Anon's first convention

Story by Futafag_anon on SoFurry

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#2 of Dear Lord why do I do this?


The thought of being dragged off to a furry convention was, in Anon's mind, nowhere near as bad as the actual drive up there. It was himself, the only actual furry Jacob, and two other friends in the car as they pulled into the convention center's parking lot. The air was thick, not with anticipation, but with abject embarrassment and self loathing. None of them could believe that Jacob had convinced them to actually go to this thing, let alone that they hadn't made up an excuse at the last minute. Maybe they all just wanted to witness the trainwreck this was bound to be? Maybe it was a morbid curiosity to see what these were actually like outside the horror stories that tended to propagate themselves online.

Regardless of their subconscious reasons for going, they had all more or less made an agreement to stick by one another, let Jacob do whatever the hell he wanted, and try and find other less...overt furshitters to talk to. Anon had taken his stance on this one step further and brought his historical airsoft impression with him. Having read, or more realistically put, having been forced to read, the convention rules and guidelines; they didn't seem to have any objections to cosplay in general. That, and he wanted to try and get himself in a picture pretending to shoot one of the fursuited coomers. Those were always fun to look at, regardless of how overdone they might be.

Stepping out of the car, the four made their way to the trunk; gathering their bags. After check in, they'd be making their way to the on-site hilton and settling into their rooms before actually going onto the show floor. Anon had the misfortune of pulling the short straw, and got bunked with Jacob. It's not that he disliked the guy; far from it. His apprehension more grew from the fact that Jacob was...well, gay. From what he had gathered from Jacob's ramblings, this wasn't his first con, and the others ended in Jacob getting *very* friendly with some other attendees in his hotel room. If Anon could help it, he wanted to be as far and as unaffiliated with that as possible.

The check in line was surprisingly short, either not many people had shown up yet or the staff manning it were doing a fantastic job at processing people. Not even five minutes after stepping on line, the four would be handed their weekend passes, Anon's replica M70 checked and tagged, and set loose into the center. The three reluctant attendees immediately saw Jacob's reaction to the mere sight of the show hall, and it took a more than reasonable amount of convincing to get him to leave for the connected hotel. Both rooms were in his name after all, and the bags of clothing and the like were getting heavy. Once the room keys were obtained, Anon and Jacob split off from the other two and headed off to what Anon hoped wouldn't turn into an Orgy spot by the end of the night.

Anon would begin unpacking the second he put his things down, and made a beeline to the bathroom with the uniform he planned on wearing. A set of Yugoslav Milicija Tiger Stripe which served as the base for his autistically researched kit. The colors were striking, being a mixture of blues and dark purples. Sure, it didn't really help as actual camouflage, but Anon prided himself on not resorting to the far more common and normified Multicam which a majority of airsoft larpers wore. Once he left the restroom, his boots tied tightly, his belt fastened snugly, and his Beret securely on his head; Anon's eyes were assaulted with the bright, ungodly colors of a fursuit. Neon green and white. He didn't even know that Jacob owned one, let alone had the money for it.

"...You're kidding me."

"Hey, you're dressed up like Mr. Army man at a furry convention."

"One you dragged us into going to."

His initial shock out of the way, the two would make their way down to the show floor. No sign of the other two, and with Anon not bothering to stick with Jacob, he was quickly left to his own devices. This wasn't ideal for the young man, as he had made the unfortunate decision to shave; leading to him looking a lot younger than he actually was. At the very least the replica's furniture was solid wood, so any potential groomers could and would be literally beaten back. But fantasies aside, Anon was alone in a very strange place. The thought made this awkward experience downright uncomfortable, but being the person Anon was, he takes a deep breath, and ventures out into the convention.

It wouldn't be long before people would start asking for pictures with him, a complete surprise for him; though it at least invalidated his worries of having to ask himself. Before long, two whole hours would pass and Anon was feeling a lot more confident in himself, at least as far as being stuck at an internet degen convention was concerned. As he rounds a corner, Anon manages to walk face first into some fursuited congoer, causing him to stumble back onto the ground. As he tries to pick himself up, an oddly realistic gloved hand reaches down to him.

"Shit, sorry about that, wasn't looking where I was going."

"No! No, that was my bad for standing where people were walking."

Taking the help, Anon is more than concerned at just how real the paw-glove felt; slightly more so when he actually saw who he had bumped into. Unless she was wearing some kind of stilts or boosted soles, the person inside had to be easily over 6'5". The suit...if he could even really call it that, was some tiger; though he could swear he'd seen this design before. Jacob wasn't very subtle at trying to influence Anon into indulging in his interests. Regardless, Anon felt around to make sure he hadn't fallen into anything particularly disgusting before responding.

"If you say so. Jeez, how the hell did you get your hands on a costume like that? I know those are really expensive for basic stuff, but shit. If I didn't know better I'd think that was all real."

The woman chuckled a bit, and smiled down at him.

"One of a kind, if you'd believe it. Though, a magician never reveals her secrets, if you get what I mean~"

Now it almost sounded like she was trying to hit on him from the tone of voice. It caused an unconscious blush to begin worming it's way onto Anon's face, though he reminded himself that under all of that was probably a very average looking woman; albeit with a very attractive voice. Hell, she could probably make a killing off of voice work if she wanted to. Was that it? Was she some famous voice actor or something? No one he'd ever heard before, to be sure.

"Yeah, I get it. I guess. I'm Anon, by the way."

"Jessica. Nice to meet you, Private Anon."

That drew another chuckle out of the both of them, and Anon figured that Jessica probably knew her way around these kinds of places. More So than Jacob that is; who he'd seen within what looked like gangs of other fursuited individuals doing God knows what to God knows who. He had the distinct feeling he wouldn't be sticking around his room tonight. The two would quickly begin to talk about general things; why they were here, what they did for work and hobbies, which eventually had Anon realize just how well Jessica's suit synched its mouth movements to her own. There were other things he noticed as well, like her hair. It was a deep brown color, almost reddish, worn up partially in a sort of top knot. Now it clicked in his head who the character was supposed to be.

"So...you a fan of Zhali?"

"Hm? Oh! Uh, yeah, I am. Did the hair give it away?"

"I mean, that and the fact you're dressed up as a tiger and all."

Anon would have also mentioned the more...intimate aspects of the suit he noticed; the feux-musculature, bust and hips, but Anon knew how to talk to women, at least a little bit. Jessica seemed to be an all around decent person with a weird hobby, and if he could keep sticking around her, he would. As far as his questioning went, she'd respond with a slight , almost predatory grin, and a sigh.

"Well, that's what I get for being a bit too on the nose. You got me. Seems we both indulge in similar interests, hm?"

Leaning forward on her elbows, Jessica cocked an eyebrow at Anon, which once again drew his face red with embarrassment. Looking off to the side, he'd mutter in a hushed tone, not wanting a single other soul to hear him.

"I...won't deny it. I guess."

She really seemed to enjoy getting these responses out of Anon, though satisfied with his answer, she got up from the table the two of them had been sitting at.

"If you say so~ Now, I'll be back in a bit. Got some things I need to take care of. You mind meeting me in the hotel lobby in, say, an hour?"

Anon had a feeling he knew where this was going, and he wasn't sure he was 100% on board with it. Still, Jessica seemed to be a good enough person, and with Jacob surely bringing back any number of people to their room; this might not be a bad idea if only for the chance at actually getting some sleep.

"Tell you what. I need to grab something from my room, just let me know what number yours is and I'll meet you there. Sounds good?"

He could tell that Jessica was excited about whatever she had planned, and that slightly worrying grin spread across her face once again. She patted him on the shoulder, and spoke once again.

"421. Don't keep me waiting, soldier boy~"

There it was again, Jessica using that deep, alluring voice of hers to get a rise out of Anon. At this point, he all but assured himself that they were going to be screwing in her room. Only question on his mind as they departed one another was what she actually looked like under all that fursuit. Surely someone with that kind of money wouldn't look too bad, would they? Even if she wasn't some 10/10 diamond in the rough, was Anon really so low that he'd ignore the time they'd spent talking and getting to know one another? Probably not. Swallowing his pride prematurely and mentally preparing himself for whatever came next, Anon entered his room, and collected his things.

About an hour later, he showed up at Room 421. Knocking on the door, he heard someone get up and walk over. He heard the lock click open, then Jessica's voice from the other side.

"Better be a blue soldier on the other side of this door or I'm going to be very disappointed..."

"Unfortunately, you'll have to settle for some guy who does airsoft instead."

The door opens, with Jessica's rather intimidating figure filling the doorframe. Stepping back, she lets him come inside of her room; lights were off, a few candles were lit...quite the romantic for what was likely a one night stand, maybe two if Anon actually decided to stick around tomorrow. Jessica would close the door behind him, and walk over and sit down next to Anon.

"Glad you decided to show. I was starting to get worried for a second there. Now...you wouldn't mind if I got into something a bit more comfortable, would you? Anon?"

"I-Uh...no, not at all."

Unsure if he was fucking up by assuming things, he watched as she got up, and stripped off the shirt she was wearing. There wasn't a zipper in the back. Hell, there wasn't any sort of indication of how the hell she'd get out of the thing.

"Hey, do you need help getting out?"

"Hm? Oh! No, not at all~ There's nothing to get out of besides these clothes after all..."

Anon had a sinking feeling growing in his chest, as if he was getting way over his head. Maybe she was just really into character or something and this was one of those suits with the crotch zippers he'd heard about. It wasn't, as he'd find out when Jessica removed the sports bra which had been confining her bust the whole time. Anon had never slept with anyone before, and he rarely watched porn, but he realized that the way her breasts fell out of the bra was far too natural looking for them to just be stuffed. As she turned to face him, Jessica saw the confused look on Anon's face. Exactly what she was looking for.

"I did say I was one of a kind, you know. Dropped a lot of hints I guess flew right over your head. Now, where to start with you~"

Before he could respond, Jessica picked him up under his arms and pulled him close to her. With her massive, perfectly shaped bust squishing against the human's chest, the all too real anthro woman took Anon into a deep kiss. While Anon's first, Jessica didn't seem to be holding back anything; as their lips touched one another, her tongue darted into his mouth. The sudden oral assault which he was being subjected to was one thing, but being tossed onto the bed afterwards only to have Jess pull down her pants and reveal a very sizable prick with an equally huge set of testicles was a shock all of its own. That got him talking.

"WHAT. WHAT. WHAT THE FUCK. YO-B-EXPLAIN. NOW."

His very vocal reaction got a laugh out of Jessica, who laid down next to Anon, pulling him into a tight hug from behind. Sure it felt nice having her warm, strong body behind him, but now he was trapped. Sure enough, Jessica began to unbutton his shirt, tracing an all too sharp claw down the plain white undershirt beneath to get access to Anon's body. She'd repeat the move with his pants as well, forcibly stripping him as she began to speak.

"It's a long story, probably too long for me to go into right now..."

She began to nibble at his ear a bit, feeling that Anon's heartbeat had gone from a fast, terrified pace to a slightly slower, more aroused rate.

"...but I can assure you, I'll be nice and gentle. I know that humans aren't exactly used to taking such...sizable penetrations without a lot of practice. How does that sound?"

As if to try and coax him into full and enthusiastic agreement, Jess reached down towards Anon's exposed groin, gently grasping his hardening member and circling a thumb pad over his prick's head. Being met only with reluctant sounding murmurs, the herm figured the best way to get him out of his shell would be to start slowly stroking him off. Having a dick of her own, she was very well versed in how to properly beat someone off. Too fast and he'd either blow his load too quickly or she'd start to hurt him. Too slow, and she'd might as well just be holding it.

"Ok! Ok...fine. I'll just, try not to think about it too much."

"There we go. Good boy~ Now, any objections to what I'm doing?"

He paused for a moment, though feeling how much his peach colored member was throbbing at the attention, she already knew the answer.

"...no. I don't, but...what are you gonna have me do?"

Jessica could hear the reluctance dripping from his words as they came out, and she just hugged him a bit tighter; that predatory grin of hers breaking into a full smile, not that Anon could see.

"Well I can already tell you likely won't mind servicing me a bit, so why don't we get started on that? If you do a good job, then I'll make sure to return the favor~"

Pulling the both of them into a sitting position, Jessica would cup a hand under Anon's chin and push it to the side to lock him another deep, passionate kiss. After that, she gently pushed him down to the floor, and on his knees he could see and smell her crotch. She was frankly fucking huge, several inches thick, and nearly a foot long at her current half mast. A thick foreskin covered the head of her prick, and the smell...the smell alone almost made Anon gag. Sure, he'd sniffed himself a couple of times before, but the sheer wall of musk that Jessica was presenting to him was far outside of the realm of what he was used to.

While Anon wondered just why he had agreed to this, he began to inch his head forward; eventually getting face to head with Jess's coal black member.

"...I know the whole Big Black Cock shit, but this is fucking ridiculous..."

That got both a snort out of Jessica, as well as her hand on the back of his head, pushing his mouth ever so gently onto her sheathed head.

"Alright, that was the last one. I know you'll do fine."

Before he could retort, Anon's mouth was covered by Jess's sweaty, stinking dick. With little experience with oral in general, let alone with a dick this size; Anon began to drag his tongue across what skin he could. Finding that opening his mouth wider would fit at least most of the tip inside, Anon would then stick his tongue under the foreskin, getting at the still covered areas as best he could. The taste was just as salty and strange as he had expected, but it seemed that she was thankfully hygienic enough to clean under there. He felt her shiver a bit as his hands started to do their best to stroke her off, rewarding himself with a dollop of pre right onto his tongue. It was sweeter than he had expected, though still with a hint of tang to it.

"Ohhh, just like that Anon~ You're doing great..."

With those encouraging words in mind, and his confidence growing; Anon removed his mouth from her prick with an audible *pop*. Lowering himself, he decided next her grapefruit sized balls needed some attention as well. He had expected them to be covered in the same orange-white fur that covered the rest of her toned body, but to his partial relief, Jessica's crown jewels were as hairless as her shaft. It made the tongue bathing he was about to give them that much more palatable. Unfortunately, her musky scent only intensified as he got closer, but the second his lips touched them Jessica gave out a very satisfied sounding groan.

Doubling down, he really started getting into servicing her testes; licking and sucking at them as much as he pleased to. The reactions he heard out of the Tigress's mouth were all the more encouraging as he felt an odd sense of satisfaction making her feel good. If it was something to worry about, Anon didn't put much thought into it as he kept up coating her balls in his saliva. He wasn't about to neglect her prick, though, and he continued to stroke and rub it down as best he could. The girth nearly broke his grip as he slowly beat her off, but it seemed to be doing the trick for her without a doubt.

"Anoooon~ I think it's time we...switched things up. Ok? Get...on the bed."

She had gone from that seductive tone to a more husky one, though still trying to keep herself together as she panted slightly. With little reason to argue, Anon complied, and sat up on the bed. Jessica turned to the bedside table, and fished around in the drawer before pulling out what looked almost certainly like a cock ring.

"I'd rather not break you, so I'll have to settle for using a ring..."

Not exactly sure what she meant, Anon watched as she slipped the rubbery thing over her dick; only to watch it shrink ever so slightly to what was likely a more manageable size. For him. Anon quickly realized she was probably going to try anal with him.

"Don't worry, it'll be fine. I promised to be gentle, didn't I? Now, just lie down like you are, and I'll..."

Popping open a container of what was likely lube, she squirted a bit onto her finger, before rubbing the pad into Anon's exposed backside.

"There. I'd love to just use my tongue and all, but if I'm not mistaken, this'll be your first time, correct?"

A bit nervous still, Anon nods his head; and for his trouble gets Jessica lining her member up with his ass while her weighty breasts nearly smother him. He wasn't sure why she was doing some sort of doggy style position, but feeling pressure against his rear; Anon braces for the expected pain of a first time experience. He could feel her prick slide quickly into him, along with several inches of her shaft. The lack of any pain was some small mercy as Jessica placed a hand under his head and pushed it into her tits while she began to thrust into him. While being mating pressed, Anon could make out muffled grunts and faint moaning from beneath the soft warmth of Jess's bust; letting off some of his own as she located and proceeded to start hammering into his prostate.

"Fuck. Me. Anon. You. You're fucking. Tight!"

Jessica managed to mutter between her own pleasured noises. From the rapid and shallow pace she began to transition into, she was getting close to orgasm; and keeping to her word, she grabbed at Anon's neglected member, stroking him off to a prostate assisted climax himself. The human's arms wrapped around her chest as his hips raised in time with his cock shooting out ropes of his ivory colored seed, which only rose so far before falling back onto his groin. Even Anon's legs did their best to lock around Jess's waist, though she didn't have any other ideas in her head aside from breeding him. Soon enough, she'd let out a pillow muffled moan of her own as she hilted herself inside of Anon, unloading her rather pent up loads into his depths.

The feeling of her hot, sticky jizz being dumped into Anon was a feeling he could barely describe. It was good, oh so good to feel though, and as Jessica collapsed onto him; both panting heavily, it wouldn't be long before she pushed them both back up. Keeping Anon firmly on her member, she wrapped her own arms around him in a tight hug which Anon had no issues with staying in. Leaning his head up towards her own, Anon once again received a deep, though less energetic kiss from Jessica; the two both holding it for quite some time as the past two hours of fucking caught up to them, and they both drifted off to sleep cuddling one another.

With Anon's cell being lost in the pile of clothes which littered the floor, they conveniently missed several attempts by Jacob to ask where the hell he was; though also several attempts to get him in a 'yiff pile'. When the two of them eventually woke up, Jessica pulling out of Anon and urging him to go get cleaned up; she took notice of the glowing screen in his fatigue pants. Picking his phone out of the pile, she began to look through the lock screen notifications, quickly growing amused at what seemed to be Anon's alternative to the night. When he left the bathroom, showered and feeling only a little sore, he saw the amazonian Tiger anthro idly reading out Jacob's texts to herself. He immediately walked over, plucked the phone out of her paws, and began to read for himself, Jessica looking over his shoulder.

"I swear to God, I'm gonna kick his shit in for even asking...

"...after you already got the dicking of a lifetime? Now I'm offended. Now come on, it's 2 in the morning. We still have plenty of cuddling to do."

"And by that you mean spooning."

"Do you expect anything else?"

"...just don't get a boner."

"No promises!"

As Anon sent a text to confirm he wasn't dead, and just in someone else's room for the night, he sighed; returning to the bed. Things had not gone as expected at all, but he had to admit; things could have been much worse. Jessica's arms once again wrapped around his body, feeling up his naked, though less toned body, as they once more drifted off to sleep.