Jessie the Babysitter

-by Alvo Torelli, November, 2019

(mf, Mf, Mmf, oral, con)

Author's Note: This one is dedicated to Jessie. Thanks for the inspiration, Jessie.

"Mom! You promised. I'm twelve now and you promised I could start babysitting. How else am I supposed to make any extra money?"

"I know, Jessie, I promised, it's just that you're so... Sorry. Look, how about if I ask Linda about her kids. I'm sure Matt hates having to look after two eight-year-olds. If that's where I knew you were babysitting - well, I'd feel better..."

"Oh mommy, yes! Thank you!"

Jessie tried to hide some of her excitement, but in reality there was nowhere she'd rather babysit for than her mom's best friend Linda. Why? Because maybe, just maybe, the cutest boy she'd ever seen, and (according to what she'd heard mom and Linda talking about) the most popular boy at the high school, Linda's older son Matt, might make an appearance. But no, he'd never notice a sixth grader - he was eighteen and a senior, an athlete. Still...

But the first time Jessie babysat for Linda's twins Tommy and Tim, Matt was there. Jessie was so nervous. Matt came in late, in a bad mood from a bad date, with a faint smell of beer on his breath. He plopped his handsome, muscular form onto the sofa next to her. When he tried to grab the remote control from her, she coyly resisted him, but ended up on the losing end of a tickle war. Afterwards he was sitting much closer to her as he switched from her sit-com to a bad horror movie. Her pulse beat so hard. She didn't want him to see that she noticed the way he kept stealing glances at her and frowning. Oh god, was there something wrong with her? She surreptitiously wiped her nose for fear of boogers. Wait - was he trying to see down her blouse? She didn't even have any real titties yet, just little bumps!

And Matt was there the second time Jessie babysat Tommy and Tim. He came home a bit earlier, still smelling of booze. When he tried to take the remote from Jessie he barely pretended to be fighting her for it, concentrating instead on finding all of her most ticklish places as they rolled about on the sofa. The delighted smirk on his chiseled face showed how much he liked the sweet way she giggled and thrashed, unable to adequately fight back. Jessie was out of breath and confused by the time they were back to sitting, side by side, as Matt flipped through the channels until he found wrestling. Jessie looked from the glittery hot bimbo on the show to Matt, only to find that he was staring at her instead of the TV. But why was he frowning? When he turned back to the wrestling she realized the tips of his fingers were on her bare thigh, just below her shorts. She was so confused, but she didn't say anything.

So the third time Jessie sat for Linda's younger boys, she was prepared. She wore a skirt instead of shorts and a buttoned blouse instead of a t-shirt. She stared at the reflection of her round face, wondering if she dared steal some color from her mother's bathroom to enhance the roundness of her prominent cheeks. Why did her brown eyes have to look so big in her face?! Was she always going to look so young? Was she pretty? Throwing caution to the wind, she left off her training bra.

Sure enough, Matt arrived shortly after her charges were tucked into bed, almost as if he was waiting...

Jessie did her best to keep the remote away from the handsome boy - but he was stronger, faster, bigger and he showed not an iota of mercy as he tickled her. The more she squealed and thrashed, the more he touched her, until she found herself straddling his lap, looking down into his deep blue eyes, her hands resting on his broad chest. Discomposed, she swept her dark mussed hair back over her shoulder and saw the way his eyes flared. It excited her.

"You've grown up a lot," Matt said quietly. "You're real pretty now."

Her chest was so tight! She was touching him, wide-eyed. Pretty?

"You're not like the girls my age, all stuck up and vain. You're sweet and..." The pause was a lifetime, "and sexy."

Sexy!?! His hands tightened a bit on her waist. OMG!

"Can I tell you a secret?" he asked in a husky whisper, his pretty blue eyes imploring.

Jessie still couldn't draw in enough air to speak! She wasn't sure she dared know his secret, but she nodded and bit her lip.

"I think..." he paused, gripping her slightly tighter, "I think the reason I can't find a girlfriend, even though all the girls are always... I mean, I think maybe I like girls your age." His eyes were so intense, but then he looked down and blushed. "I like you, Jessie. I've always liked you."

Oh god, he was already handsome, but when he blushed... What was that strange feeling in her core? "Like... like a friend?"

"I... I'm sorry, I shouldn't have said..." But he didn't finish. Instead he slid his hands quickly up her torso, cupped her shoulders and pulled her in for a kiss.

Her first kiss! OMG! What was she supposed to do with her tongue? She didn't want to ruin the perfection of her first kiss by doing something wrong. She tried to copy the way he pushed his tongue between her lips and ran it over her teeth. Their tongues slid over one another like two caressing snakes. It was strange, exciting and she didn't know if it was right, but he seemed to like it. And when did her fingers get buried so deep into the shaggy hair at the back of his head?

Something hard and warm pushed at her panties and sent a shiver up through Jessie's young spine. Even as she noticed it, despite the incredible excitement of kissing a boy - a handsome, older, experienced boy, the hard thing twitched. She nearly screamed and couldn't help jerking back, breaking off the wonderful kiss.

"Oh god, I'm sorry," Matt said, blushing even deeper. "I can't help it. Jesus, it's so embarrassing. But you're so pretty and sexy and you smell so... I'm sorry."

The way he blushed! Jessie thought maybe she was falling in love. This must be love, this amazing feeling, this amazing desire - what else could it be?

"Is that... is that your...?" Oh gosh, she couldn't say it. She realized her blush was probably just as deep as his.

"Oh man... yeah, it is. You're so pretty, you got it all excited."

"Can I see it?" Jessie asked, then covered her mouth with her hands, aghast at herself for saying something so awful.

"Oh Jesus!" Matt gasped. "But... yeah, I guess...," his eyes twinkled, "if you'll let me see your tits."

OMG! OMG! She couldn't answer. She could only stare at the handsome boy with her huge, excited eyes. Then she nodded. OMG! What a hussy I am!

Jessie held her breath as Matt quickly unbuttoned her blouse to reveal the smooth skin of her chest. She could barely stop from crossing her arms. Despite the way he stared hungrily at the little mounds of her young breasts, she expected him to reach down and unbutton his jeans. But instead he snatched her close, lifted her and let his mouth latch onto one breast. His tongue circled the tiny nipple even as his hand massaged the other small mound of flesh. She couldn't help it - she squealed with fright and pleasure, and when he growled into her chest she nearly swooned.

For long minutes Matt tasted one nipple then the other. So enthralled by the amazing new sensation, Jessie didn't understand until too late that he had snaked his arm between her legs. Then she had a second reason to arch her back and pant and moan as Matt tortured her innocent little cunny through her thin cotton panties. She blushed at how wet she was! The more he touched her and tasted her and stroked her and licked her the more excited he became and the more Jessie had to thrash and dig her fingers into the hair on either side of his head.

But it all stopped in an instant, an instant when Matt snatched Jessie out of his lap and set her on the floor to kneel between his knees. An instant when he clawed at the buttons of his jeans, then wriggled the offending cloth, along with his boxers, down over his sculpted ass. An instant when he begged, "Oh god, Jessie, please, please, touch me!"

His cock was so much bigger than the little girl had ever imagined.

Matt coaxed her small, trembling hands to the hot flesh and gave a strangled groan as she gripped him lightly. "Please, Jessie. It's your fault - you're so sexy and pretty. God, please! Stroke it! Kiss it!"

Kiss it!? No, no! But...

Her full lips parted even as her heart tried to beat its way out of her chest. Her big brown eyes flashed between his throbbing flesh and his pleading, desperate face. Her tongue came out to play as if it had a mind of its own. She told herself 'no, this is bad, this wrong,' but her tongue circled the round head of his cock and her lips came down to meet the hot flesh. She kissed it, kissed it again, then let her small mouth widen and widen until the whole head slipped in past her lips!

With his fingers twined in her thick, dark hair, Matt helped the frightened, confused little girl bob her head up and down, taking more and more of his desperate flesh into her mouth until she was nearly gagging. The sight of Jessie's pretty, round face, with her lips stretched tight around his thick cock nearly gave him a heart attack. He didn't last long.

Cum boiled out of the twitching cock in wave after wave of thick, hot goo. Jessie couldn't stop her instinctual attempt to jerk back, but Matt held her tight! The cum flooded her mouth, coating every surface, some escaping to dribble across one high, rounded cheek. The taste wasn't as bad as she'd feared, but the oily, clinging texture was a shock.

It was only when Matt was finished that he let Jessie pull back. He tilted her head back. His cum pooled in her small mouth and glistened on her cheek. Her big eyes glistened, too, and he leaned down to kiss her childish nose, then watched her swallow every drop of his cum before he pulled her back up into his lap and held her tight.

Waiting until the fourth time she could babysit Linda's young twins made for the longest week of Jessie's life. Her mind rewound and replayed every sensation and nuance of her first kiss, her first time to be touched, her first time with a boy's cock in her mouth, her first taste of hot cum, her first post-sex snuggle followed by more necking and more touching and more... and then, unexpectedly, her second time with a boy's cock in her mouth. She couldn't escape the looping, detailed movie that replayed in her head. She didn't want to escape it - she just wanted MORE! But always the movie ended with a strange feeling of... no! How could she feel that way? The hottest boy on her end of town thought she was pretty and sexy and he liked her, like the important kind of 'liked her.' She was so lucky!

And the fourth time Jessie babysat the twins Matt was there the second the boys were down. Then there was tickling, lots of tickling, until she was in his arms and his hands were everywhere and more of her clothes were nowhere and there was kissing and licking and then his cock was in her mouth as he moaned and held her head with his big, strong hands and it was wonderful! Twice. But... Why didn't...?

And so the fifth time Jessie babysat for Linda's twins she swallowed Matt's thick cum and then quickly climbed into his lap and nibbled his throat and his ear until he was hard again, and oh god, he was SO hard. Then she tried to press her throbbing, aching little cunny against his twitching manhood, terrified but determined.

"No, baby! We can't. Oh god, we can't do that. You're too young. But god, you're so hot and pretty. Suck me, baby, please. Oh god, yes, yes, that's it. That's so good! God, you're so good at that. Ohhh!"

The replays continued in Jessie's young mind, entertaining and torturing her incessantly for an even longer week of her young life. But she didn't let the time or the desire or the increasing frustration go to waste.

And so, the sixth time Jessie babysat the twins she was prepared.

The hard part was getting Matt to engage in their usual tickle war somewhere other than the sofa. But Jessie was right in thinking that once they'd both shed most of their clothes Matt would give chase when she changed the rules and ran from him, giggling and throwing her pretty, thick brown hair over her shoulder as she looked back at him from beneath her long bangs. It made him blanch - every time. He chased her through the kitchen, the living room and back into the big family room, where she shrieked and let him catch her as they tumbled into his dad's big armchair.

"Jessie, baby, what are you..." Matt started to laugh as she wriggled out of his lap and over the side of the chair. He made the mistake of grabbing for her, just like she'd planned. "Hey what the hell? Jessie!" he yelled when he felt the handcuff attached to his right wrist. Suddenly Jessie popped up on the other side of the chair and Matt made another lunge for her. Mistake!

It worked! Jessie's high-school boy was trapped, sitting in the big armchair, with both wrists handcuffed to the back legs of the big chair by two sets of handcuffs! He was all hers! Her smug smile and the gleam in her eye as she laughed and climbed back up into his lap while he squirmed and struggled said volumes about what the frustrated little girl was thinking.

"What the hell are you doing, baby?" Matt whined. But he bit his lip and arched his back as Jessie grabbed his already hard cock and ran her delicate fingers up and down it. He struggled against the handcuffs, but it was no use. "Oh god, baby, suck me. Please, suck me!"

It was just what the little girl wanted to hear - his desperate need - need she'd been denied! She knelt on his lap, licked her tongue along his throat, like he'd done to her so many times, driving her crazy, then whispered in his ear. "My turn first!"

"What? Jessie, no, what are you... God! Baby, no!"

Standing on the arms of the chair, legs spread wide, with her small hands twined into the handsome boy's hair, Jessie pressed her naked sex to his face and hissed her wicked demand. "Me first! Lick me. Lick me hard!" She pulled his lips hard against her smooth, puffy cunny, tickling his nose and upper lip with the barest wisps of hair. With a simple pivot of her thin hips, she ground her cunny up over his nose and down again, leaving a glistening trail that proved how excited she was. "Taste me!"

Matt yanked at the handcuffs to no avail. The smell of Jessie's young sex filled his nostrils and inflamed his already horny brain. God, he wanted her lips around his cock! But if this was the price... No, he couldn't... But... Oh god! He tilted his head back and his tongue found the warm wet valley between those puffy little mounds that protected her innocence and... Oh God! She tasted so good. His cock twitched with excitement. He sluiced his tongue up as far into her wetness as he could get, then raked it upwards, pressing hard, until he felt the contours at the top of her little pussy. He circled once, twice, again, then started it all over again.

"Oh god, oh god, oh... Matt!... Oh... Ohhhh!" Jessie's knees tried to buckle but she forced them to behave. This was too wonderful. This was so much more than she'd expected. "Aggghh! Matt, Matt, Matt!" She flexed her toes and pivoted her hips to grind her cunny against his beautiful, strong tongue again and again and nearly fainted each time he circled her tiny clit. How could this feel so... "Oh GOD, OH GOD, OH, OH, MAAAATT!"

Jessie creamed all over the teen boy's face as her orgasm violently shook her small body. She only managed to stay standing by yanking at his hair with her small fists and leaning her weight into his face. Was he moaning in pain from her grip? She didn't care - she couldn't! It was sooooo much better than any climax she'd ever given herself! And then she couldn't stand any longer. Her body melted down into Matt's lap, where she curled up with her face pressed against his smooth broad chest and panted, close to passing out.

It was several minutes before Jessie's heart slowed enough for her to realize that she was absently and languorously stroking Matt's throbbing erection. When she looked up into his eyes she could see what she was doing to him and it brought a wicked smirk to her face.

"Jesus, Jessie, baby - please!" Matt begged when he saw the cute but evil smile on her face.

Without a word, the little girl stretched up to give Matt a kiss, then slid down his body to kneel between his knees and renew her hold on his desperate cock. The relief on his face as she kissed the bulbous head nearly made her chuckle. 'Silly boy,' she thought. 'Do you think I haven't noticed that you last a lot longer the second time? This is just to get you ready!'

She knew exactly what he liked the best. She knew exactly where to lick, how fast to slide her tongue, where to cup with her delicate fingers, where to be soft and where to be hard, when to envelop with her lips, when to circle - and since she was in a hurry she used every trick she knew. Matt never had a chance. The blow job he so desperately desired was over in seconds, ending with Jessie's mouth filled to overflowing with his cum.

But the boy was still handcuffed to the chair, still in her clutches, and the naughty little girl had a wonderful idea! She slithered back up into Matt's lap until she was kneeling on his thighs, just the right height to kiss him. His eyes were bleary with post-sex comedown, but they snapped into sharp focus as she placed her small hands on the sides of his face and showed him the big, warm pool of his cum in her mouth.

"No! Jessie, please, you can't!" Matt cried out as the little girl's mouth came closer and closer to his, reaching out for a kiss far more intimate than the boy could handle. "No, Jessie, don't! Please! Oh god! Noooo!" He tried to shake his head from side to side, obviously terrified, but she hung on tight and brought their lips together...

At the last possible second Jessie tilted her head back and let Matt watch her throat as she slowly swallowed every drop of his cloying seed. The relief that washed over his face nearly made her laugh out loud. Gosh! It was so much fun to tease him. But the kind of teasing she had in mind next was going to be so much more fun, she was sure!

"Jessie, baby, stop!" Matt pleaded as the little girl slid back down to straddle his lap in the big chair. "I told you, we can't do that! You're too young. Jesus, stop baby!" But nothing was going to stop Jessie from pressing her tingling, wet cunny against the underside of Matt's half-erect cock. When he strained at the handcuffs and jerked his lap up and down, trying to throw her off, she just rode him like a bronco and ground her pussy along the length of his rapidly enlarging manhood.

It felt so good to have warm, twitching flesh between her nether lips! Jessie ground along his cock faster and faster, paying no attention to the boy's protests - protests that quickly turned desperate, punctuated by moans of desire and pleasure. Or was that her moaning with pleasure? Suddenly she wasn't sure. But oh, gosh, it didn't matter - it just felt so good!

And now Jessie knew for certain what she had to do! Any lingering doubt was washed away by the roaring tide of pleasure that rolled out from her small, innocent cunny. It would be so easy. She just had to shift upwards, for a second, just long enough to push her swollen clit past the head of his cock. She was ready, she knew she was. She took a deep breath and started to rise up.

"No, god, Jessie. You're too young for that! You really don't want this... Oh shit!"

The sudden fear in Matt's strangled voice made Jessie look up to see him looking past her at something behind her, something that terrified him. She felt goosebumps all up and down her arms.

Before she could turn she heard a deep, clear voice say, "It looks to me like she really does want this, son."

Jessie's gorgeous brown hair flicked over her shoulder as she twisted to look back at Matt's father. She saw the way his eyes flared, just like Matt's. Then he smiled at her and raised his eyebrows as if to say 'well, what are you waiting for?' She bit her lip, then turned her back to him.

The sudden stab of terror Jessie had felt at being discovered by Matt's dad was quickly absorbed into her overall excitement, ramping her up to where her heart felt like it would break out of her chest. She was going to have sex, her first time! OMG! AND SHE HAD AN AUDIENCE!

She looked at Matt again. He seemed stunned, too stunned to speak, but he moaned as she ground her hot wetness along his cock one more time.

Back to business, Jessie slowly dragged the hood of her cunny over the fat head of Matt's cock. Oh god, the way it started to open her up! It was so scary, and so exciting. Was it going to hurt? Please don't let it hurt too much. Please! She had to grab his cock with her small hand to help guide it farther into her entrance - she was so small and tight and wet that it kept trying to slide out. But then she had it, trapped an inch inside. Oh god, it was so big, so big, so... Now, now, before you get too scared. I'm already too scared! Oh god, she wasn't sure what to...

"Here now, let me help you, little one," Matt's father growled in Jessie's ear as his arm circled her waist and he lifted her just the tiniest bit, just enough for a shift of position, just to the perfect angle. And then he let her down onto the spike of hard cock that she'd been dreaming of for weeks.

"Aaaagghhhh!" the pretty, young babysitter groaned. She slid down Matt's thick, warm cock and there was pain, a terrible sting, then she was so full, then fuller and oh, god, yes, her back arched and her shoulders pressed into what felt like a solid wall, a wall that could only be the chest of Matt's father. The older man held her tight with one arm and despite the amazing sensations roaring out from her overfull cunny she could feel his other hand playing with her tiny breasts and sensitive nipples. She clawed at Matt's chest with her fingers. She thought maybe Matt was groaning, but she couldn't tell over her own constant moans.

Despite the pain, Jessie thought she'd found perfection, but that was before the handcuffed boy started thrusting his cock up into her, before he started to really fuck her. Oh god - she was fucking! It was everything she'd hoped it would be. It was more. It felt SO GOOD! The pain quickly melted away as the early fire of encroaching climax began to build in the little girl's core. And because of Matt's father it was even BETTER. She twisted and turned under the man's fingers as he caressed and tortured her small tits. When he pressed harder against her and she felt him nibble at the nape of her neck, with his face buried in her cascading dark brown hair, she couldn't hold back a scream of sheer pleasure. And her cunny spasmed hard around Matt's invading cock.

Jessie was just starting to shiver all over when she heard a low, growling demand from Matt's father. "Dammit, boy! Hold still. Hold the fuck... Yeah, yeah, that's it."

Oh my god, oh my god, oh my god! With Matt holding still deep inside of her, Jessie felt something pressing against her tiny anus. He's going to fuck my ass! No, no, I'm not ready, I'm not... But maybe.... Oh god, oh god. Yes... "Aaaaggghhhhh!" She threw her head back and screamed. Even with the hundreds of sensations that seemed to be vying for her attention she could tell that the new cock pushing against her from behind was even thicker than the one in her cunny. Surely it was too big! But... but the very idea of it sent exciting chills through her little body and she couldn't help crying out, "Yes. Yes. Please! Oh god, yes!"

It was probably a good thing that Jessie's first time wasn't left to Matt's inexperience. After all, despite his Lothario reputation it was actually the boy's first time too. And Matt's fears that the little girl was too young, too small, too innocent, were all well founded. The last thing the boy wanted to do was to hurt the gorgeous, big-eyed little girl. No chance of that with a simple blow job. Right? But in the hands of Matt's experienced father, who knew that with enough lubricant little girls could handle a lot more than it appeared, Jessie was destined to have her deflowering be something truly special.

Jessie screamed again when the older man's well-oiled cock popped past the tight sphincter of protection and she was introduced to what it meant to service two men at the same time. But it wasn't a scream of pain; it was shock, bewilderment, overwhelming intensity. Her screams turned to moaning grunts as the man slowly and carefully pulsed his cock deeper and deeper into her ass.

"Okay, boy. NOW you can fuck her," Matt's father growled.

Jessie went from shivering to shaking to wild convulsions of pleasure, all in seconds. The two cocks pumped into her small form with powerful, coordinated strokes, filling her twice as full as before, fuller then possible. Every nerve in her body fired with orgasmic pleasure. The little girl would never have imagined that being trapped between two broad-chested virile males, helpless, in thrall to their rigid, thrusting cocks, could be anything but terrifying. But it wasn't terrifying. It was wonderful! But it was also completely overwhelming and it wasn't long before the massive orgasm and the energetic fucking were too much for her young mind and body. Still, she hung on as long as she could.

"Oh damn, damn," Matt's father cursed and then he thrust deep into Jessie's ass and held her tight. She knew he was shooting his hot cum inside her, that she'd brought him to climax. And only seconds later it was Matt, who'd been silent with awe at the turn of events who had to speak up. "God, yes, yes, oh fuck, Jessie, baby, yes, I'm gonna... oh, god, YES!"

But the little girl didn't hear the final words the teen boy shouted as he filled her womb with his seed. Jessie had passed out, still filled to the brim with man meat.

Jessie was only out for a few moments, but when she came back to her senses she was cradled in the strong arms of Matt's big, handsome father. She realized the boy she had such a terrible crush on was very much like the man who'd sired him. But there was a difference - Matt was a boy, his father, well, his father was a man.

"Dad! What are you... Come on, get me out of this!" Jessie heard Matt whining at his father. She could just peek around the man's broad frame to see the boy still sitting in the chair, his arms still handcuffed back to the back legs. She couldn't help a little smirk - and when he saw her his eyes flared, then went hard. She stuck her tongue out at him, then blew him a kiss.

"You got yourself into that mess, boy. I guess you can get yourself out," Matt's father growled in that low, husky voice that made Jessie's cunny twitch. "I'm gonna take a shower."

"Dad! Jesus..." Jessie heard.

But Matt's words were cut off as his father strode off to the master bedroom and into the bathroom, where he unceremoniously set her onto the commode. "I swear, that boy has shit for brains," he grumbled as he turned on the shower and tested the water. Jessie couldn't help a little gasp, but she froze in fear as the mountain of a man looked down at her. "Just imagine, not knowing what to do with a pretty little thing like you. Idiot." He turned back to the shower and didn't see the way the pretty little thing blushed. It didn't matter that five minutes earlier he'd been fucking her in the ass - he thought she was pretty! Without another word he stepped into the shower. A few seconds went by. Jessie had no idea what was going on. But the man stuck his head out and raised his eyebrows again - they were so expressive - 'well, are you coming or not?' the eyebrows said.

Jessie hurried to jump into the shower with Matt's father.

Oh god! The hot water felt good. She was sore in places she didn't know could even get sore! And then there was soap and big hands moving the soap around and around and oh god, that was so nice. Big hands that could pick her up and strong arms to wrap around her and kissing, very nice kissing, and very clever fingers, gently massaging her, working out some of the soreness and more kissing and hot water and soap and...

And how did she get here, where his big cock was just in front of her face, bulging and throbbing and waiting? The hot water streamed over hair, running down her body, as his thick cock fit into her small mouth and her little hands worked together to envelop it and stroke it and...

And pretty soon her mouth was flooded with warm cum and finally, finally she got to see Matt's father smile.

Matt, angry and red in the face, was still struggling with the handcuffs when Jessie and his father returned. He started to yell something, but before he could get a word out Jessie ran to jump in his lap and kissed him deeply. By the time she was done, his frown was gone and he shook his head in disbelief as he smiled at her. She smiled back, then once again slid down between his knees to take his very hard erection into her little hands.

The sight of the hot little twelve-year-old on her knees sucking his son's cock was enough to get Matt's father hard again in record time. As he knelt behind her and slotted his thick cock into the warm, wet embrace of her small cunny, he gave his son a knowing wink.

"How did you know, Dad?" the boy asked a few minutes later, grunting the words out as the stimulation of Jessie's lips and fingers drove him close to another climax.

"Uh, fuck, fuck she's tight, ain't she?" Matt's father grunted in time with the deep thrusts of his cock into Jessie's truly tight little cunt. "Nanny-cam, you idjit. You didn't think I was gonna let some newbie twelve-year-old look after your brothers without checking up on her, did ya?"

"Jesus, oh, oh god, Jessie, that's so, so..." Matt's back arched as he tried to hold on and prolong his fantastic blow job. "Jeez, dad. Why didn't you tell me?"

"Wasn't none of your fucking business, boy, not until you started taking advantage of the help. Oh god, yeah, yeah, damn this little pussy is so good!" Matt's father doubled the speed of his already rapid thrusts into the little girl's cunny. "So, boy, you secretly like twelve-year-old girls, eh?"

"Oh shit, dad. You heard that? I'm sorry, I just... I can't help it."

"Don't be such an idiot, boy. Any man would go for a twelve-year old as pretty and willing as this one", Matt's father groaned. He held Jessie's hips tight and stroked his cock deep inside her. "Hell, son! I'd of left you alone if you'd just got down to business. But it's a crime to treat a lady that way - a crime, you hear me. This little lady was practically begging you to fuck her. So I came to set you straight - shit for brains - only to find out the little tiger had taken matters into her own pussy. What a wonder she is, boy, what a wonder. We don't ever want to let this one go. Oh fuck, oh yeah, yeah, Jesus, she's so tight! Yes, yes!"

The sight of his father spewing a hot load of cum up into Jessie's pussy was more than enough to push Matt over the edge as well. And so, for the third time that evening, she found herself with a mouth overflowing with thick, warm cum. But Jessie barely even noticed - she was far, far too gone in her newest orgasm to care who was fucking her, or where.

As it turned out, Matt's mother, Linda, was out of town for an entire three-day weekend. The eight-year-old twins thought it was a bit odd when their dad sent them off for a two-day sleepover at their friend John's house - but they were rather keen on John's eleven-year-old sister, so they didn't complain.

Jessie and Matt's father did, eventually, agree to remove the handcuffs from Matt's wrist - at which point the devices were immediately put to good use - on Jessie. It was a fascinating and instructive long weekend for the sweet, pretty little beauty with her tiny new breasts, her big brown eyes, her lustrous dark brown hair, her rounded high cheeks and the sexiest, cleverest, daintiest, hungriest little mouth.

But that is a story for another day.

Please let me know what you thought of Jessie's experiences. You can email me here: ediestud69@protonmail.com or you can use the comment form below, which allows you to remain anonymous (if you prefer). I generally respond to comments if you give me an email address..