The sleepless nights at Jack's house.

by Jack-N-Walker


The nightmares return.

I had slept soundly until I woke up to nature's call slipping out of Luna's grasp I went to the bathroom took a shower, brushed my hair and teeth like I did every day around seven in the morning, but then I got out after getting dressed I saw an annoyed Luna and I knew this wasn't going to be good. "Good morning Luna," all she did was ignore me and push past me as I went to the front room. I sat there for a few minutes and waited for Luna to come out and she finally did but she still ignored me. "Oh this isn't good..." I called Frost and told him that I wouldn't be showing up in town for a while.

"Luna, what did I do wrong...? I would at least like to know what I'm being ignored for," sensing that this was a reasonable request Luna finally decided to answer me.

"When thou had woken up we had waited for a 'good morning' kiss to the cheek as repayment for helping thou yesterday but no such kiss came," I knew I was in for a world of hurt and I braced for a slap but she said something that hurt worse. "Thou had better not sleep tonight, for thou shall pay the consequences," Even though this sounded sexy as hell I knew what she meant.

"Luna, Please, don't do anything rash and unreasonable. Think of my virginity here! I would at least like to be married before I lose it!!!" She completely disregarded my protests and continued.

"Tonight thou shall feel the wrath of the princess of the night," This caused my heart to sink into my stomach. I had went to town to stock up on energy drinks pre-made sandwiches, and of course apple juice. When I got home I stuffed the articles into my mini fridge in my room so I could stash a lot of food and energy drinks with me.

"Just for the record Luna I'm sorry," I gave her a hug and she pushed me away leaving me to prepare for the night. "I'm royally fucked...." I sprinted to the front room to turn on all the cameras. When I had finished I ran to the back room with a half eaten sandwich in my mouth and turned on the monitors. "Please, please, please, please work!" and just then the monitors turned on and I slumped in my chair from my near heart attack. "That was close..." I sat in the back room finishing off the meager sandwich I called breakfast and waited for nightfall to come upon me so I decided to sleep and get some energy. When I woke up it was 10:36 pm still an hour and a half before my worst nightmares came true.

I saw Luna exiting the guest room as if she had just woken up. "Luna please reconsider what you're doing!!!! I beg of you!!!" she turned and shrugged me off, ignoring my presence. "Damn it....." I walked back to my room and slumped in the chair, staring at the ceiling and before I knew it my 12:00 am alarm went off on my watch and I sat there staring at the screens intently. For thirty minutes straight nothing happens until I see a purple mane on my screen facing the kitchen and I peek out to the hall. "Oh it's only twilight for a second I thought it was-" as I lean back in and turn to face the other way I scream almost high pitched enough to match sweetie belle. "RARITY!" She stares into my eyes with lust. "Rarity...Think about what you're doing! What if sweetie belle finds out?! Her childhood would be ruined!!" I scramble about as Rarity watches me and I make it to the door. "See ya!" I turn to run and I bump into Twilight Sparkle and fall to my ass. "Ouch....That hurt," I look up to see both Rarity and Twilight Sparkle blushing wildly as, what I can only assume is, they are thinking about all the things they are going to do to me. I begin to crawl back to the wall and once I hit the wall I my hopes of this hallway going on forever are crushed.

"Jack, resistance is futile. Statistically we've already won. Just give up, your precious Luna can't save you now," They begin to close in the distance as I stand up and push myself into the wall.

"Help..." I manage to squeak out as Pinkie comes crashing in and knocks over both Twilight and Rarity. "THANKS PINKIE!" I sprint out of the house that is until Rarity grabs my ankle and yanks backward causing me to fall face first and knock the wind out of myself. As I lay there gasping for air Pinkie, Rarity, and Twilight take this opportunity to surround me. I manage to take in a breath of sweet oxygen and I mutter something under my breath.

"What was that Jack, darling, I couldn't hear you." She leans in and I kiss her cheek along with Pinkie's and Twilight's.

"I said never surround your prey. It might get desperate," I sprint out of my house and the three girls follow me pretty damn closely and Pinkie starts to pick up speed until she finally tackles me. I lay there on the ground accepting the fact that I'm no longer going to be a pure soul and that I'm going to lose my virginity. Twilight is the first to plant a kiss on my cheek and roll me over as Pinkie and Rarity help her. I sit up and just allow them to have their way with me. It mostly consisted of kissing, grinding, and the occasional grope, Other than that nothing more happened. That was until Pinkie stuffed my face in her breasts, even though her shirt was there it still felt as if she weren't wearing one.

"Do you like my sweet mounds, Jackie?" I muffle a response but she only stuffs my face farther and my oxygen supply is cut off and she holds me there until I pass out my last thought being, 'I need air,'

When I woke up in the morning my first reaction before I opened my eyes was to make sure my heart was beating, sure enough it was. My next thought was to move each of my limbs one by one. I began to freak out when I couldn't move my arms or legs so my eyes shot open to see Luna on top of me, Twilight clinging to my left arm, Pinkie on my legs, and Rarity clinging onto my right arm all of which I assumed were sleeping so I just laid there waiting for all of them to move and I kissed Luna's cheek as a precautionary measure and I whispered. "Good morning Luna,"

When my phone started ringing I pried my arm free from Rarity and grabbed my phone from my pocket and answered in a hushed tone. "Hello?"

"Jack, did you have a great night last night? I sure did, you never told me Fluttershy was great in bed," I instantly recognized the voice. and internally facepalmed.

"Frosty....I don't need to know your nightly habits with Fluttershy. Keep that between yourself and her....But right now I'm in a bit of a predicament....I have Luna sleeping on top of me, Twilight cuddling with my left arm, Pinkie sleeping on my legs, and thankfully I pried my right arm free from Rarity," Frost laughed at me.

"Geez Jack, always the lady killer huh? Save some for the rest of the guys in Ponyville," I almost blew up on Frost.

"This wasn't consensual I woke up like this after being suffocated by Pinkie's breasts." I knew I was going to regret saying that when Frost came up with a response.

"So how were they?"

"Well aside from being suffocated by them, surprisingly soft," I looked around to see where I was and I saw it was Twilight's library

"Well Fluttershy just woke up so I'm gonna go, see ya Jack,"

"See ya Frosty," I heard a click and I put the phone back in my pocket and Rarity grabbed my arm again. "Please wake up soon...I want to get home and take a shower..." I waited for another twenty minutes for the girls to wake up and they all blushed, all aside from Luna whom looked quite jealous. I waited for them to all get off of me. "I'm sorry we all had to wake up this way but I guess what happened last night was what you wanted, now if you will excuse me I have a shower to be taking at home, and with that I left the house Luna close behind me.

After my shower Luna pulled me onto the couch and began cuddling with me. "Someone a bit jealous that they had to share me this morning?" Luna nodded and cuddled me harder if at all possible without being discomforting and we just sat there for a few hours and she finally had to get up. "What would you like for dinner Luna?"

"We would like to go to a restaurant for dinner. Would thou like to accompany us?" I smiled and retorted.

"How could I refuse a date with the princess of the night?" This caused us to laugh, it still felt great to laugh. I decided to change my clothes into more suitable ones for our night out since Luna wanted to go out I assumed somewhere fancy and I was correct we went to one of our favorite restaurants so i prepared to take the bill afterward. As we were seated I sat across from Luna whom had decided to move next to me and lay on my shoulder. We saw two young children having a dinner next to us and I chuckled seeing the young male sweating bullets and I decided to throw a paper airplane of advice at him. Hey by the way she is staring at you dreamily, I would say that she is totally into you, try and loosen up she looks like she wouldn't care either way.

He visibly loosened up and smiled back at her and I chuckled more. "Aaaahhhh young love," Luna looked up at me expectantly as she saw the boy give the girl a kiss on the cheek as they made their way out of the building. "Oh fine Luna, but just know that it isn't good to spoil yourself too much," I leaned in to give her a kiss on the cheek but she instantly turned her head to face mine and got a kiss not a full blown make out session but a sweet kiss to the lips. She savored this small victory and finally pulled back.

"We didn't know that thou were such a great kisser or we would have tried this earlier," I sat in shock knowing I just gave the princess of the night my first kiss. Little did I know this was part of her plan to win a bet with the other girls but two had dropped out seeing as how they had found boyfriends, Fluttershy had Frost, and Razer had Rainbow Dash.'I must say romance has a way of putting the two most compatible people together but I don't see how Luna and I are compatible, she is an alicorn and I'm just me....I'm pretty sure someone of the upper class would be more suited for her tastes. Well maybe I'm looking too far into this.' We finished our dinner in silence but it wasn't an awkward silence it was a companionable one.