The Jack and the Filly, Part 1

Story by Kiyofox on SoFurry

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Part 1) The Jack and the Filly: Friday

[Part 2) The Jack and the Filly: Friday Night](%5C)

[Part 3) The Jack and the Filly: Saturday](%5C)

[Part 4) The Jack and the Filly: Saturday Night](%5C)

[Part5) The Jack and the Filly: Sunday (with Epilogue)](%5C)

DISCLAIMER: You must be 18 to view this material. This story contains adult content and is strictly not for minors. This is a work of fiction containing graphic scenes of sex, and adult situations. Discretion advised.

Please leave feedback if you like what you see.

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The Jack and the Filly


Friday

"Alright, Danny, I gotta run. See you tonight, okay?"

"Sure thing Mike, I'll be ready," Daniel said without looking up from his computer, where he was putting the final touch on his essay so he could print it out.

Daniel's roommate Mike grinned from ear to ear and said, "You better be! You know there will be plenty of tail there. I think it's about time some of the local ladies got to know you. Later, bro!"

"Yeah, yeah I know. Seeya!" said Daniel and waved to the already closing door of their dorm room. He shook his head and glanced at the clock. It read 9:12 am. Daniel groaned. "Ugh...what am I going to do for another hour?"

He reminded himself that he should finish his essay first of all. A few more sentences closed the document out, and he made sure to save a backup file. Another moment and he had sent the file to his printer, which happily began to spit out the seven-page essay on economics he had just finished.

Daniel stared out the window for a moment while his printer finished up and became silent. It looked like it would be a nice day, so he pondered what he was going to wear. Perhaps his favorite button up shirt and that clean pair of khakis. Still sitting in his computer chair, he stretched his back and yawned, absently scratched an itch on the back of his neck.

After another yawn, Dan glanced at his reflection in the mirror across the room. He considered himself to be very non-descript, even though the faint white stripes of his mane could be seen. He poked his tongue out at the donkey staring back at him in the mirror and laughed. His stripes were always a good conversation starter and wondered if any of the girls he might meet tonight would ask him about it. How his mom (a donkey) had gotten swept off her feet by a zebra, he would never know. But stripes were not the only thing he was endowed with from his father's zebra heritage. Simply put, he had an extremely large penis.

Anyone looking at him would never guess that confined within his pants was a 24" monster that he had inherited from his lineage. Not many of the people that knew Dan (and what he was packing) were aware of his embarrassment over this fact. The rest of him was your typical donkey. Not particularly tall, not particularly muscular, not particularly "attractive" by social equine standards.

Daniel stood in front of the mirror now and took off the t-shirt he had slept in. Turning this way and that, he sighed at the scrawny, short, droopy eyed and short-tailed donkey standing in his night shorts looking back at him.

"Eh...whatever."

He chucked his shirt in the laundry hamper and sat back down at his computer. With a few clicks, he pulled up his "hidden" folder of erotica he kept for times when he was alone.

The fact that Mike frequently spent some of his nights with the girls he was seeing did not bother Dan. The fact that Mike was an attractive, toned track athlete...or the fact that he was a tiger did not bother him either. The fact that bothered Dan was that Mike had no trouble pursuing (and catching) girls or their attentions. He was just thankful that the tiger did not rub it in his face.

"Hmmm, who is it going to be today?" Daniel said as he scrolled through his list of files. He had an assortment of pictures and videos he had collected to choose from. He pulled up a vid that he had not watched in a while. It was a fem Husky in a lithe red two-piece bikini. She was doing a seductive little dance and pulling the strings loose from her top, which did little to hide her DD breasts in the first place...since they were already bouncing and jiggling, threatening to fall out at any moment. It only took a few seconds for Dan's sleeping manhood to come awake. He could already feel his shorts becoming uncomfortably tight, so quickly he jumped up and clicked the lock on the door before returning to his chair...after removing his shorts of course.

Dan's cock had swelled enough to fully emerge from his sheath, though it was not fully erect. By now, the Husky fem had shed her top and was working on untying the strings on her bottom piece. Playfully, she swished her hips back and forth causing her fluffy tail to wag. Sometimes she would bend over in front of the camera and caress her rump before standing up and squeezing her breasts together. Daniel liked the way she pinched her nipples and licked her muzzle with that seductive look in her eyes. Dan's hand started stroking his shaft, which was becoming harder by the second.

It actually took a little bit of work, considering how long his cock was. Even when he gripped the monster with both hands and stroked, it took a minute for him to get fully erect. When he was finally rock hard, he could easily lean down and kiss the head of his cock meat. Daniel was not homosexual in the least, but he had tried sucking his own dick once. It was an interesting experience, being both pleasure and awkwardness at the same time. Of course, when the flare of his dick threatened to get stuck in his mouth and he nearly dislocated his jaw, he decided not to try it again. These days he just made sure to keep some lube handy...that, and a large towel.

The Husky had finally tossed her bikini aside and was now sprawled out on her back. She started to rub and finger her pussy, which was turning Daniel on even more. She slowly plunged a couple of fingers in and out, making sure to rub her clit for the camera. Dan started squeezing his cock just below where the flare would start. It felt so good that he closed his eyes for a moment and imagined himself with the Husky. When he heard her moan come from his speakers, his eyes popped open to see her pull out a rather large equine shaped dildo.

She paused for a moment to lube up the solid black cock, which actually resembled Dan's own except the fact that it was probably only about 12" long and not quite as big around (Dan would guess that his girth was around 3-4" in diameter). Nevertheless, the Husky went to work cramming the big fake cock into her pussy, moaning and panting the whole time. Dan's eyes were riveted on her soaking mound, as he imagined it was him that was pounding his cock into her.

Just as Dan again closed his eyes and focused on his fantasy, the Husky seemed to reach her climax quickly. The video came to an end and Daniel snapped back to reality, still stroking his cock and just beginning to get that warmth that ran down his legs telling him that he was well on his way to shooting his load.

Pausing for a few brief seconds, he got up and made his way into the small bathroom shower (there was no tub). Grabbing his bottle of lube, he quickly popped the cap and dribbled out a handful before attending to his softening manhood. Closing his eyes, Dan again pictured the Husky with her giant boobs bouncing against his chest and imagined she was frantically fucking him as he stroked his slick cock in his hands.

After a moment, the warmth in his crotch returned and his shaft was now oozing pre-cum, which mixed with the lube and made a definitive squelching noise. Dan was too far into his fantasy to be distracted by the squish-squish noises and even started bucking his hips into his hands, which would press his length up the majority of his chest. His breathing was becoming heavy as he felt his balls begin to twitch and his cock was now pouring so much pre-cum, it was dripping and running down his hands and forearms.

"Oh yeah...ohhh yeah, almost there baby..." he muttered to his fantasy image. He squeezed his shaft tightly below his now expanding flare and thrust up with his hips, his balls tightened and now he could feel the climax nearing. Sensing his load was just a few strokes away he gripped his shaft with both hands and quickly groped his entire length several times, pointing his fire hose towards the wall of the shower. Just as his hands reached the base of his shaft again, Daniel sucked in his breath when his orgasm hit and he literally coated the wall of the shower with his cum.

Daniel groaned loudly and squeezed his eyes tightly shut, stroking half-heartedly as several jets of cum shot out of his cock. Almost gasping for breath, Daniel stroked a few more times to milk the last remaining spurts before letting his dick go limp and swing freely. He leaned against the other wall of the shower in the haze of his post-orgasm, and let his breathing become regular again.

He softly chuckled as he looked down and saw a few more drops drip from the tip of his long black cock, which was hanging somewhere around his knees. He also noticed the pool of cum that he was standing in, and that it was rapidly growing as the spunk he had sprayed on the wall was accumulating under his hooves.

"Oh shit, that was a big load," he said and chuckled again. He reached down and cupped his hanging balls in each hand. "It hasn't been that long has it, guys?" he asked the large orbs he was holding.

Dan knew his dick was considerably larger than average but had not considered himself to have large testicles, until one day in his senior class of high school he had mistakenly gotten a glimpse at some of his fellow classmates in the shower after gym class. Whether or not the other guys looked him over, he never heard anyone mention it since his self-consciousness made him shy away from any public displays of nudity.

He had almost stared openly at Chuck, one of the large bulls on the football team. Saying Chuck was a "big guy" was an understatement, he easily weighed 300 pounds and stood 6'8, all muscle. But when Dan got a good look at what Chuck was packing between his legs he nearly laughed. Sure Chuck was average for a bovine of his size (probably a good 8 inches) but his balls were so small compared to the ones Dan saw every day, and Chuck's seemed to only be about the size of a couple of small apricots.

Dan remembered looking down at his own set, and they were quite large...probably about the size of two small avocados. Daniel often wondered how he got all his equipment into his pants without hurting himself. He was not one to flaunt his endowments though, and kept to himself even more after that.

That thought reminded him of another time not long after he had "blossomed" and he was blessed with his current "equipment." He vaguely remembered he was about 14 or 15, and one summer afternoon he was home alone. He had retreated to his room and locked the door even though no one would be around for hours yet, it was probably the first time he had masturbated with his huge penis and found himself not knowing what to do with his enormous shaft and pendulous balls. The metamorphosis from "runt" to "stallion" seemed to happen practically overnight for him, but he remembered that summer when he went to the local public pool and spied the girls running around in tight fitting swimsuits that bulged in all the right places. He recalled using his only copy of Hustler to get off with, which he had obtained second-hand from one of his neighborhood buddies (who probably stole it from his father's stash).

There was a really busty Appaloosa in that month's mag, and Dan could not get enough of her he remembered. But comically, that was when he learned what not to do when masturbating. He chuckled to himself at the memory of sitting on his bed, trying frantically to suck himself off (which he nearly sprained his neck doing). When that didn't work, he used about a half bottle of hand lotion as lube and stroked like mad while fantasizing about the Appaloosa and her huge titties. He had not planned ahead for the mess he made when he finally came, and his dick squirted cum all over his room, which he later had to clean up lest his parents find out what he had been doing. He guessed that he must have gushed out about a liter of cum that first time, and had other occasions where he produced even more. Ever since then, he made sure to only masturbate in the shower or have a very large towel handy.

The recalled memory caused him to chuckle again. "Maybe I can introduce you guys to a girl soon enough." Daniel smiled and started up the shower, looking forward to attending the party later.