Twilight Sparkle and the Stupid Original Pony

The Gangster Goblin de-rezed after I skewered it. Its essence returned to the forest of beginnings as its pathetic little cry faded.

“Great job,” Leon said “you’re improving a lot!”

I had graduated from stick drills, to practice with a dull sword, to facing smaller monsters with a real sword.

“You did the feint-parry-twist-stab just like I taught you - gets these smaller nuisances more often than not. With your reach, and any weapon no shorter than a bastard sword, most non-boss varieties of goblins should not be any threat at all. It’s an old Sechen technique, but they don’t teach it anymore.” Stepping where the monster had just died he added “Now show me again what you do if he successfully dodges you and parries your stab.”

We went through the same moves that had lead to the goblin’s death; when we got to the point where I stabbed, Leon suddenly wasn’t there anymore. Half a step to the left of where I expected him, he parried with the strength of a well trained warrior. Instead of fighting his strength I harvested the momentum to come around with an upward slash. Whereupon Leon smashed the blade from my hand, leaving my fingers stinging.

“You’ve got the move down, Tangent, but you’ll need to work on that speed if you ever face a monster as good as me.”

Maybe I would have been faster if my focus had been on task. I truly did appreciate Leon teaching swordplay but progress notwithstanding, I was distracted recently. Twilight’s latest taunts, and a night transformed into an unknown creature to serve her desire, had left me direly in need. I really wasn’t used to these feelings.

“But I think you’re ready something bigger,” he continued, smiling broadly. His strength, his confidence, he was… handsome.

“Bigger?” My thoughts were running to strange avenues and I only half-heard Leon’s suggestion.

“Yeah, a harder challenge.” His fox ears perked up enthusiastically; dappled sunlight played across his bare chest. This was getting distracting.

“Harder?” I asked, utterly lost.

“Do you think you’re ready to take on the Empire? The Sechs?”

“Sex?”

“Dude! Don’t stare at my junk like that! I’m already going crazy ‘cos I have to see Avani every day and she’s spending her nights with stupid horseboy. I’m horny enough to fuck an oak tree. Keep staring and I’ll start getting ideas that you won’t like.”

“I’m already having those ideas and I do like them…”

“Tangent. What are you saying, kiddo?” A blush rose to his face.

I dropped to my knees. “I’m saying get your pants down or I’ll chew through them.”

I had never seen Leon get flustered before: he’s too smooth to be easily discomfited. He slowly unbuckled his belt, dropped his trousers. His erect cock sprang free as the pants fell. I carefully took it in my hands and kissed. I was shaking.

“I’m not really sure how to do this,” I confessed, “but I know I want to try.”

“Just do whatever you enjoy when someone is sucking yours. Chances are good that I’ll like it too. And if I don’t, you should be able to tell if you’re paying any attention.”

It seemed like a bad time to tell him I had never been at either end of a blowjob before so I kissed the tip again and began licking his erect shaft. By the Allmother, his cock was substantial! Not comically huge, but certainly a serious mouthful. Tufts of pale blue pubic hair surrounded his rod, matching the hair on his head. The blue looked nice with the pale length of the shaft and the ruddier bulb of glans.

Ready to start in earnest, I moved back to the tip, started licking, swirling my tongue around the smooth dome before me. To my amazement it swelled further as I put my lips to him in a gentle, almost reverent, kiss. I took just the head into my mouth and then slid carefully further down. I’d seen pictures of people doing this, it couldn’t be too difficult. I repeated this motion a few times, hoping that I would figure it out, that it would feel good to him. I looked up into Leon’s eyes to see how he was reacting. I was blown away by the pleasure on his face, a contagious focus putting his entire awareness towards the act we were sharing. Suddenly I was not just cautiously doing this thing, I wanted him deep in my mouth, this was turning me on like crazy. I pushed myself further, sliding up and down his cock. I was noticing the scent of him, so different from the sweet and tang of Twilight’s pussy, so different but still so enticing. He was starting to make little moans of pleasure and I wanted him to come, I needed his pleasure inside me, I was eager for it. Too eager. I pushed too far and the touch on the back of my throat made me cough. I had to back all the way off of him and collapsed coughing.

“Oh shit, I’m sorry, I took too much,” I gasped when I could finally speak and climb back up to my knees.

“Not so deep kiddo, you’ve never done that before have you?”

“Nuh-uh,” I confessed.

“I’m guessing you’ve never had it done either.”

“No.”

“Kinda obvious.That gagging is a big turn off.”

“I’m sorry, man. Let me try to do better, I think I can take it if I go slower.” I nuzzled up to his groin, breathing his scent again, my smooth cheek rubbing against his cock.

“No, let’s try something different. Get naked and lie down. On your back.”

As I undressed, he stepped all the way out of his pants, removing his sword belt next. The sword, he slung over his shoulder to hang on his back. Leon was far too savvy to be caught without his blade; caught with his pants down maybe, but not caught unarmed.

“Easier without the britches,” he said, “now roll up and get your butt in the air so I can do you.”

I pulled my knees forward to lift my ass up in the air. Apparently I wasn’t getting myself quite high enough; Leon put his hands on the back of my knees and pushed to raise my aft further. When he had me positioned just right he lined up his erection with my anus.

“Relax,” he said.

His cock, pale and rigid, was still slicked with my saliva. With a slow push he entered me, just slightly, drawing back out to spit into my ass for more lubrication before pushing in again. This time he pressed the entire head of his cock inside me before he paused. One more push and I gasped as pain surrounded the intruding organ.

“Wait!” I tried to cry, but it came out as, “wffft” as he pressed further.

“What was that? You doin’ okay down there?” he asked as he worked more of his intimidating length and girth into me, bit by bit. The stinging sensation began to fade as he slid in and out, his hot shaft massaging my insides into forgiving the novel intrusion, traveling further on each stroke.

“I don’t know, I think so?”

Leon kept a steady pace. What had started as almost uncomfortable was starting to feel good. Really good.

“Yeah, Leon, mmmm definitely okay.”

Leon let go of one of my knees and began slowly stroking my cock with his hand. Mine was a respectable little brother compared to his; I stared intently for the glimpses I got of his member during his out strokes.

After another minute he asked me “Why you doin’ this? What about your crazy pony?”

“You said yourself that my thing with her isn’t a relationship.”

“Neither is this, kid.”

He was maintaining a steady, even, rhythm. Enjoying my body and not wanting to climax too soon.

“I know. She’s moved on to orgasm denial on me to punish me every time I slip up and tell her I love her. Last time we fucked she turned me into some alien creature that can’t even talk or come. She says she won’t let me come with her until I say that it’s only physical but I won’t lie. Leon, I love her. She won’t even say my name. I’m not like this in real life but I gotta get some relief somehow. You’re willing right?”

“The fact that I am the one boning you should indicate an acceptable modicum of consent, but thanks for checking.” A wry smirk crossed his face. “And this isn’t cheating, the way your princess is treating you, she has no right to expect exclusivity.”

“But if you love Avani, why are you fucking me?”

“Same reason you asked for it. If I don’t work out some of my own frustration I’ll totally blow any chance I might get with Avani. Dylas would love it if I made an ass out of myself. You know, hump her legs at a soirée in the castle, something not quite consistent with my debonair reputation. Dylas knows he’s outclassed with her but until I was rescued he was the best thing going on in Selphia and—”

“okay, shut up and fuck me, Leon,” I interrupted.

Leon smiled knowingly and thrust faster, pounding down into me. His grip on my cock tightened and I felt him throb as the heat of his pleasure overflowed into me. As he slid his fist up and down my cock I came, splattering drops of hot seed all over my face.

It was hard to see as I blinked the semen out of my eyes, but he was smiling down at me. The dream was starting to fade away.

“Leon, man, I swear I’m not like this in real life…”

“Me neither, kiddo,” he chuckled and the waking world began to impinge upon my senses. “Me neither.”