Chapter 1: Sweetie BellView OnlineDear Princess CelestiaChapter 1: Sweetie BellDear Princess Celestia, I used to think I knew everything about friendship. After all, me and my best friends have always loved doing everything together. I can’t even count how many people we’ve helped with their friendship problems over the years. But today I found out that I still have some things to learn. For instance, that there are some things that friends can’t do together, the kind of things you need to wait till you’re older when you’re ready for that experience. Because as much as I loved Scootaloo and Apple Bloom, it’s not like they could help me learn how to make out with Big Macintosh, right? No, I had to do that on my own. And besides, can you even imagine how embarrassing it would be to get advice with them watching? Well... You don’t have to, because that actually happened! It was a week after my 18th birthday when Big Mac had asked me out on a date. Big Mac is...um, you’ve seen him, right? He’s so big! Even now that I’m all grown up, I still don’t even come up to his shoulder, and his hands are so huge that whenever we’re holding them together, mine gets all swallowed up. I don’t know why, but that’s so exciting! So when I showed up for my date at the Apple family farm and he met me in just his overalls, his fur all stickin’ out and sweaty, I might have gotten just a little bit over-excited. I don’t get it. Most of the time when a guy gets sweaty, they’re supposed to just stink up real bad, right? But with Big Mac...he smelled soooo good! He must have seen how funny I was looking at him, because he gave me that big, easygoing smile of his and rubbed my head, “Sweetie Belle, do you wanna step inside the barn, let me show you somethin’?” I wasn’t hungry at all, but for some weird reason, just having his hand on my head made my mouth open and start watering even more than when I waiting for one of Pinkie Pie’s pies to cool. So much that my tongue was hanging out of my mouth and there was even a line of drool slipping out. It was so embarrassing! I shut my mouth long enough to wipe the drool off my chin, then answered, “Sure, Big Mac! If you want to!” He put that great big hand behind me, gave my bottom the gentlest squeeze, then guided me inside the barn. I didn’t know what it was he wanted me to see, but I couldn’t wait! Well, Princess Celestia, you might have already guessed it, but let me tell you, it was even more amazing than I had been imagining! “Wow…! Is it always that big?” It was huge! Long, red, and thick, bigger in every dimension than my forearm. I didn’t know if it would fit in me but it was making me totally soak my panties just looking at it. (Um...Celestia...if it’s not 100% clear, I’m talking about his penis) “Only when I’m about to have some fun with someone as cute an’ sexy as you.” Big Mac told me. He thought I was cute! Well, I mean, I’ve always been cute. But sexy! That made me feel really proud of myself, and extra glad I’d had Rarity help me get dressed for the date. She’d insisted on the extra short skirt, the ones that wouldn’t stop flashing my panties any time I bent over. Or walked faster than a snail. Or turned around. Or really, just about anything. I wanted to wear some really lacy and fancy black panties underneath at least if everyone was going to be seeing them, but she’d told me that the simple pink thong would work best. I was so glad I’d listened to her advice! “What...what kind of fun are we gonna have, Big Mac?” I’d never done this kind of thing before with anyone. (Kissing practice with the other Cutie Mark Crusaders didn’t count!) “We can do whatever you like.” “Whatever I like?” That was super exciting! But soooo nerve-wracking! This was our big date and I wanted it to be perfect. I didn’t want to act like a little kid in front of Big Mac, so I wasn’t sure just what to do. With him showing me his...you know...what I really wanted to do was just feel it deep inside of me, to get bounced around by it like I’d spied Rarity doing that one time. And Pinkie Pie. And… Okay, don’t tell anyone, Princess Celestia, but me and the other CMCs might have three secret peepholes we use whenever we saw Big Mac “showing something” to one of his female friends. It’s a secret, okay? Moving on! Right then, I wanted to do what all the other girls had done. But I didn’t know if I’d be any good at it. I was nervous. What if it didn’t fit? What if I was no good at it? So instead, I asked him, “Can I...can I kiss it?” Nervous and fretful as I was, just looking at his big easy smile was enough to make me relax, “Eeyup.” This was my chance! Because little did he know, I’d been practicing! Every night when I was in bed, I’d practiced kissing, licking, sucking, and even swallowing with a dildo, getting ready for the day when I had a real live boyfriend...before using it for the...you know...other stuff. But when I had both my hands wrapped around Big Mac’s big thing, I wondered just how much all that practice would help. He was sooo much bigger! And harder. And his felt so super warm compared to the stiff silicone one. Hoping I could do a good job, I started out with kissing, smacking my lips from the top to the bottom, pushing my tongue out to taste each time . He didn’t have as strong a taste as I’d always imagined, but I still couldn’t keep my tongue off of him. Once I got to the tip, I gulped nervously, then stretched my jaw open as wide as it’d go and wrapped my mouth around it. It was super tight, of course, and I worried I even hurt Big Mac when I grazed my teeth on it a little... but he gave me another one of his super relaxing headpats and things got a lot easier after I calmed down. I spent more than a minute with just the tip inside my mouth. I was using my tongue to slide up and down, go around in circles, everything I’d ever practiced, but I knew that if I was going to really show him I’m no little kid, I needed to be able to fit in more than just the tip. So I took a great big deep breath in through my nose, then relaxed my throat and pushed my head down. It was tough, kind of scary, and it hurt just a little bit...but I did it! I could tell Big Mac was super impressed with me too from the way his cock got all twitchy too, pulsing and throbbing against my throat. Now that I’d done it, the rest was almost easy. I just let my do what it wanted, and it wanted to make him feel amazing. I went up and down, up and down, nice and slow, then faster than I even ever did with my toy. It was all so hot, I was getting so wet, that even though I was wantin’ to make him feel good, I ended up reaching underneath my teeny-tiny skirt and rubbing myself over my panties. We weren’t being quiet either. Well, okay, Big Mac is almost always quiet, but he was letting out this deep rumbling kind of a growling sound the longer I went at it. I couldn’t make that much noise when I had my mouth so full either, but the big moans I was making must have been loud enough to have been heard outside for sure. It felt super fast and like forever until Big Mac came, and when he did, I swallowed almost all of it! I’m not saying that a little kid would have just choked and spit it out, but I bet I looked super sexy as I ran my tongue over my lips, licking up the bit that did dribble out, then nuzzled my face against his shaft to start cleaning him like a good girlfriend should. Nuzzling him like that, looking up at him, I felt just silly for all the worrying I’d been doing. Big Mac and my friends didn’t care how childish or mature I acted. They liked me for who I was. I didn’t have anything to be embarrassed about! “Sweetie Belle?! Big Mac?! How could you!” Just as I was coming to this very important friendship epiphany, there, standing in the doorway to the barn, was Apple Bloom. And worst of all, she looked like she was about to cry! Don’t worry though! Things worked out okay! But I left telling that part to Apple Bloom.
Chapter 2: Apple BloomView OnlineDear Princess CelestiaChapter 2: Apple BloomDear Princess Celestia, It was such a shock seein’ my best friend and my brother together in the barn. Well, seeing them together wasn’t the shocking part. I see them every day. But watching Sweetie Belle suckin’ on Big Mac’s fat horsecock like it was a candied apple? That was new. I ain’t proud to admit it, but I might have gotten a bit carried away. “Sweetie Belle?! Big Mac?! How could you!?” I stomped right up to my older brother and wagged my finger right in his face. I knew that he was a horndog, but Sweetie was my best friend! “Wait, Apple Bloom. I can explain.” Big Mac held up his hands to protect himself. Good thing that he did, I was in the mood for clobberin’ more than I was for listenin’. “How? What can you even say? That you havin’ sex with my best friend is no big deal just because you do it with plenty of other girls? That it’s no different than how Rarity and Applejack can stay friends even though you’ve sent her walkin’ home crooked more times than you can count? That even though Sweetie might be having fun with you, she’s still my best friend?” He looked at me, his eyes darting towards Sweetie Belle, then back to me before answering, “...Eeyup.” Dang! He had a point. “I mean...I guess I can kinda see it your way. But then why did seeing you and her together make me feel so angry? Like there was just a big knot all twisted up inside my tummy. I mean, Sweetie Belle is my best friend, and you’re the bestest big brother in the whole wide world. Why wouldn’t I want you two to be makin’ each other feel good? Could it be that I don’t just think of Sweetie as my best friend, but have a crush on her too? And you, Big Mac, you’re so big and strong and ever since I started touchin’ myself, I’m always thinking about you and your big cock. So could the reason I’m upset be that what I really wanted more than anything was that I was jealous that you two were together, and not both with me?” He stayed silent for a long moment, choosing his next words carefully. “Eeyup.” Of course...it was so simple when he put it like that. But then… “Then um...would it be okay if’n I stayed? If me and you and Sweetie Belle just...had fun together?” He smiled, rubbed my head, “Eeyup.” “Of course!” Sweetie Belle launched herself at me, giving me a big, tight hug while rubbing her cheek up against mine, “I can’t think of anyone I’d rather have here for emotional support than my best friend!” I blushed, feelin’ a bit sheepish. I had gotten ahead of myself, but lucky me that Big Mac had managed to talk me down like he usually did. “Well okay. Then...what do we do first, Big Mac?” Now that it was decided that I was going to join in on the fun, my heart was pounding in my chest, “Do you want me to strip Sweetie Belle outta her clothes while she does the same for me, so we won’t get ‘em all messy and we can give you a show at the same time?” “Eeyup.” Big Mac was right, that sounded hot. So I turned towards Sweetie and gave her a kiss. After all the practice we’d been doing, we were both really good at it. We didn’t bump noses or nothing as we went in, just perfect lip locking and tongue on tongue action. It’s funny. I’d always thought we’d be practicing to use on our future boyfriends, but I think kissing my best friends might have been the most fun of all. After the kiss, I pulled her blouse up over her head, then she unbuttoned and helped me wiggle out of my tight denim shorts, the ones that always rode up my cheeks. Her skirt went next--so cute, was that new?--and then my half-tee. I gave Sweetie a squeeze through her panties before sliding them down, and gosh she was wet. When she did the same to me, I couldn’t believe how excited I’d gotten either. Clothes went on a haystack, and then we were both presenting ourselves to Big Mac, one arm wrapped around each other’s waist. “Now what? You want us in the hay, me on top, so you can have us both at the same time, fucking our tight virgin holes with your fat manly cock while we rub our cunts together and play with each other like sluts?” “Eeyup.” “Big Mac!” Sweetie Belle’s eyes went wide, “I had no idea you could be so crass.” She smiled as she took my hand and laid down on the hay, pulling me on top of her, “I like it.” I sat on top of Sweetie Belle, then started to bounce my ass for Big Mac, let him really appreciate the fact that he was getting to deflower my best friend and his best little sister in the world. Just doing that, I could feel Sweetie Belle’s soft puffy pussy pushing against mine. Had she always been so soft? Just rubbing up on each other like this was fun. I decided that I’d need to find out if it was so fun we could both get each other off just doing that. (If you’re curious, we came real close but couldn’t manage with just the bouncing. Don’t worry though, we found lots of other ways!) She was so curvy and sexy and cute. No wonder Big Mac would want to have fun with her. I’m sure that if I was a guy I’d be super into her too. As Big Mac got on his knees behind us, I watched Sweetie Belle’s face. She always got so red whenever we spied on Big Mac before, but now that she was the one about to be plowed like a spring field, her face was red as a ripe tomato...I mean apple! I was thinkin’ of just how awesome it’d be to see her face as Big Mac was really giving it to her, but that’s when I felt my brother’s cock up against MY pussy. “Wha...jeez, big brother. You’re doin’ me first? Ain’t that kind of rude?” I said as my hips started pushing back against him. “Family first, Appleseed.” And then he was inside of me. Big Mac’s cock was...well, lemme think how to put this. One time I was helping Applejack to gather apples for the harvest. She wasn’t paying attention and I was standin’ too close, and I got a kick right in the stomach that sent me right into the tree and cracked three rips, plus a minor concussion on the ol’ noggin. Big Mac’s cock was like that, but instead of any broken bones, I was feeling it all up inside of me, and instead of passing out from the pain, I was feeling like I’d just die from how good it felt! Sweetie Belle and Scootaloo--oh yeah! Turns out she was spying on us the whole time, but we can talk about that later--told me later that I was screaming all kinds of stuff. Stuff like “Pound my cunt you monster!” and “Harder! Can’t y’all fuck your slutty sister any harder!”, but my memory of that part is a little fuzzy. What I really remember well is that I’d never felt so good before ever and that I’d never seen Sweetie Belle making the kind of faces she was underneath me ever before either. Things didn’t calm down till he was practically laying right on top of me and pouring his hot cum inside me. “Me too...I wanna be...you know...f-fucked too.” Sweetie Belle said quiet as a whisper underneath me. That was the first time I’d ever heard Sweetie Belle use the “f-word”, so it must have looked pretty good. “Sure thing, cutie. But you’ve got a give a guy just a minute to recover.” Big Mac was breathing hard. I guess it made sense though, guys aren’t like girls and they need a break after they pump their cocks dry, right? “No fair…” Sweetie Belle whined. “Aww...don’t be like that. Big Mac is the best stud in town. He’s gonna be stiff and ready to pound you in no time.” I gave Sweetie a kiss on the cheek, then on the lips...and next thing I knew I was sucking on her nipple. Part of it was just how cute she was looking, her body begging for my brother’s cock. But I also wanted to put on a bit of a show for Big Mac too, to help him get hard again quick as he could so he’d fuck Sweetie just as hard and good as he’d done me. That’s what friends are for, right? While I was playing with Sweetie Belle and giving my ass a slap for Big Mac, I thought back on what I’d learned. I’d been afraid of Sweetie Belle and Big Mac being so into each other that they’d both forget all about me, but in the end, I didn’t have nothin’ to worry about. Sometimes, you can be so afraid of your friendship changing, you don’t even think about how it could be changing for the better! It didn’t take long for Big Mac to get his second--I guess, third--wind, but I didn’t really learn another important friendship lesson in that part. Don’t worry though, Princess Celestia! Scootaloo is going to finish the story! So just you stay tuned, okay?
Chapter 3: ScootalooView OnlineDear Princess CelestiaChapter 3: ScootalooI know these letters are supposed to be about friendship lessons, but I’m having a hard time figuring out just what important moral I learned last week. I mean...I learned a lot. About a lot of things. About my friends. About myself. Especially Big Mac. But I’m not super smart like Sweetie Belle or Apple Bloom, so I can’t really think of a way to really boil all that down into a simple lesson. Maybe by telling you what happened, I can figure it out? Well, everything started when I heard noises coming from the barn. Big Mac likes to have a lot of fun there, and the other Cutie Mark Crusaders like to watch. I like to watch them watch. Especially when they forget they’re being watched and start touching themselves, pretending they’re the one having all the fun inside. They both look so cute when they’re horny~! But this time, I recognized the moans that were coming from inside the barn, and it was from Sweetie Belle! And when I went inside to have a look for myself, there she was on the hay, Big Mac plowing into her and Apple Bloom standing over her letting thick white stallion milk drip into her mouth from above. I mean...I knew they both had crushes on Big Mac. I knew that one day he’d probably have his fun with them both, especially after I’d seen all the times he’d had fun with Applejack. But they hadn’t even told me about this! We were supposed to do everything together! When I looked at Apple Bloom, she didn’t even look guilty either, “Hi Scootaloo!” “Hahhh...hahhh...Scootaloo ish here….oh wow...this ish...embarashin…” Sweetie Belle was a bit too drunk on lust to form words. Big Mac just gave me a smile and kept going, grabbing Sweetie’s hips as he started pushing himself deeper inside of her. I made my way to Apple Bloom, feeling like an awkward dork that I even had to ask the question, “If you were going to fuck Big Mac...why didn’t you invite me along?” Apple Bloom tilted her head, “Um...well...it kinda just sorta happened? Sweetie was seeing Big Mac on her own and seein’ them together, I just wanted to jump in.” “Hiiiiii…!!!” Sweetie Belle let out a squeal as Big Mac firmly pinned her down, his big hand wrapped around her throat so she couldn’t wiggle away. I’d never seen her smile so big as when he was pumping her first creampie right into her womb. Apple Bloom licked her lips, then was down on her hands and knees to lick Big Mac’s cock as he pulled out. It took a minute for Sweetie Belle to recover before she explained, “And...and aren’t you a lesbian? I thought you didn’t like this kind of thing.” “Well...yeah.” Ever since I’d learned that my idol Rainbow Dash was a lesbian, I’d been one too. In fact, she was the one who suggested it. And ever since I’d turned 18 last year, she’d been taking a ton of time out of her busy schedule to teach me all about what that meant. All the coolest, most awesomest techniques for using my tongue. And how to use a strap-on. And bullet vibrators. Oh! And ben wa eggs! And…! Oh right, back to the story. “But even if I’m a lesbian, that doesn’t mean I don’t want to...um...you know. Do this stuff too.” It did look pretty scary. Even if I’d seen it a thousand times already, even if I’d just watched it happen to Sweetie Belle, my mind just had a super hard time processing how something that big could fit into something so tight. Sweetie Belle giggled, “Uh huh? Well if that’s the case, are you suuure you want to ride?” Apple Bloom was smiling too as she ran her fingers up my thigh, “Yeah, it’s Big Mac’s cock you’re interested in, not somethin’ else?” I gulped. I hated it when they would tease me like this! It’s not easy being a lesbian whose two best friends are both straight as an arrow and awesomely sexy. But it was too late to back down now, “Y-yeah. I mean...I totally love...um...cock?” They looked at me, then at each other for a long moment, back to me...and they smiled real big. “Yay! We’re all going to pop our cherries together!” Apple Bloom cheered. “Cutie Mark Crusaders forever! This is going to be great!” Sweetie Belle was really excited. “Wait. Today? Right now?” My heart was pounding in my chest. I didn’t think I was ready. “Of course right now! Well, as soon as Big Mac gets hard again. We’ve kinda been wearing him out a bit I bet.” Sweetie Belle said. Apple Bloom puffed out her chest, “Don’t be silly. This ain’t nothing compared to Applebuck Season. Ain’t that right, Big Mac?” And wouldn’t you know it, he wasn’t just on his feet again, his cock was standing up big and tall and ready to go, “Eeyup.” “Oh wow…” I took a step back, “I’m not so sure guys. That’s...maybe we could start out with something a little smaller? Do some kissing or…” The two of them pressed in on either side of me until I’d backed myself into a wall with nowhere to go. They were so close I could feel their breath on my skin, but I couldn’t take my eyes off of that cock. “Big Mac, can you help Scootaloo with her virginity too?” Apple Bloom asked as she lightly rubbed her fingers against my pussy through the shorts, making me whimper in a totally not cool way. He just stretched his arms up over his head, cracking his back, and smiled, “Eeyup.” “Hold on...I’m not sure I’m ready, I...ohhh…” Together, Sweetie Belle and Apple Bloom pulled down my shorts. I didn’t have on anything underneath, and I was surprised at how cold the air felt on my naked pussy until I realized just how wet I was. With the two of them ganging up on me, I was naked and on my back in no time. Both of them were so close they were laying on my wings, even though they for sure knew how sensitive they are. Sweetie Belle was rubbing my belly, her fingers teasingly going lower but never quite low enough, “Wow. Look how wet you are. I wonder how much of that is Big Mac...” “...and how much might be the two of us.” Apple Bloom finished as she leaned against me, squeezing my chest with her strong yet delicate fingers. I still don’t know the answer. I think that with everything jumbled up together, it just became...special, y’know? It was like...oh… Oh! That’s it! That’s the friendship lesson! I learned that...wait, lemme finish this part, then I’ll get into it. Sweetie Belle and Apple Bloom kept on teasing me, getting me so worked up, that even Big Mac was starting to feel sorry for me, “Now, now, girls. You don’t want to bully poor Scoots too much, do you?” “No, sir. Sorry, sir.” Sweetie Belle said, her voice tight, all of her focus locked back onto Big Mac again. “Awww...we was just teasin’, Big Mac. Gettin’ her good and ready for ya.” Apple Bloom said in her defense. Big Mac kneeled down in front of us, and I felt his massive red cock slap against my belly. Looking down on it from that close-up view...it looked so huge! “Please...put it inside me…” I whispered. “‘Afraid you’ll have to speak up, little lady.” Big Mac said as he plunged his fingers into the Cutie Mark Crusaders on either side of me. Both of them bucked and squirmed next to me. Sweetie Bell was coverin’ up her mouth, doing her best to keep her moans quiet, but Apple Bloom wasn’t holding back. “Yeehaw! Harder, bro! That feels better than freshly squeezed cider on a hot day! Hah! And weren’t you the one who said to stop bullyin’ poor Scootaloo?” She said as she grabbed onto his wrist for support. “I just like hearin’ it, is all,” he replied as he kept pumping his fingers in and out of the girls. “Please...put it inside me…” I repeated myself, just a little bit louder. But still, he wasn’t doing anything. “I...I want your cock.” I was using my inside voice now. “Come on...it’s okay...just...um...fuck me, please?” A little louder. “I really want it. Oh Celestia...I want it so bad.” Louder, so he’d heard me over Sweetie Belle’s not at all quiet moans. “Please! Fuck me! Fuck my virgin pussy! Shove your cock inside of me! Breed me like the stallion you are! Fuck me so hard I...hahhh!!!” Big Mac’s cock did fit inside of me. It turns out, that even if a hole is way too super tight, it can stretch to fit. Who knew! It also turns out, I’m not a lesbian! I’ve got what Twilight called “bisexual leanings”. Not sure what that means exactly, except that getting fucked while my two best friends are cumming and kissing and cuddling me at the same time is the best feeling in the whole world. Sweetie Belle is kind of the same way. As good of friends as we are, I don’t think she’d ever want to do that kind of thing alone with me, but she absolutely loved it when Big Mac was in the mix. This weekend, we’re going on a double date with Rainbow Dash and Big Mac and I’m soooo excited! It’s going to be the awesomest! Oh right, the lesson. I almost forgot! Well, when I was being fucked by Big Mac and cumming my brains out, I realized that sometimes, uh...how did Twilight put it? Oh yeah. Sometimes, the whole is greater than the sum of its parts. Like...Big Mac is a really nice guy. The other Cutie Mark Crusaders are incredible, the best friends I could ever ask for. But being together with all three of them, losing our minds to the wild sex, just being wild animals rutting each other...it was the kind of thing that we could just do together. It was its own special experience and I wouldn’t have traded it for anything. So I learned that even if you’ve got the world’s most awesome (and fastest. She’s making me add fastest) girlfriend and the best friends for life forever and ever...that still doesn’t mean you’re done with friendship! There are always new friends waiting for you, new people to grow closer with. You just gotta be willing to give them a chance. Thanks for listening, Celestia, and hope to see you again soon! Love, ♥♥♥The Cutie Mark Crusaders♥♥♥
