Blackmailing the Babysitter 2
Everyone in this story is over the age of 18.
This involves some heavy non-consent, if that is a trigger for you I would recommend not reading on.
Thanks to
Dougslair
for editing!
CHAPTER 1
Anna sat on her sofa next to her boyfriend Patrick, holding his hand, her body filled with guilt. She could blame some of her cheating on being blackmailed, but she sucked four more men's cocks after her blackmailer left the glory hole and that was all her own doing.
She didn't know what came over her, having her dildo in her and being forced seemed to change who she was. It was like Anna wasn't there anymore, instead she was replaced with a slut.
"Everything okay?" Patrick asked.
"Yeah, I'm fine." Anna replied.
"Are you sure? You seem quiet." Patrick said.
Faking a smile, Anna replied.
"I'm okay, just tired."
They carried on watching the film, the whole time Anna was trying to think of how she could get out of being blackmailed.
At the same time, a few streets away, Kyle had just covered his stomach in cum from watching the video he has of Anna sucking off his friend and the delivery driver who dropped her dildo off.
I can't wait to be the first in your tight, virgin pussy.
He thought to himself with a smile.
He had some guilt about what he was doing to her, but knowing he could use this hot 18 year old however he wanted outweighed the guilt.
That night, Anna lay wide awake after Patrick had gone home. Looking at her phone and reading the texts from her blackmailer, she was disgusted at what she had done, then she started to write a text out.
"Hi, can we come to an arrangement to end this blackmail please? I have a life and I can't be used like this."
Kyle jumped awake when he heard his phone vibrate.
"Who's that?" His wife Jenna groggily asked.
Kyle looked at his phone but it showed no messages, then he realised it must be his second phone that he used to stay anonymous from Anna. Opening his drawer, he pulled the second phone from its hiding spot and read the message from Anna, and deciding not to reply tonight, he put it back away and fell back to sleep.
Although Anna pretty much got no sleep, she was wide awake when her phone vibrated in the morning.
"Don't you ever ask to be freed again. You are my property now slut and you will do whatever I tell you!"
Reading it Anna could've cried, this monster clearly had no heart or intention of letting her go. As she tried to think of a reply, another text came through.
"I am fucking you soon slut."
"What the fuck?!" Anna almost shouted to herself, not believing what she just read. Quickly texting back she said, "I am not losing my virginity to someone who is blackmailing me! I have a boyfriend! Please just leave me alone! You are ruining my life!"
Kyle read the text and a little bit of his guilt returned, but he knew he had to be firm if he wanted to keep control of this young girl.
"Do not speak to me like that again! If you do not apologise in 1 minute then I am coming around to your place now and I will fuck you however I want!"
Anna almost burst in to tears reading that text, she was filled with fear knowing that this man knew where she lived and that he actually somehow had cameras in her house. Defeated, she texted back, "I am sorry, please don't do that! I will behave."
"Good girl." The blackmailer replied and then, "Get naked and send me a full photo of you, with your face in!"
Knowing that this man clearly had no problem with hurting her, Anna took a full length photo of her naked body, then, pulling her black hair back she sent the image to him.
"Good slut. You are not to wear underwear today as punishment, I want a photo of your legs spread with no underwear on every hour as proof." The blackmailer texted.
Anna thought of ways around it,
Maybe I can just take off my underwear for the photos?
She thought. But then she realised it would be just as easy to not wear underwear. So, she replied "Okay."
A quick reply came from her blackmailer. "You are to always address me as Daddy! If you don't again you will be punished further!"
Anna typed back in fear. "Yes daddy."
"Good slut." The blackmailer replied.
Putting her phone down, Anna looked out of the window at the rain falling to the ground. The water hitting the window matching the tears slowly pouring down her face.
At the same time, Kyle was getting dressed and getting ready to go to work, smiling to himself that he has kept Anna under control.
That day, Anna wasn't working so she stayed in the house most of the morning. Every hour on the dot she would lift up her skirt and send a photo of her bare pussy to her blackmailer. Then suddenly there was a knock on her door. Her family was out and she wasn't expecting anyone around and Anna feared it was her blackmailer.
Looking through the peep hole outside, her nerves calmed when she just saw it was Kyle Hendry. Opening the door, she faked a smile and said, "Hi Mr Hendry, sorry my dad is out."
Kyle smiled to himself, loving that this girl had no idea that he was the one blackmailing her.
"That's a shame, do you know when he will be back?" Kyle asked, although he knew that her father and his friend were at work all day. Kyle came over on his lunch with a sick idea in his mind to humiliate the girl further.
"I don't think he will be back until this evening." Anna replied.
"Damn, do you mind if I use your bathroom really quick?" Kyle asked.
"Of course." Anna said opening the door to invite Kyle in.
While Kyle was in the bathroom, he pulled out his phone. Knowing it was a risky game, but guessing that Anna would never suspect him as the blackmailer he texted her off his second phone.
When Anna's phone vibrated and she saw it was her blackmailer she felt sick. Looking at it, it read, "Hi slut. It seems you have a guest in. That is the man you babysit for, isn't it?"
Anna remembered that somehow her blackmailer had cameras in her house, quickly texting back she said, "Yes it is."
Kyle smiled at the text and replied. "Get undressed. When he comes out you are to offer yourself to him."
Anna's heart almost stopped when she read that! Her hands were shaking as she replied.
"I can't do that! He is married and friends with my dad!!"
Kyle smiled and typed back. "You will do as you're fucking told! Or he will have all of the videos and photos I have of you!!"
Anna was panicking now! She knew that the blackmailer had videos of her masturbating on Kyle's sofa when she was supposed to be babysitting his son! She texted him back. "Please, I'll do anything else just not that!"
Flushing the toilet to make her panic more, Kyle sent one more text. "Do it now or everyone will know what a slut you are and your boyfriend will see you sucking a big cock that isn't his! Final warning."
Anna was fucked, if those videos or photos got out then her life would be ruined! But doing this with Kyle could also ruin her! She just hoped that she could try and do it without Kyle telling anyone. When she heard the bathroom door open upstairs, Anna knew she would do as she was told.
Quickly pulling off her skirt and her top, she could hear Kyle's footsteps down the stairs. Unhooking her bra, Anna stood completely naked in her living room.
Kyle was smiling the whole walk down, being able to hear Anna rummaging around she knew she was doing as told. When he got to the bottom of the stairs and he finally got to see the sexy 18 year old completely naked in person, he had to fight away his smile and replace it with a shocked look.
"Anna! What the hell are you doing?!" He almost shouted.
Anna was in complete panic mode, her body felt like it was shaking and she could feel her perky boobs and arse giggling.
"I...I...I..." Anna stuttered out not being able to find the words.
"Why are you naked?!" Kyle asked, not moving from the bottom of the stairs.
"I... I wanted to ask you..." Anna said, again stopping at the end.
"Ask me what?" Kyle said. Inside he was jumping with joy but he was doing well at pretending to be shocked.
"I want to ask, if you wanted me?" Anna finally whispered. Shame filling her body and she could feel her cheeks burning with embarrassment.
It took everything inch of Kyles being to stop from saying yes and fucking her right there, but he was in it for the long game. Instead, he replied back.
"Anna this is very inappropriate! I am married and best friends with your dad!"
Anna was relieved that Kyle said no, but also still filled with shame.
"I'm sorry." Anna whispered, not being able to look Kyle in the eye.
Kyle was happy she couldn't look at him because he had a rock hard cock looking at the young girls tight body.
"Anna, what did you think would happen?" Kyle asked, loving pushing the girl to further humiliation.
"I... I don't know." Anna whispered back, her eyes fixed to the ground.
"I will have to tell your father about this." Kyle suddenly said.
Anna's eyes shot wide open as she looked at Kyle and shouted out. "No! Please don't! I'm sorry it won't happen again!"
Then she bent down to pick back up her clothes. Kyle loved watching her tight body moving and was disappointed when she put back on her top and skirt.
"Anna, you shouldn't have done this." Kyle said still not moving.
"I know. I'm sorry." Anna said, "Just please don't tell anyone!"
"Don't you have a boyfriend?" Kyle asked.
"Yes." Anna said hanging her head in shame once more.
"You shouldn't be doing things like this Anna. I will have to think if we can keep you as our babysitter." Kyle said, something that Anna was expecting to hear.
"I understand. I'm so sorry." Anna said with a few tears falling down her face.
"Let's just not talk about this again." Kyle said and then started to walk to the front door.
