Winters blessing
Date night
Previous ChapterNext Chapter"This is so cool!" Dawn happily stated as she looked at the eleven anthro ponies in my living room, each were surprised by the amount of knowledge a twelve year old girl had on them.
"Michael, can we talk?" Twilight said with a slight angered infliction in her voice, I simply nodded and followed Twilight upstairs.
"How do your sisters know about us? They're right about everything that happened in our lives even what happened to Discord!" I couldn't really explain since I had no idea what they were talking about.
"Honestly I have no idea since there's porn of you girls I doubt there isn't something bigger for you all." Twilight glared at me before I knew I felt a stinging sensation on my cheek.
"Should've seen that coming." I mumbled as I rubbed my cheek.
"You shouldn't worry too much about the situation at hand Twily, she's just one little girl trust me she'll get tired of asking you all questions in a few hours." I informed trying to get Twilight from worrying too much about the idea.
"Wait what did you just call me?" She asked confused about something I had said
"Uh Twily is that bad or something?" I asked clearly not wanting to get hit once again.
"No it's just that my brother calls me that weird that you know that."
"Honestly it was a complete shot in the dark." Twilight rolled her eyes and walked downstairs and away from me, as I was about to go downstairs I was stopped by a slender and delicate hand-like entity, it was a light green colored hue and mesmerized me to go into my room.
Entering my room I only saw what looked like a small envelope on my bed approaching the bed I opened the envelope to see pictures and what I saw was surprising to say the very least.
Sweetie Belle sprawled on top of a bed only with a long length of red ribbon covering her breasts and her other areas. My eyes widen as I felt something touch my shoulder.
"Do you like those pictures?" I heard Sweetie ask
"W-when did you have time for these pictures?" Sweetie simply kissed my cheek making me blush at her sudden affection.
"Well after our wonderful night I decided to take a few pictures you might enjoy looking at. Personally I loved this one the best." She then took the pictures from my hand and searched through the photos until she found the desired one and handed it to me.
Looking at the picture I saw Sweetie Belle exposing herself with her rather beautiful bottom showing everything.
I only grabbed the pictures and placed them back into the envelope not wanting anyone to see what Sweetie had given me as what I assumed was a gift.
"I'll look at these later." Sweetie smiled and nodded giving me one last kiss and leaving me in my bedroom holding the envelope filled with lewd pictures of who I assume might be my new girlfriend.
I let out a sigh and laid on my bed just staring up to the ceiling, I heard a knock on my door not bothering to see who it was, I rose my hand and proceed to squeeze index and middle finger towards me. Saying to come on in.
"Somethin' wrong?" AppleBloom asked as she shut the door to my room, she proceed to sit next to me her smile made me chuckle slightly.
"Nothing's wrong just trying to calm myself down after Sweetie well gave me a few lewd pictures of herself."
"Really? Damn that was my plan." I heard AppleBloom say in a low whisper
"Your plan for what?" I asked with curiosity
"Well I know I ain't as good looking as Sweetie Belle so I wanted to give you a little something for helpin' me out."
"AppleBloom if I didn't think you were good looking I wouldn't have fucked you. I mean I could've stopped that at anytime I wanted, but you looked so cute when you moaned." AppleBloom blushed I simply tackled her on the bed making her elicit a soft moan I let out a soft chuckle seeing her bite her lower lip made me smile.
"And when you bite your lower lip, that’s just cute." I mentioned
AppleBloom apparently wanted more as she began to remove her clothing; I stopped her from removing any more clothing fearing someone would walk in on us.
"Not now AppleBloom I kinda have my sisters over and well with us not downstairs your sister and everyone else will get suspicious." AppleBloom sighed and nodded I got off of her and placed the envelope in my drawer making sure to place it deep into the drawer, not wanting anyone to see Sweetie's gift to me.
Today was far from done.
A few hours later...
After a few hours of talking Amy and Dawn decided not to bother my roommates about their Equestrian lives, mostly because they had no more questions.
Most of my time was spent in my work room preparing sketches, when I worked I always locked the door to the room even though I lived alone it gave me comfort that I had something to keep me away from the outside world.
Just me, my music, and sketches. That's all I did for years working as an architect, it was a fun job never too stressful, but I had a few close calls with deadlines when I first started. Always had a month to complete the sketch and ended up goofing off only having two weeks to finish the job. I learned the hard way when I didn't get paid for a high end job with a big payment, after that I always got the sketches done early.
I let out a yawn and rose from my seat, looking outside of my windows the sun was beginning to go down. I had to get ready for my date with AppleBloom I had to at least try to get to know her a bit.
I unlocked my work room door and exited the room, I walked upstairs to see AppleBloom in my room she seemed excited which was always welcomed.
"Hey AppleBloom I wanted to ask-" I didn't get to finish my sentence as AppleBloom quickly rushed towards me and gave me a kiss on my lips, her soft and cinnamon flavored lips felt great especially when she begged for entrance.
"Whoa easy there, I didn't get to my question." I chuckled making AppleBloom smile slightly
"I wanted to ask if you'd like to go watch a movie with me? Ya know go out." I asked a slight smile apparent.
"Sure. What're we watchin'?" She asked tilting her head cutely to the side.
"Uh not sure really. Kinda thought you'd just say no."
"And what kind of a girlfriend would ah be if ah said no?" She asked her hands on her hips. I let out an awkward chuckle making it little tenser then it had to be.
"Don't worry about it Michael I'll just get ready." I simply nodded as AppleBloom left my room leaving me alone with my thoughts.
Entering my bathroom I looked into my mirror to see that I've developed a five o'clock shadow, I haven't shaved since my new roommates arrived so it was to be expected.
Exiting my bathroom I heard a knock on my door.
"Come in!" I shouted
Just then the door opened, I sighed as it was Applejack with a very annoyed look on her face.
"Michael wanna tell me where you're taken mah sister?" She asked her tone demanding.
"To a movie Applejack." I informed
"Why? So ya could just have some time alone with her? Ah told you once and I'm tellin ya again. Leave mah sister alone."
"Applejack your sister likes me. Just because you hate what I did to her doesn't mean you can control her, ya have to understand that I'm not like her asshole fiancé I actually care for her."
"Rarity said you settled Sweetie Belle's heat and you expect me to believe you actually love mah sister when ya went and had sex with her best friend?" She asked
"No I expect you to give me a chance, your sister likes me, she loves me. I've been hurt before with relationships. My first girlfriend named Haley who I loved left me after she went to California to study to become a storyboard designer. We decided that a long distance relationship wouldn't work. After a month or two I met a woman named Ellie, I thought she was the love of my life until I found out that she was cheating on me. My friend Roger told me about the whole ordeal and I decided to break it off I'm not going to be used by some girl who doesn't care for me at all. Sweetie Belle and AppleBloom both like me they both had interactions with me too and I will not do anything to hurt them." Applejack looked at me not with anger nor annoyance, but with slight frown.
"Ya really care for AppleBloom don't ya?"
"If I didn't I would've left them in the rain when I first met them." Applejack sighed and chuckled
"Take care of mah sister and don't let her eat too many sweets she'll never be able to sleep after that." I smiled and nodded; she shook my hand and walked out of my room.
It was a small step for her blessing, but a small step is all I needed.
A few hours later...
"Ya know I could've just bought you a stuff bear." I informed chuckling as AppleBloom held the stuff bear close to her chest as we walked to my car.
"Then it wouldn't be as special if ya just bought it." Seeing hold the bear so close to her and her smile to go along with it made me feel like the date was success.
The date went from going to a movie then to a nearby pizzeria, where we just played in the arcade games together all the way to a claw machine, where I spent around 15 bucks on small stuffed bear, in the end it was a fun evening seeing AppleBloom so happy made my heart race.
Entering my car I checked my time to see that it was near midnight, we left my home at around nine so three hours of alone time with her really made me feel great.
Along with the perfect date I got to know more about AppleBloom, her job and her extremely large family.
Apparently her job was in construction I would've never expected her to be in such a field considering she talks about her family's orchard. From time to time she'd help around the orchard from planning new things and clearing space for others.
Once I got the car started we went off back to my house, neither of us spoke only listened to late night songs which were mostly remixes of songs I've heard before.
Tonight was my first step into proving that I actually loved these girls rather than just a hit it and quit scheme. AppleBloom noticed my smile and gave me a kiss making me blush slightly.
"Hey Michael thanks I know I haven't told you this before, but I was going to marry a guy who told me he loved me that he'd never do anything to hurt me, but he lied and cheated on me. And well when me and my friends arrived here, I promised myself I wouldn't fall for you. I ended up lying to myself after I've seen you be so nice to all of us, even to AJ who wanted to kill you for having sex with me, you're a sweet guy and I'm glad Sweetie and I can share you." I simply smiled and nodded keeping quiet, but also keeping my eyes on the road.
"No problem AppleBloom just trying to earn some respect with your friends is all."
A few minutes later...
Arriving back home I entered my house with AppleBloom behind, the living room was dark and no light was visible everyone had gotten to sleep.
I was just glad Dawn and Amy were asleep and I hoped Fluttershy could've handled the two.
"Michael." Turning I felt AppleBloom’s lips on mine. I pulled her closer making her moan slightly. I felt her hands rub up and down my spine making groan in complete bliss.
Pulling away from the kiss both is breathed heavily looking at her I smiled as she gave me a wink before walking upstairs with her stuffed toy bear.
I sat down in the living room my head filled with good thoughts and feelings.
I walked over towards my kitchen and turned on the lights having the fluorescent lights beam down on me I looked through the refrigerator taking out a bottle of water I swiftly drank the cool crisp drink and set down the empty bottle as I heard some shuffling from upstairs.
I walked up towards the second story and saw that my attic opened the stairs were down to the floor with a lantern light lighting up the attic.
I walked upstairs and proceed to peek into the room, seeing Scootaloo rummage through several old boxes of mine and approached her and announced my appearance.
"Scoots what're you doing?" I asked with curiosity
"Nothing much just got bored didn't feel like sleeping saw you had an attic thought I should see if you had anything interesting." Looking to the left of her I saw a box of old items I kept throughout the years. Scootaloo was currently looking at an old photography book.
"Wow these actually look kinda cool." She flipped through several pages until she landed on a picture of the Eiffel Tower.
"Wow that's one huge tower. Why do you have these?" She asked
"I minored in photography that's the Eiffel Tower I went to Paris a few years ago and took a picture of it." Scootaloo let out a chuckle and flipped through other pages of the photo book, it was just other lands marks I went over the years which interested her.
“Did you travel a lot before?”
"Yeah when I was studying. Always skipped a few grades ever so often."
"You're that smart then huh?"
"Well yeah I suppose, did always study when I had time. My parents always leave me alone when I did."
"Hey uh, listen. I never got to thank you for the way you took care of us after what happened."
"Don't mention it to be honest I was bored of my daily routine with my sisters in California my friends always working kinda got boring without anyone to talk to."
"Are you still mad when I threatened to kill you? Since you and I met I didn't really trust you right away after what we been through."
"Nah I went past all that. I worry about the future rather than the past. So what if we didn't trust each other when we first met, we trust each other now, and that's all that matters."
“I’m Glad you think so Michael, since there’s something I want you to do for me.”
"And what's that Scoots?"
“Well I overheard AppleBloom when you were upstairs earlier and I saw Sweetie Bell give you those pictures, so I have to ask; what do you think of me as a mare?” I couldn’t believe she was asking me a personal question.
"Well to put it bluntly I think you're hot I mean speaking of how you look that is you're not afraid to be blunt hell when we met I admired you for protecting your friends, and I think if you keep that up eventually you'll find the perfect guy or girl if you're into girls that is."
"Even if the perfect guy is sitting right in front of me?"
"What do you mean by-" Then it hit me on what she was asking me.
"You like me? Why? I'm just some guy who took you and your friends in."
"You're more than that. You're selfless, kind, you understood AppleBloom's pain and heartbreak, despite the Tartarus we put you through, you never complained once about us. That's what makes me like you."
"Uh thanks, but other than what you said in just an architect and some sort genius but that's besides the point."
"My point is like my friends, I love you."
"Really? Wow I love you too."
"Then prove it." The look she had in her eyes would only spell trouble for me. She tackles me onto the bed as aggressively kisses me. ‘It must be her first time.’ I thought as I deepen the kiss for her. My hands travel don south to feel the rest of her athletic body. She took off her shirt to wear I got a look at her bare bust. She wasn’t as big as her friends since she’s aerodynamic, but her well rounded flank makes up for it as she rubs her flank onto my semi-hard member.
“Wow, no wonder those two like you, you’re not bad in the size department.” Had to take that as a compliment from Scootaloo. She wasn’t that bad in trying to get me excited either. She continued rubbing her bum onto my member until it was nice and hard for her. She then turns around until her back was facing me.
“I’m not that good at giving blowjobs, but I can do something a lot better.” She said as her other hole was right above my member. It then hit me what she wanted to do, she wanted to start with anal sex.
“I’m…gonna… put it in.” She shuddered as her flankhole was touching the tip of my member. She then slams her hips down and on to my pelvis. It hurt pretty bad since I don’t have that much experience with anal, and the fact that her athletic body made her flankhole pretty tight. I felt like I lost air going underwater. She groans as well from how painful my member felt up her rear. But she gets up and slams her hips down onto my pelvis again. It started off slow since her flankhole wasn’t well lubed, but her insides felt pretty good. I place my hands on her hips to help ease her tension. Her breathing turned raspy showing that she was enjoying herself for right now.
“Oh… Celestia.” She moaned as she speeds up her slams onto my pelvis. My balls slapping against her marehood as they start to swell for my release was coming soon.
“Scootaloo… I’m gonna…cum.” I panted as it was starting to hurt.
“Then, release it… into… my ass.” She pants as her slams started to pick up speed again. With one last slam of her ass, my balls churn and release my seed up her rectal regions. She moans passionately as my seed enters her ass. When I felt I was empty I pull out and it pours out of her ass like a waterfall.
“Oh… that… felt so…good…”She moaned as she tries to regain her breathing. I try to regain mine as well from what happened since I never really did anal before. I look at my pelvis to find that I was still hard from earlier.
“Wow, you’re still hard. Maybe… maybe I can fix that.” She blushes at that last part and before I could even react she turns around again, but this time aligning her marehood with my member.
“Scootaloo, before you do what you’re gonna do, are you sure you want this?” I asked but she slams her pelvis onto mine giving me a straight forward answer. I felt the same cold wet trail down my manhood from her marehood. “Does… that answer… your question…?” she strained from how much it hurt. Guess actions speak louder than words. She gets up from my pelvis and as my member is just about to leave her marehood she slams her hips back down and my member cements itself back into her folds. My hands travel above to her breasts. Although they were a b-cup, they almost felt like touching a cloud. She made the cutest moan despite acting like a tough girl. She continues her slam until I shift my weight to the right so now I was on top of her.
“What did you do that for?”
“Well it’s no fun if you have to do all the work now is it?” I said as I now had control of the sex. I pace my thrusts with her breathing as I slam into her pelvis. I wanted to take it easy on her but she wanted to go at it rough. So I pretty much had to oblige to keep her happy. I gyrate my hips to make it more enjoyable for her. I felt her walls clamp onto my member and then let go after a couple seconds.
“Did you just cum?” I asked as she looked at me.
“Yeah, was that a bad thing?”
“It’s fine, don’t worry about it. I at least need to make you feel good.” I said as I get on top of her with my member still inside her. I increase my thrusts as she locks her arms around me ten minutes later I felt the same pressure within my loins.
“Scoots, I’m… about to… cum soon.” I said as I slow down my thrust since I didn’t want to risk getting her pregnant. She knew what I was doing and locks her legs in place. “No! Don’t’… you…dare… pull out.” She pleaded as I had no other choice and resumed my natural speed. With one last thrust I emptied my seed into her marehood and her fluids gush out again with a pleasurable cry from her. Her legs keep a firm grip on me as her wall clamp onto my member trying to milk me of every drop. When I was finally spent, I slump on top of her with my member still inside.
“Thank you, Michael.”
“Don’t mention it Scootaloo.”
Author's Note
Guess what happens next.
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