"Harem" Christmas Special: In Summer, In Winter.

by Chelis

Rating: mature
Tags: Alternate Universe, Human, Original Character, My Little Pony: Friendship is Magic, Romance, Sex
Length: 3482

Anon returns home for Hearth's Warming Eve and reunites with his estranged girlfriend for one night.

Side Story to "Harem"

Anon returns home to Fillydelphia to met his family, and ends up spending the night with his estranged girlfriend and her family.

Boy do they have some catching up to do.

Published 2014-12-22 15:30:04 UTC
Last updated 2014-12-22 15:30:04 UTC

In Summer, In Winter

In a normal family, Grandpa would be driving around twenty miles under the speed limit on the highway, grandma would be knitting a sweater, and I would have no fear for my safety on the way home on Hearth's Warming Eve.

Problem is: This isn't an ordinary family.

"Dammit Woman, stop drinking all the eggnog!" Grandpa screamed as he was going 30 miles over the speed limit. Grandma was drinking the last of three thermals that was filled with extra strong eggnog, and at the time I was searching on my phone 'how to send a text message to tell people you are dead'. In reality, I was texting my friends back in town, trying to get them to forgive me for not being able to stay for the holidays.

The striped kids, who took me in and made me like their own since I first moved understood, they were going to hang out anyway with family and we were planning to go to Rarity's Hearths Warming day party together anyway, so no harm no foul, although my friend mama-se mama-sa mama-ku-sa (or Masse) told me to give a shout out to his cousin in Fillydelphia.

Sunset Shimmer, my friend (with tons of benefits), was the most disappointed. She wanted to spend Hearth's Warming Eve with me and my ever entertaining grandparents, since she lived alone. She ended up going to Twilight's house that night. She explained it as unbearable, mostly because Twilight's brother was there on his military leave with his wife and had to fight the urge to jump his bones in front of everyone, and drag his wife in the mix as well.

After surviving breaking every rule on the highway, grandpa slowed down on the surface streets, mostly to check out the girls my age

That funny but dirty old perv.

As we turned onto my block, the warm wave of nostalgia hit me like an open furnace. The hot summers and the miserable winders that made South Filly Delphia harder to live than it should be... minus the crime, gangs, drugs, prostitution.

My house was a "terrace house" in that it was basically a bunch of houses in a row. Mine was the one that had longer grass, but that was because my dad works and the only one who can do it other than him was living out of town.

We were stopped by my mother on the way up the stairs, mostly because grandpa’s car had a unique sound to it, something like clunking metal when the brakes were applied. My mom went for me first, giving me a hug. She smelled like the Hearth’s Warming Eve honey-baked ham she made every year. She even told me how much she missed me. As I went inside, I was glomped by someone unexpected: my little sister.

It turned out things became harder for the 6 year old when I left, mostly because I was the person she trusted to get her cookies from the top shelf.

Dad was glad I was back, but his heart and his mind was all over mom's ham...

Anyway, we caught up: how Mom got the boy who was caught masturbating to her from his window across the street to mow the lawn, Dad and his recent promotion, and even my little sister and her new 'boyfriend', which was just a boy who could withstand her nagging.

As I dropped my bag in my room, it seemed like I had never left. Everything was there.

***

It took them six hours to get shitfaced. I guess it was the moonshine Dad bought from a friend. The kind you can also use as paint thinner.

Worst part it was around 6PM I think? There was a storm coming and it was probably not coming for another 5 hours.

"Hey mom, can I go over to Summer's house?" I asked.

"Well alrights. Comes backs befores the snow cums, and ok son haves fun!"

As I went upstairs to get my coat, I fought in my mind over telling my estranged girlfriend that I was coming over. We are technically no longer together, but at the same time we both knew that if the opportunity arise again that we would be dating again. In fact, we promised that if we had the chance we would get married.

Anyway, I made my way down the snow covered streets without a care in the world. It was nighttime so anyone in the neighborhood could not tell who I was, and for good reason. I reached the old basketball court: my stomping grounds to see my old striped friends playing ball in the snow. It was a bit tougher to play with both the old and the fact no one did not want to hit the cold pavement.

"Whats the point of playing if ya cant get a little scrapped” I yelled out.

Like dogs seeing their master come home, they ran to me barking my name. We hugged it out and caught up. This was the court where I got in that fight with the group of guys that started all of this. Turns out they are still around, but the community was ready to kick their ass, mob-justice style. Then Summer Song came into the conversation. Turns out piles upon piles of men tried to date her, and she rejected all of them because of me.

I felt guilty afterwards, seeing how I basically fucked 10% of Canterlot high while she stayed pure for me. Then again she came up with it, but I still felt a bit guilty.

"Speaking of which, I'm on my way to go see her. Catch you all ziggas later" I said as we separated again. It took me twenty minutes and entering a rare oasis of affluent town homes to find myself in front of the door of Summer’s house. It was the stereotypical solid house: White picket fence, enough Hearth's Warming lights. I walked up to the freshly shoveled pathway and gave the door a few sharp raps.

I expected Summer to open the door, instead I got her mother

God I missed those giant tits.

"A-Anon?!" She whispered out loud as she closed the door behind her. I guess the shock of seeing me again made her forget she was in her red dress that showed off her figure which, if luck was on my side, Summer would inherit when she got older.

"What are you doing here? We heard what happened and we were so worried."

"I had to skip town because of them. I'm fine."

"Summer is going to be so happy to see you again, so is her father and the boys. Just stand behind me and we will make this a surprise, okay?"

"Yes ma'am."

She opened the door and I did the best I did to hide behind her, which gave me a look at her glorious, round ass. As we entered the living room, I wanted to take a look at Summer Song, but I knew the surprise was supposed to be a ...well a surprise.

"Summer," her mom started. "What did you want for Hearth's Warming Eve this year?"

It took her a while to answer, and she spoke as if she was holding back tears.

"I want to see Anon again."

Listening her talk while upset was compared to a sad songbird. It had its own beauty, but wrenched at your heart at the same time.

There was no further word from her mother, as she stepped out of the way.

She was sitting on the side of the table, her twin brothers were on the other side and her father was at the end of the table. Many said that her baby pink skin and magenta bobbed hair was to die for. Our eyes locked, her beautiful magenta eyes were now running with tears.

"Anon!" She screamed as she bolted out of her chair and nearly tackled me to the ground, which would of been a shame because her maroon, sleeveless ,satin dress looked fragile.

"Yes! Yes! Yes! Yes!" She screamed out loud. It felt great to embrace her again. Her family had large smiles in their faces. They were glad to see her smile again.

"Anon, would you like to join us for dinner?" Her mother said as she was already in the kitchen fixing a plate for me. With her cooking there was no argument. You have to have it.

"How are you enjoying where you live now?" One of Summer Song's brothers asked. They were younger and a bit more disciplined than any other boys their age, must of been the private school education they were receiving, the kind where the nuns smack you with rulers every time they got out of line.

"It's alright. Made new friends and joined the basketball team. The usual."

"Wait, you are living with your grandfather? Is he still a drunk?" Summer's father asked. He was a top official in the Filly Delphia police force, but he had his start straight out of high school to the town’s police department when grandpa was still the chief.

"You have no idea."

He laughed. "Tell ya what boy, if you guys are playing anywhere in the city we would love to come and see you."

One thing I learned that night was how hard was it to eat while holding Summer's hand. Especially since there was so much on my plate: ham, mashed potatoes and gravy, stuffing, rice with corn. It was just like my mom's cooking if mom wasn't so adamant on adding garlic on everything.

I had a bad feeling to my stomach when I realized I would have to head home soon. Good news was, by some Hearth's Warming Eve Miracle, the snowstorm arrived faster and stronger than expected and whaddayaknow: it was a bit dangerous to head home.

Mom was disappointed, albeit drunk when I told her that I had to spend the night with Summer's family, but she knew I would of spent the rest of the night on the computer anyway so it wasn't that much of a loss.

After dinner, we grabbed blankets, put some wood on the fire, and had the TV on to watching the national broadcast of the Royal Hearth’s Warming Eve play, live and in glorious 720HD.

The boys were on the floor, Summer's parents were sitting together in one couch, and Summer was curled up next to me on the smaller couch. We were covered in a blanket, so the parents had to look every other minute making sure we were not doing anything bad. We were holding each other the entire time. Besides, it was toasty enough, there was no need to make it toastier.

"I'm glad you're here. It's like you never left." She said lightly.

"I wouldn't miss this for the world."

We shared a kiss while everyone watched the climax of the pageant, something about flying snow demons.

***

Everyone went to bed, and I was given a few blankets and a good night kiss from Summer. I knew better than to ask to share the bed with her with her father present. At least the couch was comfy for being faux leather. What was also comfy was the stack of firewood that was waiting for me to throw them into the fire. As long as I didn't burn down the house I was told that it was okay to keep the fire going.

It wasn't even thirty minutes into everyone asleep when I heard the light sound of footsteps coming down the stairs. I turned to see Summer in her sleepwear, nothing more than a loose, lacy nightgown and some fluffy slippers. She didn't say a word as she walked up to me, slipped her slippers off and straddled me. Without a word she pulled herself for a deep kiss. I did not move, and let her do all the work. She kept trying to shove her tongue down my throat, while caressing my hair.

"I missed you so much, I was waiting so long for this." Summer said as she broke her kiss.

"I heard from a striped bird you turned everyone down at school," I said.

"You mean the guys from our old group? Yeaaaah.... they're all losers. I mean, they never even seen a vagina before."

"And I'm different.?"

She giggled. "You're still a loser, just cuter."

She fell off me, landing on the couch, and with a finger pointing to her she was inviting me to move on top of her, which I did. We continued to kiss, losing ourselves in the heat in the moment. She broke off the kissing again, this time with me on top of her.

"When will you come back home?" She asked.

"Summertime maybe, but I kinda am too established there."

"Not good enough Anon. I guess I'll have to convince you then."

"And how will you do that?" I said with a chuckle.

She moved her hands down, wedging a space between our bodies to let us separate. Her hands reached the edge of her night gown and she pulled it up to reveal....

Nothing.

She was wearing nothing under the gown, her bald pubic area barely visible under the Hearth's Warming Eve Tree and the fire. She kicked her smooth legs around to wiggle herself free from me, and when she did she made me sit straight up on the couch and her straddling me again.

She slipped the spaghetti straps off her shoulders, and allowed it to slip off, revealing her c-cup breasts. Then came my pants, which revealed my hard member, the same one Summer started stroking, her woman hood mere inches above it.

"Like I said Anon: I'm willing to do anything for you to come back to me. You mean that much to me." She said as she gave me one more deep kiss. Without ceremony or preparation, she sat down, allowing every inch of me inside of her with a audible *slick*. No easing in, no build up. Her eyes lit up as if she was hit by a thousand bolts of electricity. She began to cover her mouth, tears started falling. Her moans were a mix of pleasure and pain. I felt it as well, the feeling of it was just amazing, between the feeling of the friction of her walls and my cock when she basically sat on it, or her warm liquids oozing all over it.

After a few deep, hushed breaths, she spoke: "Never going to do THAT again."

She began to sway her hips back and forth, while taking quick breaths to keep herself from crying out in pleasure. Would be a hell of a Hearths Warming for her parents to see us doing something other than kissing under the mistletoe.

The back and forth motion turned into her taking small thrusts into my lap, making audible slapping noises that came from her bottom hitting against my thighs. Her body was sliding up and down mine, our sweat mingling and made her slide up and down with ease which made me harder with her breasts sliding all over my chest.

"Anon. Why is it that every time we have sex, I always have to be on top?" She asked as she continue to slowly bounce on my lap.

"Because every time we have sex, you have to always be on top."

"What? Okay. When was the last time we had a chance to do another position and it ended up with me on top?"

"Five minutes ago?"

"Fine." Summer said annoyed as she got off me and allowed my cock to be instantly chilled to the cooler air. She laid on the couch with her legs spread apart. One quick insert later I was moving my hips, her legs giving way to my moving hips. I was going slow at first, giving my cock a chance to warm up inside of her.

"Oh now I know why I always have to choose what we do. Remember when you thought it was a good idea to skip school and we got caught?"

"Those two weeks were unbearable."

"Now you know how I feel. Shut up and go faster, Anon."

I answered. I began to thrust harder into her. She wrapped herself harder, and used her legs to wrap around me, digging her heels into my lower back to get me farther in her.

"Am I a horse to you?"

"Can't talk, fucking." She said as she continued to dig her heels. I couldn't help but to answer. Thrusting harder and faster into her now soaked womanhood, she began to grip even harder and to pull my upper body with her. Every thrust had our upper bodies rubbing off each other again, her breasts all over my chest.

"Fuck me, Anon. Please fuck me," Summer whispered in my ear. I started to swell. I didn't want to end this early. I knew what she wanted

"Summer... I don't want to-"

"Cum inside? I started going on the pill for acne. Besides, if we have a baby I don't care as long as its with you."

"I want to but not yet, I want to enjoy this."

"I would rather cuddle with you than sex. It feels great, but we can have all the sex we want when we're married and not worried about family walking in."

"But-"

I never had a chance. She began to constricted her womanhood, which made her tighter. Something inside of me snapped. Maybe it was Summer's face when she did that, the look of sexual mischievousness mixed with the wanting of more, maybe it was human man's natural instinct to fuck really tight holes. Whatever it was it was, it set off something inside of my brain. I held her tight and wailed away at her pussy, every thrust was enveloped with a wet but tight seal.

"Keep it tight." I said as I thrusted as best I could. Her eyes were closed, her mouth was open, and she was giving cute, small moans.

Summer’s nails were digging hard in my back, which was painful with the sting from the sweat. I did not care. I continued to savagely move inside of her. She began giving small, squeaking moans.

"Faster, please go faster," she moaned in my ear. I obliged, and tried to go even faster. Her womanhood was trying to keep my penis out, but her fluids was too much, and it slid in anyway. The pressure became too much, and I felt like I only had a few pumps left.

"I'm gonna..."

Instinct told me to pull out, and that was what I tried to do.

"Not gonna happen, my love,"Summer Song sang desperately.

I felt the jab of her heels on my lower back, and with the power of her heels, it shoved my member deep within, just as I released into her.

The sounds of the rhythmic slapping of our skin finally stopped, and the sounds of her mousy mix of heavy breathing and moans of pleasure, mostly for the warm feeling of my seed in her. I collapsed next to her with a labored breath as she snuggled me real tight. It felt like heaven, and that nothing would ruin the high we were in, until-

"I'm really sorry, my love."

"Why?"

"I kinda lied about the birth control."

My face began to turn pale. A million thoughts went through my head, like how to tell our future child it was conceived on Hearth's Warming Eve, jobs to take after dropping out of high school. In his mind, if they were gonna have a kid together it was gonna work.

Unfortunately, Summer Song was notorious for having a bad poker face.

"You're so cute when you're gullible," she said, her body tightly wrapped with mine. She was laying on my chest, her breasts on my lower stomach, my dick was pinned under her stomach.

"Goodnight, my love." Summer said as she crawled up my body to get a kiss.

"Good night, babe."

We fell asleep on the couch, underneath the blankets, the fire still going and the lights of the Hearth's Warming Tree, while the howling snowstorm raged on outside, and prevented Summer's family from hearing what we did.

Author's Note

For the ones who have been following this story, I hope you enjoyed this little side story to it.

I'm starting a skype group for fans, pre-readers, proofreaders, editors and people who can help me and everyone else in the chat become better in writing. If you want to join this group (and skype is free to get and register btw) add me (louisros1990 is my skype) and tell me you want to join the group.