Equine Sexual History: Fluttershy

by gale-wind

First published

Gale Wind interviews Fluttershy.

Gale Wind's research has brought him to Ponyville and his second appointment for the day, Fluttershy. She talks about her youth influenced her to suspect she'd never be wanted, her secret fascination with animal mating, her desire for eventual motherhood, her first relationship and how she got involved consensually with a third party.


Information on Gale Wind

My Universe

Alpha Lesson

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Gale Wind was finally building a rapport with the quiet young pegasus. She would only agree to do the interview in her small cabin. This wasn’t unusual, though Gale was certainly not used to so many animals. Fluttershy was a difficult case to open up. But she seemed committed to the concept of the sexual survey, and had promised that, if the researcher that if he’d keep at it, she would answer every question honestly and completely.

She had just gone to the kitchen, having started some tea at the start of the interview and excusing herself to get it. She poured both of them a glass; receiving a thanks and a small smile of appreciation. It was a calming herb; not his suggestion, but it was excellent for the purpose.

“Um… where were we… Mr. Wind?”

“Gale is fine. You had just told me about your current relationship. The gentlecolt named Caramel?”

“Oh yes. He’s a wonderful somepony special. I couldn’t be happier that my friend Apple Jack introduced me to him.”

“So this is your first sexual relationship?”

Fluttershy blushed to the question… but Gale Wind just sipped his tea calmly. She wasn’t the first pony he’d interviewed that was shy. He could wait it out. He knew her decision, and that she wouldn’t back out. After a few stutters, she started to speak again. “Yes… I… didn’t really know if I’d ever get somepony special in my life. I couldn’t imagine having s…” She sighed and relaxed, “Sex before that. It has been…. nice.”

He waited a moment, he didn’t want to push her. “Have you ever thought about cheating on your special somepony?”

“W…what? How… I mean…” The pegasus’s wings pulled close to her body. He had noticed that this was a sign that something troubled her. “I… I would never do something to hurt Caramel.”

He raised an eyebrow… he knew something was up. But he could tell she wasn’t the type to lie… she was much more likely to say something differing. He waited… whatever was on her mind, he knew it was eating at her. He knew she couldn’t pretend that she was ready to move on to another question.

“Alright. Y..you really must know these things? These are important?” She had quite a look of shame on her.

“Everything about you is important. That is part of being alive. As for this study… every detail teaches us. And it may let us know that when we feel ashamed, we really shouldn’t.”

She nodded… he did know how to make people feel at ease.

“I had never thought about it… but it happened. Well, no… it wasn’t cheating. I don’t really even know what it is.” She was trying to sound more sure, but she had quite a bit of guilt, whatever it was she did.

“Perhaps I can help you focus. Does Caramel know about what happened.”

“Yes… because… he was there. He… sort of made it happen.”

Even to him, a girl like Fluttershy made for a surprising individual for this sort of behavior. But he hid it perfectly. “Please, do go on.”

“Well… it started some time after the last Grand Galloping Gala. Me and my friends had met many of the members of the Wonder Bolts. I hadn’t realized, but it seems one of them… um…”

“In two days, even I won’t know who it was.” He could read her nervousness on anonymity. It was one of the most common concerns.

“S…Soarin’. He thought I was, well… pretty, I guess. I saw him one day in the market, when I was out with Caramel. I… well, the story is a bit long here.”

“Tell me what you think needs to be told. I’ll let you know if I think there is something important omitted.”

She felt more at ease. “Well… Caramel told me later that he had been flirting with me… and I felt bad, because he seemed bothered by it. I don’t think Soarin’ knew I was dating Caramel.” Gale put a note down, circled it, and put another note beside it in parentheses. This was the notation that he believed the subject said something that was either a lie, or they didn’t know wasn’t true. It was his suspicion that the Soarin colt didn’t care… he could identify an alpha type personality, even in passing.

“We all come back here” She continued, elliciting his head to tilt,

“Your home?”

“Yes, here. He messaged both of my wings. It was really good. See… Caramel does like to give me massages… he can do a pretty good job. But he stopped trying to help my wings. He just… didn’t understand.” She had been opening up… but her wings still cringed. Memories of painful attempts. “Soarin’, though, knew exactly what to do. But, it wasn’t long after that he left. Caramel seemed really depressed. We uh… we had sex after that. It was really the best we’d ever had. I mean, I thought so.”

She smiled… it was hard for Gale to remove that smile with his next question. “Did you think of Soarin’ when you had sex?”

She blushed and turned away. “Of… of course not. Well… maybe a little. Just a little. Mostly about how good my wings felt. I felt very free.”

He marks down a few things. “So how did this progress from there?”

“Well… it was Caramel, actually. He was supposed to come home for dinner, and he was a little late. But he had come home with Soarin’. I had thought he didn’t like him. But he was quite clear that he had asked him to come along. He asked me if I wanted to… well…” She blushed… the shame coming back now.

“Did you not want to have sex with Soarin’?”

“Well… yes. I mean… no.” She sighed. “I didn’t want to cheat… but for the days between that massage and when they came in, I kept thinking about him. I… I…” Her guilt was getting bad again. “I even touched myself… fantasizing about him. But I’d never actually do anything! But there they were. And he asked if I wanted to… have sex with Soarin’. And I did, of course… want to. Apparently… Soarin’ wanted to show Caramel something. I didn’t understand… but they were both very insistent that I tell them that if I was interested. It was hard for me to say… but I did want it… and so I said so.”

Gale poured her a fresh cup of tea. This was clearly one of her biggest secrets. She drank the full cup at once, and felt better for it. “So… I did. Soarin is much bigger than Caramel.”

“Do you mean his body, or his penis?”

“H…his…” She blushed. “Both. I liked his body more, though. We all went to the bedroom… he was such a powerful person. But he never hurt me.”

“Did you do anything with him not normal to your sex life.”

She was quiet… but the worst was over, “We did… the… weird position.”

“There are many positions. Which one?”

She found the street name so… silly. She blushed a bit, “Monkey style.”

“With you below him on the bed. Did you enjoy it?"

“…yes. He got so deep in..inside me. And he lasted a bit longer than… well, than Caramel.” She recalled in greater details of the sex she had. How her breasts bounced with each push, how she moaned… she had barely ever been able to make much more than a whisper before.

“Was that the end of it?”

“No… I… I asked Caramel to continue with what Soarin’ had been doing. Only… now, Soarin was touching, and kissing. All while…” She was actually feeling excited again… panting a bit. “It… was wonderful.”

He paused. “Why don’t we take a break for a moment. Take a moment for yourself, Fluttershy."

She nodded, a bright brown blush on her yellow cheeks as she walked into another room… just for a moment.