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Penetrating Cyclist

for Heru

by Draconicon

Jerry took a deep breath as he walked out of his front door. The elephant's morning was going to be much different than usual, and he knew that ever since the frat head had given him his instructions last night. That didn't make it any easier to walk as normally as he could down the steps to his bike, locked to a street pole.

The morning breeze, normally so comfortable, brushed past with a chill that went right down his spine, or more accurately, right down his pants. Jerry blushed, his trunk pushing down and around his neck in embarrassment as he was reminded of the big rip in the back of his pants. Another breeze, just as cool as the first, blew through the hole and made the denim pants ripple a bit, and it took all of his self control to not reach back and cover himself while unlocking his bike.

Trust a frat house as old as this one to come up with the best hazing rituals, he thought with a grumble. Couldn't just make me do a naked run in the middle of the night or something. Noooo, I gotta go all the way to college like this.

The elephant shook his head again as he finally got the lock and chain undone, but that was not the last of it. As he put them in the backpack for later, the elephant looked at the last piece of equipment, his already bright blush turning even hotter as he slowly pulled it out.

It was embarrassing just holding the dildo and harness, and he looked up and down the street without thinking, hoping that nobody was around to see this yet. Thankfully, the earlier hours did mean that those with early jobs had already left, and those that had normal schedules hadn't gotten up as of yet, but it was still ridiculous. The shaft was huge, perhaps eleven inches long, and the whole thing was slimy to the touch. The frat head had told him that it was self-lubricating, but this was ridiculous.

Hurriedly strapping the thing onto the bike seat, Jerry slowly stood up and grabbed the handlebars. He could feel his ass clenching at the thought of what he was about to do, and he tried to relax. It was just one more day, after all; one more prank, and then he was in the frat house. That was all...he hoped.

Of course, those reminders didn't really help in loosening him up, considering he still had to make it there.

"Okay, just...do it."

With a heave, he threw his leg over the bicycle and stood on his tiptoes. The make of the bike, combined with his own natural height, meant that he could just keep the flexible toy's head against his hole like this. It felt slick and slimy between his cheeks, particularly as it pressed against his rim, but he knew that he had to do this. Gritting his teeth, he lowered himself down on it, and bit off a slight yelp as the thick head pushed past his hole.

"Jesus Christ..."

It was bigger than it looked, that was for sure. The damn thing was stretching him out and he'd barely put the head in. Shaking his head, the elephant slowly lowered himself onto the bike seat, gradually feeling the toy ooze out more of its slimy lube over his insides. It took him almost a full minute to get the whole thing inside of him, and even then, he was squirming on the seat as he tried to get used to it.

Impossible, really, but he had tried. He looked down the road, already anticipating how hard this ride was going to be. It was difficult enough to get his blush to go away just sitting on this thing, but if he ran into any other cyclists...well, it would be memorable, to say the least.

Trying to ignore the way that his ass was trying to slip out the hole in the back of his jeans, he kicked off and started pedaling. Immediately the toy made it harder to keep moving, as he slid up it as he stood up to pedal harder, and he almost swerved into the next light post down the road. He managed to avoid it, but only just, and he bit his lips as he pulled himself back onto the sidewalk.

He could already tell that this was going to be hard, particularly as the thick toy was grinding against something inside of him that actually felt way too good. His cock was already responding, and he knew how hard it was to ride with a boner.

Fuck this guy... he thought as he thought of the frat head. This was plain evil.

#

By the five minute mark, he was panting and gasping in a way that he hadn't been for weeks, not since he had had that cute Dalmatian under him. Jerry groaned as his ass squeezed that dildo for all it was worth every time that he spun the pedals of the bike, the elephant feeling all too conscious of the shaft sliding in between his cheeks, rubbing deep inside of him with every slow slide.

It was like he was fucking himself. There was no way around it; he was basically fucking himself on the way to college. Thankfully, the constant attention he had to pay to the road was giving him enough distraction to not get a full boner, but he could definitely feel it throbbing inside of his pants.

As he came down on the shaft hard enough to draw another moan out of him, he noticed a few other cyclists. Normally, he would have joined them on the way to the college - after all, traveling in packs kept away the jerk drivers - but he didn't want to expose himself today. He turned to one of the back paths. It would take longer, but if it kept his privacy, then it would be worth it.

Almost instantly, he regretted it. The bumpy, bouncy ground nearly shoved the back end of the bike - and the dildo, by extension - right up his ass every few minutes, and he was panting and gasping worse than before. In the back of his mind, the elephant realized that he was probably getting some of the best exercise that he'd ever gotten in his life, but that was secondary to the fact that his cock was getting harder. It was snaking down his pants leg in a very dangerous direction, and he blushed as he had to stop pedaling for a bit.

Sitting down all the way on the base and groaning as he did, Jerry reached down and grabbed at his bulge. The simple extra attention he gave it by shifting it around in his pants had him leaking already, and he bit his lip to keep from moaning. It was going to be hard enough pedaling to the college with it sticking out ahead of him, but the last thing he needed was for it to slide down his pants and then get caught on something.

He was halfway to getting his feet back on the pedals when he heard the sound of another cyclist coming down the path. The elephant whipped his head around, leaning back more on his seat to try and disguise the rip back there, as he looked for who was coming.

It was another student, judging by the backpack, though not one that he knew. Jerry blushed as the doberman rode up to him, and then bit off a groan as the canine stopped beside him.

"What's up?"

"Just taking a rest."

"A rest? The college is just a couple minutes ahead."

"Yeah, I know. Why don't you -"

"You'll be late if you don't hurry up."

"Yeah, why don't you -"

"Come on, you can do it. Just a few more minutes."

...Great, a fitness nut, he realized as he took in the doberman's biking attire. Definitely sporty, and considering how he was talking, Jerry would just bet that the dog saw him as some sort of out of breath fatty that just needed some encouragement. He would have glared at the dog, but he doubted it would have had much effect.

"Alright, fine."

"Good man! I'll be right behind you."

Fuuuuuuck.

Kicking off on the path in hopes of keeping his ass planted on the seat, the elephant soon found it harder going than he'd expected. The bumpy ground kept his seated pedaling from getting much momentum, and he was constantly swerving back and forth to keep from slipping off due to the slower speed. The doberman wasn't helping, either, as the other cyclist was keeping right on his ass.

"Come on, you can do it, you can do it. Just put a little more weight into it."

"Am I telling you how to cycle?"

"No, but I can help you. I've been doing this for weeks. All you gotta do is push yourself up a bit. Here, like this."

Before Jerry could stop him, the doberman had pushed him up from beneath, nearly lifting him right off the seat. The elephant trumpeted in alarm, but there was no hiding the dildo that was sliding out of his ass. Even as he shoved himself back down - drawing a groan from his lips in the process - he heard a giggle and snort from the dog.

"Come on, leave me alone."

"What the fuck are you doing, man? Was that -"

"Leave me alone!"

He put the pedal to the metal, pedaling as fast as he could now that his secret was revealed. The elephant was off like a shot, heading down the bumpy path with as much speed as he could muster. His face was burning like the sun, and he could feel every single slip and slide of the dildo going in and out of his ass. It was like he was being fucked by the bike under him rather than just by a toy.

Almost immediately, though, he heard the sound of the other bike catching up. He risked a glance over his shoulder, and saw that the doberman was almost right behind him. Jerry's face, already bright red, turned almost crimson as he turned around, trying to pedal even faster.

Unfortunately, at that moment he burst onto the campus, shooting through a crowd of new students. He hoped that they were too distracted trying to get out of the way to see what was going on, but he didn't count on it. He turned down the path towards the frat house, ignoring the shouts of one of the school administrators to slow down on his way.

It took him another five minutes to reach the frat house, where the weasel head of the place was waiting for him. Jerry nearly collapsed over the handlebars, keeping his ass flat against the seat, as the weasel walked over to him and handed him a normal pair of pants.

"Looks like you made it."

"I swear that half the school saw me..."

"Well, it wouldn't be hazing if it were easy, would it?"

"Fuck you..."

"Heh, no. Might be you, though; there's another step tonight to 'welcome' you into the frat house."

"...Damn it. When?"

"You'll see. After you deal with them."

The weasel pointed over Jerry's shoulder, but the elephant didn't have time to look around before a big hand landed on his shoulder. Considering it had an old class ring on a thick black finger, he was pretty sure it was the orca headmaster.

"Mr. Grant. I believe you have some explaining to do."

The End