As soon as I felt him tense beneath me I grabbed two handfuls of “Apple Sausage” and began to churn for nut butter as though my life depended on it. I went fast, then slow, next came teasingly, I mixed slow and fast together and did everything in between. I was going to make sure Macintosh remembered this for as long as I was going to remember it.

Five minutes. Five hellish heaven filled minutes. That’s how long Pinkie had been stroking me, and by Faust above it felt great. However, if I have one character flaw it is that I tend to overthink things one it comes to my dating/intimate life. And right now, I was in panic mode.

‘What do I do? What the fuck do I do?’ I thought desperately to myself. I did my best to recall every scrap of advice I could through the pleasure I was feeling. Then, like a light cutting through fog, I recall the words of my father. “Macintosh, later on in life, when you have taken a mare for yourself, pay her attention and revel in her company and delight.” At the time I hadn’t realized what he meant, but now I understood it. My girlfriend was Pinkie Pie. A mare who enjoyed making experiences to be remembered for years to come. And this, was certainly an experience that would be remembered for ages.

‘Sit back and enjoy your mare, Mac.’ I thought as I leaned back into the seat. I placed my hands on either side of her hips and began to thrust to match the movements of her hands. As the pleasure began to build, the sound from all around me began to fade and my vision blurred. Soon, all I could hear was mine and Pinkie’s breathing and all I was able to see was a blur of pink.

I was surprised when Macintosh began thrusting, but was not unwelcome to it. ‘Alright,’ I thought. ‘Macintosh is getting into this. That’ll make what I’ve got planned for the beach so much easier.’ With that in mind, I began to stroke my boyfriend’s cock as fast as I could. Several seconds later I was rewarded when Big Mac gripped my hips tightly and with a muffled grunt came into the condom. One burst of cum after the other was released into the condom; until finally he stopped after the sixth release. Careful not to spill any of the sperm, I took the condom off and looked at it. The condom was eight inches long and seven inches had been filled with Mac’s seed.

Turning back, so Macintosh could clearly see me. I placed the open end of the condom in my mouth and as his eyes widened, I lifted up the condom and swallowed the cum. The taste was thick, salty, and slightly bitter; it was the best thing I had ever tasted and I wanted more.

The group eventually arrived at the beach cabin; and as everypony had claimed different rooms, Applejack and Rainbow Dash took the van to the local grocery story to stock up the cabin with junk food.

Everyone began to change into their swimsuits to head down to the beach. As Big Mac changed into his swim trunks his mind was racing. ‘What do I do,’ he thought to himself. Pinkie had always been a well-endowed mare and not to long after she started working at Sugarcube Corner some stallion had made an obscene comment about her breasts. At the time, Pinkie didn’t know what he was talking about, but soon after she learned what it meant from Mrs. Cake.

The way the story goes, is that the next time he entered Sugarcube Corner; Pinkie unleashed a can of Whoop-Ass on the stallion that resulted in him spitting out two teeth. He threatened to sue the Cakes, however Pinkie counted with a charge of sexual harassment to a minor. Pinkie ended her argument wondering how well he would do in prison once his fellow inmates found out he not only got his ass beat by a ten year old mare, but also tried pedophilia on said girl. That shut the stallion up right quickly and without a word he left.

In two days the story spread across the town, the local police brought Pinkie in, but no one could find the stallion as his place had been cleaned out. Pinkie admitted to what she had done and said she would take whatever punishment the court deemed appropriate. So, for two years, Pinkie would get off work at noon and for three hours in the afternoon would pick up trash around the town. When her two years were up, she surprised everyone by doing it an additional year. Pinkie has also been to only civilian to teach a woman’s defense class at the police station.

‘Mac, maybe you’re over thinking things, again,’ the logical side of his mind thought. ‘Pinkie, clearly acted first and initiated the sexual encounter. Plus, it wasn’t as though it was a bad thing. It felt really good and Pinkie seemed to enjoy herself. So, I should just relax and go with the flow of it.’

Deciding that his logical thinking was correct, Macintosh stood up to grab his shirt. He was wearing bright lime green swimming trunks, that went a couple of inches past his knees, with a red stripe on the left side and the number thirteen, also in the same color, on the front of the right side. His shirt was a button down luau shirt, which he left open, that was blue with white outlines of palm trees. For shoes he wore a simple pair of black sandals.

‘Time to head down,’ Macintosh that to himself as he exited his room. As he closed his door another was opening. The door to Pinkie’s room. As she stepped out, Big Mac stopped and stared at what she was wearing. In place of her usual leotard she wore at the town pool, was a blue micro sling bikini with white trim. This bikini left very little to the imagination about Pinkie’s body and yet, somehow added more fuel to the fire.

“Hey sweetie,” Pinkie said as she turned around and saw him standing there.

“Um,” was the intelligent response he was able to give as he looked at her.

“Oh, this,” she said pointing to her outfit. “I know I usually wear a one piece, but this is the beach so I wanted to wear something really different.” Pinkie then grabbed her breasts and heaved the up, saying, “Plus, I really want to make sure the girls, Vanessa (her right breast) and Jada (her left breast) get plenty of sun.”

Pinkie then let go of her breasts and stretched. “Come on sweetie. I’m looking forward to making memories on the beach,” she said as she made to go down stairs.

Big Mac however, was only able to think of one intelligent response to her outfit and actions, ‘Fuck.’

Everything had been going perfectly for me. As we stepped out of the house, I saw that the kids were having a sand castle building contest, Rarity was soaking up some rays, and Twilight and Fluttershy were looking at hermit crabs. Soarin and Thunderlane had challenged Bulk and Derpy to a volleyball match with Dr. Hooves as ref. Derpy may not of looked like it, but she was great at volleyball. They were shocked at what I was wearing, but no one said anything.

As for Mac and myself, we walked along the beach. We had been walking for a while, talking about nothing really, and had passed a ridge of rocks. As we now had a bit of privacy from everypony else, I decided to start the final part of my plan.

“About what happened in the van, Mac,” I said as I turned to face him. I pulled myself up by climbing his body as I had done before; and kissed him deeply, pushing my tongue into his mouth and rubbing it against his own tongue. “I want more of it,” I said after I had broken the kiss. I jumped down from him and got behind the rocks so no pony would be able to see us.

I grabbed the sides of my sling bikini and pulled the back, letting the bikini fall to the ground. I then looked at Big Mac in all my naked glory.

I stared at Pinkie with disbelieving eyes. At the start of our walk I thought we were going to talk about what had happened, but when she didn’t say anything; I let it go and left it alone. Now, here I am, staring at my naked girlfriend. Her breasts were massive, a slightly lighter shade of pink then the rest of her body and each breast with topped with a puffy areola and erect nipple; the perfect kind of nipple for sucking out breast milk. From what I was able to see she was clean shaven and her pussy folds were very pronounced resulting in a camel toe. ‘Ah hell, I’ll just go with it,’ I decided to myself. I walked over to her and cupped ass as I went to kiss her. She began to moan as I squeezed her buttocks and hearing her moan was starting to make me hard.

“Come on,” she whispered as we broke the kiss. She gestured for me to sit and as I did so, she pulled my trunks down.

As Macintosh went to sit, I grabbed the elastic band of his swim trunks and yanked them down. I was surprised when I was suddenly smacked in the face. I looked and saw that Mac’s monster was quickly becoming erect again. ‘So, I was right,’ I thought as it looked at his growing member. ‘He is thirteen inches.’

Once he sat, I moved in close and wrapped his massive member between my mammaries. Slowly, I began to rub my breasts up and down; Macintosh moaned at my actions. As he moaned in pleasure I asked, “You like that, baby?”

“Faust yes, Pinkie,” he replied in a pleasure filled grunt. “How big are those fucking tits?” he asked.

“I’m a G-cup,” I replied. “Now, enough talk. Let’s have some fun.” I open my mouth and engulf his cock.

I was surprised to hear how large her breasts were. I guess the “G” is for, god-sized. However, I wasn’t nearly as surprised as when I saw her slide my cock into her mouth. My brain exploded at the pleasure it was now feeling. Getting jacked off in the van was nothing compared to this. I could feel that my cock was starting to touch the back of her throat and still I wanted more. I placed my hands atop her head and began to push her further and further down every time she went down. I could feel my orgasm quickly approaching. I grab the sides of her head and began to slam her head down as fast and as far as I could. I could feel my cock sliding down her throat.

Tears began to well up in my eyes, breathing was becoming harder to do, my throat was being violated by my boyfriend’s cock, and I couldn’t have been happier. I had thought it would take a little longer to get Big Mac into doing this, but apparently I was wrong. Never had I been so happy to be wrong.

Suddenly, Macintosh slammed his cock as far as it would go into me as held tightly as his came. Even though his cock filled my throat, I still made the swallowing actions as he came. He released the first to shots of cum and began to pull out. The third blast erupted in my mouth as he pulled out completely. He then stroked himself as I released four more huge blasts of sperm all over my face and breasts.

I sat there for a moment catching my breath and breathing in his scent. I then looked at him and said, “That felt good Daddy, but look how you messed me up.

I was shocked when Pinkie called me daddy, but more than that I was turned on. “Look at what you did to my pussy, Daddy.” She spread apart her legs giving me a clear view of her soaked marehood. She was like a waterfall; her juices just kept falling.

Pinkie climbed onto my lap and positioned herself over my still erect cock. She then said, “I need your big fat cock to plug me up, Daddy.” She then pushed down with a cry. She began to thrust up and down as she started to drool a little in pleasure. I was also rapidly beginning to be filled with pleasure again too. Her pussy had my cock in a vice grip and by far it felt the best when compared to her mouth and hands.

My mind was filled with pleasure. The only thing I could concentrate on was Macintosh’s cock spreading my pussy until it hurt and filling me up. Each time I went down on him, I slammed his cock into my womb. I knew I was going to be sore tomorrow, but I didn’t care. I wanted this.

“I want this, I want this, I want this,” I began to mumble like a chant over and over. With a grunt I slammed myself as hard as I could onto him, causing the head of his penis to pierce my womb. This caused him to erupt in me and start to fill me with his cum. “I want this, Mac. I want you to fill me up. I want you to marry me, I want you to impregnate me over and over, and I want us to have more Apple and Pie children than any other member in our families,” I cried out as I reached my own orgasm. I sprayed my juices all over Macintosh’s crotch and stomach for a good thirty seconds before I passed out.

I stared up at the sky as Pinkie began to stir net to me. She opened her eyes, looked at me and asked, “That was great, sweetie. How long was I out?

“You weren’t out long,” I replied. “Just a couple of minutes. It felt great for me too. I was surprised that you’re a squirter.”

“I don’t look like it, but I am,” she replied. “If nothing is in front of me, I’ve been able to squirt as far as eleven feet.”

I raised my eyebrows at that. That was a fairly impressive distance; considering what had to be done to make her squirt. I then looked down at her and asked, “So, what was that about getting married?”

She looked up at me and said, “I figured you’d want to get married before any children are born.”

“Pinkie, we don’t have any kids,” I reply with suspicion.

“Not yet,” she replied in agreement. “But we might in nine months. Today is my most dangerous day.”

My eyes widen at what this means. “Are you saying your…” I ask her.

“I could be,” she answers. “Are you mad?” She asks.

I consider it carefully for a moment. “Nnope. Want to go again, to celebrate and make sure you get pregnant?”

She replies with a laugh and climbs on top of me for round two.

Author's Note

Hope you enjoyed the story. Feel free to comment.