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.

"Mister Rikard,

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?"

"Twenty."

"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.

He was only snapped out of his trance once he realized that she was bringing breakfast to him. She set the table only for him and had a plate full of sausage, eggs, pancakes and toast–all done just the way he liked. When he realized she didn't set a plate for herself, she simply waved him off. "I already ate sir."

The moment of truth came for Ted–he knew he couldn't just simply eat and have her sitting or standing naked before him, he might as well get something out of it. Looking at the girl and debating, he decided on his course of action.

"Alright slut, I want you to get down on your knees and give my balls a tongue bath. Once I'm done with breakfast we'll test how well you can suck cock."

With that he knew he was committed, his relationship with his daughter's best friend could have survived just the way it was until this point, but the line was finally crossed. For her part, Bailey said nothing as she knelt down before him. He stood momentarily, allowing her to pull his boxers off for better access. He knew he'd been rock hard for a while but he'd never seen his cock look so angry and purple with lust. Precum was already oozing from the tip–Ted couldn't remember the last time that had happened by itself. What he found most surprising was that Bailey didn't seem phased by seeing his cock at all.

There was no smile on the girl's face as she nuzzled in between his legs so her tongue could get at his balls–that was the only thing Ted found disappointing about the whole situation; he wished that she had been doing this because she wanted to, not because some creep was forcing them into it. Ted violently shook his head–what was he thinking? He didn't really want Bailey doing this at all. Or did he? Was Ted actually letting his lust take over unabated?

A resounding yes was the answer in Ted's brain as Bailey's wet tongue made it's first contact with his balls. He had completely missed that she managed to move his cock out of the way so she wouldn't brush against it as she positioned herself. He was probably missing a lot of things as he just concentrated on the feeling as the tip of her tongue explored every ridge and every wrinkle of his sac.

Ted spent about two minutes with his eyes closed just enjoying the feeling before remembering that he had a breakfast in front of him to eat. A wide grin covered his face the entire time he ate his meal–the girl dutifully did what she was asked and didn't stop for one second. Of course there is only so long a guy having a girl almost nearly thirty years younger licking his balls can go before he wants something more. Setting his fork down he finally looked down at the girl and said, "It's time."

"Shall I do it here, or would you like someplace more comfortable?"

He started shifting himself in the chair, aiming to get up when he felt it–a tightness he hadn't felt since he was a teenager himself. Having her here, naked, tonguing his balls had built up an anticipation he hadn't experienced in decades–Ted found himself hurting from blueballs. He could only muster, "here."

Bailey nodded and licked her lips as she looked over his shaft. Any last chance that this was just a wonderful dream evaporated as her right hand grabbed the base of his cock to steady it. Her lips parted as she leaned forward and the head started to disappear into her teenage mouth.

He wasn't really sure how much head she had given, but he was surprised when she got the whole head inside without actually touching it. Her lips finally made contact with the shaft just past the head–the girl pausing to look up to see Ted staring rather intently at her. The teen let go of his shaft, closed her eyes and leaned in, taking more of his rock hard cock into her warm, wet mouth.

Now Ted had never purposefully imagined what it would look like if Bailey were to suck his cock–she was too much like family for that. There were times, however, that in a dream the image came across, and her head in his lap, her perfectly-pink-lip-gloss-covered lips trailing down his shaft looked even better than his dreams ever depicted it.

There was a slight problem though that Ted quickly realized–he'd been so hard for so long that he was bursting to cum. He dug down deep, trying with all his resistance to just enjoy this feeling for what it was, to hold out as long as he could–but when Bailey flicked her tongue across the bottom of his head as she started to withdraw Ted lost any remaining semblance of control and shot the strongest wad of cum into the teen's throat that he had in years.

Bailey was caught slightly off guard by how quickly she had made him cum, but she handled it like a champ, starting to swallow on the second shot, playing catchup as her mouth still worked the shaft. Ted's hand instinctively reached for the bottom of the chair and he held on, just riding the most powerful orgasm he'd had in decades out.

He didn't keep track of how many shots of cum he had just fed to Bailey, he just knew the ache of both his balls and of a cock that was ready to jump off his body had subsided. Even as he grew soft Bailey kept him just barely inside her mouth, her tongue sliding along the head to gather any remaining cum that hadn't shot out naturally. Finally after a long minute of Ted's breathing heavily, she removed herself from him and stood up.

Still catching his breath, Ted watched as Bailey went to the fridge and started searching through it for something. He knew he shouldn't have been surprised when she came back to the table with a can of the energy drink that Emma and her drank a little too regularly–neither girl needed the extra energy in reality. However, he did betray a look of surprise when after opening it she handed it to him.

"I figure you're not done yet. You have got to keep your energy up."

Ted took the drink from her and glanced at it before finally taking a sip. Reflexively his face cringed as the vile drink hit his tongue. "I don't see how you girls drink this stuff."

"You'll find we're not picky about what we'll put in our stomachs Ted," she said with a wicked grin on her race.

His eyes still ran up and down Bailey's naked form as she stood before him. She was right after all–it was rather weird to think about it, that odd little realization that his cum was in her stomach, slowly being digested by her. His cum, in the stomach of an eighteen-year-old. The euphoric high he was on was enough to quash the taste of the energy drink as he started gulping it down.

Bailey had started looking around, her eyes darting to the backyard. "You know, it's about the perfect time of day to go out and get a little bit of sun."

"Good idea, you're right, I need a little time to recover anyway." He felt a little pang of guilt. "Sorry about um..."

Bailey started laughing–she knew instantly he was about to apologize for cumming so fast. "I take it as a compliment. Besides, I'm sure once we get you rested you'll last much longer next time."

With a bit of relief he finally finished off the energy drink and stood up. "To the pool then."

Bailey nodded and went over to her backpack and fished out a tube of sunscreen. With a smile on her face she confidently walked out to the pool area.

Ted and Emma's backyard had high enough fences, and enough separation from the neighbors that the only way one could see into it would be via intentionally trying to spy. Bailey had spent enough time swimming in the pool and in the yard in general that she had no worry about privacy. Ted followed her out, watching the swaying of her hips and the wiggle of her ass as she walked. As mad as he wanted to be that he was being blackmailed into doing this to someone who was practically a daughter, a large part of him wanted to thank the blackmailers for the experience.

Once out on the patio she waited for him to sit in one of the lounge chairs. He still had his bathrobe on which alleviated the need for a towel. Looking up he wondered what the girl would do next.

"I take it you'll want sunscreen too?" she asked rather casually. "Would you like to put it on or would you like me to?"

"You can apply it to me Ba–slut," he told her, correcting himself.

"Any particular way?"

"Something sexy, erotic."

Bailey nodded as she stood next to him, pursing her lips as she tried to decide how she could and should fulfil the request. The surprise Ted had that she was still doing this even without the webcam watching subsided as he thought about her experiences with the blackmailers–she had probably done enough that if they felt she didn't do her side of the bargain they'd make her pay. He knew that if the blackmailers had been monitoring what he was watching online, then she still had a few tough challenges ahead of her.

A giant smile appeared on Bailey's face once more as she leaned down, crawling onto the deck chair with Ted, straddling him once more. She sat naked straddling his stomach as she opened the sunscreen tube. Raising the bottle to her face, she turned it upside down and squeezed, covering her tits with the white cream. For just a moment he was confused as she was letting the sunblock pile up instead of spreading it around.

The teen set the tube on his stomach and leaned forward, her plan becoming obvious as she maneuvered her tits to his face. Very carefully she rubbed her breasts against him, trying to keep the lotion away from his very wide eyes. It certainly was erotic in Ted's mind, the girl applying the sunscreen with her soft, supple breasts. The only problem was that the method wasn't practical for long.