Anal Overtime

Story by Joshiah on SoFurry

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#61 of Transformation Stories

First

Jesse doesn't seem to have even an ounce of luck, and his fortunes go from bad to worse in this sequel for Simplenesscity!

After being spitroasted in front of a crowd, Jesse sulks outside of the dying party and enjoys the cool breeze of the evening. One of the onlookers decides to keep him some company and brings him another drink, but at this party, nothing is sacred.

Just a few sips begin a transformation in Jesse, who gets trapped between the confusion of his increasingly female body, and the terrible arousal that wracks his mind!

As always, read, comment and enjoy!


Taking a shot in the pride was always a lot worse than taking a shot in the rear, and often times, it was far less pleasurable.

The party after the Super Bowl was just winding down, but Jesse was still sitting out on the back porch, rubbing his tired, sore rear end and cursing his misfortune. It was bad enough that his team lost on what appeared to be an obvious, blown call, but then, to be taken from both ends in front of a party full of guests, not once, but twice...

"I swear...if I didn't have bad luck, I wouldn't have any luck at all," Jesse murmured. He was trying to keep his voice down, knowing that most of the other guests for the party were already on their way home, or well on their way to being asleep. He was shocked by the number of people who stayed at the party after clothes started coming off, and the looks of lustful joy on their faces didn't make it any easier to take the impressive amount of flesh that was stuffed into his ass, or right down his throat.

The latter was almost as pained as the former, as he took another sip from what he thought was going to be his last drink for the night.

"One call going the wrong way is pretty bad luck," a voice confirmed behind him, "But there are plenty of people who would have been pretty happy to be in your shoes, tonight."

"The sex wasn't bad, but losing that bet hurt more than anything has in a long time, Fred," Jesse explained, as he recognized the voice of one of the few guests who stayed to enjoy the unique festivities. "Besides, I think you're a little jealous that you weren't the one in the middle!"

"I'd prefer to be on the outside, honestly," Fred suggested, "But I guess there are worse fates than being sandwiched between a couple of hot guys."

The wolf sat down next to Jesse on the stairs of the back patio and held a beer bottle out to Jesse, who nodded and smiled as he took the drink with appreciation. "Yeah, like making an ass of yourself in front of a party full of guests because your team lost..."

"You got a little drunk and a little emotional-

" A lot emotional."

"Right," Fred chuckled, "And that's okay. I'm sure everyone else has been in that same situation before, and in a week, no one will even remember your little outburst. They'll probably just remember what a little bitch you looked like while you were getting speared on a couple of cocks."

Jesse rolled his eyes. "Gee, thanks. That makes me feel so much better!"

"Sarcasm noted, Jesse. The point is that you shouldn't let all of this get you so down. Until your team lost, you were having a great time with everyone, and I don't think anyone's opinion of you is going to change because of one emotional outburst."

"I guess you're right," Jesse admitted. He took a quick swig from the offered bottle and let out a quiet rumble of appreciation as the sweet, cherry flavor spread across his tongue and spilled down his throat. "Huh...some kind of malt liquor, Fred?"

"It's a special brew, for sure."

"It's like nothing I've ever tried before," Jesse said. He let out a quiet, cute hiccup as his consumption slowly got the better of his body, and even after a proper, sobering fuck, he couldn't hide the fact that he'd had far too much to drink that evening. "Feels kinda bubbly in my tummy."

"That's...that's just the carbonation," Fred replied, trying not to stammer over his words. "I wouldn't worry too much about it."

If he were sober, Jesse might have thought that Fred was acting a little odd, but at the moment, the latter wolf was looking through the bottom of a bottle, and everything seemed perfectly normal.

He didn't even notice how high-pitched his voice was when he replied, "Long as it keeps on tasting so sweet, I'm not gonna worry about a thing. Feels like this stuff could put me to sleep!"

"I don't think it's going to do that," Fred argued. "If anything, it'll probably wake you up, so to speak."

"Caffeinated?" Jesse asked.

"N-no, it's not that...this drink just has a tendency to wake people up inside."

Jesse might have been just a pint shy of drunk, but even he could tell that Fred was speaking in circles. He was in the middle of a long, deep gulp when he hesitated and pulled the bottle back, gazing upon it with suspicious eyes. "Unless this drink is called 'Evanescence,' you'd better start explaining yourself, Fred."

The larger wolf felt a bit smaller than his companion as he nervously scratched the back of his head. "Well, y'know...I thought you could use a drink after losing your bet, but...I couldn't help thinking that you looked kinda hot pinned between those two guys, and-

"And what?!" Jesse cut him off, though he finally noticed how high his voice was reaching, and dropped the bottle to cover up his own muzzle.

"Well, I'm not really as into dudes, but...I thought perhaps you wouldn't mind a little overtime?"

The puns were still running fresh from earlier in the night, as Jesse narrowed his eyes upon the larger wolf. "That isn't funny!" he shot back, though, as he tried to stand, it wasn't the alcohol, but a shift in his center of balance that caused him to almost stumble and fall over. His body was slimming down, save for the birth of his hips, as they began to widen out from his body. His jeans already fit loose around his trim figure, but they fell right down to the ground as he tripped over and fell down in the cool grass of the back yard.

"Then you probably wouldn't appreciate my saying that I wanted you to change teams before I played you," Fred continued, unable to keep a snicker from escaping his lips. "Like I said, I'm not as into guys, but I could just imagine what a looker you would be if you were a bitch..."

A jersey that rested flat across Jesse's chest was rising up and off of his body like magic, as if a pair of hands was pinching the fabric and tugging upward at two even points. Jesse could still feel the mesh breathing against his fur, however, and his jaw fell agape as he tilted his chin down and saw a pair of small, fleshy lumps growing upon his pecs.

Through the hole of his collar, he saw small, cute nipples growing just barely wider and taller, until they stuck out through the mass of his fur.

"Fred...I swear, when I get my paws on you..."

Jesse was trying not to slur his words, wanting to sound as menacing as possible, but he could barely stand, and the shift of his weight was making things even more difficult. His breasts continued growing, even when he mentally wished that they would stop, and his hips finally came to settle with a wide, birthing curve. His flat, toned rear was growing out and curving as well, as he felt a strange, sinking sensation where his member currently was.

Nononononono don't do that! his mind was racing through words as he gazed between his bare thighs. The sheath that contained his member was thinning, but growing taller, as it took the shape of a slim, vertical slit, and almost immediately, moisture began to trickle from the new orifice, despite Jesse's mental protest. His body was ignoring him every step of the way, even as his sack retreated up into his crotch and completely faded away; a sensation he didn't want to relive anytime soon.

As much of a struggle as it was for Jesse to stand whatsoever, he didn't have a chance to move up from his back before Fred was down and over his new body. "It's lucky that Jesse is an androgynous name...you don't have to change it!"

"I am going to smack you, Fred..."

Smirking playfully, the larger wolf flipped the long, baggy jersey up from Jesse's even smaller form. No part of the male anatomy was left as Jesse took on the full physicality of a female, and she could guess that the drink was to blame for the fact that she wasn't kicking Fred square in the crotch right at that moment. "I might like it if you did, Jesse."

"Put something extra in my drink?" she asked, her voice a mixture of sexual and physical frustration, even as Fred rested his open palms upon her fully grown breasts and began to delicately squeeze them.

Finally being honest, Fred nodded as he hovered over his prey. "It's an aphrodisiac...thought it might help you adjust to the new body. It's calle-

"I don't fucking care what it's called," Jesse cut in yet again, as she narrowed her eyes on the larger canine and bucked her hips up from the ground. "Shut up and fuck me...or I'm gonna really make you regret giving me that drink."

It didn't take much more than a quick unzipping of the jeans for Fred to be ready. His cock was already straining against his boxers underneath, and it flopped heavily over the waistband as he tugged it down, drawing both a flush, and a nervous gulp from Jesse, who couldn't help reaching between her legs to spread the tight, virgin lips of her new womanhood.

Damn this drink... she thought to herself, as she felt the dripping, drooling tip of Fred's member teasing against the tight entrance of her sex. The sensation was more than she could adjust to in such a rapid fashion, and quietly, she was glad for the alcohol in her system, as she couldn't have imagined dealing with such a transformation fully sober.

She knew she wouldn't have been able to handle the unique, filling feeling of the tip of Fred's cock piercing her folds.

"F-fuck...they didn't warn me you'd be virgin t-tight!" Fred groaned as he leaned forward on his knees, pushing his hips into the bucking body of his friend. Working on an instinct she didn't fully understand, Jesse slipped back against the feeling of a warm, heavy object spreading her inner walls apart, despite the resistance from her inexperience.

As little as she knew about her own new anatomy, she knew it was a mercy that Fred was going slow to start, as her body adjusted to its very first cock. Her hymen broke so easily around his girth that it spoke to just how impressive his manhood truly was, and with a high-pitched, shrill cry, Jesse threw her head back and moaned, able to do little more than grip Fred by the wrists to keep his paws on her breasts.

"Doesn't...nnnfh... doesn't help that you're f-fucking huge!" Jesse complained, or so her voice would make it seem. There were no females at the party earlier to speak of, so Jesse tried to keep her moans as quiet as she could, not wanting to make any of the other guests privy to this particular show.

Even if it was just the effect of the chemicals, she wanted Fred to fuck her brains out; she just didn't want anyone else seeing it.

Heavy, powerful hips began to crash into Jesse as Fred began to lose control of his pace. In her smaller, exhausted form, Jesse felt a bit helpless, but was happily drowning in the growing sensation of pleasure, now that her sex was able to more easily take everything that Fred had to offer. Everything was happening faster than she would have liked, but she couldn't possibly deny the pleasure that came from feeling such a full, throbbing length inside of a tight womanhood, and her inner walls were already starting to quiver as she dug her claws into Fred's wrists.

The pain was negligible for Fred, who still couldn't believe how tight Jesse was. "J-just take the fucking compliment," he growled, gritting his fangs together to try and draw the act out for as long as he could. "That pussy is g-good... too fucking good, Jesse! I...I can't take it!"

"Then fill me up!" Jesse cried out, forgetting to keep her voice down as she acted every bit like the name of her hidden drink. A small, less permanent dose of a famous drink known as the "Heated Wolfess" meant that Jesse would be fine the next day, but in the midst of such a lustful exchange, there was only one thing that would settle her growing passions.

It came in the form of a full, rushing load of cum, spraying across her insides and pouring into a womb that was only just created.

"T-take it...take all of it!" Fred grunted, squeezing Jesse's breasts tight in his paws until his claws teased at her flesh, a more than welcome side effect of his body taking full control of its own actions.

Hips pounded and hammered into Jesse, bouncing her body against the cool, comforting grass of the yard. Forgetting all about the possible consequences, Jesse kept lunging her own hips back at the male wolf, even when she felt the wide, bulbous flesh of a knot trying to penetrate her sex. On her first attempt, she couldn't possibly handle it, but that didn't stop her from slamming back into Fred with all of the energy that she had left, as excess, spilling ejaculate poured from her gaping orifice and dripped down into the yard, staining the grass with the act that took place before.

A pair of panting, messy wolves were all that was left in the aftermath, as the sunrise was just starting to come up over the privacy fence in the far back. It had been almost nine hours since the game ended, and three rounds of sex had taken place since then...

...But Jesse still wasn't satisfied.

"Keep going," she whispered, as she locked her ankles around Fred's lower back and began to buck against his still pulsing rod.

"B-but...but Jesse-

" Keep. Going."