Twilight's Coronation Party

Twilight’s next conquest was Fluttershy, and this was one that she was very proud of. The timid pegasus agreed to accompany her back to her room, and she began the gentle process. After mating with Rarity, and feeling the soothing nature of “proper” love making, she thought she’d try it out with Fluttershy. She knew she couldn’t be anything more with her, due to her almost perpetually frightened nature. Even though Fluttershy had come a long way in terms of bravery and fortitude, she would always have something inside of her that caused great fear. Some tic that made her jump and squeal.

So, when Twilight began kissing her, she pulled out and backed away. Her shivers betrayed her nervousness, and Twilight began wondering whether or not she was making a mistake. She calmly cooed into Fluttershy’s ear, and ran a comforting hoof through her soft, pink mane. “It’ll all be alright,” she said, “why don’t you let me be one with you for this evening, hm?”

“Oh, Twilight,” Fluttershy said, “it’s not that I don’t cherish our friendship, and I love you like a sister, but that’s just it. You’re like family, and sleeping with family makes me feel weird and nervous and scared and-“

“Sh…” Twilight said, putting a gentle hoof to Fluttershy’s lips, “…the fact is, we aren’t family. This isn’t incestuous in any way, Fluttershy. It’s just two friends having fun together.”

Fluttershy shut her eyes and looked away. She had an awful secret, but one that she never shared with anypony else. The truth of the matter was that she was still a virgin. She was afraid that her friends would laugh at her if they knew that she had not been lucky with a stallion. She had been out with a few, but they’d always thought of her more as their frightened baby sister than a lover. I’d love to have a stallion bed me down, she thought, but…I suppose…a first time with Twilight…might not be so bad.

“Twilight?”

“Yes, my sweet little mare?”

Fluttershy felt her knees knock at Twilight’s gentle words. She never realized just how beautiful her friend was before. The moonlight that shone in through the window reflected off of her bright purple irises, creating a cocoon of comfort that Fluttershy couldn’t escape. She didn’t want to escape it, either. She was entranced by the luscious mouth and perfect young body standing before her.

But she shook her head and prepared to reveal her innermost secret. “I…I…I’m a virgin!” She finally cried, “I know I had told you all that I’ve had plenty of experience in bed, but that was just so I could feel like part of the group! I’m so sorry, Twilight! I lied…to you.”

Twilight looked shocked. Fluttershy had told them all that she had been to bed with many stallions. She had always expected that her yellow friend wasn’t disclosing everything, but hearing it said aloud befuddled her. She sighed sincerely. “Fluttershy,” she said as she wound herself around the frightened pegasus, “I’m very disappointed in you. You realize that this means our sexual experience has to be something more now.”

“Oh, please, oh, please, don’t be rough!” Fluttershy begged, “I’ll do anything, just please no rough stuff!”

Twilight smiled and kissed her cheek. “It’s okay, my Flutter,” she gently said as she nuzzled Fluttershy’s face, “I forgive you. But the reason our experience is more is that now I have to be extremely careful. But it’ll also be extremely special, because it’ll be your first time. Come and let’s get under the covers.”

Twilight beckoned Fluttershy to follow, and she gently tucked her in. She got into bed beside her and the two shared a few moments of passionate kissing. Fluttershy’s mind finally gave in to her heart’s desire, and she found herself wrapping her hooves around Twilight. The ascending ruler, for her part, allowed Fluttershy to be as free as she wanted to be and the yellow Pegasus tried her best to show that she wasn’t a complete ignoramus when it came to sex. Her parents had taught her about vaginas and penises, and she knew exactly where Twilight would want to be touched.

“That’s it, Fluttershy,” Twilight groaned in a breathy voice as her friend’s hooves finally found her soaking folds, “play with my pussy…that’s a mare…that’s a mare…good girl…”

Twilight’s words caused Fluttershy’s systems to go haywire, and she kissed her once again. Her hooves continued playing with the ruler’s vagina until she felt it begin to cinch up, and then spill liquid on her. When that happened, Twilight gently removed her friend’s hooves and began administering her own massage. It was easy to get Fluttershy to begin moaning, as she had never had this done to her before. The times when she was in heat were the most difficult, but she found that gentle masturbation to pictures of both her friends and some stallions helped.

“Oh, Twilight,” she groaned, “it feels just like it does when I touch myself, only better…”

“Oh…you touch yourself?” Twilight asked, nibbling on her friend’s ear and staring deep into her pretty blue gaze, “you like giving yourself pleasure?”

“Yes,” Fluttershy moaned, “I do! But…it doesn’t compare to this! Oh…Twilight…please…keep going. I want more!”

“So, then…you know what an orgasm feels like?”

Fluttershy nodded, and Twilight took that as a silent cue to try sticking part of her hoof into her friend’s slit. When she did so, Fluttershy howled in pain and Twilight immediately backed off. “Are you alright?” She asked, kissing her cheek.

“No…” Fluttershy said with a shaky voice, “…I never knew it would hurt!”

“The first time always hurts for a second, but then it’s replaced by the greatest feeling in all the world. I’m proud to be able to be your first mate, Fluttershy, and I want to take your virginity. I’m just trying to figure out how best to do it.”

Twilight looked around her room, and then spied her “special closet.” She kissed Fluttershy again before rising from the bed and trotting over to the area, making sure to keep her privates in the Pegasi’s view the entire time. When she got there, she bent over slowly and picked up a small strap on in her hooves. She took it and sucked it, ensuring that it could slip in and out easily. That way, the pain will be lessened, she reasoned, this should make Fluttershy happy.

She put it on and then got back in bed. Fluttershy noticed the fake appendage and gave a worried look. “You’re…gonna put that…inside me?”

“It’s not very big,” Twilight responded.

“But it’s still penetration!” Fluttershy quivered, “Twilight, I’m scared!”

Twilight pulled Fluttershy in to a gentle hug and rubbed her plastic penis over her friend’s folds. This elicited a squeak from Fluttershy, followed by moans of delight. The purple pony could tell that, as long as the touching was external, Fluttershy enjoyed it. It was whenever actual intercourse was attempted that Fluttershy became extremely nervous. So she kissed her deeply, entwining her tongue with her friend’s, and drove herself inside with reckless abandon. Fluttershy screamed into Twilight’s mouth as unthinkable pain shot through every pore of her being.

“Sh…sh…sh…” Twilight said as she broke the kiss, “it’s okay, Fluttershy. There, now. You did it! You aren’t a virgin anymore, and now the fun can truly begin.”

She gave Fluttershy a moment to get used to her, and then began moving herself in and out of the Pegasi’s tender pussy. There was a little blood, but nothing to get worried over, and soon, Fluttershy found that the sharp pain was taken away and a new feeling took its place. This was one that she did not wish to stop, and she made it plain that Twilight should go faster.

“As you wish, darling,” Twilight cooed.

She ramped up her rhythm a bit, but not to the point of a complete pounding. Fluttershy nestled further into her chest as she continued. Their bond was deepening with every passing thrust, and Twilight could feel it. She had never been this close to Fluttershy before, and she thought it was some of the best sex she’d ever experienced. Her thrusts never went faster, but Fluttershy’s moans were beautifully appropriate. “Oh…just like that, Twilight…I…love…you…”

“I love you, too,” Twilight panted, “I love all of you, which is why I’m being so physical with everypony tonight.”

Twilight’s rump continued its beautiful work, and Fluttershy buried her head into the purple pony’s shoulder. Her muffled moans and groans were an undercurrent to the wondrous lust and love that permeated their bed. For this moment, they were unabashed, unashamed mates, and they would not have had it any other way. Twilight felt her love for her friend grow and grow, and suddenly she hit her with another kiss. But this one was filled with friendship and trust, and Fluttershy felt a brick load of feelings slam into her very soul. She lost control of her body as Twilight thrust into her one final time.

Her muffled scream was amazing to hear, and she unloaded all of her liquid onto Twilight’s fake penis. The ruler gently pulled out of her as she came down from her high. “Oh…Twilight!” Fluttershy exclaimed as she panted, “that…was…wonderful! I’ve never felt anything anywhere near that! It was the best thing I’ve ever experienced! Thank you, my beloved friend! Thank you!”

“You’re welcome, my Fluttershy,” Twilight said, “you’re very welcome.”