The Big Bad Wolf: The Babysitter

(Summary:

When a young, introverted teen is forced to be babysat by the hot, wolf-girl MILF next door, he has possibly the best night of his life.)

"You can't be serious." The young teen says, his eyes wide. His mother sighs, putting a hand on her head. "Yes Matt, I am. You are not being left here alone for the weekend." Matt would argue. He would, really. He'd say they don't trust him, that they think he's too immature or one of a dozen different things.

But at this point, the young teen knew it was an exercise in frivolity. Instead, Matt just shrugs.
"Ok, fine. Just, who are you hiring to watch me until Monday?" His mother seemed shocked for a moment, until she blinked a few times and smiled. "Ah, it's that new lady who moved in down the street. She seems so nice and I'm positive the two of you will get along."

Matt scrunched his face up. He didn't know anyone who just moved in, though it's not like he kept up with who was who in the neighborhood. Instead, he just nodded like he knew what she was talking about, and then pointed towards his room.

"I think I'm gonna take a nap. I'm tired. Wake me up before you and dad leave?" He asks. His mother waves a hand at him.

"Of course honey, and thanks for being so understanding." Understanding... Right...
Matt was sixteen and apparently not old enough to be alone for two and a half days. Go figure, but whatever. It's not like he'd invite people to his house and trash the place. He doesn't get invited to parties, so why would he throw one? All the teens at his school make fun of him for being short and antisocial.

He's 5'10". That's not short. And he's not antisocial, just... Just nervous around people...
The black haired teen sighed as he flopped on his bed, and let sleep take him. Maybe he'd feel better after a nap.

............

Standing next to his parents, he realized his mom may have forgotten to mention a few things. Like the fact that his babysitter was an Anthromorph. A wolf lady, to be exact. The lady (the sizable boobs underneath her shirt was a dead giveaway) gave him a small wave.

"Hi Matt, I'm Iris. Nice to meet you." The wolf girl says, her deep voice rather intimidating. Matt hasn't met an Anthromorph in person before - there's a couple at his school, but like everyone else, they don't talk to him. He waves back, slightly nervous. "Hi Iris." He says lamely. His mother clasps her hands together and beams at the two.

"Friendly already! Such a good sign." His mother says, delusional. His father simply laughs. "Well, we better go before we miss our flight. Be back Monday evening Matty." The older man says, and then his mother gives Iris a quick hug.

"Thank you for offering to watch him on such short notice." Iris chuckles. "Anything for my new bestie. You just go and have fun, ok?" His mother nearly jumps for joy as both she and his dad grab their bags and head out through the door. His mother doesn't even say bye…

Matt just sighs, as he looks up at Iris, who waves at the two before shutting the front door. She was actually kinda beautiful... She had on a white T-shirt that meshed well with her grey fur and tight blue jeans that accentuated her curves very well. She had a small tuft of hair on top of her head, and her purple eyes were slightly hypnotic.

The older (actually how old is she anyway?) turns around and smiles at him. "Sorry that you have to have a veritable stranger in your house for a couple of nights." The wolf girl says, and Matt almost blinks. He didn't expect that. He scratches the back of his head.

"It's no problem. I just wish they actually trusted me to be left alone." Iris nods her head slowly. "That's understandable. From what your mother told me, you're a well behaved young man." Now Matt's curious about what they talked about.

He's not gonna ask about that though. Instead, he's... He doesn't know. Iris apparently does though. She points to the nearby couch. "Why don't we sit down for a bit and get to know each other?" Iris says, and then immediately chuckles. "Of course if you'd rather go back to your room, I understand."

Matt decides pretty quickly want he wants to do. He's curious really, about Iris and there's definitely some things he wants to know. He walks over to couch and flops on it. "So how'd you and my mom meet anyway?" Matt asks, as Iris sits down next to him.

"Well that was about a week ago. We met in the store and your mother couldn't get over the fact that another Anthro had moved into town." Matt winches slightly. "Sorry if she was - " Iris laughed, waving a hand at him. "Naw it's all fine. I've had worse experiences and your mother is a nice girl." Matt still is surprised that they only met a week ago. He's not heard a single word about her.

Then again, his mother doesn't tell him anything.

Iris frowned. "I must admit, I'm shocked that she asked a near stranger to watch over her son and her house. Even if only for a couple of days." Matt shrugs. "My mom's always been impulsive. Not really good at decision making." Iris slyly chuckles.

"Oh I've been there. My teen years were rife with either badly thought out decisions or snap second ones." Matt hums. "Hey it's rude to ask a lady her age, but how old are you anyway?" Iris snorts, the sound rather imposing and funny at the same time.

"Well since you at least know you're rude, I'm fourty two." Matt didn't think she was a day over thirty, but he hasn't seen enough Anthros to get a good feel for telling their ages yet. "Huh. I never would have guessed." Iris places a hand on her chest, as she laughs softly.

"Well, aren't you a charmer?" She shakes her head, as she yawns, stretching as she does so. Her breasts jiggle at the movement, and Matt tries to make it look like he wasn't staring. Iris, however, just laughs harder than before. Seems she caught him looking.

"Oh, good to know I've still got it!" Matt turns his head. "Sorry, it's uh... Sorry." Iris calms down, before standing up. "It's fine, you're at that age after all. A sexy wolf alone in your house is sure to get you feeling some ways." Said wolf girl heads over to a bag nearby.

"I've got some things I need to put in the guest room, could you show me where it is?" Matt just nods, glad to get past this conversation. "Yeah, upstairs and to the left. Follow me."

.........................................

He's surprised when, for the rest of the afternoon he and Iris keep talking. She's actually really easy going and fun to talk to, and despite his introverted nature, he's finding it extremely easy to just sit and talk to her the entire time. Even during dinner the two don't stop talking.

Matt laughs again at another joke Iris says. He nearly chockes on her cooking as he does so. The ribs are amazing - Iris can really cook.
"Dammit, you're gonna kill me with these.
Where'd you even hear that one at?" He asks, a large smile plastered on his face.

The wolf girl rolls her eyes. "I know a few good jokes. Heard them from back in the day."

Matt scoffs. "Back in the day, you aren't that old you know." Iris awe's
.
"Why thank you Matt. Your mother was right, you are a gentleman." Matt has to admit, he thinks he likes Iris. She's pretty dope all things considered. He actually thinks he can ask a few questions that he's wanted to know…

"So, forgive me for asking, but I've gotta know... Doesn't all that fur and hair make you hot as hell in the summertime?" Iris takes a drink of her water, before putting the cup down.
"You're fine Matt. In fact, here, feel my arm."

Iris lays her arm down on the table, and Matt grips it carefully. His fingers nearly dissappear into the fur and he's hit with two feelings at once. The first is just how soft her fur actually is. He could fall asleep in it he thinks, if he was wrapped up completely. Secondly, it's a cool temperature inside the fur, surprising Matt.

Iris puts a hand underneath her cheek, and stares at him slyly. "Cozy huh? It's insulated, a lot like a dog or a cat. But far nicer to pet huh?" Matt quickly pulls his hand away, as Iris laughs. "You are just too easy to tease Matt. You'd think a handsome, young man like yourself could deal with a beautiful woman." At those words, Matt shuts down, laying his head on the table.

"Pretty sure no one even knows I exist in school, let alone any girls." Iris hums. "Ah I see. Confidence issues then." Matt wants to laughs. He'd need confidence for there to be issues with it. Iris pats his hand gently. "It'll be fine kid. You'll get past it one day, especially since you're so cute. Trust me, girls love the cute ones."

Matt isn't quite sure how to respond to that, but when he looks up at Iris to tell her that he's not cute, he notices that she's staring at him with a calculating look. "Hey Matt, how old were you again?" She asks, her face seemingly neutral.
"Um... Sixteen. Why?" Iris just stares at him for a moment, before her eyes narrow slightly, and she grins at him. "Well then, I suppose I could help you with your confidence." Matt raises an eyebrow, but Iris ignores his confused look. Instead, she stands up, stretching her arms above her head as she does.

Her boobs jiggle slightly in place, and Matt can't help but stare.

"You want to see them?"

Matt blinks. He didn't just hear her say that, right? He looks up at Iris's face and the way she's looking at him now... He gulps. Her eyes are locked onto him, still narrowed. Her grin has turned into something sly and dangerous. She reaches for the hem of her shirt.
"I'm sure you want to see them, with how much you've been staring, Matt." Her low voice somehow seems even lower, and Matt can't stop himself from nodding his head. Iris licks her lips.

"I certainly didn't expect this when I promised to babysit... But you're pretty cute Matty." She pulls at her shirt, and Matt watches closely as she raises it higher and higher. Her shirt is caught for a few moments on her bra, but she eventually gets it loose, and tosses it aside. Iris then leans over, her bra-covered boobs mere inches away from his face.

"Think you can unhook the back of my bra for me, Matt?" Iris says, her voice right above his ear. Matt shivers, but shakily raises his hands up and around her back, feeling for the... Hooks, right? He finds them, and pushes inwards. It works, and he's thankful he knew how to do that. Late night internet sessions taught him a few things, he guesses.

His thought process ends however, as the bra hits the floor, and he sees Iris furry tits. Unsurprisingly, her nipples are pink. Surprisingly however, he can only barely see them. The fur is as deep around her breasts as it is with her arms then. Iris, still towering above him, chuckles into his ear.

"Want to touch? Go ahead. It's fine." Again, Matt can't believe what he's hearing, but once more he raises his hands. As he reaches them around her boobs, and his hand sinks into the fur, before sinking into the flesh?

Fuck he doesn't think he's ever been so turned on in his life. Both of his hands are full of the softest fur and the softest tits (only tits) he's ever felt. His fingers and thumb run across the unseen skin, as he gropes her chest. Iris licks the top of his ear, and Matt almost jumps out of his chair.

"Hey, do you wanna continue this upstairs?"

.........................................

Matt physically couldn't get back to his room fast enough. He held Iris's hand as he took her upstairs and slowly opened his door. The room was mostly clean, and he's absolutely glad he decided to clean before his parents left. Iris pushes past him gently, as the topless woman goes and sits on his bed. She pats the bed, and Matt sits down right next to her.

"So Matty," the woman says, her low voice barely above a whisper. "What have you actually done with a girl before?" Matt licks his quickly drying lips. "Not much. Held hands once when I was eight I think." Iris practically purs.

"Oh this is going to be fun." Iris says, slowly pushing Matt down until he's laying on the bed, and she's on top of him. "Just let me do all the work for now. Ok sweetie?" The way she's speaking is seriously getting to him. He's practically tongue tied.

... And when she kisses him a moment later, he's literally tongue tied as her long tong invades his mouth. It's weird, her tongue is both similar to a dog's tongue (in that it's very long and wide) but it feels like what he imagines a human tongue would feel like.

Iris laps up every inch of his mouth, coiling her tongue around his, slurping on the pink, fleshy muscle. Matt moans into her mouth, and Iris hums, pulling away from him. "Oh, liked that did you Matty?" Iris chuckles as she slides down his body, and pulls at his shirt. "Do you want me to take it off?"

Matt nods rapidly as he pulls himself up. Iris shakes her head, a smile on her face as she pulls his top off. "We've got two entire days Matty. No need to be hasty." The wolf girl says, as she licks at his bare chest. Her tongue explores his body, and he can feel as she actually purs quietly.

As she pulls her mouth away, she sighs. "I love young men you know. Can't get enough of them." At those words, she starts pulling on his pants, and Matt doesn't think his heart is going to take anymore. But the wolf girl doesn't seem to care about his speedy heart, as the pants and his boxers are yanked down to his knees, and his throbbing erection is freed.

Iris gasps.

"Matt... How big are you?" The young man laughs nervously. "Uh, around eight inches I think?" Iris looks up at him. At first, he can't tell if she's upset or not. But when she grins, and her eyes narrow? Oh boy.

"Mhhh... I wonder if it tastes as good as it looks." Iris drops her head to his dick, and drags her tongue across it. Matt can't describe the pleasure. He just can't, as her to tongue tastes his cock. He holds back a moan. Iris pulls her tongue back, and chuckles. "It tastes even better than it looks. How absolutely wonderful."

Her mouth opens wide, and she envelopes his
cock. Iris's mouth starts to move and suck, while her tongue moves erraticly. Matt can't stop the moan this time. His voice rings out as his hand grabs onto his sheets for dear life. He doesn't want to finish after she just started, but he doesn't think he has a choice.

"Shit... Shit..." Iris looks up at him, and upon noticing his distress, pulls her mouth off of his cock. "Oh Matty, don't you worry about cumming too soon." She gives his dick a long lick. "But you should know, I'm not going to stop when you cum. I'm going to stop when I've had enough."

Her warm mouth again wraps around his hardend dick and Matt can't take it. He cums. But just as she said, she doesn't stop. She keeps moving up and down as the strongest orgasm of his life hits him. And she doesn't slow down as she takes it all. He's got no idea how many ropes spurt out, but how ever much it was, it didn't seem to effect her.

Though now that his orgasm is finished, the young man's sensitivity has increased ten fold. "Please... Please stop. I'm too..." His pleas fall on mostly deaf ears as the wolf lady continues to suck and lick at his cock.

He doesn't know how long she does this for, and after two more orgasms, he's stopped counting. All he knows at this point is just how good her tongue feels wrapped around his cock. How absolutely warm her mouth is. Everytime his dick enters into her throat, it tightens up around him, and he can't get enough of it. He just can't.

He's panting now, as he feels a third (fourth?) orgasm coming on, but suddenly, Iris stops. She raises her head, and licks her lips hungrily. "Oh ho, thanks for the meal Matty. You're absolutely delicious, you know that?" Matt swallows air as he tries to speak, but Iris just awes.

"Did I break you sweetie? I hope not, because you've made me very horny." Iris stands up and starts to take off her jeans. Her full hips are displayed at first, before he can see her bare ass. All covered in her soft, grey fur. Matt stares at her as she kicks her jeans off, and then turns around. Like her nipples before, her pussy is somewhat hidden inside her fur.

But that doesn't stop him from seeing just how wonderful it looks.

Iris swings her legs over him, and positions herself directly next to his cock. She rubs her soaking pussy with his length, and Matt thinks he's found something that feels better than her mouth. Her legs sink into him slightly, and the feeling of her fur excites him more. He reaches his hands out, and grabs her tits. Iris just laughs.
"I'm glad to know you like my tits so much, you naughty boy." Iris lowers her head and kisses him quickly, before taking his cock and positioning it right next to her hole.

"This is it Matty. You won't be a virgin in a few seconds. Are you ready?" Matt takes a few deep breaths as he prepares himself.

He nods, and suddenly a warmth far greater than he thought envelops his dick. He would have came instantly if Iris didn't dry him out earlier. Iris moans out loudly.

"Fuck Matt... You fill me out nicely. I love your cock." Matt knows he should probably do some dirty talk or even just say something, but he's completely focused on how absolutely divine she feels. He can't think straight, let alone form complete sentences. Iris, of course, finds this funny.

"I love breaking the young ones. It's so fun... " Iris bucks her hips up and down, as she drags a finger across his chest. "Are you ok Matty? Moan once for yes."

Matt lets out a single moan.

Iris chuckles. "That's good then. I'm going to keep going. Feel free to cum whenever you want." Iris leans over and licks his cheek. "You better fill me up nicely." She warns, before she starts riding him in earnest.

Every single time she goes down, Matt moans. Every time she goes up, Matt wants her to go back down. The way her warm, tight, pussy constricts around him. The way she feels, he loves it. He loves it all. His hands, idly playing with her boobs, finally find some life in them as she gropes her tightly. He blinks a few times as Iris laughs.

"Ah, awake now Matty?" The wolf girl says as she moans on his dick. Matt laughs through his panting moans. "Fuck... Iris... You're so fucking... Amazing." Iris coos as she slides up and down his dick, the sensations tingling in his brain.


"You're not... The first to say so Matt." Iris moans. "But you are the biggest dick I've taken in a long time." Iris slams down on his dick, and grinds on him. Matt can't take it. Not anymore. He pulls himself up, holding onto her as he cums inside her pussy.

"Oh... Oh that's nice." Iris says, as she grinds out every last drop he has. Ropes of cum keep ejaculating from his body, and Matt thinks he's came more today than any other day combined. But, of course, Iris isn't done. As soon as the last drop hits her womb, she goes back to riding.

Matt doesn't even care about how sensitive he is anymore. Instead, he starts to lick at her nipple. Iris sighs happily. "Keep that up sweetie. Keep it up." Matt also starts to thrust in time with her hips as he sucks on her nipples, alternating every so often. His bed starts to squeak and tiny cracks and be heard as Iris slams down on his thrusting, rock hard cock.

"This is amazing Iris... I want to do this all the time." The wolf girl just laughs. "Feel free to stop by at any time. So long as my daughter isn't home." Matt's brain has just enough power left to process that.

"Daugher?" Iris hums. "She's nineteen. In college, but - oh fuck keep that up - she comes by some times." Matt doesn't even nod as his continues to thrust in time with her hips. Eventually though, something has to give. And thankfully it wasn't the bed. Iris's pussy starts to contract more and more, and Matt feels another orgasn coming on.

"Keep going Matty. I'm almost there." Iris whispers out. Matt moans. "Me too... I'm so close." A few more thrusts and Iris cums first, her pussy milking out Matt's final orgasm of the day. Another strong orgasm leaves him, as he fills up Iris for all he's worth. Hot, sticky cum merges with the previous load inside her fertile womb, and Matt wonders if he's gotten the lady pregnant or not.

The two collapse onto his bed, the poor wooden frame at its limit. The two take shaky breaths as they relax from their sexual high, and Iris pulls Matt's head close. Tired, exhausted and worn completely out, Matt falls asleep, his head on the wolf girl's breasts.

Iris too, falls into a slumber, not long after.