Category 5

Summer went by like a tornado, the odd seasons of Equestria making it last for 4 months was rather unusual. During the waning days of the summer, I took Spitfire to the beach for the first time in her life. The sunset was the prettiest thing she had ever seen in the world.

“Yet it doesn’t even come close to your own beauty.” I whispered in her ear.

“You really are a gentlecolt” She smirked, kissing me on the cheek.

“Hey, there’s something I’ve been meaning to ask you.” Spitfire started.

“And what is that?” I asked, raising an eyebrow in the fading orange light.

“I was wondering if I could maybe, come with you to Ponyville and crash there for the off-season.” She asked.

“For Luna’s sake Spits, you live with me in Cloudsdale, why would I not let you live with me in Ponyville?” I laughed

“Because I’m a hot mess.” She said.

“More hot, less mess” I chortled.

“Goddess you have a way with words. How the buck were you not getting laid left and right?” She asked me

“Nopony really talked to me that much except for Lotus and Aloe. I was pretty reserved” I told her. She giggled.

“Come on, lets get to your house. I am super horny right now and-” She started

“Then lets just buck here on the beach.” I smirked

“Oh my goddess, it’s like you know my fantasies!” She exclaimed, shedding the small bikini bottom she had worn and mounting me.

It was the best sex we had yet. But that was about to change.

After we had our fun, Spitfire and I returned to my home in central Ponyville. The next morning, before going into work, I decided to cash in on a few favors from an old friend.

I knocked on the large solid crystal door. A purple dragon answered as I had expected.

“Hey Dave! Been a while!!” Spike said.

“Nice to see you too Spike. By any chance, have you seen Twilight?” I asked him.

“She’s passed out upstairs. Wait what are you-” Spike asked as I climbed the spiral staircase that I knew lead to Twilight’s room.

I opened the door and saw the alicorn snoozing in her bed. A devious grin made its way across my face.

I crept over to her as Spike watched mortified.

“Take notes. Rarity will love this stuff!” I whispered to him.

I began rubbing at the base of her wings.

“Ohhh Flash, you’re very-” Twilight moaned and suddenly stopped as she laid eyes on me.

“GAHHHHHHHHHHH!” She shrieked, her wings popping out and elevating her skyward.

“Still dreaming about that guard I see?” I say, a shit eating grin on my face.

“Can it Dave. Why are you here?” Twilight asked, lowering herself to the ground.

“I need a favor, one of many that you owe me.” I told her.

“Shoot.” She said, popping a mug of what I assumed was coffee or tea into existence.

“Could you, uh, turn me into a pony?” I asked her.

How convenient that she was drinking a scalding hot beverage.

She spat out the tea as I quickly identified before the boiling water hit my face. I yelped in pain and covered my face with my hands.

“Pony feathers! Sorry!” She yelled.

“FUUUCK!” I screamed, the skin now blistering.

I heard an aura of some sort before feeling all the pain vanish.

“Thanks Twi.” I muttered

“Sorry, I was just surprised.” She said sheepishly.

“Is this about Spitfire?” She asked.

“Yeah. Do you think you could do it?” I asked her.

“I can since I did it once, I just need to know, would you want to stay fertile or have me make you infertile?” She asked, poofing a book into the room, opening it.

“Keep me fertile.” I said, “I hear shit goes wrong when you try to do that and I have a few thing to ask her as well"

"Oh? Are you thinking about popping the question?" She asked

"Maybe, now can you do what you need to do?" I said, motioning for her to hurry up.

“Ok, Ok. Ready?” She asked me, her horn lighting up.

“As much as I’ll ever be.” I grunt.

I felt a great warmth in my chest that slowly spread out to every limb. I closed my eyes for a brief moment and opened them at a little bit higher than Twilight’s horn. I fell onto all fours, found a mirror and looked myself over. I looked pretty good, tall, muscular, light blue coat, brown mane, and wings.

“Nice, I’m even a pegasus!” I said, fluttering my wings.

“I can give you a hand with those. Here,” She pressed her horn to my head and transferred her knowledge of flight to my mind. I reeled back, my head spinning and becoming dizzy.

“Woah!” I yelped, falling on my flank.

“Easy there buddy! You ok?” She asked.

“Yeah, I’m fine.” I cough.

“Yeah you are fine.” She muttered under her breath, twirling her mane with her free hoof.

“Excuse me?” I grinned.

“Oh! Nothing, nothing at all!” She blurted out.

“You really are terrible at lying.” I laugh.

She blushed a vivid shade of pink.

“Get out, before I change my mind.” She chuckled.

“Who knows, maybe I’ll run into Flash later...” I said.

Her eyes bulged.

“You wouldn’t dare!” She growled

“No, I wouldn’t as I like my neck firmly in place where it is now.” I said, smirking.

She gave me a sideways look that said “Get the buck out now”

I knew Spitfire would be out for a while as she wanted to do some shopping around town. I had a plan for when she got home in the late afternoon. First, I would show off my new body, then, I would take her to the place that we shared our first intimate moment. I remember it like it was yesterday, the setting sun, the hillock, her lips meeting mine, enjoying each other’s company...it was like a dream come true.

I readied myself as well as dinner into a picnic basket for the two of us, being sure to slip the little velvet box that Rarity gave me, then sat on the couch. I heard the door open as Spitfire walked in.

“Dave, I’m home! I think you’ll love the cute little dress I got!” Spitfire said in a very un-wonderboltish way.

“I can’t wait,” I said, standing up, revealing my new body to her.

Her mouth dropped open, dropping the bags she was carrying. She walked over to me, her maw now closed, examining me, as if trying to make sure I was real.

“Well?” I asked.

“Did you do this for me?” She asked, tears welling in her eyes.

“Who else would I do it for?” I told her

She leaned up and kissed me, the feeling much different than when I would kiss her as a human.

“So, what do you have planned?” She asked.

“Why don’t you put on that little dress of yours and I’ll show you.” I whispered in her ear.

She squealed with excitement and galloped upstairs to change. When she came back down she looked amazing. The dress was white with little green vines and branches snaking around the fabric. It hugged her form and accentuated the movement of her flanks. Her fiery orange mane was clipped away from her face.

I lifted the basket and motioned towards the door.

“Shall we?” I asked.

We flew until we reached the exact same little hillock that we had shared a year ago.

She gasped as she recognized the little meadow and grassy hill. We touched down and I laid down a blanket and picked the dinner out of the basket. It was a simple salad with fresh brook trout, her favorite. After our meal, I put everything away, leaving just the two of us on the blanket, watching the golden sun sink below the horizon. I laid back as she nuzzled her head into my shoulder. She shivered as the cold fall breeze nipped at her fur. I wrapped my hooves around her and brought her in close, letting her cozy up in my warm embrace, she melted into it with the resistance of a knife through warm butter.

“Oops! I think I dropped my mane clip in the basket.” She got up and opened the basket as I relaxed. All of a sudden she stopped rummaging and reached into the basket, pulling out the velvet case that I had forgotten about hours ago.

Fucking Hell! How did I forget about that?

“Is...Is this what I think it is?” She asked, the color from my face draining as her orange eyes probed into my very soul for an answer.