Blackmail Birthday PresentbyLOAnnie2©
Ted groaned as he hit the snooze button on his alarm clock. He didn't have to go into work today, but he wasn't particularly motivated to start the day either. He'd gone to bed forty-six years old and woke up forty-seven and felt rather blase about the whole thing. His sex life was practically non existent, his wife gone nearly ten years, and a single daughter who was getting ready to leave for college.
On any other birthday it would be Emma who'd be waking him up with breakfast in bed, something she'd done every year since she was twelve (and of course she did get better at it as time went on), however this week she was gone, at her college orientation. In many ways he wasn't ready for her to head off to college, but he knew he had to be strong, as she wasn't just giving up being daddy's little princess, but she would have to give up her best friend Bailey too.
Emma and Bailey had lived next to each other their whole lives, but didn't really become friends until the passing of Emma's mother. Over the last ten years Ted watched as the two girls formed a bond as strong as sisters--it'd even be arranged that if something would have happened to him that Bailey's parents would have taken care of Emma.
But now for the first time since she was eight, Emma and Bailey would be separated, each girl going to the school that was the best for them. But that meant a lonely forty-seventh birthday, and of course no more seeing his daughter's 'Best Friend Forever' in skimpy summer clothing.
The doorbell rang and Ted sat up, unsure of who would be calling this early in the morning. On a typical day, only the newspaper would arrive by now, but then again this wasn't a typical day. A sigh escaped his lips as he lumbered out of bed, dressed in boxers and a bathrobe and made his way down to the front door.
He opened it and looked out--the paper was there as expected, but also a plan manilla envelope. Looking at the envelope with curiosity he picked that up and forgot about the newspaper, shutting the door before tearing open the envelope.
Once opened, he reached inside and found three things: a stack of pictures, a letter, and a DVD. He set the pictures and the DVD down without looking and unfolded the letter to read it.
It has come to our attention that you have been without the pleasure of a woman for several years. We are also aware that it is your birthday today, so we are giving you a gift--there is of course a catch. Enclosed with this letter you will find pictures and video of a girl who lives next door named Bailey Heron in some very compromising and personally embarrassing situations.
Since shortly after she turned eighteen, we have been gathering this material. She is already being blackmailed by us into providing some of the material you'll find on the DVD, and is aware that someday we would take her webcam blackmail and bring it into real life. Today is that day and you'll be the instrument of that blackmail.
So until midnight tonight, when she comes over you will invite her in and then blackmail her into sex. We are aware that you are not working today and she has no plans. You are to take full advantage of the situation, enjoying her however you would want to, mostly in your bedroom in front of your computer, but other places are acceptable too.
We have already gained access to your computer, and would be disappointed to learn if you didn't take advantages of some of the fetishes that you enjoy exploring on the internet. Also because of this, if you don't cooperate, we will plant material on your computer indicating you as the sole blackmailer.
As stated, she knows this is coming, so feel free to show this letter to her. She should be most cooperative at that point.
Remember, we will ruin you if you don't comply."
Ted stared at the letter in disbelief for several minutes before finally setting it down. He looked over to the stack of pictures and picked it up. He only looked at the top picture and could tell it was from her house, probably from a webcam as the letter described. Bailey sitting in a chair, completely naked, pulling at her nipples. He cringed in embarrassment for the girl he'd watched grow up, but couldn't help but notice the stirring in his boxers.
He looked to the envelope again and saw there was a fourth item inside. Once he fished it out he groaned again, a 100mg Viagra pill wrapped in plastic. He took several deep breaths then sat down, needing time to think, to try and figure things out.
Time passed, perhaps an hour as he tried to reason through the situation in his mind--the DVD and the pictures drawing his glances every once in a while. He was tempted, how could he not be by this girl twenty-nine years younger. Before he knew it, the doorbell rang again and he instantly knew it was Bailey.
He put the manilla envelope over the pile of its contents--save for the letter, and went to the door. As soon as he opened it Bailey yelled out, "Happy Birthday Mister Rikard."
Ted couldn't help but grimace a little at the girl, but he thought for a moment about sending her away before finally saying, "Come in Bailey, and thank you."
Bailey didn't hesitate at all as she entered the house she'd spent quite a bit of her youth in. Ted couldn't help checking her out, in her shorts and tank top, with a bikini as underwear. Bailey was a pale, freckled redhead who generally wore a lot of sun screen in the summer. As soon as he closed the door she rounded on him with a hug and a smile. "Emma wanted me to give you that hug since she couldn't, and wanted me to make you breakfast."
He cringed a little and looked down at her as she broke the hug. "That's great Bailey, but before you do that, we need to talk."
Bailey couldn't help but notice that he sounded a little odd, and with a look of concern on her face she made her way over to the couch. "Is everything alright Mister Rikard?"
She knew she could call him Ted, but her parents had raised her to be respectful of her elders so she'd always addressed him so formally.
"Yeah. I mean, no, not really." He couldn't find the words so he did the only thing that made sense to him. He just handed her the letter.
Ted sat down and watched nervously as the girl read the letter. It seemed to take her a long time, as though she was reading it several times just to make sure. Finally Bailey looked up and said, "I was afraid this would happen."
He was surprised. He doubted that the letter was genuine (even though the pictures were obviously). With a bit of concern he asked, "So what's going on Bailey?"
The teen let out a long sigh. "Well, as you know for my eighteenth birthday I got a new laptop. Well, it wasn't brand new, my parents couldn't afford one this year. Apparently where ever they got it, someone had already hacked into it. It started out simple, apparently they got pictures of me in my room changing and stuff like that, then one time they got a video from afar of me on my bed masturbating.
"From there the blackmail really started. They made me perform for a video once a week, and every night about ten minutes before I went to bed I had to pose for a photo in whatever way they wanted. I'm sure the pictures come from those."
She looked hesitant for a moment, wondering where they might be before Ted spoke up. "I only saw the top one Bailey. I haven't looked through them or the DVD either."
The expression on Bailey's face was one of forgiveness. "Thank you Ted for being considerate, but I suppose it won't matter since you're going to get to see and feel a lot more of me than the photos and videos would provide."
Ted was stunned into silence for a moment--'did she really just say that?' he wondered to himself. The fact that she actually used his first name was completely missed by him. "Are you saying you're going to go through with it?"
She stared at her best friend's father with an incredulous look on her face--he was about to stammer in response before she finally said, "Go through with it? I don't see what choice we have? They've threatened to ruin you if you don't, and who knows what they'll do to me if I refuse."
Bailey stood up and looked to the front door. "I'll be back in ten minutes Ted," she said, heading to the door and exiting the house without waiting for a response.
To say the wait to see if Bailey was returning, or if possibly cops would be knocking on his door was rather agonizing for Ted. On the one hand, he'd watched Bailey grow up from a kid into a very cute young woman. And sure while he'd try to catch glimpses of her body in revealing clothes or swimwear when he could, he never actually thought about fucking the girl.
His front door opened and Bailey returned, now with a backpack in hand she quickly set on the couch. She returned to the door and closed it, locking the deadbolt as well. She looked at Ted and took a deep breath. "So I brought my laptop over--so that way if the blackmailers are paying attention they can see the first bit of things to know we're both cooperating."
She went back to the backpack and reached in, pulling the laptop out and setting it up on the coffee table. The computer sprang back to life as she opened the lid. Ted wasn't sure what instant messaging program it was she opened, but saw her quickly type "We're complying" to someone and hit the send button.
"So how do you want to go about this Ted?" Bailey said. "I know these people, they'll want me naked immediately, but we can either get right to the sex after, or I can still fulfil my promise to Emma and cook you breakfast."
Ted was still stunned at the turn of events. He looked away from the girl and mumbled, "Breakfast."
He didn't look back up until Bailey reached out to his face and brought it to look at her own anger-filled one. "Look Ted, we don't really have a choice here. You think I like that they made you the other target of this scheme of theirs? Not just no, but hell no. Emma's a sister to me, and you're like a second father, and now I'm being forced to fuck you for the rest of the day. This is going to change things between us, and probably make them awkward for a while Ted. But I don't want you implicated in a blackmail scheme, and the last thing I want is all the pictures and video they have getting sent to people I know and care about."
"I know you don't Bailey," was all Ted could reply.
"I just want one favor from you Ted," Bailey said, her expression changing from the angry, ranting face to one a bit more worried and unsure.
"What is it Bailey," he asked tepidly, the change in her expression catching him off guard.
She inhaled a deep breath and held it for a moment before slowly exhaling, a slight waft of the peach lipgloss she was wearing reaching my nose. "From now until I can leave as instructed, please don't see me as Bailey, Emma's best friend and girl you've watched growing up. For the rest of the day I'm just some dumb whore who you've been given to fuck however you want. I know these people, and if you try to take it easy on me because you care, we could both be screwed. So I'm just some girl whose only job is to please you. Can you please do that for me Ted, just forget I'm Bailey and do this right so we won't get in trouble?"
Bailey's voice started to crack at the end--looking more closely Ted could see that she had tears welling up in her eyes. He hated the situation, but he understood what she was asking--to detach her body from the girl he knows. He knew there could be only one response.
"For you Bailey, I will."
Bailey stepped back, a faint hint of a smile on her face--possibly the last he'd see for a while. She looked right at Ted and said, "So sir, would you like me to strip, or do you have some other idea for getting me naked?"
Ted closed his eyes. He promised Bailey that he would ignore that she was his daughter's BFF, and that was what he was going to do. He knew she was scared of these blackmailers, so he was going to uphold his end of the deal. After all, he'd hardly gotten any over the last ten years, might as well try to enjoy this one shot at a day filled with carnal pleasure.
"Kick off your flip-flops and come over here and kneel before me, hands over your head."
For just the slightest second he saw Bailey's face betray a sense of surprise--then perhaps one final smile that he was indeed doing as promised before he saw her kick off her flip-flops and move closer to him. Bailey did as ordered, kneeling before him and putting her hands over her head.
Ted's hands reached under the tanktop she wore and just felt her belly for a moment. In most ways Bailey was your average teenage girl--she was skinny, but without tone or definition. He knew from seeing her in a bikini before that she had just the right amount of babyfat left for his taste and now he was getting to feel it. His hands squeezed a little bit, feeling how her muscles were just barely below the surface, but enjoying the softness of her skin provided by her lack of well-defined abs.
He closed his eyes for a moment as he ran his hands over the soft flesh before finally dragging his hands upward. He enjoyed feeling her sides, only brought back to reality by a slight giggle from her--apparently she was quite ticklish. He opened his eyes to watch as he adjusted his hands to grab the tanktop and pull it up over her head and off her body.
Bailey's bikini top was one he'd seen her wear before--black with strings tying behind her back and her neck. Ted had to debate for a moment how he wanted to reveal her breasts. Finally his hands reached out toward her side and slid underneath the fabric of the bikini top, gripping her firm breasts from the side and pulling them out of the top.
Gazing them finished making him hard. He'd always seen her breasts in bikini tops and got quite an eyeful of skin, but having them completely exposed, seeing how pale pink and tiny her nipples were as opposed to only hints. He kept his hands gripping them, feeling how they perfectly fit his hands. Ted couldn't help himself as his thumbs brushed over her nipples, causing her to gasp.
"I take it you like having your nipples played with Bai..." He stopped, remembering the deal. "Slut?" he changed the word to.
She nodded to him and he grinned. "Excellent. Reach back and untie your top, then put your hands behind your head."
Ted continued to squeeze her young breasts and tease her nipples with his thumbs while Bailey worked to remove her top. He still hated that he was being forced into this, but he was starting to see the perks of just rolling with it and doing as he'd been told.
When she was done untying the bikini top it fell onto the ground and she placed her hands behind her head, pushing her firm and perky breasts out. Ted removed his hands at that point to just gaze at the fleshy orbs in all their glory, a tad surprised at how far her nipples were sticking out now that they were hard.
He knew he could just stare at her tits for hours, but there was plenty more to unwrap and experience. "Stand up slut," he barked, falling a bit more naturally into the dominant role the more he felt and saw the eighteen-year-old.
Bailey stood up, her face betraying no reaction--she was obviously not considering this to be as if she were a lover, but seemed to be taking it solely as something that needed to be done. He reached up, unbuttoning and unzipping her shorts and tugging them down her legs, revealing the matching black bikini bottoms he had expected to see. The girl naturally stepped out of the shorts once they were on the ground and kicked them aside.
Giving into the temptation became much easier for him now that only a little bit of fabric stood between him and seeing this soon-to-be college girl completely naked. He looked at the string ties on the side of her bikini and knew exactly how he wanted to do it.
"Alright slut, I want you to turn around and bend over, hands on the coffee table and spread your legs."
To her credit she complied without batting an eyelash, turning around and spreading her legs to either side of his before bending over and putting her hands on the coffee table--her ass in his face. Ted wasted no time in reaching out and untying the right string--the bikini bottoms falling open to reveal most of her right buttcheek. Even though he knew she was pale, he was still surprised by the difference in skin color from her legs to her ass, and suddenly found it a bit weird he didn't see that with her tits.
He wasted no time in undoing the other tie and letting the bikini bottoms fall to the floor. Ted's face lit up like a kid on Christmas morning as Bailey's most intimate of intimates were on display a mere foot from his face. Sure, he'd seen plenty of teenage pussy lately watching porn, but to have it right before his eyes was something he hadn't experienced since he was a teenager himself.
Almost instinctively his hands reached up to grab her ass firmly, spreading her cheeks so that nothing was hidden from him. In Ted's mind he cursed himself for not having a photographic memory as he studied every detail he could. He couldn't help but smile as he realized he missed the very subtle transition between normal skin and her outer labia--he would have missed it entirely if her inner lips weren't so prominent. His eyes lingered over every wrinkle and fold of the soft pink flesh as though he were looking for a flaw--the closest thing he found was the realization that the way her pussy naturally splayed open as he held her separated meant that Bailey was no virgin.
Ted really couldn't help himself as his right hand released it's grip on her right cheek and his fingers drifted over--his curiosity got the best of him and he wanted to know if this was a turn-on for her as much as it was for him. If Ted thought his cock couldn't get any harder he discovered that he was wrong as his probing of her velvety opening by his index finger yielded that Bailey certainly was wet.
It took a lot of willpower for him to not just take her then and there, but his hand reached back up to spread her once more as he leaned forward, burying his nose against her pussy and inhaling her scent. Ted knew if he dropped dead this instant he'd die the happiest man in the world, but there was so much more to experience even in just this one day.
He finally leaned back and let go of her. Trying to push the fact out that this girl was like a second daughter he said, "Have a seat slut."
Bailey did as she was told, sitting down on the coffee table instead of a chair--it was the only way she could properly face him.
"I'm going to ask you some questions and I want you to answer honestly," he told her. "Are you a virgin?"
She shook her head, "No sir."
"Have you ever given head?"
"Several times sir."
"What about received it?"
"No sir, never."
He was a little surprised, but he continued on. "What's the oldest guy you've been with?"
"Have you ever had anal sex?"
This was Bailey's first hesitation on a question, but the girl just took a deep breath and said, "No sir."
A rather large grin overtook Ted's face now--anal sex videos were one of those things that the blackmailers were probably talking about with his proclivities. His former wife was a rather vanilla woman, something he wouldn't have changed for anything, but in his older age he definitely found a desire to explore more taboo ideas.
"I think it's time for breakfast," he suddenly blurted out again.
The teenager stood up and nodded, looking at the laptop for a moment before making her way to the kitchen. "Why don't you sit at the table and I'll get to work," she suggested.
Ted did so, angling himself so he could watch her work. Cooking was nothing he found particularly glamorous, though it had a slightly different look to it when it was a naked girl doing it. He didn't pay attention to what she was cooking, or even how long it was taking her to do so--there was just something erotic about being served in this intimate way.