A crazy night

Please give thanks to valen machina for editing this.

“Damn that mare is a slave driver.” I had just gotten off of work at Rarity's dressmaking hell of a boutique. ‘How does that little dragon do it without getting mad at her? She does have a really nice ass though.’ I walked down the road to the only bar in Ponyville. I came here every two weeks, and today I really needed a stiff one. I opened the front door and the bell overhead rang.

“Welcome to the cider house of— oh hey anon!”

I saw Berry punch at the counter, she was holding a tray with six ciders. “Hey Berry, when you get the chance I'll take the best cider you got.”

“You got it Anon.”

I smiled and started towards my usual seat but stopped when I saw a mare I hadn't met before had beaten me to it. Her fur was cotton candy blue and her mane was a swirl of light and dark pink. She was heavier than most mares I had seen and was wearing a pair of blue jeans and a v-neck shirt. I sighed and sat a seat away from her after a few minutes Berry brought me my cider along with a tray full hard ciders. She put one of the glasses in front of the mare and I noticed her eyes. They were a nice shade of pink but were offset by her bloodshot eyes, she had been crying. ‘Something must have happened to her.’ She immediately knocked the drink back and Berry put a hand on her shoulder.

“Please Cupcake, slow down you don’t have the bits to do this all night.”

The mare pushed her hand off and went for another drink. She slammed the mug down and started to talk to her.

“I don’t care Berry, I’ve just been so lonely...Carrot hasn’t looked at me for a month and the last two weeks he’s been gawking at every young mare that walks into the shop.” She knocks back another drink and slams the empty mug onto the table with the other. “I don’t care if I drink all our bits away.”

'I wonder who’s she talking about?’

“But what about your to foals Cupcake? what happens if you need the bits for them.”

She looked down at the empty mug as fresh tears began to well up in her eyes.

“I know but, he hasn’t even slept at home for the last week! I think he’s cheating on me with another mare.”
“Damn whoever this guy is he’s a real bastard and being a father only makes it worse.” That got her attention and she looked at me. I took a drink and pretended not to have been listening in while looking at her out of the corner of my eye.

“Well seems there is a stallion out there who won’t side with other males, what’s your name?”

I looked directly at her and then back to my drink. “Anon and this Carrot must have gone blind not to notice the kind heart he is hurting.” She turned to me and I could see a small bit of joy in her eyes.

“Oh you are a sweetheart, my name is Cupcake it’s nice to meet you Anon.”

I smiled putting the empty mug down and looked at her. “Nice to meet you to Cupcake but I have to ask, is this Carrot your husband or a boyfriend?” She frowned and looked at me letting out a sigh.

“My husband and the father of our foals even if he says otherwise.”

I felt bad for her and I looked at Berry. “Hey Berry get her another of what’s she having this one's on me.”
“Sure, it’s eight bits for both drinks.”

I nodded, reaching into my pocket and pulling out my bit bag. I handed her eight bits and she gave us both another drink, taking away our old mugs.

“Thank you for the drink Anon I'll have to repay you before you leave.”

I was about to gratefully turn down her offer when she moved to the seat closest to me and I was instantly distracted by her figure. I knew she was a heavy set mare, but what I hadn't known was that she was heavy in all the right places. Her breast practically spilled out of her low-cut top giving me an eyeful of her bountiful cleavage. However, her most prominent feature had to be her hips which put even Rarity's ass to shame. She had fantastic curves all around and her tail slowly swishing back and forth, bringing even more attention to her ass.

I forced myself to look away from her body. “Uh don’t worry about it, I just got paid so it’s fine.” She frowned a little at my words but she soon her smile returned and I felt her tail against my back.

“Well then, how about you come back to my bakery and pick out a snack, on the house.”

‘That does sound nice.’

“Okay sounds good, what do you have?” She smiled and moved closer resting a hand on my shoulder.
“Oh you know, the normal things cakes, cookies, pies and a few special sweets~”

I gave a nervous smile.

‘I guess this is okay but something is telling me there's more to this than just eating sweets.’
We finished our drinks and we left the bar. “See you Berry!”

“Bye Anon, Cupcake.”

We walked out of the bar and she told me to follow her. We walked for about ten minutes until we heard a voice coming from around a corner.

“Carrot don’t you need to get home to Cupcake and the foals?”

“No, Pinkie took them to the castle for Spikes birthday. Besides she thinks I’m with my stallion friends.”

I looked at Cupcake and she was shaking in anger. I could tell she was ready to go after him but I stopped her. I pulled her back and spoke into her ear. “He's not worth it, think of your kids and what would happen if you two started to fight in the middle of town.” She looked at me and I saw the anger in her eyes. I took her hand and pulled her back down the street and to my house. “Come on you can wait at my place until night comes then I'll take you home.” I looked back at her as I pulled her along and saw she was starting to cry again. I turned back and felt anger welling up inside. ‘If I ever get the chance I’m going to punch this Carrot guy in the face.’

“Um, thanks for keeping me from starting a fight in public.”

I kept walking and saw my house. “No problem Cup, let me make you some dinner that might cheer you up.” I looked back at her and saw her whipping her eyes as a smile spread across her face. ‘Damn this mare it actually pretty cute. I've always loved a nice ass and her breasts are definitely a D-cup maybe even an E.’ I walked up the steps to my home and opened the door for her. I walked in behind her as she was looking around my home. I didn’t have anything in that could be called fancy in this place, just basic furniture. 'Now that I think about it, she’s the only pony I’ve brought here.' I watched as she sat down on the couch. I decided to get started on dinner and went to the kitchen. I opened the fridge, pulled some ingredients and started to cook the food. “I'm going to be making potatoes and green beans with a side of corn and lemon-brown butter dressing.” I told her from the kitchen as I began preparing the dressing.

“Oh, it smells great.” Her voice sounded closer than I expected, I looked back and saw her entering the kitchen. She walked over and looked at the food I was cooking.

“That looks great, a sweetheart and a good cook you're already beating Carrot.”

‘Why does she keep comparing me to him?’ I acknowledged the compliment anyway and finished the quick meal. “Go ahead and sit at the table, I'll bring the food and a drink for you.” She nodded and sat down at the table in the dining room. I put a healthy serving of food on both of our plates and grabbed some forks for us. I set one plate in front of Cup and another at the seat opposite her. “Here you go, now just let me get you some iced tea.” She nodded and began eating as I went to get the glasses.

I returned with two full glasses to see her shoveling the food into her mouth. I chuckle as I set one glass next to her plate. 'No need to ask if she likes it.' “You should slow down you're going to choke if you keep up that pace.” As if the universe was waiting for the opportunity she started to choke. I rushed over, picked her up and wrapped my arms around her stomach I thrust my arms into her abdomen giving her the Heimlich maneuver. After a few thrusts she coughed up the food and leaned back into me breathing hard.

“T-thanks anon.”

I smiled and helped her back into her seat offering her the glass of tea, she drank the tea and looked at me with a smile.

“So Anon what are we going to do while we wait for you to take me home?”
I took my seat and started to eat. ‘She’s got a point I didn’t think of anything we could do besides dinner.’ I thought about it and I remembered that I had something rare in this world a personal TV. “Why don’t we watch a movie?” She looked at me surprised,“But there’s no movie in town hall tonight.”
I smirked and stood up with my plate. “We don’t have to go to town hall, just follow me with your plate and tea and get ready for a surprise.” She smiled, picked up her stuff and followed me to the living room. She stared back and forth between the TV and me before speaking.

“You have a personal TV?”

“Yep, now what do you want to watch?”

We ended up watching a romantic movie, and when we finished the meal I took the plates to the kitchen. I washed the plates and refilled our glasses, as I walked back into the living room and I saw her over at the TV looking through my movies. She was down on her knees her jeans stretched tight over her ass with her tail raised giving me an unobstructed view. ‘Damn she really does have a nice ass.’
“And just what are you looking at Anon?”

My eyes flew from her ass to her face and she looked at me with knowing smile. “Um… Well… I ...” she stood up and walked over to me with an extra sway in her hips and tail. She put her hand on my chest and looked at me with half-lidded eyes.

“It’s nice to be looked at again and I have noticed you looking.”
She smiled and her hand started to slide down my chest towards my pants.
“You know, I haven’t had any fun in the bedroom for three months. So you can look all you want and maybe I'll let you touch too."

I just stared caught off guard by how forward she was being. While I was still frozen she took one of my hands and put it on her waist than other on her stomach just below her breast. ‘Holy shit is this happening?’ I slowly started to move my hand up and cupped her right breast. I looked at her for permission to continue, she blushed but didn’t move to stop me. Taking that as permission to continue I moved my other hand to her ass and started to knead her left flank. She bit her bottom lip to hold back a moan. I smiled and decided to try something bolder so I leaned forward and started to kiss her. I kept my eyes open and her eyes went wide, after a few seconds she closed them and mine soon followed. I moved both my hands to her flanks and pulled her deeper into the kiss while massaging her ass. I felt her open her mouth and push her tongue against my lips, I opened my mouth and our tongues began to wrestle. She wrapped her arms around my neck and pushed her chest into mine forcing my tongue into her mouth. I slipped my hands into her pants groping her soft ass directly. ‘Damn this mare can kiss.’ Just then she pulled out of the kiss.

“Wow, you really like my flanks don’t you?”

I smirked and squeezed her ass nice and hard.

“Oooooh, sweet sun yes! it’s been too long since I’ve felt a stallion’s touch. Do you mind if we take this to the bedroom?”

I smiled and took my hands out of her jeans and grabbed her hand instead. “Sure the bed is upstairs and I think I have some condoms.” She smiled as we made our way to there, once inside she grabbed me and pulled me to the bed. “You really do need this don’t you?” She just smiled and started to take her shirt and pants off. I took my shirt off and started to remove my pants but was captivated by the sight in front of me. I stared at her, she did indeed have large breast and I underestimated the size of her hips. As I stared she got down on her knees and pulled my jeans down along with my shorts. My erection sprang up and hit her in the face but she just looked at it and smiled.

“Make that three areas you beat Carrot in, you’ve got at least six inches on him.”
‘‘Seriously? I’m only eleven inches, damn that means he’s part of the pity comity.’’ She laughed and started to lick the head of my dick, making me let out a low moan. She continued lavishing it with attention, then took as much of me into her mouth as she could. Sensing her desire for more I pushed into her throat and she moaned around my erection. The vibration of her moan caused me to twitch inside her mouth as precum began to drip onto her tongue. I reached down with my right hand and started to play with her right breast, I used my other hand to push her head forward and force my erection deeper into her throat. She quickly pulled back and took a deep breath glaring up at me. “Sorry about that I couldn’t help myself.” She smiled and stood back up, slowly stripping off her bra and panties.

“Oh I don’t mind but now I think it’s time we got to the real fun.”

She climbed onto my bed and laid down beside me. “Hang on let me get the condom or would you rather not use one?” I looked at her and she simply moved her right hand down to play with her outer lips. She moaned before addressing my question.

“I don’t want to use one so let's just get this going.” I got behind her and lifted her ass up giving me better access to her soaking wet slit. I took notice of her her puckered ring and an idea popped into my head. I grabbed her waist and lined myself up with her pucker.

“Hey what are you AHH!”

Before she could finish I roughly pushed the head of my erection, still wet from her blowjob, into her tight pucker. I leaned forward and forced more of my thick length into her ass causing her to moan at the rough treatment. I leaned down next to her ear pushing half my length inside her at the same time. “Sorry, but you said you were married so your dripping pussy still belongs to your husband. Not to worry though you still have this fuckable hole here so get ready for the ride of your life.” The second after I said that I grabbed her wrists and forced the rest of my shaft into her anus in one vicious thrust. She let out a scream and I felt her cum from my rough treatment.

“BUCKING SUN YES!”

I pulled out and half way and forced myself back in her tight hole. She moaned and pushed her ass back as I plowed forward forcing me in deeper. I started to thrust vigorously as she began to move her hips side to side. We continued like this for a while until my arms and hips started to get tired. I let go of her arms and pulled myself out, she looked back at me clearly confused and a little upset.

“W-what are you doing?”

I smiled and laid down looking up at her. “My hips are getting tired so why don’t you control the the speed and force for a while.” She smiled sitting herself down on my erection and started to ride me fast and hard. I moaned and grabbed her waist pulling her down harder, thrusting myself deeper inside her ass. After a few more minutes she came again, slamming down as her ass tightened around me trying milk my cock. I knew was about to hit my peak. “I’m gonna cum do you want my load inside or out?” I pulled her back down and slammed up hard.

“Inside for buck’s sake inside!”

I smiled and pulled her down forcing myself as deep into her as I could. I released my load inside of her painting the deepest parts of her ass white with my cum. She grabbed my hands and I saw drool on the side of her mouth as her ass tightened around me squeezing out load after load from my cock. ‘Holy shit!’ When our orgasms died down she fell back on top of me and I moved my arms from her waist to her stomach. “Fuck I needed that, and you definitely did too.” She put her hands on mine and laid back into my chest.
“Yes did, I needed that badly do you mind if I just lay her for a few minutes?”
I smiled and looked at her. “Not at all take a nap if you want.” She smiled and closed her eyes and I did as well.

~Three days later~

“Cupcake, sweetie what are you saying!?” Carrot yelled as Cup packed her stuff.
Over the last three days, Cupcake and I picked up the foals from Pinkie and now we were back at her old home packing her things and the foal’s things.

“Carrot I'll say it one last time. I’m going to town hall later to get the divorce papers and you’ll get no visitation rights from me.”

I finished moving the stuff she said she needed and looked back to see him desperately trying to talk her out of taking the foals. ‘I can’t believe how hard he’s trying even after he cheated.’ I walked back into the store and picked up the foals. Carrot looked at me and I decided to give him a piece of my mind. “You’re a foal you know, so you can run back to your little side mare. Cup and these foals deserve better than a cheater.” His face went white like a ghost and he sputtered his next words.

“No… I … Your lying!”

“No, he was walking me home from the bar when we overheard the two of you. Now I’m taking Pound and Pumpkin to Anon’s house.”

After she said that we left the store leaving a broken stallion behind to slouch in the hell he made for himself.