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The First Time · FiM Short Story ·
Organised by RogerDodger
Word limit 2000–25000
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In Silence
I really shouldn't have been peering under the door like that, since I really really didn't want Rarity to know that I was, but I couldn't help it. Since she'd sent me into this bedroom, nothing had happened, my towel was itchy, and I was feeling that sludgy mixture of anxiety and curiosity in my stomach that came from waiting for things I had no experience with. So when I'd heard her talking with a man, I just had to do something.

Was it Big Macintosh? The deep tones coming from the hallway suggested that it was, though I couldn't be sure. Looking at his bare feet, freckled near the ankle, didn't really help identify him either.

Would he be my first? I shivered. They called him "Big" for a reason, after all. It would probably hurt. Rarity wouldn't put me up to something like that, would she?

I could see her feet too: bare like his, impeccably pedicured, nails painted the same color as her hair, lithe ankles pale and perfect. Her voice carried through the door suddenly, rising in that not-quite-irritating pitch that comes with excitement, and usually the word "idea".

"Oh there she is! Would you be a dear and direct her this way? Thank you ever so much!"

I stood and backed up. My intended was going to be a woman? I'd never been with a woman before. I'd never been with a man before either, but I'd at least "fooled around", as they say. I mean, I'd never even considered being with a woman, despite most of my friends swinging that way. It just hadn't come up.

The doorknob turned and hot panic flooded my chest. What should I do? Go lie down and pose sexily on the bed? Lean against the sofa behind me? Seductive pout? Show a little leg?

I ended up just leaning on the wall, doing my best not to look too frightened out of my mind as Rarity walked in with another woman.

"And here we are!"

When I said Rarity was pale, I meant it in the sense of perfection, like virgin snow. The color and clarity of Rarity's skin was a testament to her preening habits, to a quest for aesthetic perfection that began with herself. The woman who entered the room with her was also pale, but on her, the color looked anything but healthy. She could almost be described as sallow. Her thinness suggested malnutrition, not a rigorous exercise routine. Which was not to say she was unattractive -- her chest looked to be about the same size as mine, and her fine cheekbones were the one place where her gaunt physiognomy helped rather than hindered her appearance -- I was just...

Shocked.

Also her hair looked like my brother's and she was wearing sunglasses in a dimly lit room.

"Twilight," Rarity began, "I'd like you to meet a dear friend of mine: Vinyl Scratch. I thought you two might get on."

Vinyl Scratch smiled at me. That I couldn't see her eyes unnerved me slightly, but I tried to keep Rarity's words from earlier in mind.

"If you're certain you're up for this, Twilight, my intimate soirees are the perfect places to meet new friends. And even if you don't, you can still have a little fun with a stranger and you won't have to worry about waking up next to them in the morning and things being awkward."

Putting on a smile, I stepped forward and held out my hand. "Hi, I'm Twilight Sparkle." A number of things happened.

Vinyl Scratch cocked her head towards Rarity, who made a little gesture with her hands that didn't mean anything to me. At the same time, I heard her sigh; I'm pretty sure she said something like, "Twilight, you really are a virgin." From this, I deduced that things had just gotten awkward. Lastly, I realized that I'd been holding my towel up with one hand, since I don't have enough cleavage to tuck it in like Rarity could, and that that hand was now extended, awkwardly, in the air between myself and Vinyl Scratch.

I turned beet red. My hand fell, unshaken, to my side. Vinyl smirked at me and made a honking noise I thought was a laugh. She made a show of looking me over, and so help me, I couldn't not sheepishly cover myself with my hands.

"Twilight, Twilight." Rarity clucked her tongue. "I suppose I should have expected something like this." She moved past me, gathering up the towel with one deft motion. "You're not supposed to... Look, Twilight, I know you're new at this, and I appreciate that this might be somewhat intimidating for you, but just relax, please. All you two need to do is come to an agreement and let your body guide you."

That was not exactly helpful. Vinyl Scratch stepped forward, taking my hand and gently lifting it from my chest. She smiled, looking me over again, and made another swift series of hand motions.

"Go ahead," Rarity said.

"Go ahead what?"

Rarity's eye rolling was audible. "Go ahead and take it off of her, silly."

I suddenly realized that I was about to have intimate relations with this woman in front of one of my best friends. Heat crept back into my face.

"Sh-shouldn't you be going off to see your, umm, match, Rarity?"

"What? Oh, of course not, silly, I'm staying here!"

I turned around, or tried to, as Vinyl grabbed both of my hands and pulled me back to face her. She smiled and planted a small kiss on the end of my nose.

"What? Why?"

"Well, it's obvious you require a chaperone." Rarity sighed again. "And Vinyl needs an interpreter. That's my primary purpose for being here."

"Inter..."

It clicked. The hand motions weren't just random motions, they were sign language. Vinyl Scratch was deaf!

All that heat suddenly shut off, transferring along the thermal scale to become a lump of ice in the pit of my stomach. No, this didn't seem right. I couldn't... Would that make things really difficult? Especially with Rarity watching our every move?

"Is... she okay with this?" I asked, craning my neck around to look at Rarity.

"Talk to her," Rarity said, frowning. "Just pretend I'm not here, Twilight. Well go on; she lip reads rather well."

Shamed, I turned back to my impromptu partner. "Are... you okay with this?"

She gave me a look that read, "Well, duh."

"What should I do?"

Despite the glasses, I could tell Vinyl was rolling her eyes. She released me, took a step back, and undid the knot in her towel. I really had no idea how she kept it secure, and the method eluded me as the knot evaporated and left her bare.

The thinness of her limbs really didn't translate to the rest of her body. Her skin was still pale, yes, with that linger sallow undertone, but she really didn't come off as underfed, like I'd initially thought. The shape of her body was honestly similar to mine, notwithstanding the inch of height she had over me. She stepped toward me, still grinning, her breasts bouncing slightly. I saw her nipples stiffen, and I had to admit, my own were undergoing the same process. Maybe I was ready for this.

She encircled my waist with both hands and pressed against me. That coldness inside me dissipated as she kissed me gently on the lips. I could feel the warmth of her body suffusing me, the strands of electric blue hair brushing against my forehead. I closed my eyes and kissed her back, reaching up to grasp her shoulders lightly.

I waited for our lips to part, then asked softly, "What should we do?"

Her fingers traced odd shapes over my back, and I realized she was signing at Rarity. The remembrance of my friend watching my nudity, my closeness with this other woman, brought my cheeks back to a flush. This was going to be horribly awkward, wasn't it?

"Get to know each other," Rarity said. I closed my eyes, breathing in through my nose, and told myself that that was Vinyl Scratch's voice, not Rarity's.

"Don't be afraid, Twilight," Vinyl whispered through Rarity.

My eyes opened. I looked up at Vinyl, drew my hands up around her neck, and kissed her again. Her hands trailed over my back and down my sides. Her breasts pressed against mine, pushing them down just a bit, and she rubbed her hips against me, pushing me back against the sofa. I tasted her mouth, soft and minty, and explored the curves of her scapulae with my fingertips. One of her hands roamed over my ass, then lifted my thigh, wrapping my leg around her. I responded by brushing my fingers across her breasts and then, letting go of fear, grasping them firmly.

I felt like I'd been swimming for days and just now spotted land.

The upper surface of her thigh rubbed between my legs and I moaned. Actually, it was more of a moaning, choking, startled gasp into her mouth, which made me feel silly and disoriented. I was wet; she was sexy. I couldn't deny it any more: I wanted this.

Her head dipped down to my sternum, pressing kisses along my left clavicle. She was obviously moving downward, and I took my hands off her to grip at the sofa instead. The support was a good idea, because she started sucking on my right nipple and oh my Celestia, that felt good. Her hands went from gripping my back to my hips, and one pressed against my mons. She ruffled my pubic hair, which seemed kind of a weird thing to do, but then she pressed her finger against my labia. If there had been, at that moment, any doubt in my mind about my first time with a woman, her touch erased it.

I came.

I'm slightly embarrassed to admit it required so little on her part, but... Well, no one had ever touched me that way before. I hadn't even touched me that way before!

I threw my head back and shouted and my body kind of vibrated. Vinyl snorted loudly and looked up at me, bewilderment and amusement mingling on her face.

"Goodness," Rarity said quietly behind me. Vinyl looked over and signed something to her; she laughed.

"I think you two should move to the bed before one of you falls over, Twilight," Rarity said.

I most definitely did not want to move, and then found that it was not easy to do so, since my legs were apparently made of jelly. Vinyl half-dragged me across the floor and I collapsed at her feet as she sat on the edge of the bed.

Then I figured, since I was in the right position, why not return the favor? No fear and all that. I put my hands on her knees and smiled up at her; she got the hint quickly, leaning back on her elbows. Before I knew it, I was nose-deep in vagina.

This was, I mused, not the strangest thing I had ever done, and yet perhaps not the sort of experience I should have just dived into. The scent was overwhelming; the taste not entirely pleasant. But Vinyl's hips were shivering as I licked at her labia and clitoris, and I realized that above all else, I wanted this woman to feel what I had just felt. It just looked like it was going to take a little more work.

I shook my head, letting my hair spread out over her thighs and belly. It seemed like the added stimulation was doing the trick. Her hips lifted and I curled my arms underneath her, keeping her vulva up where I could access it without having to lean over so far. I dug in, so to speak, and watched her grip the sheets. Hey, for a virgin, I wasn't doing too bad at this!

Then she made the loudest, most horrible noise I have ever heard come from human vocal chords.

I understood that she couldn't hear what she was doing. I understood that, if she'd been born deaf or lost her hearing at a young age, she probably didn't know how to talk at all. That didn't stop me from feeling horrendously awkward. Not to mention I was so surprised that I lost my grip on her waist and her rear half flopped onto the bed. She slapped the mattress a few times, biting her lip, and I looked to Rarity, at a loss for what to do.

Her hand was between her legs.

I nearly fell onto the bed. One of my best friends was actually getting off while watching me have sex with someone else? It was more than stunning, it was... Impossible? Did I not consider my friends as sexual objects, or partners, or... whatever? I mean, it's not like I didn't know that Pinkie had slept with most of them, or that Rarity threw these sex parties every now and then, but until that moment, the subject of my friends' sexuality, of their sexual being, had just never crossed my mind.

I really was a virgin. I guess there was nothing saying Rarity couldn't enjoy herself at her own parties. I mean, if she had to be my chaperone, she ought to get something out of it, right?

Rarity noticed me staring at her. She cleared her throat, pushed a stray lock of hair back into place, and said, "Twilight dear, I shouldn't have to tell you this, but your partner is currently being neglected. I do believe she just said that if you don't turn around and start eating her out right now, she will introduce your rear end to the back of her hand."

I probably squeaked as I turned around and penetrated Vinyl with my index finger. I made a quick vector calculation and curved it upward just slightly. The gasp and groan she emitted signaled that I had succeeded in finding her G-spot. It didn't take much in the way of rubbing for her to let out a series of three more loud honking sounds, interspliced with sharp inhalations.

With a soft moan, she smiled and reached out her arms to me. Guessing at her intentions, I climbed atop her and laid down. She smoothed my hair back, smiled, and kissed me. Then she signed something.

"I already told you, you need to focus on me and not her. Now come on, let's try this one more time, huh?"

"W-what do you mean?" I asked, and actually did not look at Rarity this time.

"You're cute, so I'll give you another chance. Show me what you can do."

She pulled back a bit, and I let her move, scooting across the bed. She gestured for me to lie down, then shook her head, motioning for me to turn around. Suddenly, I got the idea. Once again, I hadn't thought about something related to sex. I promised myself I would find every book on the subject that I could once I got home.

But for now, I underwent the slightly confusing process of overlapping legs and then scooting together until our pelvises touched. The initial bump sent a shockwave up pleasure up my body, and soon we were grinding and gyrating against each other. The act wasn't as penetrative as I normally preferred, but every motion produced immediate, gratifying pleasure in both of us.

I tuned out the sounds she made and soon realized that Rarity was once again enjoying herself across the room on the sofa. The thought now made me feel... good. I liked enjoying things with my friends, after all; why not this? I didn't look at her, focusing instead on Vinyl as she'd asked me to, but hearing Rarity's moans of pleasure mixing with Vinyl's and my own, I felt like we were all connected, sharing the joy of this moment together.

Vinyl Scratch had two orgasms in a row; I had three and then I couldn't take it anymore. I collapsed back onto the bed and couldn't move beyond moaning happily. She dragged herself over and laid down partially on top of me. I gave her a big hug and mouthed, "You're amazing" at her. Because really, she was. I had had things all wrong from the start, but I was so very glad I'd gone through with all of this. I couldn't think of anyone better to lose my virginity -- well, my lesbian virginity -- to. She grinned, gave me a long kiss, and then stretched, kneeling on the bed. I watched her breasts sway as she snapped her fingers, getting Rarity's attention.

"Oh my!" Rarity suddenly appeared from the sofa, hair a total mess. I thought I could see something wet on her fingertips, but she licked them clean with barely a thought. "Did you have a good time?" She asked it vocally and in signs simultaneously.

I nodded. Vinyl did as well, then clambered off the bed. She walked over to Rarity, took her hand, gave a little bow and kissed it. Then she slid a foot under one of the towels on the floor, kicked it up, and wrapped it around herself. Pausing to wave at me, she strode with stiff-legged jauntiness out the door, leaving me feeling slightly bemused.

"Well, Twilight, what did you think?" Rarity was absent-mindedly fixing her hair as she walked over to the bed. Her towel, I noticed then, was hanging off her shoulders, giving me a view of her impressive bust that I knew one little green-haired boy would have killed to see. Her stomach was trim, her labia wet, and her, uh, "landscaping"...

It was shaped like a heart.

I coughed, suddenly feeling embarrassed once again. She was still my friend, after all. The towel wrapped back around her as I tried very hard to look at the ceiling and remember what she'd just asked me.

"I had a good time," I said softly. "Did you know I'd never been with a woman before?"

"Mm-hmm. I thought it would be a bit easier on you for your first time at one of my parties."

I smiled at her. "Thanks, Rarity."

"Why, it's my pleasure, dear. Just remember that, next time..."

My eyebrows perked. "You mean I can do this again?" Suddenly I was on my knees, grabbing her hand and pumping it. "Thank you, thank you! I promise it won't be awkward at all next time! I'll read every book about sexual intercourse I can find!"

Her face contorted in a look that read "Twilight just said something silly again" and laughed. "I'm sure you will, dear. I'll trust you to come prepared, then?"

"Of course." I grinned. "What are friends for?"

I stood, moving over to grab my towel. As I did so, Rarity slapped me on the butt. The actuality of it was more shocking than the pain. My back straightened and I let out an, "Eep!"

"What are friends for indeed?" she said, chuckling. "See you next time, Twilight."

She left the room then, shutting the door behind herself, and leaving me to wonder just what it was she'd meant by that.
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