Welcome boys and girls to the second chapter of JESSIE, in this chapter we continue with the life of still 13-year-old Emma Evangeline Ross whose 14th birthday wasn't far away now for 19 April was closing in fast but there was still Christmas and New Year's Eve to come as well.
Little while before the episode "Make New Friends but Hide the Old"
Emma and Jessie were living now little bit of secret life, over the months they had sex numerous times even when fighting over guys like Just Jordan Tylor (watch "Star Wars" episode, fun fact we know that Emma is 13 there both Jessie and Jordan say it) but it was before the two had their first sex, so they did not count it as a thing.
Emma was making last preparations for tomorrow's school after all the new kid Rosie may have been into fashion and luxury like her, so she had to look perfect even if all of it made her bit stressed out, Jessie visited her before going to sleep wanting to make sure that her best girl is ready for next day "Hey Emma, you ready for tomorrow?" she closed the door behind her and walked over to her desk where everything was "Ah yeah I guess although to be honest I feel bit uneasy, first meeting is the best, you know I don't want to end up like Bertram or worse Ravi " Jessie nodded "Hm yeah you got that right."
She sat on her desk edge and looked at her "What? Is there something wrong with my makeup?" the redhead was curious "Why would you need makeup for bed?" Emma looked at her "Ah duh what if something happens at night and I will be at the camera, got a look good both in dress and makeup " Jessie nodded while looking up "That reminds me your closet that is basically a mall don't forget to bring me tomorrow one of those big pretzels from the food court."
Emma snapped at her as you got it, but before the nanny wanted to leave she came behind her for a moment to give her a hug "Aaww I love hugs especially when they're from you babe " Jessie laughed "Yeah don't just tell Luke okay " Emma laughed a bit and Jessie felt how stressed she was "Uuuhh babe you look stressed, you sure everything is okay?" she nodded and smiled "Yeah uhm just little bit of oohhh yeah nervous that's all " from the middle of their talk Jessie grabbed her upper back and massaged it "Uh damn Emma you must be stressed I mean I have hard hands of a military guy but even I feel your knots." Emma was at first uncomfortable soldiers hands were felt but at the right spot they felt amazing "Uh Jessie wait little bit to the left oh oohh yeah that's the spot aahhh yeah, for someone who swim over Rio Grande River while wearing 50-pound pack you are actually not bad in this."
Jessie laughed "Well my dad always had some problems with his back when he met my mom, or when he had to fix my tank " this all tank thing was still hard to believe "I still cannot believe you were drove to school in a military tank " Emma's surprise wasn't that unbelievable many kids still questions about her past especially her dual citizenship "Yep all that and more are true, although now that I say it in here at New York I guess it really does sound like something out from a Disney show uh " Emma smirked "Yeah let's just say that we don't get that much tank rides here, more like Ravi's Godzilla attacks from 98."
Jessie knew that movie "Oh yeah the one in 1998 by that Emmerich guy I think I still should have the vhs of it in Texas, heh you understand me Nick Tatopopoulos, its Tatopoulos, whatever " Emma looked at her a bit "Ahhh what and wait you still have it? Wait, no that's not the question, what is vhs?" Jessie breathed in that kids these days don't know a thing about the past "I'll show you video later okay, way too complicated to speak " blonde nodded "Okay."
Emma eventually guided her nanny to her bed where she removed all her clothing and laid there on her stomach "Would you massage me a bit more?'' Redhead smiled while taking her clothes off as well in front of her "For you, always " she climbed on top of Emma's body and massaged her upper back and shoulders while the blonde moaned and got just more excited, so much so in fact that she got a bit wet from it.
Jessie's massage reached to her lower back and from there to Emma's upper thighs where her hands just couldn't let go of a chance to touch her pussy, Emma's wetness turned redhead nanny on a lot and slowly and gently she only didn't massaged her thighs but rubbed her soft pussy as well getting her fingers a bit wet "Mmhhh someone's getting horny " Emma laughed a bit "Uhuh when you're on top naked how can't I be wet " Jessie's hands soon reached to Emma's pussy and two of her fingers entered between her folds touching the wet walls, blonde girl moaned out from pleasure and spread her legs bit more wide to give her nanny better access so she took the opportunity to come between Emma's legs and focus entirely on her wet and soft pussy. Juices were beginning to flow out from it making Jessie's fingers wet, time to time she pulled out her fingers from rich girl's pussy and sucked them clean, but she also allowed Emma to suck on them as well allowing her to taste her own juices.
Several minutes later Jessie's mouth was dripping from saliva and laid herself down between Emma's smooth thin legs and moved her mouth to her pussy but then Emma made surprising move and quickly got herself between Jessie's legs "Uchuchuuuh me first this time " Jessie liked where this was going and laid down on her stomach instead "Okay interesting, go on."
Emma licked her nanny's pussy for some moments but then dug her tongue inside her, Jessie closed her brown eyes and grabbed the bedsheets, she also moved her hips a bit up and down while Emma did the same with her head. Rich blonde girl grabbed Jessie's butt cheeks and caressed them in her left hand while her right one fingered Jessie's pussy.
Jessie's soft moans turned over the minutes a bit louder, so she grabbed the pillow and bit it, Emma pulled her face away from her soaked pussy, her lips and lower face all wet from Jessie's juices. She continued to finger fuck her though "You like when I fuck you with my fingers…big sister?" Emma wasn't sure why but anytime they said there like sisters it always turned her on just more "I love ait…ahhhh mmhhhh fuck soo gooood " Emma knew that Jessie needs to be satisfied more so she added one more finger into her soft and wet pussy ramming them deeper and deeper inside her going pass Jessie's G-spot sometimes and then stopping there to caress her pearl which just made redhead moan more.
Emma's tongue got back inside her nanny's pussy and when she opened her mouth to suck the skin and juice made Jessie grid her teeth and several minutes later, she came, squirting all over Emma's face.
Redhead quickly got on her feet and pulled Emma into a kiss and to lick her face to get some more taste of her own juices "Now it's my turn, lie down."
Emma laid down over her bed edge letting her blonde hair fall over it, Jessie got on her stomach between Emma's legs and used her thumbs to open her hole "Wow Emma you're so wet and it's so gorgeous " Emma laughed "You're the one to blame there heheh " Jessie bit her lip while caressing Emma's clit while blonde grabbed her tits to play with them.
In the meanwhile Jessie got her tongue inside Emma's pussy licking every bit of her juice and skin as she could, several minutes later she used her right hand to finger her and dig herself deeper into her getting more and more in touch with Emma's pussy, blonde girl closed her eyes and bite her lower lip, when Jessie's fingers reached deeper and also got in contact with Emma's G spot she moved one of her hands from her tits to Jessie's head so she could pull her closer.
Jessie's head was buried between her thighs and her face into her pussy, redhead girl left hand that kept her pussy open was now rubbing Emma's clit as well making blonde girl moan more "Ahhhh…Jessie…mmhhhhhh…mhhhhh..ohhhh ahhhh yeah."
For a moment Jessie let her pussy go and kissed her way to Emma's boobs kissing each one of them for couple of minutes until she licked and kissed her way downwards to her pussy, she stared at Emma for a moment, kissed her lower belly and then licked and finger fucked her pussy again.
Emma moaned softly and breathed heavily while Jessie's tongue and fingers touched her pussy walls. 7 minutes later Emma forced her nanny on her back and sat on her face while Jessie's mouth continuously was attached to her pussy.
Blonde girl rode with Jessie's face and grabbed her big tits behind her while also arching her back. She breathed louder and moved her hips back and forth while Jessie's hands went under her thigh and then came over them allowing her to grab them.
Emma then remembered a video she saw from the internet and pulled herself away from Jessie's grasp "Uhh wait ahhh lets try this " Emma moved her body between Jessie's legs.
Emma's left leg was underneath Jessie's right leg and Emma's right leg was above Jessie's left leg, for the redhead there was no mystery about it they were going to make scissors "Oww scissors, I had no idea you were that kinky " Emma smiled while moving her blonde hair away from her face "I saw it from a video and knew that we have to try it."
Rich girl lowered herself on her hands and began to move her hips up and down rubbing her wet clit against Jessie's, redhead also moved her hips up and down in mirroring motion, when Emma's hips went up then Jessie went down and so on and forth.
This continued several minutes while both girls breathed in strongly. Jessie eventually got up a bit and pulled Emma up as well and the two shared several kisses, but when Jessie got closer to her climax, she laid down again while Emma was up and continued to rub her hips against hers.
3 minutes later Emma moved her hips faster and got back on her hands while moaning and breathing heavily. She knew she couldn't continue like this for long and so pulled herself away and moved her face back between Jessie's legs.
Without hesitation and without any warning she opened Jessie's pussy lips and dug her tongue and fingers deep inside her, licking the sweet flavored flesh and its juices "Oh God Emma..aaahhhh " moaned Jessie. Emma's strong and dominant moves came out of nowhere almost and she loved every part of it, yes there was still one more thing they could do but knowing how Emma acted right now there was no need to wait until her birthday.
Jessie arched her back and 4 minutes later squirts her juices into Emma's face filling her needy mouth and face with something she desired quite a lot.
Emma didn't however laid down on her bed in exhaustion she was still up and looked ready for another rematch "Jessie…let's do it again " redhead nodded but decided that it was time to use another thing in their sex "Before we go I wanna show you something, be right back."
She grabbed Emma's towel and quietly went to her bedroom and came back with a toy that Emma has seen a few times from the internet "Wait Jessie is that the so-called strapon?" she nodded "Yep, I decided to teach you to use it after your 14th birthday but ah what the heck I guess you're as ready as you could be " Emma had a wide smile on her face being so excited to use it "So how do we use it, well actually who's the first?" Jessie gave her the toy "Well because you haven't had any toys expect your little hair comb inside you, I suppose you play with me first."
Emma clapped in very quick motion while smiling "Yay I can be first, I mean duh obviously " she pulled the toy on to herself like a panties and Jessie helped to tie the belts bit tighter, Emma's waist was more thinner then Jessie's so the belts had to be pulled a bit tighter.
Once the toy was in place Jessie kissed Emma and pushed her down on her back, she then climbed on top of her and placed the toy at her wet entrance sitting on it and not waiting any moment, Jessie closed her brown eyes and arched her back when she sat the entire toy in her and Emma grabbed her tits to play with them "Mmmh Jessie ahh those tits are amazing."
Jessie looked at her while smiling and jumping slowly up and down on the toy "Thanks sweetie " she kissed Emma's neck while moving her hips, Emma didn't want to stay just put however so she moved her hands to Jessie's back and slightly digged her pink nails in her skin and also closing her eyes slightly while breathing heavily to Jessie's kisses on her sweet neck leaving behind (ah how do you Americans call them again hickey, strawberry? Both I think. Fuck it let's just say hickey, I guess that's more commonly used)
Emma breathed heavily to Jessie's kisses on her sweet neck that left behind definitely a hickey, but she was so horny still and did not care if there was a mark on her neck or not.
4 minutes later Emma decided that in order to keep the sex as hot as possible she needs to add something to it and what better way to do it then with classic move the hips thing, from all the sex videos she has seen over the months one thing that she discovered was always the same and this was hip movements in absolutely every sex position and way as she could find.
Once Emma begun moving her hips up and down Jessie quickly felt how the toy enters deeper into her vagina "Holy cow…aaahhhhh ohhhh oh it goes…ahhh deeper when you…move " Emma was glad to hear it and continued to move her hips faster while Jessie speeded up her own jumps as well, several minutes passed and while the couple hugged each other in each other's arms and breathing heavily and while Jessie's juices dripped down on Emma's thighs and over the straps.
Jessie got closer to cum "Ohhh ohhh Emma I'm…cumming…mmmhhhh ahhhh ", Emma and Jessie watched each other hands on their faces and they kissed while waves of juices squirted around the toy.
After some rest Emma wanted to be fucked by this toy "Jessie, fuck me again " nanny took a breath and nodded "Okay but lay down on the bed " blonde nodded and pulled the toy off from her and gave it to her nanny.
Redhead pulled the toy on and climbed between Emma's gorgeous legs and placed the toy at her entrance "Are you ready Emma, it is a toy but it can be painful at first " Emma placed her head over the bed edge allowing her blonde hair to hang in the air "I'm ready, do it."
Jessie nodded and pushed slowly the toy inside Emma's body, her green eyes were closed, and mouth felled open and soft moans escaped from it, Jessie stopped when the toy was halfway in her but soon continued to push, she felt underneath how Emma bit pulled herself away from her, but she continued until she had pushed the entire thing inside her.
Emma breathed heavily while crossing her teeth but soon said "Continue, please fuck me Jessie " redhead smiled and pulled the toy out from her pussy and then pushed back in, several thrusts later Emma felt better the pain was slowly giving away to pleasure and she moved her body closer to Jessie's and placed her legs around her waist to pull her very soon closer and deeper into her.
Jessie continued to fuck her while kissing Emma's upper chest and chest sucking each of her breast nipple several minutes, 7 minutes later she fastened her speed when Emma's legs grasp got stronger and almost allow Jessie to push deeper into Emma's pussy.
Emma moaned and groaned while her head hung over the bed edge, hair hanging and touching the floor, Jessie kissed and licked Emma's neck and soon Emma couldn't hold on any longer. Jessie's thrusts also got stronger, and she began to move her hips faster and faster into her, almost slamming her hips against Emma's.
Several minutes later Emma arched her back and almost stabbed her pink colored nails into her back "I'm..I'm…oohhh cumming…aaahhh fuuck " she groaned while squirting her tasty juices around the toy and burst a bit out from her pussy.
Both girls calmed down and Jessie watched how Emma still breathed heavily, head hanging over the bed edge and eyes closed, chest moving strongly up and down "Emma, are you okay?" Emma opened her cute eyes a bit "Yeah, ahh that…was…amazing."
Jessie helped Emma on the bed, she was all about leaving her there to rest but leaving tired body on bed and head upside down over the bed edge can be dangerous, so she grabbed Emma's hands and pulled her body on the bed and her head on the pillows.
Two laid next to each other "Jessie " said blonde "Yeah " blonde looked at her "Thank you for you know fucking me " redhead nodded "Your welcome (she kissed her forehead) I would do it with you anytime " Emma laughed and rested on bed falling almost to sleep.
Jessie allowed Emma to fall asleep, so she stood up and pulled off the toy. The nanny placed the blanket over her cute naked body, kissed her forehead again. Jessie got dressed and turned off the night lamp, while looking for a moment at Emma again she heard how blonde said "Good night Jessie " redhead smiled "Good night Emma."
She closed the door and went to her bedroom and fell asleep as well.
Next morning Ross' family, Jessie and Bertram enjoyed their breakfast but because their butler wanted to get them to school as fast as he could he quickly pulled the plates away and threw them away, Luke even tried to have the last of it placed his head above the trash can.
Eventually the kids went to school and Bertram and Jessie danced for it.
At school Luke got almost embarrassed when his childhood toy Kenny the Koala fell out from his bag and Ravi stepped in to defend his cool brother.
Zuri was surprised at how much homework can school give them and got very mad not believing that their nation's founding fathers did not build this nation on homework and freedom together.
Emma in the meanwhile finally met with their class new girl Rosie Liotta who apparently had a thing to attach many chains to her jacket and pants, fascinating choice and apparently, she also did not get along with their classmate Shelby Michaels which was good. Their teacher Ms. Devlin, who cared for almost none of them, gave them their work.
Rosie's artwork was skull over the dollar to say out loud "die capitalism" while Emma's artwork was a smiling dairy that should say "beautiful and happy" (I think). The day went worst for Emma when she discovered that Rosie wasn't that smiley and happy as her and it got even worse when she was humiliated by het in their class, Emma was supposed to be a doll like barbie and stand in the box while Rosie pulled the rope that played several quotes that were in Emma's voice.
But in the end, they got closer. They both hated Shelby and they both had interest in fashion (in their own ways) and if Emma can keep down the rich people talk then Rosie sees no reason why they couldn't be friends.
Alright boys and girls my second chapter of JESSIE show, at first, I thought moving this chapter a little bit further so Emma would be 13 but because the next chapter takes place already in season three, I thought "meh we can handle it."
So, keep your eyes peeled. The next chapter takes place somewhere in season 3.
I hope you enjoyed the chapter, don't forget to read the other chapters and other stories as well, also don't forget to follow, like and write reviews about it.
Thank you for reading and see you next time.