Blackmailing the Babysitter Ch. 02

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"FUUCKKK!!"

She could feel herself clenching around his fingers and when his tongue masterfully licked her clit, an earth shattering orgasm hit her like a ton of bricks.

"SHHIIITTTTTTTT!!! She screamed cumming from the man's mouth between her legs.

He roughly fingered her more and more through her huge orgasm as her legs shook around him. When he kept licking her clit, Anna had to push him away with all of her strength as she was too sensitive to the feeling.

When the man stood up and smiled down at her, he said, "That wasn't so bad was it slut."

And then he pulled his trousers up and put his cock away. Anna was breathless and heaving, just watching him.

"Thanks for that. But next time I am fucking you." And then he turned and started to walk away.

Anna just remained on the sofa, her legs spread and feeling her pussy juices drip down her.

"What the fuck?" She said to herself.

CHAPTER 3

Kyle was at work when he checked his phone to see the cameras at Anna's house.

"What the fuck!" He shouted when he saw his friend was fucking Anna's face. "What the fuck are you doing there?" He said to himself.

Kyle watched as his friend roughly used the young girls face. He hadn't told him to go around and he was fuming that he would take it upon himself to use her again. Then he heard his friend say.

"Get up slut, time to fuck that tight pussy!"

"No!" Kyle said to himself, "You do not get to fuck her before me!"

Kyle was more than happy when he watched and realised that Anna had convinced him to just let her suck his cock.

Even though Kyle found the video extremely hot, he was fuming at his friend for going back to Anna's without telling him.

Then when he watched as his friend licked Anna's pussy Kyle was even angrier, desperate to taste her pussy for himself.

After watching his friend leave, he rang him instantly.

"Hey mate." He said.

"Don't fucking try it! What the fuck do you think you are doing?!" Kyle shouted.

"You saw that?" He said with a laugh.

"Listen to me Jeremy, she is mine. Do not go back there again!" Kyle warned.

"I think I will do what I want with the little girl. Why should you have all the fun?" Jeremy replied with a laugh.

"If you go back there again..." Kyle said before Jeremy interrupted him.

"What are you going to do? Tell you wife that I am using the girl that you are blackmailing?"

Kyle had no words to respond, when he didn't say anything, Jeremy laughed again and said, "That's what I thought." And then hung up the phone.

"Mother fucker!" Kyle shouted in his office slamming his phone onto the table.

That bastard! How could he go behind my back like this! Kyle thought.

Trying to think of a way to keep control of Anna, he decided to text her and see her reaction.

"Hi slave. What have you been up to today?" He asked.

Anna was sat on her sofa, her mind going crazy thinking, how could I have cum from that man! What is wrong with me!! When suddenly her phone vibrated. Reading the text from her blackmailer she texted back. "I can't believe you let him come around again and force himself on me like that! He almost fucked me!! You are sick!!"

Kyle smiled at the text, knowing that she thought Kyle had sent him round meant that she still assumed he was in full control, texting her back he said, "I know how much you love a fat cock in your mouth slut, you should be thanking me! I saw how hard you came from him licking you!"

Anna read the text and cursed herself for somehow finding pleasure in what had happened. Her head was a mess and she replied, "Please can you give me some warning next time?"

Next time? Kyle thought with a smile, it seemed that Anna was starting to accept the position she was in. So, he texted her back, "Okay slut I will warn you next time. You have a new task for tomorrow."

Anna sighed reading the text, she still hated her blackmailer, but she was growing used to his orders and part of her didn't even think to argue back any longer.

"What is it?" She replied.

"You are going to make yourself cum somewhere public whilst using your dildo. A public bathroom, changing room, on a bus. I don't really care where, but you are going to video it and send it to me." Kyle replied.

Reading the text, Anna was actually relieved that it was a task that just involved her and not having to do something with any more men and further cheating on her boyfriend.

"Fine." She replied.

"Fine, what?" Kyle sent back.

Anna had to think for a moment before sending another text.

"Fine, Daddy."

Smiling, Kyle text her back.

"Good girl."

It was a few hours later, Kyle was sat in his living room as it was Jenna's turn to cook tea when his phone started ringing. He saw it was Jeremy calling and in a hushed yet angry tone he answered.

"What do you want?"

"Woah, no need to be so angry mate." Jeremy said.

"Hurry up or I'm hanging up on you." Kyle said.

"Fine, I just wanted to let you know that I plan on keep using that little girl of yours." Jeremy said cockily and enraging Kyle.

"Don't you fucking dare! You should be thanking me that I let you use her the once!" Kyle shouted.

"Well, I don't think there is anything you can do to stop it. Next time she answers the door and she is alone, I think I'm going to fuck her." Jeremy said with a laugh.

"You would force yourself on that little girl and fuck her?" Kyle asked trying to make him feel guilty.

"It's no worse than what you are doing!" Jeremy argued.

Although Kyle felt bad about what he was doing to Anna, he never felt as though he was being too bad. He was just having some fun and she always seemed to enjoy herself so far. So, he whispered down the phone, "What I am doing is completely different. Stay away from Anna."

"I was just calling you so you're not surprised next time you see me on that camera when I am balls deep in your little babysitter." Jeremy said and then hung up the phone.

"Fuck!" Kyle whispered.

"Everything okay?" Jenna suddenly asked walking into the living room. Kyle looked up at her and faked a quick smile before telling her, "Yes everything is fine, nothing to worry about."

"Good, dinner is ready." She said with a smile.

CHAPTER 4

Anna was home alone with Patrick, her parents had both just gone out for a meal and as soon as the door was shut Anna planted her lips onto Patricks.

The two made out on her sofa before Anna fell down to her knees in front of him, looking up with a smile she said, "Do you want a blowjob?"

Patrick gave a huge smile and said, "Obviously!"

Anna felt that by giving Patrick a blowjob it would help make up for the cheating she has been forced to do. Pulling down his trousers, she saw her boyfriend's cock spring free from his boxers.

Gripping onto it, Anna couldn't help but think how much smaller it was than all of the other cocks she has been forced to suck lately. A few weeks ago, she thought Patrick was a great size, but now she has seen what other cocks are like and Patrick felt so small in her hand.

Although, she didn't want him to think anything was wrong, so she quickly opened her mouth and wrapped her lips around Patrick's cock. Brushing her black hair out of her face, with all of the practice she has gotten lately, Anna easily deep throated her boyfriend's cock. Feeling his balls on her chin as she had the whole cock down her throat, she couldn't help but realise how she wasn't even close to gagging.

"Oooohh." Patrick moaned with Anna's mouth wrapped around his cock.

She started to bob up and down on the cock with ease, flicking her wet tongue around the head of his cock. Then she realised, she found it strange not having the person being rougher and fucking her face. What she then realised, was that she missed it.

Faster and faster, she started to bob up and down on the cock, almost trying to make herself gag on it but failing to do so.

It took a few minutes for Patrick to rest his hands on her head and whispered, "I'm going to cum soon."

Pulling her mouth off of his cock, she wanked him whilst seductively saying, "Where do you want to cum?"

"What do you mean?" Patrick replied.

Anna knew she was kinky before she was getting blackmailed and didn't want her being treated like a slut stop her from being dirty with her boyfriend, so she moaned to him, "Do you want to cum over my face?"

Patrick stared into his beautiful girlfriend's eyes in amazement of what she just said and moaned out, "Fuck yes!"

"Stand up!" Anna ordered and Patrick quickly got to his feet.

She kept wanking his smaller cock faster and faster as Patricks moaning got louder. Suddenly his balls tightened and Anna closed her eyes and felt the first few shots of cum hitting her forehead, then her cheeks and then opening her mouth she felt cum land on her tongue.

"Mmmmmm." She moaned as she swallowed down the cum and felt him cumming all over her face.

"Fuuuckkk." Patrick moaned as his orgasm slowly died down, "That was so fucking hot!" He moaned.

Wiping the cum from over her eye lids, Anna managed to open one eye and with a smile whispered, "I thought you'd like that."

"I loved it!" Patrick said. "Do you want me to return the favour?"

"Fuck yes!" Anna replied and sat on the sofa and lifted up her black skirt.

"You're not wearing underwear?" Patrick asked.

Anna had forgotten that she was no longer wearing underwear since her blackmailed told her not too, she lied to Patrick and said, "Just thought it would be easier for you to get to my pussy."

"Mmm I love that!" He said and suddenly Anna felt Patrick's tongue on her clit.

"Oh yeah." She moaned, something about having her face covered in cum whilst having her pussy liked made her super horny.

After a few minutes of Patrick licking her pussy, she realised that he was nowhere near as skilful as the delivery driver that licked her yesterday.

She tried to imagine some of the porn scenes she had watched to get her closer to orgasm, but every time she did, she started to think of her blackmailer's cock, or being called a slut. Then the thought of the delivery driver fucking her on the sofa popped into her head.

No! You will not cum thinking of them! She thought.

But Patrick just wasn't hitting the right spots! That combined with trying to not think about her blackmailer or the delivery driver, Anna knew her orgasm was not coming soon.

Instead, to keep Patrick happy she faked it.

"Oh, fuck yes!!" She moaned as he seemed to lick everywhere but her clit.

"I'm cumming!" She moaned loudly and forcibly shook her legs to look like she was indeed cumming.

After she had finished faking it, Anna said, "I'm going to get cleaned up." And disappeared to the bathroom.

Once in there and looking at her face covered in cum, Anna was unbelievably horny and felt disappointed by her boyfriend's lack of skill. Her pussy was controlling her thoughts when she pulled up her phone and took a picture of her smiling with her face covered in cum.

Deciding to have some fun of her own and knowing that her blackmailer had much worse already of her, she sent the photo to him.

"Looks like I can have my own fun without you!" She said in the text.

After wiping the cum off from her face, Anna returned to the living room and sat down next to her boyfriend.

"You know, it's only two weeks until we can finally have sex." He said with a smile.

"I know, I can't wait to be able to sit on your cock and finally make love to you." Anna replied and kissed Patrick whilst in between her legs was dripping wet.

Kyle had just got home from work when he looked at his second phone and saw that Anna had sent him a text about an hour ago. Opening it he was shocked to see her willingly sending a photo of her after receiving a facial. After reading the message she sent with it, Kyle quickly jumped to the cameras and rewound the time to see if Jeremy had gone around again.

He was relieved to see the facial was from her skinny boyfriend and not Jeremy. Texting her back, Kyle said, "Looks like you love being treated like a dirty slut. But don't worry, you will be taking my cock properly soon and you will be getting a lot more than just facials. Oh, and do not forget about your task today or you will be punished with a lot worse."

When Patrick went to the bathroom and Anna checked her phone she panicked, having forgotten about her task of cumming in public. That and the panic of the threat of being taking by her blackmailer's cock!

When Patrick came back, Anna jumped to her feet and said, "Let's go out!"

"Erm, okay," Patrick said confused, "Where?"

Anna tried to think quickly, she replied, "I need some new clothes!"

Patrick smiled and agreed, then Anna said she needed to get her bag from her room. When she was there, she quickly put the dildo into the bottom of her hand bag and they left.

After pretending to look for clothes for about thirty minutes, Anna grabbed a few items and headed into the changing rooms. Locking the door, she quickly put the clothes onto the hangers and pulled out her dildo.

She was still crazily horny from earlier and her pussy was dripping wet, sitting down and spreading her legs, with ease she started to push the dildo into her tight pussy.

"Fuuukkk." She whispered as she forced the entire dildo deep inside of her.

Grabbing her phone, she placed it on the bench on the other side of the changing room and hit record as it was on her. Anna was too fucking horny that she didn't care right now, spreading her legs she started to rub her throbbing clit as she started to thrust the dildo in and out of her.

Trying her best to keep her moaning quiet, she couldn't stop her breathing from getting heavier.

Closing her eyes, she didn't fight it anymore, she pictured her blackmailer's cock that was fucking in and out of her instead of the dildo. In her mind she could hear herself being called a slut and a whore.

Her pussy was soaking wet and the dildo was now easily sliding in and out of her, from her disappointing pleasure before she knew it wouldn't take long to cum.

Faster and faster, she fucked herself whilst rubbing her slut.

"Yes, yes, yes." She kept whispering in a moan.

Her orgasm was quickly building, her toes tensed up and her legs started to shake.

"Yeeeeesssssssss!" She moaned louder than she meant to as her entire body shook around the dildo fucking her. Her orgasm shooting through her entire body.

Anna kept fucking her smooth pussy over and over until her orgasm slowly died down. Her breathing was still heavy and her chest was heaving when she finally pulled the dildo out of her. It was dripping wet and she knew she couldn't put it back in her bag like this.

Feeling slutty after cumming on her camera, Anna looked at her phone and slowly ran her wet tongue all over the dildo, tasting her pussy juices all over it. Never missing eye contact with the camera, she took the dildo into her mouth and pushed it down her throat forcing her to gag, fucking her own mouth over and over like she wanted before.

After a few minutes of cleaning the dildo with her mouth, she put it back into her bag and turned the camera off, quickly sending the video to the man blackmailing her. Although she knew she was providing him with more ammunition against her, right now she wasn't that bothered. Almost accepting her position.

When she left the changing room, she told Patrick she didn't like any of the clothes and they quickly left.

A few hours later, Kyle was sat in his home office violently wanking his cock as he watched his beautiful, 18 year old babysitter fucking herself with a dildo. When he first watched the video, he came at the same time he watched her body shaking in orgasm, when he carried on watching he then realised she did a blowjob tease on the dildo and he quickly started wanking again.

Watching her beautiful green eyes staring at the camera as she fucked her own mouth, Kyle shot a second load of cum over his stomach.

Smiling he texted her, "Good girl, you are becoming a good little whore for me aren't you."

Kyle was almost done with the teasing. Now, he knew he needed to fuck her soon if he still planned on taking her virginity before Jeremy or her boyfriend could.

CHAPTER 5

It had been a week since Anna made herself cum in the changing room, she received the text from her blackmailer telling her what a good whore she was. She never replied, although she watched the video of herself many times.

She couldn't believe it was her, she was ashamed. Seeing how much pleasure she received whilst acting like such a slut and knowing she was picturing her blackmailer's cock. Although she couldn't fight the fact that watching herself be so slutty turned her on a lot.

She also hasn't heard anything from the Hendry's since she was forced to stand naked in front of Kyle. Anna had assumed that she had ruined that job, she was just grateful that Kyle didn't seem to have told anyone.

"So, are you going to that hotel I recommended?" Kyle asked Anna's dad whilst on the phone to him.

"Yes, we are going tonight actually, thank you for getting us a discount as well. I owe you one!" He replied.

Kyle was sat in his home office, getting all of the videos and photos he had of Anna ready for the presentation he was going to show her before finally getting to fuck her pussy. When he replied to her dad, "Don't worry about it. I am sure we will find a way for you to repay me." Then he let out a little laugh.

"Well, if you ever need anything, let me know." Anna's dad said.

When he put the phone down, Kyle smiled to himself.

He has been watching her on the cameras and he knew that Jeremy hadn't been back round yet.

Jenna was out tonight and won't be back until tomorrow. Kyle knew that today was finally the day he has been waiting for, the day he got to fuck his 18 year old babysitter.

Picking up his regular phone, he called Anna.

Anna's heart jumped when she saw it was Kyle calling her, answering it she nervously said.

"H-hello?"

"Hi Anna, it's Kyle." He said.

"Hi Kyle, is everything okay?" Anna asked.

"I think we need to talk about what happened." Kyle said.

"Are you sure? I thought we could just forget it?" She asked.

"I thought we could, but I wouldn't be doing the right thing by you. Can you come around to our house tonight and we will discuss it. I don't want you to feel uncomfortable or ashamed of anything." Kyle said.

Anna actually felt her heart warming from this, Kyle was being so nice and understanding, she knew she couldn't say no.

"Okay, what time should I come around?" She asked.

"Say 7pm?" Kyle said.

"No problem, I will see you then." Anna said and they both put the phone down.

Anna was mixed between happy and nervous. While Kyle was smiling as hard as ever.

When 7pm came, Anna put on one of her plaid skirts and walked over to the Hendry's house. She was panicking that Jenna might be there too, what would she say if she knew that Anna offered to sleep with her husband?!

When Kyle heard a knock on the door, he jumped from the sofa to answer it.

"Anna, thank you for coming. Please come in." He said.

As she walked past, Kyle looked at her beautiful face, her tight clothes that hugged her tits so well and her skirt that just covered her arse. So many parts he has seen but not yet been allowed to touch.

"Thank you." Anna nervously replied and walked in.

"Please take a seat." Kyle said and Anna sat down on the sofa in the living room.

Sitting down, Anna couldn't even look at Kyle. Keeping her eyes fixed to the floor, Kyle eventually said, "Can I get you a drink?"

"Just a water please?" Anna replied.

"You stay there, I'll get it." Kyle said, when he closed the living room door behind him, he smiled and pulled up his phone that was connected to the TV.