Howling 101: Part 2

Story by Mojotheomegawolf on SoFurry

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#2 of Howling 101

Here is Part 2 of Howling 101. Part 3 coming soon!


Howling 101: Part 2

When Lilly heard this, she locked up momentarily and then turned her head to face her sister.

"In-inside of me?" she asked shakily, "as in like... sex?"

Realizing that she had been caught up in the moment, Kate immediately took her sister's paw in hers

"Oh, well yes," she replied through nervous laughter, "but obviously if that's something you're not comfortable with then you don't have to do it."

Humphrey was quick to offer his affirmative.

"Yeah!" he assured with sound resolve, "obviously the last thing we want to do is make you uncomfortable, so whatever you decide is perfectly okay with us. I promise you we won't judge you, no matter what you decide."

Lily nodded and turned her eyes between Humphrey and her sister, but she found that each time her eyes fell upon the grey wolf, curiosity overtook her a little more until finally her eyes had drifted down to see his half-erect, red cock and curiosity began to slowly morph into desire. However, her uncertainty still spoke louder than any desire she possessed.

"Is it... painful?" she asked her, concern evident in her tone.

Kate smiled softly.

"Only a little bit at first," she assured tenderly as she again began to rub Lilly's belly, "but like I said: Humphrey is the BEST there is. He will do exactly what you tell him, and if you feel like it's too much, you can always say 'stop.' We want this to be special for you. Right, Humphrey?"

Humphrey nodded.

"Lilly, I promise you, your every wish is my command. Even if you decide that you want out right now," humphrey replied, "just tell me whatever it is that you desire and I'll make it so."

To this Lilly nodded as she turned to her sister again.

"C-could I... watch?" she asked hesitantly, "just... to see what it's like first?"

Kate and Humphrey turned to each other.

"I don't have a problem with it," Kate stated to her boyfriend, "do you?"

"Not at all," he replied dismissively, "but I think if we move this to the bedroom now, we might still be able to save the couch."

At this, the two females laughed as they both slid off the couch and rose to their feet. Lilly, however, was a little wobbly in her knees and she would have stumbled had Kate not caught her by the arm.

"You good?" she chuckled.

Lilly turned to her and nodded sheepishly

"Yeah," she replied, "I guess I'm just still trying to recover."

At this remark, Kate chuckled and began to lead Lilly into the bedroom until they arrived at the chair that they had at the desk along the back wall. Kate pulled out the chair and turned it around so it faced the bed and then Lilly plopped herself down into it.

"Okay," Kate began with a blush, because the realization that she was about to have sex with her boyfriend while her sister watched settled in on her and began to even make her a little bit bashful, "are you able to see alright?"

Lilly could sense her sister's blush and this caused her to blush as well.

"Mhm" she replied meekly as her sister backed away.

Lilly sat there, naked on the chair and watched as her sister sensuously slinked her way over to her boyfriend. Lilly watched intently as Humphrey's hungry eyes seemed to capture every inch of Kate's sleek, sexy curves. As Kate drew closer, Lilly could see Humphrey's cock begin to grow hard, and as she watched it swell with blood, she wondered for a moment how she would ever be able to fit it inside of her. From where she sat, it looked to be at least 9 inches long and its girth, just a little bit smaller than that of a water bottle, but most intimidating of all, was the baseball sized knot at its base. With all of these traits together, it seemed a rather formidable foe, one that she would not be able to conquer with her virgin walls.

By this time, Kate had arrived at Humphrey's side and as he turned to face her, he placed his paws on her hips to pull her in close. However, before he had a chance to pull his mate in for more foreplay, she forcefully shoved him back onto the bed. Humphrey was surprised by this and fell back onto the bed with a soft "oof!" but before he could even think to adjust himself, Kate leapt up into his lap and wrapped her legs around behind his back. Humphrey was again shocked, and had he not reacted as quickly as he had, he may very well have allowed Kate to tumble backward onto the floor, but with an expeditious movement of his arms, he arrested Kate and pulled her in close. Kate's lips immediately made contact with his and the two of them kissed passionately as Kate dug her claws into Humphrey's back. Then, Kate began to slowly rock her hips back and forth and she moaned softly into Humphrey's mouth as she felt his hard, veiny length pass so tantalizingly between her moist, glistening lips. Humphrey, too, moaned into Kate's mouth as he felt her hungry lips slide so pleasurably along his length then pulled away and leaned back against the brace of his arms as Kate pulled away and slowly snaked her way to her knees in front of him.

Lilly watched from the side as their gazes met. She could see the deepest pools of desire and excitement inside of the grey male's electrifying, blue eyes, but when she looked into her sister's eyes, she saw something different... something primitive. It was a ravenous, insatiable hunger, an almost instinctual compulsion, but exactly what that compulsion was eluded her. As she watched, though, she realized by the finger that began to slowly draw circles around her swollen clit, that she possessed her own insatiable desire to find out.

It was not long, however, before her thirst for discovery was satisfied, as, with a sly smirk, her sister shuffled closer to her lover's hips and leaned in close. She reached up and gripped his cock beneath its large, swollen knot and fixed her lips around one of his testicles. Lilly watched as Humphrey gripped the bed sheets and applied slightly greater pressure to her clit as she saw Kate begin to sensually suck on the testicle she had chosen. Humphrey groaned softly with pleasure as his beautiful companion made such clever work of his sensitive sack and Lilly's moans seemed to match his as she watched the display unfold from the side.

Kate's keen ears were able to detect her sister's familiar, timid vocalizations and she smirked softly over the testicle she so expertly pleased, but she did not invite her sister to join her, as was her wont. Rather, she continued her work in a sort of feigned ignorance which she hoped would eventually make the meek female on the other side of the room practically beg to join her at her side. Humphrey continued to flex his claws into the sheets behind him then brought his right paw forward and draped it gently on top of Kate's head. Kate smirked sexily as she locked eyes with him then she slowly ran her tongue along the length of his cock.

Humphrey smiled softly as he felt her broad tongue run along the length of his shaft then pinched his eyes tightly closed as he felt her suddenly engulf him into her muzzle.

"Fuck..." he groaned softly as he felt the length of his shaft reach deep into her snout.

Kate smirked as she continued to take him in and then finally, when her lips came to rest on top of his knot, she finally drew away until they formed a tight seal around the base of his swollen, throbbing head. There, she paused and sucked gently against it as she slowly drew circles around the tip with her tongue. Humphrey flexed his paw and clutched her hair tightly in his fist as she worked his cock and Kate chuckled softly before she again took his length up to the knot.

From the side, Lilly could hardly contain her moans as she continued to work her sensitive orb with her padded digit. She didn't know what it was, but this whole situation seemed so dirty and so wrong... and in spite of what the voice of reason in her head tried to tell her, she couldn't help herself. Seeing her sister engaged in such private, intimate acts turned her on to a point where reason and morality suddenly became an afterthought. All that mattered in this moment was the show she witnessed and the pleasure it bestowed upon her.

She couldn't take it anymore. With a swift, deliberate motion, she rose to her paws and made her way over to where her sister knelt, but as she arrived, she felt that familiar twinge of anxiety creep up upon her and before she could fall to her knees at Kate's side, it arrested her where she stood. Though Lilly had come to rest slightly behind her, Kate immediately detected her sister's presence, but she continued to work her lover over as though incognizant of the she-wolf at her back.

Lilly watched from her position behind her sister and crossed right her arm under her chest then gently gripped her right bicep.

"Um... Kate?" she asked meekly as she ran her paw nervously up and down her arm.

Kate's ears shot to attention and she slowly pulled away from Humphrey's cock with a dull smack then turned to Lilly, who stood about a foot behind her.

"Yes?" she asked slyly.

Lilly continued to rub her arm as anxiety continued to war against her mounting desires.

"Can- um... can you- teach me how to do it?" Lilly finally managed to ask.

Kate blushed upon seeing her sister's timidity and reached her paw out to her.

Lilly looked down at Kate's paw for a moment then looked away as uncertainty again held her in place, but finally she reached out and took her sister's paw into hers. Kate smirked softly as she gently pulled Lilly down beside her.

"Of course I'll teach you," she replied warmly as she shuffled to reposition herself into a pose which would maximize her comfort as well as her ability to both instruct her sister in the art of oral and demonstrate her almost encyclopedic knowledge of the subject.

Lilly fell softly to her knees and positioned herself as well, though her motions were deliberate and awkward as she still felt the slightest twinge of discomfort. Kate turned to Lilly and smiled at her bashfully as her cheeks began to flush.

"Well, here we are," Kate began through the cracks of a nervous chuckle.

"Yup," Lilly said as her eyes darted back and forth between her sister's gaze and Humphrey's hard, throbbing cock before her, "here we are."

Kate giggled nervously and turned her attention to Humphrey once more in hopes to rid the atmosphere of the awkwardness that had begun to settle in.

"Well, um, Lilly," Kate began, "why don't you, ya know... grab it."

Lilly gulped as she stared at the large, red remember which throbbed before her.

"G-grab it," Lilly replied in a tone which she hoped would give herself the courage to do what was asked, "okay."

With this said, she slowly reached her paw-like appendage out toward Humphrey's fleshy, red member until finally her paw found purchase upon it and she wrapped her fingers around it.

"It's so... hard," Lilly exclaimed in disbelief as she gave it a gentle squeeze.

"Mhm," Kate replied as she felt her own courage begin to come back to her, "but be gentle with it," she then warned, "it's quite sensitive."

Lilly nodded.

"I'm not gonna hurt him, am I?" she inquired nervously.

Kate chuckled and shook her head.

"Nah, you can have fun with it," she assured, "just try not to squeeze or pull it too hard and watch your teeth."

"My teeth?" Lilly asked.

"Yeah," Kate replied as she scooted I'm closer to Humphrey and placed her paw on his cock as well, "whenever you put it in your mouth you wanna make sure that you wrap your lips around it so that they stimulate the head and shaft, but you want to make sure that you open your teeth because obviously you wouldn't wanna scrape him, right?"

Lilly nodded.

"Okay?..." she answered, though she was still confused.

Kate could sense her sister's confusion, so she smiled.

"Here, watch this," she said as she turned her nose down toward the tip of Humphrey's cock, "pay attention to the shape of my mouth."

Lilly nodded wordlessly so Kate opened up her mouth and sucked him deep into her muzzle once more. Humphrey replaced his paw on her head once more as she went down on him and he groaned in pleasure as he felt his head poke into Kate's throat. Kate continued to work him over in various speeds and depths for a moment longer before she pulled away and turned to her sister.

"See?" she began, "nothing to it. Wanna give it a try?"

Lilly nodded as she scooted herself slowly closer to Humphrey's cock. Kate scooted herself out of the way slightly so as to give her sister the best possible angle and watched hungrily as Lilly stared down at Humphrey's member which seemed to stand at attention, ready to experience the new sensations that her mouth had to offer.

"Okay," Lilly began in lee of a collective breath, "here goes..."

With this said, she opened her mouth and gently slurped the head of his cock into her muzzle. She remained like this for a moment, with only the engorged head of Humphrey's member behind her lips, but then, after a few seconds, she attempted to replicate what she had seen her sister do moments ago. She wrapped one of her paws around the base of his cock, beneath the knot, and then slowly began to take more and more of him into her mouth. Aside, Kate watched as she continued to engulf more and more of him, but when Lilly got about half way down, she coughed slightly.

This caused Kate to laugh.

"Relax your throat, hun," she instructed

"Hm?" Lilly asked, her question muffled by the cock in her mouth.

She then pulled quickly away, leaving behind a slim bead of saliva which bridged the gap between her bottom lip and the tip of Humphrey's red cock. Kate then scooted over and took Lilly's place again.

"If you want to be able to take the whole thing, you've gotta open your throat," Kate instructed as she again sucked Humphrey's member down into her gullet.

Lilly watched closely as her sister continued to take him into her mouth and realized that there was a brief moment of resistance as she got about half way down on it, but then suddenly, with a slight tilt of her head, Lilly watched as she seemed to break that threshold and her lips came to rest on Humphrey's knot. From her angle at Kate's side, she saw exactly what she was talking about, for as Kate tilted her head up slightly, she saw her pull her throat open and allow his cock to enter, as evidenced by the large bulge that extended a short way down into her neck. Kate remained with her lips on his knot for a moment longer then she slowly pulled away with a gasp as the obstruction was removed from her throat.

"See? Not so bad," Kate stated matter of factly, "wanna try again?"

Lilly nodded as she retook her position before Humphrey and with no hesitation this time, she took his cock into her mouth and began to go down.

"When you get to where you can't go anymore, hold your breath, relax your throat and make eye contact with him," Kate instructed.

Lilly nodded slightly as she continued to take more and more of him into her mouth. Then when she got to a point where she felt the head of his cock encroach upon the back of her throat, she paused and attempted to comply with Kate's instructions. However, her efforts did not yield much success, as she was only able to take one of the remaining 4 inches into her throat before her gag reflex demanded that she pull away.

"It's okay," Kate assured as she placed a gentle paw on her sister's back, "it just takes practice."

"Yeah, and you don't have to go all the way down," Humphrey chimed in, "just do what you can. Your mouth feels amazing."

Lilly nodded and turned her nose down to Humphrey's cock once more and wrapped her lips around its head once more then she took in as much as she could and moved back up to the base of his head. Kate watched her sister work from the side for a moment before she scooted in to offer her own services where she could. She started by gently sucking on each of Humphrey's testicles then, to Lilly's surprise, she planted her lips gently on the side of Humphrey's shaft where Lilly couldn't not reach with her mouth and began to run them up and down in the same rhythm at which she sucked him off. The sight seemed to almost instinctively draw her fingers to her clit once more and she moaned softly, her mouth still full of his cock, as she pleasures herself to the rhythm at which she pleasures him.

Humphrey's tongue hung out of the front of his mouth as the two females worked his cock in tandem because never in his life had he experienced something so euphoric. As Lilly continued to suck him off, Kate then moved her attention lower and began to tease Humphrey's knot with her expert tongue and then she pulled away.

"Hey, Lilly," she called through a smirk.

Lilly, who had just reached the bottom of her latest mouthstroke, looked to Kate and then slowly pulled away.

"Hm?" she asked with a blush, "did I do something wrong?"

"No," was Kate's simple reply before she pulled her sister in for another passionate kiss.

Lilly has by this point grown accustomed to kissing her sister in such an intimate way, so she was quick to firm up her lips against Kate's and then attempt to slide her tongue into her mouth. Kate separated her teeth and granted her access into her mouth and the two shared this display of affection for a moment later before Kate pulled away.

"Come here," she instructed as she moved off to one side of Humphrey's cock.

Lilly shuffled so that she was on her side of Humphrey's erect, throbbing member and awaited Kate's instructions.

"Put it between your breasts," Kate instructed.

Lilly's ears perked up.

"Between my breasts?" she asked, unsure if she had heard correctly.

"Mhm," Kate purred sexily.

Lilly nodded and then lifted herself up slightly so that his cock sat between her tits and she watched as Kate did the same thing. From above, Humphrey watched in pure bliss as their nipples were gently pressed together and he groaned as, under Kate's direction, the two squeezed their breasts tightly around his cock.

"Now, move your body slowly up and down with me," Kate instructed as she lifted herself up.

Lilly nodded and followed suit and together the two of them began to stroke him off with their breasts. Humphrey had to ponder once again in this moment how a guy like him could have ever gotten so lucky as to have a girl like Kate and to be able to experience everything that he had experienced tonight. This night was beyond anything he could have ever conjured, even in his wildest of fantasies and he would not change it for the world.

Kate and Lilly began to speed up as they continued to stroke him off with their breasts and as the moment grew more and more intimate, the two sisters locked lips once more. Lilly moaned softly into Kate's mouth as a stream of her own fluids began to run down her inner thigh.

"Mm I love you, Kate," she crooned softly into her sister's mouth.

"I love you, too, Lilly," Kate moaned as the sensation of their nipples rubbing against each other sent shivers up her spine.

Aside, Humphrey simply couldn't stand it any longer.

"Fuck, I'm getting close," he groaned.

Kate quickly pulled away from Lilly.

"Lilly, he's gonna cum," she said quickly.

"Huh? Well what do I do?" she asked quickly, unsure.

"Take him back into your mouth," Kate instructed, "and finish him off."

Lilly nodded and quickly took Humphrey's cock back into her mouth and began to suck him off again while Kate used her paw to jerk off the remaining four inches that Lilly could not reach. Humphrey began to pant heavily as he felt his orgasm begin to rise.

"Fuck," he groaned as the sensation drew near, "fuck, I'm gonna cum."

With this, he screwed his eyes closed and wrapped his paws around behind Lilly's head as he shot rope after rope of hot, sticky cum into Lilly's mouth.

"Yiughch!" Lilly gargled as the salty, gooey liquid began to coat her tongue.

Humphrey continued to fire off round after round of cum into her mouth until finally his orgasm subsided and he released his grip on Lilly's head. Lilly quickly pulled away with a look of disgust evident on her face.

"Ugh, whatch am I shupposhed to do wish thishh," she strained in distaste.

"Swallow it," Kate instructed.

"Oh, no," Lilly replied as the gooey substance continued to spread throughout her mouth, "I don't shthink I chan."

Kate smirked softly.

"It's okay, Lilly," she crooned softly, "come here."

Without waiting for permission, Kate reached out and wrapped her paws around the back of Lilly's neck and pulled her face, which was still twisted into one of disgust, in close and planted her lips upon hers. Lilly resisted at first, but as Kate requested access into her mouth with her tongue, she seemed to understand and relented. Slowly and passionately, Kate began to kiss her sister and with each time her tongue entered Lilly's mouth, she swept more and more of the cum out of it until she had taken every drop into her own mouth. Once she had accomplished this, she pulled away with a sly chuckle and turned to Humphrey, who sat above and watched the show.

With a sexy smirk, Kate giggled and opened her mouth to show Humphrey the load of seed that he had left then with a sensual chuckle, she closed her mouth and swallowed the elixir of saliva and puppy batter with a soft gulp.

"Mmm," she crooned, "delicious as always."

"Fuck," Humphrey groaned through a chuckle, "you two are fucking amazing."

Lilly smirked, though the taste of cum on her tongue still left her in a slight state of distaste and took his cock into her mouth once more.

"Mmm, you're amazing," Kate crooned as she licked the side of his member with the pace Lilly's sucking.

She then pulled away slightly.

"So Lilly," she began, "do you think you're ready?"

Lilly seemed to understand exactly what her sister meant by this and she pulled slowly off of Humphrey's cock. For a moment she didn't say anything. She simply stared down at his throbbing, red member then slowly turned her eyes over to Kate with a smirk the likes of which the amber female had never seen before.

"Fuck yeah," Lilly replied firmly.