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Published : 10 February 2020

Kelly's Date
by Isabella

Story Code: M/g, m/g, Underage, Anal, Oral, First Time, Exhibitionism, Voyeurism

On Kelly's ninth birthday, I allowed her to use the chat room app on her school tablet computer in her own bedroom, connecting through our home wi-fi router, instead of only being allowed to use it in the living room but I told her that she could only use the apps provided by her school so the only people that she could speak to in the chat room were students of her age group from the four schools in our area.

It wasn't that I didn't trust her but from time to time I did listen outside her bedroom door to hear the kinds of things that she was saying.

It took a month before I heard my first worrying conversation from her bedroom, she was talking to a young boy, I heard him ask her if she had managed to search about oral sex on Google. My hand was instantly on her bedroom door handle but I stopped myself just as Kelly spoke.

"I did and you're right, a girl can't get pregnant from doing oral with a boy!"

I have to say, I did have to stop myself gasping out loud at her comment.

"What about anal sex, did you search for that as well?"

"I did and Google said that a girl can't get pregnant doing it that way either but it said that some girls find it too painful to do sex that way though."

"But you did say that you felt that you were ready to try some of the safer things didn't you?

I didn't hear my daughter say anything but he said, "Good girl..." so I assumed that she just nodded her head, "...will you be able to get out on your own today?"

"My mother usually lets me go to the park on my own on a Saturday."

"Will you ask her today if you can go to the park?"

Again no verbal answer but the boy said, "Good girl...will you send me a message just before you leave home?"

Kelly didn't say anything again, "Do you want me to meet you in the park?"

"No...you'd better not in case any of my mum's friends see us together...I'll just go straight to the den and meet you there!"

"Roughly how long will it take you to get there?"

"I'm going to have to have my breakfast but I'll be as quick as I can!"

"I'm sorry that it sounds like I'm pressurising you, I don't mean to but just like you, I'm a little bit desperate to get started and you look so incredibly sexy sitting there in your nighty...I just can't wait to actually see you in real life!"

I knew that Kelly was advanced for her age, she looked far more grown up than her nine years, she'd already filled her thirty inch 'B' cup bra and it was looking like she would need to move up a size. So now I knew Kelly's plan but I didn't know who the boy was, the four schools that shared the secure schools platform had almost six thousand students so on simple statistics, the boy could be any one of around three thousand boys.

I didn't have a full plan in my mind, I just ran from my daughter's bedroom door to my own bedroom, I almost ripped my nightdress off, stepped into red bikini-brief knickers and pulled my green summer dress over my head, I didn't like wearing a bra, even though with my bust size, I really needed one. I kicked my slippers off and popped my trainers on.

Page 1

I left my room and saw that Kelly's bedroom door was wide open, I ran down the stairs and found Kelly, she was sitting in the kitchen eating her breakfast at the kitchen table. It wasn't unusual for my daughter to make her own breakfast on a school day but she usually expected me to make her breakfast on the weekends because I usually cooked sausage, bacon and eggs on Saturday mornings but she was eating cereal today. I started to get things ready to do my usual Saturday cooked breakfast and Kelly spoke with her mouth still half full.

"Can I go to the park after I finish my breakfast please mum. I turned the gas on under the frying pan and it popped into life.

"Who are you going with darling?"

"I'm going to meet Sue Pickering by the swings."

"How long are you planning on being out?" I moved to the fridge and took out the packets of bacon and sausages.

"Well, I wanted to watch the boys playing football, Sue's boyfriend is playing for the village under twelve's team so I was planning on stopping out until lunch time!"

"Isn't Sue a little young to have a boyfriend?"

"Muuuuuuum! Sue's ten years old now, her father lets her have a boyfriend, he even lets them listen to music in her room together on Sunday afternoons!"

"Okay then, but don't leave the park and you know the rules, if any strangers, men or women, try to talk to you, you run straight home..."

"I know the rules mum, scream and shout and run like hell...I know how to play safe!"

I turned the gas off and put the food back in the refrigerator while Kelly went up to her bedroom to put her sandals on, as she left the house through the front door, I slipped out the back door and ran to the side of the house, just a little back from the drive. Kelly stood at the end of the drive and looked back at the house, I saw her scanning all of the windows of the house, she did look in my direction but because I was wearing my green summer dress, I seemed to merge with the shrubbery and she totally missed me.

To get to the park Kelly would need to turn to her right, even Sue Pickering lived between us and the park, so why did she go to her left. I had no idea where the den that had been mentioned in her chat with the boy might be so I'd have to follow her if I wanted to catch the boy that had talked my nine year old daughter into meeting him for oral or anal sex.

I did a real secret squirrel job of following my daughter as she skipped excitedly towards the main road, I was on the verge of stepping in and stopping her when I thought that she was going to try and cross the four lane trunk road, the legal speed limit on that road was sixty miles per hour but cars often drove at almost twice that speed out of rush-hour.

I almost made my move when Kelly suddenly veered to the left and entered the little spiny that ran along the side of the main road just before the point where the road widened out at a lay-by for truckers to rest up on their way to and from the docks at Harwich. I got a little closer to Kelly now because she could easily have lost me in the labyrinth of passageways in the small wood.

Kelly went straight to a hollowed out rhododendron bush, I'd known that hollowed out bush when I was a school girl, we often met boys there before and after school when our village had its own school that was at the far end of the spiny. It was fortunate that I recognised the den or I may have walked in to Kelly as she had stopped just inside the den.

I followed the path around the outside of the den, I could see Kelly through gaps in the large bush but I was on the main path that led out to the lay-by so I repositioned myself so that I was just off the main path but still had a good view in both directions. I watched a car drive up to the end of the main path and a boy stepped out of the passenger side, the man driving the car got out as well so I relaxed, that couldn't be the boy that Kelly was meeting.

I looked back at Kelly, she was fidgeting a little, she was checking her wrist watch and kept moving to the edge of the bush and looking back along the path that she had used to get into the spiny. I heard, "Spread the plastic sheet out as soon as you get in there!"

Page 2

I looked back to the lay-by, the boy was taking a folded plastic sheet off of the older man, he also had a backpack over his shoulder, the boy was dressed in a Leicester City Football Club strip, black trainers, blue and white knee length socks, white nylon shorts and blue shirt.

The boy walked purposefully straight to the den, Kelly greeted the boy in the entrance by throwing her arms around his neck and slavering his face with kisses. I held my breath, the man was just inches away from me, he was looking through the gaps in the foliage I'd looked through earlier, once again, my green dress had been a winner because, even though we were just inches apart, he'd missed my being there because of my green dress.

I saw the man looking around nervously as a car stopped in the lay-by behind his car, the man walked back to his car and lighting a cigarette as he walked, the first puff of smoke reached me but it didn't smell like tobacco, it smelled quite sickly sweet, 'Cannabis' popped into my head.

I returned to my view of Kelly and the boy, he had moved Kelly out onto the pathway while he spread the plastic sheet out over the ground inside the den. He kissed Kelly again before he moved into the centre of the den, I would have chosen that point to move in and put a stop to things but the man pacing up and down smoking cannabis was huge and looked like he could be a gypsy to me, he certainly wasn't a close relative of the boy now standing...hell...not just standing in the middle of the den, he was undressing while Kelly stood outside the den looking at him.

He was totally naked now, totally naked and his dick was standing to attention, he opened his backpack and took out a bottle of water with a sport top rather than a twist cap, he popped it and held it up to his lips, he was posing, I didn't see his Adams apple move, the sides of the bottle didn't bow and when he pulled it away from his lips, the water level in the bottle was still exactly where it was before he started pretending to drink.

"Would you like a drink of water before we get started?"

Kelly looked both directions along the path she was standing on, if she had been a little more observant, she would have seen the cloud of cannabis smoke that the man standing at my side had just set free on the main path close to its intersection with the path that Kelly was standing on. She made one more look in both directions before she nodded her head and stepped into the den, "Stop...stop, take your sandals off before you step onto the plastic!"

Kelly stopped, she kicked off her left sandal and then put her left foot on the plastic sheet, she lifted her right foot and kicked that off as well, her sandals were left at the side of the entrance to the den as she walked to the boy bare footed.

Kelly took the water bottle from the boy and tipped it up against her mouth, I saw the sides of the plastic bottle bend inwards and then she lowered the bottle again, there was at least an inch of water missing from the bottle. I'd been so focussed on Kelly drinking water that I'd missed what she was doing with her left hand, she was actually fondling the boy's cock and he hadn't even asked her to touch him.

The boy bent down and put the bottle on the floor before standing up again and kissing Kelly on her lips, as soon as he stood up her left hand was back on his cock and rather than just fondling him, she was now definitely masturbating him...albeit slowly.

"How do you feel about love bites Kelly darling?"

"I guess I wouldn't mind one if it was small and out of sight...I don't want to have to wear a polo neck top at this time of the year!"

The boy pulled at the neck of her dress as far as it would go and he pressed his lips against her shoulder, her right hand instantly cradled the back of his head but her left hand didn't stop rubbing up and down his cock. The boy didn't suck for long or very hard, he pulled his lips away and let the neck of her dress go, he looked at her shoulder..."Better not do it there, it can still be seen!"

Kelly let go of the boy's cock and she looked over her shoulder at the entrance of den before pulling her dress off over her head. Kelly hadn't put a bra on today like me, but unlike me, she hadn't put her knickers on either so in one movement she was totally naked, she threw her dress onto the floor next to her sandals.

Page 3

"You want to get on the floor?"

Kelly lay on her back on the floor, the boy turned his backpack sideways on and placed it under Kelly's head as a pillow before joining her on the floor. He was in the same orientation as her and as he kissed her she pushed his mouth away from hers and looked down at where his cock was, just millimetres away from her pussy.

"Not like this, you said oral or anal...I don't want to do full sex yet!"

"I'm sorry baby, I wasn't going to try and fuck you properly, I just find you so damned kissable!"

I smelt something fishy so I watched the boy as closely as possible, I spotted his hand slip into his backpack, he had what looked like a syringe body without the needle attached, he hid it from Kelly and as he turned to straddle her head with his knees, he leaned in and started licking between her legs, he pushed her legs open wider.

He wasn't actually pressing Kelly to suck him, he licked her close to her orgasm with his cock ten millimetres away from her lips but he didn't lower down to her...Kelly actually lifted her head to get to his cock and as she took him into her mouth, the boy pressed the syringe body against her cunt and squirted some of the liquid up her. He licked her clit again and as he gave her a little more pleasure, he moved the syringe down and squirted a little of the liquid into her bottom.

Kelly pulled her mouth off of his cock, "Hey, what are you doing down there?"

He lifted his body onto his knees either side of her head, "I'm just juicing your bum a little with this in case you want me to give you anal sex after oral, it takes a little time to work..."

"But what is it?"

He put the end of the syringe body to his mouth and squibbed a little into his mouth before doing the same to Kelly, "Just a little flavoured olive oil!"

I saw Kelly tasting what the boy had squirted into her mouth before she said, "Oh...okay then, that's okay!"

I saw a little more monkey business as the boy palmed his mobile phone out of his back pack under Kelly's head and he slid back into the sixty-nine position on top of her, he licked at her clit as he actually fed his cock into her mouth without her having to lift her head this time, he placed the syringe body inside her cunt this time and squirted more of the oil into her body as he distracted her with his tongue against her clitoris.

He pulled his mouth off of her cunt and lifted his body so that his cock slipped from her mouth, "Can I put a little more of the oil up your bum...if you want me to try anal it won't hurt you at all if there is a little oil inside!"

"Okay."

He settled his hips down a little again and Kelly took his cock into her mouth, this time he was more fucking her mouth than just letting her suck his cock, I saw him actually push the syringe body inside her anus, the first shot had just oiled the guardian muscles to make the second pass easier to do. He got a full inch of the glass tube up her bum and then pumped all the oil that was left in the tube up her bum, Kelly giggled as the thick olive oil squirted deep into her body.

Then I saw why he had palmed the mobile phone out of his backpack, he swiped his finger across the screen as he licked at Kelly's cunt again, pushing his tongue deep into her body, I saw him press just the green button once, he must have pre-typed a message into his phone before he arrived and he'd just sent it...and I knew exactly who he sent it to because I heard the phone beep ten feet behind me, the man who had driven the boy to the spiny was receiving a text message.

The man almost ran past me, turned left into the side path and then rushed into the den, he shouted, "What the fuck is going on here?"

The boy jumped off of Kelly and backed away from the man with his hands covering his cock as if he was scared of the man. Kelly tried to get up but she was pushed back to the floor, the man knelt on top of her, pinning her to the plastic sheet, he pulled his T-shirt off and pulled the front of his trousers down. I flicked my eyes over to the boy, he had his phone in his hand and he was filming as the man pulled his cock out of his trousers and pressed it against Kelly's lips.

Page 4

Kelly didn't miss a beat, she just opened her mouth, it was a stretch but she took his cock into her mouth. The man suddenly stood up and pulled his trousers all the way off and he was suddenly totally naked, Kelly had pushed her upper body up on her elbows but she wasn't trying to get up off of the floor.

He returned to her, forced his body between her thighs and plugged his cock into her cunt, there wasn't even so much as a gasp from Kelly, she just took him all the way in, "Mmmm, God your cunt is so tight baby, it won't take me long to cum in you at this rate...do you want a boy or a girl?"

Kelly said, "What?"

"After I fill your belly with my seed, do you want to have a boy or a girl?"

"Please don't cum in me! I've started my periods so you could make me pregnant...you could already have made me pregnant, they tell us at school that a boy can make a girl pregnant just from putting their cock in her, they don't have to go all the way!"

"Well, if you don't want me to cum in your cunt then I'll have to fuck your arse instead!"

Kelly actually nodded her head to that suggestion.

"Hey boy, come over here and make your self useful..." he pushed his left hand under the small of Kelly's back, pulled her up into his stomach and then he rolled onto his back, keeping Kelly's belly against his. As he came to a stop Kelly swung her legs to get a little more comfortable on top of the man, she looked like a racehorse's jockey sitting on top of a stallion and now I saw that the man was just lying there totally still and Kelly was the one doing the moving, she was actually lifting herself up the length of his his cock and then dropping back down on it, "...get her arse ready for me!"

"How do I do that?"

"Get your cock up her bum and fuck her for me, leave your slime in her bum for me to ride in on!"

The boy grinned at the man but the sound he made sounded quite contrite as he said, "I'm sorry Kelly darling, I don't want to do you like this!"

Kelly looked over her shoulder and up at the boy, he quickly turned his grin into a frown.

"You have to do it for me, if you don't he could really hurt me if he tries to get his big cock up my bum without your help!"

Kelly looked back down at the man's face, she said, "Please don't cum in my pussy...pppplllleeeeeaaaasssseee!"

I saw the boy grin as he said, "Okay, if you really want me too!"

Kelly then surprised me by lowering her upper body, mashing her little tits against his chest and then she kissed him on the lips as the boy slipped in behind her.

There was no gentleness in the boy's fucking, he was really doing her hard, just to climax as quickly as he could.

I heard him go through his orgasm and then he stepped away, looking down at her anal muscle, it was wide open even though the boy's cock wasn't so massive...it was just the force and speed that he'd put into fucking her.

"I've got her ready for you...please don't hurt her too much!"

The man pushed Kelly off of his cock and lowered her on the ground next to him, he put her on her hands and knees and rammed his cock up her bum as hard as he could...that certainly made Kelly gasp in pain and the boy said, "Please, don't fuck her so hard!"

Page 5

The anal assault was over very quickly, the man fell against Kelly's back gasping for air. I thought that it was all over but I was wrong, there was one last twist, the man regained his composure, "Are you still worried that I might have released some spunk in your cunt girl?"

She sniffed, the pain from fucking had made her cry and her nose ran, "I am really worried about that!"

He pushed her onto her back and then grabbed her left ankle and lifted her almost all the way off the floor, just her shoulders and head still in contact with the plastic sheet.

"Hey sonny, make your self useful, pass me that water bottle!"

The boy didn't respond instantly, he was just looking at Kelly's face and mouthing that he was sorry to her, the man swung at the boy's head with his free hand, Kelly would have seen and felt the movement but what she didn't see was that the hand missed the boy but the crack did resound, the boy had clapped his hands together to make the slapping sound.

The boy handed his bottle of water over. The top was still open on the bottle, it was pushed into Kelly's cunt and given a squeeze to expel water into her body, the bottle was repositioned into her wide open anus and squeezed again, flooding water into her bum. The final amount of water from the bottle was flooded all over her body.

'Removing all traces of DNA from her cunt and bum as well as contact DNA from her body' flashed through my head. I had a sudden idea and I looked over my shoulder in the direction of the car that the boy and man turned up in, I managed to spot the car's registration number and wrote it down on my forearm with my eyeliner pencil, then I looked back at the den, the man was dressed now and pulling his shoes on his feet, "You kids had better not tell anyone about this or I'll come looking for you!"

He had a massive grin on his face as he walked past me on the main pathway, the boy was cuddling with Kelly on the floor, "I'm really sorry Kelly, it's all my fault...I should have been able to stop him but he freaked me out!"

They kissed and cuddled for a minute..."I think I got a picture of him doing you on my phone if you want to go to the police and report him!"

"Are you totally fucking crazy, I'm not going to tell anyone...anyway, didn't you hear him, he'll come and get us if we tell anyone!"

"Okay...it is up to you! Well, I guess that oral is off the table now...for a start off, my cock has been up your bum and his cock as been in your pussy...are you sore down there?"

"Only my bum hole!"

"I'm really sorry!"

They kissed again and he settled down at her side as if he had all the time in the world.

I looked towards the car again, the man was smoking yet another joint as he walked up and down at the side of his car.

"I suppose that we should get dressed and head for home now!"

"Did you want to do something else with me?"

"He kind of put me off a little!"

"Look, I'm going to have to see the nurse at school on Monday, tell her I've had unprotected sex and get the morning after pill...so if you want...I know that I said no to full sex earlier but as oral is off the menu and my bum hurts so anal is out for the moment so...if you want to fuck me properly...I guess that we could do it...just this once!"

I saw a smile filling his face as he rolled on top of her and fucked her, he was just as hard on Kelly as the man had been but Kelly seemed to love him fucking her.

Page 6

There was the sound of the 'A-team' theme playing, "Shit, I'll bet that's my dad..."

He still had his cock in her as he answered the phone, I looked over my shoulder and saw the man out by his car, in my position I could actually hear both halves of the conversation.

"Is she letting you fuck her?"

"Yes dad, I won't be long!"

"I told you putting a little liquid ecstasy in your drinking water would help calm her down and open her up!"

"You did dad, you did...and I'm sorry I'm late but I'm leaving right now!"

"Don't let her have a full orgasm, leave her wanting more and she'll come back again in a few days time! Oh, and before you go, remember to get another contact from her."

He stabbed her in the cunt a few more times while he was still on the phone to a man he told Kelly was his father, he answered an unasked question as he shivered through an orgasm, spurting his baby juice up into Kelly's body.

There was one last kiss and he got dressed, "Hey, you said that you had a friend who was interested in meeting a boy, can you get your friend into school chat and then call me into a shared conversation?"

Kelly nodded her head.

The boy left Kelly lying naked on the floor, she had been left a little high and dry...well, okay, high on GHB and soaking wet from all the spunk and water from the drinking bottle but she was in no hurry to get dressed, she just rolled around on the wet plastic sheet enjoying the feeling of being naked out in the open, I looked down the front of my body, my right hand was down the front of my knickers, I had been masturbating myself slowly as the boy and Kelly had fucked on the floor.

I stood still watching Kelly, she was actually starting to act a little drunk as she got dressed and then I realised, I'd heard the man talking about putting liquid ecstasy into the drinking water to relax Kelly and that must have been why the boy hadn't actually drunk from the bottle...Kelly had taken one small sip of the water and it had relaxed her to the point that she'd allowed a boy and a man to fuck her and managed it reasonably easily, if the man had been anywhere like gentle with her, she wouldn't even have even been sore after the anal assault.

The French often delivered drugs through suppositories and I realised that almost a half litre of drugged water had been pushed up Kelly's bottom as well as into her cunt, the drug could well still be being absorbed up her bum...perhaps even through her vagina!

I followed Kelly as she walked home, she had skipped all the way to her meeting with the boy but the walk home was a little more sober...even if that was counter intuitive. I saw a man walking towards us from the opposite direction, as soon as Kelly saw him she stiffened slightly and her gate changed, she was walking like a catwalk model, a little flick to her hip lifting the bottom hem of her dress with each step. Even though Kelly was obviously so young, as the man passed her, he looked back to look at the swing of her arse.

He almost walked into me, he grinned and mumbled, "Kids today eh!"

Kelly walked past Mr Guildert's garden, he was a near neighbour and always had a chat with Kelly whenever she passed his garden if he was out there!

John Guildert was the kind of man that flirted with every women from...well, at least nine to ninety but I'd actually seen mild flirting between him and Kelly since she was six years old but because of repeated warnings about strangers and strange men in particular, Kelly always gave him a wide birth when he flirted with her.

Today was different, as John spoke to Kelly, she didn't jump, didn't move away from his property line, she actually closed the gap on him and stood right next to him by his fence as he weeded the flowerbed.

Page 7

"Careful Miss. Kelly, if you get too close I may see your knickers from down here!"

Kelly giggled, she turned her upper body swishing her dress up a little, she looked towards home.

"If your worried about your mum, I don't think she's home at the moment, I had to take a parcel in for her earlier."

Kelly was working at half speed, she turned back towards John and chortled, "You won't see my knickers!"

"Why not Kelly?"

Kelly put her finger to her lips and whispered, "Because I'm not wearing any!"

"I don't believe you!"

Kelly turned her back on him and lifted the back of her dress, flashing her bare arse at him.

Kelly was still holding the back of her dress up and she giggled, "It's very hot today isn't it?"

"Do you need something to drink Kelly?"

"Please, I'm very thirsty!"

"Shall I bring one out to you?"

"No, don't trouble yourself, I can come in...you can come in...we can all come in and I'll sort it all out on Monday morning!"

I actually followed Kelly and John down to the house and looked in through his front door, they were in a passionate embrace, snogging up a storm in the living room. John pulled Kelly's dress off and was pulling her over to a seat, pulling her down onto his lap, onto his now exposed cock and Kelly was bouncing up and down on his cock like a pro!

"Sorry to bother you John but did you take a parcel in for me?"

The room froze mid fuck, well, Kelly wanted to keep bouncing up and down on John's cock even though I was watching them but John was holding her down.

John blurted out, "It's on the side Vicky!"

"Thanks John...Oh and Kelly, lunch will be in an hour, try not to be late!"

John let go of Kelly and she bounced up and down all over again.

5,249 Words.

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