[Classic] The Scootaloo Diaries

by Jabbie

Entries: Summer Lovin' pt. 2, Teach Me

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Rainbow laid as still as she could, panting and wiping a bead of sweat from her brow. Twilight held onto her tightly, flushed and exhausted. The two were blanketed by a state of near euphoria as they laid together after another amazing sexual encounter. Rainbow held her hoof up to her nose and took a deep inhale, reveling in the erotic scents it had to offer.

Twilight was quick to fall asleep as usual. Sex seemed to put her into a near coma. Rainbow was still trying to catch her breath as she laid next to her lover, she began to stroke her mane then slid her hoof down to her back and pulled her slightly tighter into the warmest most comfortable hug she's ever experienced. Although Twilight was fast asleep, she subconsciously returned the hug and lightly kissed Rainbow on the neck.

Looking down, the captivated pegasus saw the pony she loved beautifully basking in the sunlight as she slept. Her gorgeous mane nearly glowed in the intense warming rays that shined so brightly through the window. Her soft purple coat radiated the warmth it was absorbing and created an aura of perfect comfort. At this moment, Rainbow realized just how lucky she really was to have landed herself such an amazing mare.

She looked up and down Twilight's amazing body. Sure she wasn't the most fit or toned mare, but she was perfectly slender and well in shape. Such a balance of intellect and beauty certainly must be a rarity in itself, not to mention she was an amazing lover. In Rainbow's infatuated eyes, this was the perfect mare.

After a few more school-filly sighs and bursts of blissful heartache, Rainbow focused her mind on something else. She glanced over behind herself and spotted the diary on a small table near the bed. She looked back over to Twilight who was still hugging her tightly, a hoof underneath and one above. There was no way to get up without waking her. Rainbow thought of a solution, she leaned over as far as she could and stretched her wing out. She lifted her free leg and tried to balance herself as she slid her wing beneath the decently heavy journal.

Success. She had the book resting on her wing, now all she needed to do was lift it back over to the bed. She strained and struggled, desperately waving the hoof around in the air as she tried to keep her balance. The book was off the table now, wobbling up and down as Rainbow forced her wing to hold the weight. It was surprisingly heavy as she held it on only a wing fully stretched out. Moments later, she managed to hoist the book over to the bed.

She had to catch her breath once again. Retrieving the book proved to be quite the arduous task without waking her friend. But like anything Rainbow puts her mind to, she pulled it off. Tucking the sore wing in, she opened the book and found her spot. She was eager to figure out how this one ended, a little surprised that she actually cared so much. A little ashamed as well.

...I let out a sigh of relief. "Well, um... That's how you do it." I blushed, realizing I got carried away.

Sweetie Belle covered her mouth and started giggling. "That was amazing Scootaloo! I hope I can do that to Applebloom."

I felt pretty bad, I had half a mind to go back down on her just because I wanted more. I knew it was wrong, but at the time I didn't seem to care. I do that a lot, I behave strangely when I'm really turned on. I assume that's part of what led to all the bad choices I made, like with Silver Spoon and Applebloom. I hope I didn't mess their lives up with my faults.

Then I decided to make another bad decision, I guess that's just who I am sometimes. "So Sweetie, wanna practice on me before you try it out on Applebloom? I'll tell you what you're doing wrong so you can make sure you're ready." At the time that seemed like a great idea, now I feel bad for taking her first time away from her in a completely loveless setting. She might regret this for the rest of her life. I know I would.

"Sure, so where should I start?" I laid back on the couch and spread my legs.

"Right here." She crawled forward, eager to begin.

I put my hoof on the back of her head and pressed her down, I felt her tongue come out and start curiously licking and tasting me. I knew this was her first time so I let her take it slow, she wanted to get used to the taste of another mare. I wonder if she liked me nearly as much as I liked her. After a minute I got impatient and pressed my hips up into her face. She didn't seem to mind, she just stuck her tongue out and did what I did to her. Surprisingly enough, she was actually really good. I loved it, she was licking with long straight licks right up the middle and onto my sensitive spot.

I felt her try to press her tongue inside but she couldn't do it. She got it part way in and started wiggling it around. I laughed and helped her by thrusting myself forward. When I did that, her tongue slipped all the way in and her teeth brushed up against me. It was awesome, if she did it like this with Applebloom then there wouldn't be any problems. I came pretty quickly. Partially due to the fact that I was excited about being with her for the first time. The first time I'm with a mare is always the most exciting time. I always come the quickest that way too.

I looked at her and and asked if she wanted to get off that way too. She of course said yes, and I didn't really care about getting her off, I just wanted another taste since I knew this would probably be my last chance. As soon as she agreed, I pushed her over and went back down between her legs. I used my front hoof to prop her back hoof up and made a good angle to dig in deep with my tongue. I closed my eyes and went straight in, it was awesome. I think she loved it too from the noises she was making. It only took a minute until I felt the familiar squeeze of a mare having an orgasm. Not only that, Sweetie took it upon herself to let me know that she thought she was coming.

I didn't take my tongue out though, I just slowly swirled it around, savoring the flavor for the last time. I kind of put myself in that mindset I think. I don't know, but Sweetie Belle was definitely a special mare, and Applebloom was lucky. So after too much hesitation, I finally slid my tongue out and wiped my wet cheeks. I realized we were pretty dirty and a bit sweaty since it was so hot out today. I figured we should probably take a shower.

Since I felt like we were in a rush, I pulled Sweetie into the shower with me and we hurried up and cleaned ourselves. Well we cleaned each other, I had fun pushing her down and spraying the shower head all over her. Then we hung it up and soaped up and started wrestling, it was pretty fun. Sweetie Belle is actually a really cool girl, I hope Applebloom can see it too. I had to resist kissing her, even though I wanted to really badly, I couldn't welcome that kind of emotion between either of us. I think it'd be bad news for me too at this point.

Well after that, we toweled off and rushed out into the hot sun. We cantered down the road to The Acres. It didn't take too long to get there and Applebloom was waiting for us on the farmhouse porch with a grin.

"Come on in ya'll, she said yes!"

I knew she would. Applejack never says no. We went inside and settled down, I made sure to push them together as much as possible during the course of the day and evening. I was being pretty mean to Applebloom and really nice to Sweetie Belle. I think they both picked up on it pretty quickly and Applebloom began to take comfort in Sweetie Belle's kindness. It was all going according to plan. I'm a genius.

After it was dark out, I noticed the two holding hooves and nearly touching muzzles. I grinned, for some reason an empty pit filled my stomach while I watched a smiling Sweetie Belle stare into my best friend's eyes. They were falling, it was too easy thanks to me. I just wish my life could have a helping hoof, guiding me in the right direction from time to time. I guess that would be too much to ask, at the very least, I was able to help ensure my friends were going to be happy from now on. Maybe that's the route I've chosen, a guide shouldn't need to be guided. I can do this on my own, and as I learn from my mistakes, I can help others avoid them.

I quietly backed out of the door, closing it just as they were about to kiss. I sighed and forced myself to smile and be happy for them, then I headed out into the night. Applejack tried to stop me and ask where I was going, but I ensured her I would be fine and just wanted some air. I actually headed home and climbed into bed. It was pretty late and I was tired after a long day.

Now that I think about it, I really need to see Cheerilee, I miss her a lot. I hope she wants to see me too. I'll pay her a visit tomorrow.

~Scootaloo, out-

Rainbow smiled, despite the pain Scootaloo was falling into, she was a smart filly. She was wise beyond her age by far and it was likely thanks to everything she's experienced in such a short amount of time. It wasn't exactly fair for her to miss out on the blissful years that foalhood had to offer, but that's often the path a troubled youth is forced to take. Rainbow of all ponies could relate to that.

She glanced over to her still snoozing marefriend. Twilight had grown up in a very different way than Rainbow and Scootaloo, she was well cared for through her younger years and had every opportunity presented to her. In a world as unrelenting as Equestria, if you miss those opportunities you'll be doomed to the life of a lower class pony. Clearing the skies of clouds, gathering apples every year for the rest of your life, struggling to find that stroke of luck and get noticed, caring for an over abundance of wildlife, working in a simple bakery, these were the lives of the unsuccessful. Twilight was going to go far, she had everything she needed hoofed over to her from birth.

Rainbow felt a sense of resentment creeping into her chest but quickly swallowed it. Twilight did work very hard for everything she's achieved. All that studying and learning would drive most ponies insane. Rainbow silently apologized and kissed her on the cheek again, unable to control a smile that insisted on growing wide.

She cleared her mind and opened up to the next entry. She figured this one would be interesting.

So today had me nervous from the second I woke up. Cheerilee lived somewhere on the East Side of town and I was going to have to ask around to find her, which made me a bit uneasy in itself. I considered paying Sweetie and Applebloom a visit but figured they probably had a late night and wouldn't  be up this early. It wasn't really that early, I was probably just making excuses. I'll visit them later, it really doesn't matter.

I made my way down the road and trotted past the school. I never really come down this road because I don't know anyone who lives over here except Fluttershy. I don't think she really likes me so I try to avoid her as much as possible. Anyway, thinking about her gave me an idea, it wouldn't seem weird for me to ask her where Cheerilee lives since I know her and she know's that she's my teacher. I didn't really like the thought of it but figured it was my best option.

I trotted up to her cottage and knocked. She opened the door and put on her usual shy and overly polite facade that could sicken anyone. I resisted the urge to roll my eyes when she talked to me. I asked her where Cheerilee lived and just wanted to move on quickly.

"Oh, well, I'm pretty sure she lives down Wooden Bridle Drive. It's the big house with the daisies in the front yard."

I just nodded and turned to trot away. Then I stopped for a moment and sighed. "Thank you!" I couldn't be that rude to her, it's not like she's ever wronged me in any way.

So, Wooden Bridle Drive, I trotted down the road again and kept an eye out for the sign. It didn't take too long before I spotted it. One house did stand out as being a bit bigger than the rest, and sure enough, there were daisies in the yard. I guess Fluttershy's good for something after all. I knocked on the door and waited. It was really quiet in this unfamiliar neighborhood, I almost felt the eyes of strangers running up and down my back like knives, I just wanted her to hurry up and let me in.

I heard some strange sounds coming from inside, then she finally opened the door. She looked like a zombie or something. Her eyes were hardly open and she was all wobbly. I pushed past her and she shut the door behind me. It was really dark inside, all the curtains were closed and there was the dim flicker of candlelight coming from the other room.

"You okay Cheerilee?" Clearly something was wrong with her.

"Yeah yeah, I uh. I have a headache." She placed her hooves on her head and stumbled over to a couch.

"Have you been drinking?" It seemed obvious, my mom often drank and this is what she turned into when she did.

"Yeah, maybe a little... too much." She laid down and closed her eyes.

It was actually a pretty pathetic sight. I couldn't judge her though, I needed to know why she was doing this to herself, but I needed to tread softly to make sure I didn't upset her. It would be best to let her relax for a while and we'd talk when she felt better. I sat down next to her and brushed her thick mane out of her face. She was in pretty bad shape, I could tell she had been crying and something was obviously driving her to behave this way, but I had no idea what it could be.

She wasn't looking at me or saying anything, she just laid there staring at the wall. It begin to break my heart, I couldn't stand seeing her like this. She's usually so cheerful and upbeat, she's always fun to be around and talk to, I wish I had known what was wrong. I've been down in the dumps before, and she's always been there to cheer me up when I felt bad. I needed to return the favor this time, I just didn't know how. I'd have to try.

"So what's on your mind?" I really couldn't think of anything to say.

She stayed quiet for a while and closed her eyes. "I'm sorry Scootaloo, I never wanted you to have to see me like this."

She started crying and that made me start crying. I was actually really pissed that she did that, but I couldn't say anything. I took a deep breath and calmed myself down. I felt terrible for her. "It's alright, just try to cheer up okay? I'm here for you now and you can talk to me about anything. I love you."

I felt my heart sink when I said that, but it was true. She rolled over and hugged me, pulling me down. She was still crying but she seemed to be feeling a little better, which made me a lot happier. "I love you too. I'm so glad I found you Scootaloo."

I wasn't sure exactly what she meant by that, but she was talking to me, and she said that she loved me, which was more than I ever could have asked for. Her breath was pretty bad but I didn't care, I kissed her. I think she realized that she wasn't very clean or presentable and embarrassment began to sink in. She stood up and brushed her matted coat down. With a familiar cheerful smile, she winked and told me she'd be right back.

I crashed down onto the couch, letting my head land on the soft and still warm cushions. I put my hooves over my chest and tried to stop this nearly overwhelming feeling of simultaneous pain and bliss flowing from my heart through my entire body. I let my arms fall limp on the couch and I stared up at the dark ceiling. A subtle sense of sweet serenity was washing over me while I waited. This is exactly where I wanted to be, and she was about to make this dream come true.

A few minutes later she came trotting into the room again. My eyes had just finished adjusting to the darkness when she trotted up to the window and opened the curtains, letting the sun flood the dark room. I squinted for a second before she came into focus. She was simply beautiful. Her mane was still wet and she had it brushed to one side. When she turned to face me, the sun illuminated her brilliant green eyes. I sat up and stared at her while she slowly trotted towards me. The beaming light shining on her right side cast shadows that perfectly accented her amazing body while she walked. I was breathing strangely, I could feel it.

She was an inch away from my muzzle before I stopped thinking about things. I just closed my eyes and pressed forward. Her hooves wrapped around me and she laid me down on the couch. The feeling in my chest took over my body and mind. I was in love and wanted to express the emotions I felt for her in the most physical way I could. This was the first time I've ever felt so passionate about anything in my life. Our first times together weren't like this, I felt connected to her in a different way now, like we were a serious couple, like we were long term lovers. I wasn't her student anymore, but she was definitely about to teach me how to love her.

Rainbow let out a deep breath. She closed her eyes for a minute and tried to decide exactly how she should feel about this. She glanced down at the words and, as expected, all the explicit details were recorded. She skimmed down, paying little attention to that portion of the diary until she skipped the love scene. It didn't feel right to her. Reading about Scootaloo sexual experimentation and random fun was one thing, but this felt different. Rainbow knew she wouldn't want others reading about her private love life with Twilight. What was recorded in this entry was a moment meant to be shared only by the participants, it was far too personal, even for Rainbow.

I could feel tears welling up in my eyes while she held onto me. Her bed was so warm and felt like home. I never wanted to leave again, and I knew that I didn't have to if I didn't want to. Cheerilee loved me and would take care of me if I needed her to. And I'd always be here to take care of her in any way that I could. I'd say goodbye to Sweetie Belle and Applebloom, even Silver Spoon if I had to. I'd spend the rest of my life here in this bedroom if I could. As long as she was by my side, I didn't need anything else.

Rainbow forcefully closed the book, something just didn't feel right to her. The sound of the book being slammed shut caused Twilight to stir in her sleep. She leaned over and sat the book back down on the table, then leaned in to hug her friend. The warmth Twilight had to offer was definitely something to take great comfort in. The cute little mare peeked up and inched an eye open. She smiled and closed it again as she hugged her lover tighter. Rainbow sighed again, she felt the urge to do something she's never done before.

"I love you Twilight." She said it first.

The tired unicorn gave Rainbow a kiss on the neck and whispered, "I love you... too."

Rainbow Dash closed her eyes and brushed her muzzle across Twilight's horn. The sun wasn't shining so brightly anymore, it had lowered beneath a nearby building and cast a shadow into the room. It was comfortable lighting and very relaxing.

She calmed her mind and considered everything she's read so far. Rainbow wanted to hurry and finish that diary so she could drag Scoot out of her mess, or maybe... help her work through it. Scootaloo really seemed to care about Cheerilee at this point in the diary, and if Cheerilee really loved her back, then... Well stranger things are happening in the world and who's to say that they couldn't actually be happy together, whether or not it was morally acceptable was up to them and no one else's business. One thing was for certain, Cheerilee was very confusing to Rainbow, and she needed to talk to her about this.

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