Cum, or Die Trying

My eyes opened up slowly. The morning sun had hit them causing me to stir. I checked my surroundings in a dazed, “I don’t know where the fuck I am” states. Hey, where's Amethyst? I was so used to waking up in her hooves.

I heard the shower running upstairs so I could infer where she was. I got up groggily, trying to get both my eyelids up. My right was stuck partially closed so I tried opening it manually. It felt crusty. I looked down at my now sticky, right hand to realize I had somehow gotten Amethyst’s pussy juice all the way up on my eyelid from last night's fun.

Damn... I was dirty, and I smelled like a sweaty stallion on top of the musky, mare scent already present. It seemed auspicious to take a shower. I got to the door of the bathroom after climbing the stairs to peek in at Amethyst inside. She was hoofing herself already, leaning on the outside of the tub with the shower running wastefully. Just how big was this mare’s sexual appetite?

“You know our water bill’s gonna be out of control now,” I teased in the doorway. Amethyst squeaked with surprise.

“John! I mean, Human!” she retorted, “don’t scare me like that!” Based on the tone she was giving me I’d say I caught her just a little before she came.

“I thought I’d join you,” I replied not paying much attention to her mood. She gave an exaggerated huff.

“Fine, let’s get you clean Human,” she said while extending her hoof to grant me entrance to the tub. We both were inside now, and it was cramped with both of us in here. I considered making myself useful by taking the shampoo bottle and lathering her mane up. “I thought I said I was cleaning you up,” she said with her eyes closed in the pleasure of my fingers’ work. Continuing with the wash, I lathered up her coat and took another dollop of shampoo to get her tail until I led her directly under the water. The sud-covering rinsed off revealing her beautiful, violet mane which hung like the sexy, wet hair I’ve seen Rarity with. It was now her turn to wash me. Amethyst instructed me to turn around with my backside facing her. Her gentle hoof starting on the small of my back and descending down atop my ass. She did some lathering circles around each cheek before ordering me to bend over. With my stiff morning joints I didn’t really feel like it, but I’ve never been majorly punished yet, and I don’t intend on finding out what she has in store for a disobedient stallion.

I bent down, presenting my male goodies from the backside. She lathered my private areas on down. Then she rinsed them down by aiming the shower head. I decided that she was done so I raised my upper body resulting in an annoyed hoof bending me over again till I leaned my body back down again. “Not yet human,” she said, “I didn’t get to have my fun.” SMACK! Amethyst's hoof collided with my ass leaving a stinging red hoof mark. I grimaced and gave a little whine. Another came down on my other cheek even harder this time.

“That hurts mistress” I complained in protest.

“Don’t be such a baby,” she huffed like she was my older sibling, “ I barely touched you.” Not letting it get to me I let her hit my butt another few times and had her finish the rest of my wash up. We stepped out and finished our morning routines. I dressed up in a cut off shirt and athletic shorts to give something for Amethyst to look at. I had gotten to the last part of my morning routine, breakfast, when Amethyst came into the kitchen.

“John, do you remember what today is?” she asked. I shrugged, not really caring.

“It’s the day we first met when you were with Twilight getting your orientation to Ponyville,” Amethyst continued.

“Oh, that was when we shared a table at CafeHay,” I said gaining interest.

“I thought we could go again as our one year anniversary,” she suggested. I shook my head yes, but I was a little surprised at the sudden allowance to decide if we would go somewhere. She must have thought this up to just to please me. Aww… I shouldn’t be so sappy.

_____

"Wow, who knew such a little, hick-town restaurant would have such good hay fries", I was just thinking to myself as I finished my meal. Being outside while having lunch was just an act I really enjoyed in the summer since you get sights to look at. I surveyed around me, then to the restaurant’s only other guests. Two younger mares, one with an orange mane and blue coat, the other with a blue mane and pink coat, were giggling like teenagers at their table a few away from us.

“I dare you...,” I overheard the blue maned one say to her friend. Celestia knows what those chicks were talking about. I decided to ignore their obnoxious laughter and keep enjoying my time with my special somepony.I glanced over toward Amethyst who had devoured her food much earlier than me and was currently enjoying her dessert. It’s wasn’t shocking to me that she’s a fast eater. She’s taller than most other mares and those performances in the Sister Hooves Social pie eating contest were no joke. Amethyst and her sister on a team spelled trouble for any food within a 1 mile radius. Speaking of her sister, wasn’t she supposed to stay with us over night since her parents were gone today?

“Hey Amethyst,” I said breaking her focus on her sundae, “aren’t we supposed to pick up Dinky today from school?” She went blank for a moment before gasping.

“Shit, what time is it?” I heard her panic out. I was already squinting at the clock tower a good distance away that was currently reading 2:45.

“2:45,” I informed her. She put her head down, giving a sigh of relief.

“She gets out in fifteen minutes,” she announced feeling more collected, “we still have enough time to walk over so I’ll just leave my bits on the table, and we can leave now.” I raised my arm to get the mustached waiter’s attention. He walked over giving us the bill. She left the bits on the table before adding, “I’m gonna use the mare’s room before we go pick up Dinky.”
She went off to inside of the restaurant, leaving me to sit a minute before I noticed that the check had blown off the table. It was on the ground next to the two obnoxious mares’ table . I’m not one to be so careless, so I went to pick up the paper. I subconsciously bent over in my butt hugging athletic shorts. I was oblivious and forgot about my ass hanging out giving the mares behind me quite the view. Startled, I felt a hoof strike my rear giving a good smack. My face contorted in confusion and pain. When I turned around to see what was going on, I faced the orange maned pony with her friend who was in a laughing fit.

“If you want to tease us with that ass of yours you might as well come home with us too, human” she flirted with narrowed, glinting eyes and devilish smirk. So that’s what her friend dared her to do… I was still lost for words at the ass hoofing I had just received. In the corner of my eye, I could see that Amethyst must have trotted out of the restaurant from the mare’s room during the incident, seeing it happen. She cleared her throat loudly grabbing the attention of the two ponies. Uh-Oh...

_____

During the walk to the schoolhouse I wondered about the cost of hospital bills in Equestria for a broken nose. Seeing that bitch getting cracked across the face was pretty damn entertaining, but I hoped that leaving myself so easily susceptible to harassment wasn’t something
that Amethyst would get upset about. I shuddered, thinking about how something like that mare’s broken muzzle might happen to me if I disobeyed Amethyst in bed.

“You can’t keep dressing like a slut, or you’re gonna get keep getting harassed,” Amethyst said distastefully, “it’s like you’re asking to be raped.” I rolled my eyes thinking about how silly some of the these role reversal parallels were getting. That little altercation had made us late with only a few minutes to get to the school. I was getting nervous with the sight of a lot of other foals walking home.
Amethyst stopped in her tracks when we made it to the schoolhouse gate. School had been let out alright. Luckily, Dinky was with her friends by the playground still. She came running over once she caught sight of us.

“Hello Mister Human!”, she greeted me while smiling, ”Hey Star!”

“Hey Dinky, Mom and Dad told me to pick you up, remember,” started Amethyst, “ they’re going to Canterlot today.”

“Awww... come on sis,” she protested, “me and my friends were gonna have that sleep over tonight we were talking about.” Amethyst groaned in annoyance.

“I stressed out coming to get you for nothing...,” Amethyst said. “At least be back before Mom and Dad tomorrow, and no screwing around with colts,” instructed Amethyst.

“You bet!” returned Dinky as she scampered away. I watched her tag up again with her friends across the yard. Amethyst looked to me while we stood next to the school gate.

“Well, while we’re here we can always see Cheerilee,” she suggested, “I haven’t seen her in forever, and she has to get lonely after the school day with no special somepony.” Why the hell not? We took our time going up to the schoolhouse and slowly opened the door to reveal Cherilee, alone and studying the papers on her desk.

“Featherweight, I thought I told you I’m not raising your F to an A,” Cheerilee stated with huff while not looking up, “you need to stu…” She looked up and stopped herself. “Oh Amethyst!” she greeted in embarrassment, “and uhh…”

“John,” I spoke. She waved her hoof and smiled.

“What’s up,” Amethyst saluted back, “It’s been awhile.” They continued shooting the shit over the usual stuff. You know, the “how about this weather” spiel. Things were pretty mundane until they brought me up.

“So I’ve heard about all these humans such as yourself,” Cheerilee commented, “that portal business sounds pretty risky.” She went on asking the frequently asked questions all about the human race. I noticed while going on that Amethyst was pretty fed up with hearing me go over all my Earth shit for the hundredth time.

“Ask him about how genders work over there,” Amethyst cut in to add a little curve ball. I looked over to Cheerilee who had chuckled, signalling me to explain.

“Oh, on Earth,” I told her, “guys… or stallions are actually the dominant gender.” Amethyst cracked up at that.

“Can you believe that,” she said laughing, “even though he’s like a mare in his world, he’s not even bothered that I trained him!” I went wide eyed at that bit. “Training” was definitely not an appropriate subject to bring up in a schoolhouse. After all, training makes up the rules and practice a stallion follows for pleasing his mare when having female dominant sex. Amethyst brought a hoof to her mouth realizing she gave too much information. I turned to Cheerilee to gauge her reaction over my marefriend’s cringe worthy outburst. An awkward silence fell on the room for a good time.

“You know,” Cheerilee said cautiously, breaking the silence, “I’ve heard about some rumors about some mares training human stallions.” Not knowing what to say, I waited for her to continue. “I heard they can be really good with their… fingers,” Cheerilee whispered the last part about fingers and blushed. “Maybe your stallion can show off some of the techniques you’ve taught him with his?” Cheerilee suggested, only blushing even harder. Holy shit... I would’ve never guessed that a grade school, pony teacher would be kinky enough to even bring up having interspecies sex, let alone wanting to watch it happen in her classroom.

“We might need a little room on that desk, if you don’t mind,” Amethyst responded. She couldn’t be serious. I tried to pinch myself out of the dream I must have been having. It was then that I learned how Cheerilee doesn’t fuck around. Her left hoof landed down on her desk swiping across the desk’s length knocking her papers, a few bins, pencils, and an apple onto the floor below. Amethyst looked to me giving an encouraging smirk, then climbed on the desk to lay on her back with her nethers pointing off the edge, facing me. Both mares looked at me expectantly.

“Human, use your fingers,” Amethyst ordered. My pulse was beating rapidly, and the sheer kinkiness of the situation had me sweating. I approached my mare and griped her rear legs, massaging them. Stroking them up and down, trying to get her stimulated enough before I did any entering. I made my way down to the inside of her thighs and gave my signature rubbing, doing new strokes from her knee to just above her folds.

Cheerilee was now sitting in her chair, getting a full view of the scene happening. To my unending shame, I was sporting a rock hard erection, making my shorts into a tent, and standing upright put it in full view for both mares to see.

“Human, I’m ready,” Amethyst called upon me to continue further. I brought down my hands to rub just outside of her entrance. “Oooooo,” she cooed in encouragement. I decided to make contact with her marehood, tracing all the way up to the over her clit. I held my left finger and thumb to hold the folds around her nub. The stimulation caused her to wink her pussy lips, allowing for her liquid arousal to trickle out.

“Enough teasing,” she desperately moaned out. My right middle finger made its way into her tunnel, and my left hand went to her tummy where I began to rub circles. I could see Cheerilee’s mouth hanging agape at my work so far. Amethyst was currently making an O face the at the sensation . My ring finger now accompanied my middle finger inside of Amethyst. I started to make a come hither motion, in order to find the elusive G-spot.

My mission was a success once I earned a strong buck of Amethyst hips followed by several moans. I continued my ministrations for a good moment until her eyes rolled up to the top of her head. Her tongue lolled out of her mouth with some drool attached to it, and a familiar spasming of her hips followed by the clenching on my fingers let me know what was going to happen. Her orgasm caused her to squirt, drenching my wrist in her fluid. The gushing of her mare cum was followed by the names of different monsters in Tartarus being screamed which had to be Equestrian obscenities.

“Aww, is it over,” complained Cheerilee. Amethyst was trying to get some footing underneath her forelegs to sit up. I slipped out my hands from her marehood causing her to give a squeak. Feeling like the slutty stallion that I was, I took my drenched hand up to my mouth to clean it totally off with my tongue. Both of them watched in amazement at the sight. Amethyst stared, proud, and Cheerilee had no choice but to start masturbating there on the spot with her hoof after seeing something so arousing. Amethyst couldn’t just leave her friend hanging with nothing more to hoof off to.

“Cheerilee, do you have one of your dog’s leashes in here by chance?” Amethyst hinted to Cheerilee of her plan. Cheerilee brought her free hoof to the main desk drawer where she grabbed a blue, nylon, dog leash and handed it to Amethyst. Her horn lit up as she placed it around my neck. Next, she used magic to bind my wrists behind my back and tighten the dog leash. My entire body became surrounded by her magical aura. After a flash, my clothes teleported themselves to the other side of the room.

“Human, rut me,” she commanded. She still laid upon the desk, but now she held the end of my leash in her grasp. I skillfully aimed my cock head at her entrance and penetrated, gritting my teeth in the process. How could I last more than a minute without cumming like this? I threw my head up to the roof to yell out her name. I had to keep myself at a slower pace if I wanted to last and not cum immediately. Slowly, I pumped in and out, taking time to focus on her walls squeezing on my length. “Did I say slow, Human?” Amethyst questioned.

“No, Mistress,” I replied back in fear.

“Then fuck me like you mean it!” she shouted while pulling hard on my leash to show she meant business. I picked up my pace to a speed I couldn’t last much longer at.

“Mistress, I-I can’t I’m close,” I whined in distress.

“If you cum before I let you, then I’ll beat you an inch from your life, bitch!” she warned me. I attempted to think about anything to take my attention away from cumming, but I still had to maintain speed. Doing this hands free wasn’t making it easier either. Hardly able to focus on anything except the pressure building up in the base of my cock, I noticed Cheerilee was giving off laboured breaths and grunts. She was close like me.

My own breathing was getting ragged as well, especially when I locked eyes with Amethyst after having them closed for so long in intense concentration. She was giving me her death glare that made me realize how close I was to being in serious trouble. I had no choice but to slow down to a snail pace so I wouldn’t cum. She responded by pulling on my leash again until I was a few inches in front of her face. Her free hoof hit my side, just above my floating ribs, with the force of a truck, putting me in intense pain. Sure, it wasn’t good, but It was better than finding out what she would do if I came too early.

“What did I tell you?” she yelled at me between her grunts and my vocal agony from her hit.

“I’m sorry mis-,” I said before I was cut off.

“Shut your mouth!” she interjected at me before loosening her pull on my leash. I leaned back again, continuing my pace but not cumming. Cheerilee let out her loudest cry yet, grabbinng my attention for me to look and see her legs clench up around her hoof in orgasm. To my relief, Amethyst's thighs were super heated and blushed signalling her closeness. “You may cum, Human,” she allowed. We climaxed roughly at the same time, mixing our carnal juices together in orgasmic bliss.
My last few humps were weak and left my knees about to buckle. I pulled out and collapsed on the schoolhouse floor. My mind totally blacked

I woke up on Amethyst’s bed with a blanket and on me and note written on the nightstand.
“John, you came and then passed out in the school. So I levitated you over with your clothes on. It’s okay though, because Cheerilee was really impressed with how well you’re trained. I’m at work for Mayor Mare and will be home at 5pm. Make sure to take care of Dinky when she comes home.

P.S. Sorry for the bruise on your side.

Love,
Your marefriend”