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As long as Emily could remember, she had always had a thing for older men. Not really old—she was only eighteen after all—but, like, dad old. Men in their mid-to-late thirties. Twice her age was her sweet spot, she thought. The confidence, experience, authority that came with age was always more appealing than the naivete and cockiness displayed by her peers in the halls and DM's. That isn't to say she was sexually inexperienced with her own generation. She'd been with several guys from nearby highschools (she never wanted to get involved with ones she also had to sit in class with) and even two from the university over Spring Break. But she had yet to explore the frontier of her ultimate fantasy: being with a dad.
She wasn't into actual incest, despite what some of her internet history revealed.
Not that it mattered; she didn't have a dad. Well, not really. Her biological father disappeared when Emily was four after her mom found out he had been having an affair for ten years and even had a second family. It was just the two of them until her mom married Jay when she was a sophomore. Emily was pretty indifferent to his typical stepdad personality. She didn't have that clichéd enmity towards the man like in all the teen movies, but she just didn't connect with him either. He was a roommate who paid all the bills and fucked her mom. A lot.
Emily heard the moaning when she woke up uncharacteristically early for the first weekend of summer. She usually slept in until at least ten, but she forgot to close the blinds last night, so the morning rays bounced off her flawless face at eight. She wasn't surprised to hear them going at it; they were confident she'd still be asleep. She was also convinced that they had no clue how much the tile floors carried their sounds through the house. She had never brought a guy back when they were around, so how could they? Emily was a secret voyeur though, and whenever they fucked late at night, she'd quietly step through the house and press her ear against the living room wall that separated their ravenous bodies from hers.
So this morning, after arising and being aroused earlier than usual, she slipped on a pair of socks to muffle her footsteps and cracking toes, and crept to her usual spot. As she neared, the indecipherable grunting gave way to clear "Fuck!"s and "Oh yeah!"s, and her pussy began to tingle. When in position, she reached into her tight, silky sleep shorts and touched herself. Emily bit her lip when she made out that they were switching from cowgirl to doggy, based on the spanking. As she was edging closer to orgasm, Emily caught herself in a nearby mirror. She loved the depravity of watching herself get off to her mom and stepdad fucking. Her rich brown hair rested on top of her perky C-cup tits that were never restrained by bras when she was at home. This morning it was just a simple white tank top that she could see her hard nipples pressing against. Her shorts gripped her perfect ass she spent hours sculpting into a juicy peach. She saw her toned legs quiver as her mom begged Jay to cum inside of her. The three of them came at the same time and Emily crumbled to the floor, letting its coolness dampen the heat radiating from her body. She figured she had another few minutes before she needed to scurry back to her bedroom. She was basking in her post-orgasmic glow with her hand still in her shorts when suddenly the opening of their bedroom door shook her into panic mode.
Only Jay came out, in nothing but a pair of thin pajama pants that his hard on was visibly fighting against. It had to be eight inches and thick, she thought later when she was able to debrief the moment privately. There in the moment though she had to come up with an excuse as to why she was on the floor against the wall and breathing so heavy.
"Um, what are you doing?" Jay asked suspiciously. He knew.
"Just, uh, crunches," she tried. Fortunately for her, Jay realized his cock was extended straight out against his thin bottoms, and he instinctively maneuvered behind furniture to conceal it. This must have thrown him off guard.
"Kind of a weird spot to do crunches, but you do you," he said in a friendlier tone to give her an out and to divert attention from him. "I'm gonna grab the paper."
"Fuck..." she thought as she ran to her room after he went out the front door. "Now he knows I'm a slutty pervert who gets off to him and my mom fucking and now he's gonna tell her and there's gonna be a conversation about boundaries and they'll purposely be quieter and they won't make eye contact with me anymore. Ugh this is fucking sucks... Why?!"
She buried her face into a pillow and screamed. After a minute of raw emotion, she settled down and came to a realization: "God, I want him to fuck me." She always knew Jay was objectively attractive by universal standards, but a shroud of impossibility due to circumstance prevented Emily from viewing him as a subjectively sexual object she wanted to be railed by. Even now, the taboo of it made her cringe a bit. She was slutty and adventurous, but this was an ethical boundary she could not cross. Besides, even if she did want to act on this feeling, and even if hypothetically he did too, the reality of the situation at hand made that entirely inconceivable. And now she remembered how awkward all of this was about to be.
But then, nothing happened. There were no confrontations, no behavioral shifts, no awkwardness at all. She knew he knew though. Her hands were barely out of her shorts when he saw her, and she definitely wasn't doing crunches. Maybe he did tell her mom, and they were being eerily cool about it. Or maybe, she hoped, he just kept it to himself in order to save them all from the uncomfortableness that would ensue.
About a week passed with nothing out of the ordinary happening. Emily thought she was in the clear and that Jay had almost forgotten about it. Maybe she was wrong, she thought, and he never suspected anything in the first place. One thing that had changed, however, was that she exclusively looked at step-fantasy porn and came thinking about Jay regularly. She loved the silhouette of his toned body, how tall he was, how huge his cock was. She wanted him but knew she shouldn't. The forbidden nature of it turned her on all the more. "If only he pursued me," she wished, "or took me against my will. Then I wouldn't have to feel guilty about it. He could bury himself inside of me, and I could just pretend like I didn't want it."
She had spaced out for a moment. The three of them were having a movie night and Emily had gone into the kitchen to refill the chip bowl when she let her daydreaming consume her thoughts. Jay had left her mom on the couch to get some more drinks. Emily startled as a hand brushed against her breast. "Sorry," he said, "You had crumbs everywhere."
"You're such a slob," he joked as he swept his palm across her chest one more time.
"Shut up, I am not," she replied with nervous laughter. She filled the bowl and returned to the couch, her heart racing.
"Oh my god oh my god," she thought, "He totally touched my boob on purpose. I'm not even wearing a bra, so he definitely felt nipple the first time, and he touched it again." She began thinking of a million possibilities about why he did and eventually came to the conclusion that he wanted her, at least a little bit. She was pretty sure she saw her mom reach under the blanket and start to stroke him, so the encounter must have made him hard.
Emily now began thinking of ways to experiment on her theory. She still couldn't be the one to initiate, she told herself, because the possibility of rejection would be way too crippling and she still felt a bit ashamed for having these feelings about her mom's husband in the first place. The next morning, a Sunday, she had an idea.
Her mom went out for a run and had asked Jay to take care of the laundry when it finished. As soon as the dryer went off, Emily snuck in and deposited her sheer, lacy, pink thong in with the rest of Jay's and her mom's clothes. The two of them always did their laundry separately from hers on account of Emily's frequent wardrobe changes. While her mom didn't dress conservatively by any stretch, she definitely didn't have anything this young looking in her underwear drawer, plus it was size smaller. Even Jay, who rarely did the laundry, would notice.
Emily heard him opening and shutting drawers so she knew he was done folding and would hopefully soon make his way to her room, where he believed she was tidying up, to return it. She was wearing a pink fitted tee (again with no bra) and tight, white gym shorts that hugged her ass. She got on her knees and began reaching for miscellaneous water bottles and clothes that had been lodged underneath her bed, careful not to clean too quickly. She was ideally positioned for him to stumble upon. Upbeat music was playing through her smart speaker fairly loud. She heard the knock at the door but knew she could pretend she hadn't. He came in and said her name. Again she pretended she hadn't heard. He said it at the same volume a second time, and she continued to clean out her bed. He didn't say anything else and didn't move, so she knew he was taking in the view. Her face buried, ass up, the straining shorts making a well-defined cameltoe, Jay must have been having some impure thoughts at that moment. A few seconds later, he walked over and tapped her leg with his foot. She pretended to be surprised when she popped out from underneath the bed.
"Jay!" she exhaled and smiled, "You scared me. What's up?"
"I think these belong to you, no?" he said amused, with the thong dangling off of his index finger. He then hooked his other index finger around the waist and slightly stretched them. "Why do you buy these things anyway? It seems like a couple of washes and these'll disintegrate."
"They do belong to me," she said playfully, "Do you think mom would be caught dead in them? And for your information, I wear them because guys like them and they feel great."
"I'm sure."
"Anyways, thanks for finding them. I'm a bit behind on laundry as you can tell."
"Yeah, seriously. I don't know how you can find anything in here. You're a dirty girl."
"If you say so, Jay," she smiled.
He left. Her theory was spot on. He wanted her teen pussy and now she just had to lay some more snares (invitations?) so that it appeared that he was the one making the move.
A few hours later, after her mom returned and showered, both her and Jay went to the store. Emily declined the invitation and stayed back. She saw Jay's phone on the counter right after they left. She initially thought to run it out to him before they drove off, but decided to take the opportunity to try her hand at snooping.
She picked up the phone. "Of course he didn't password protect this," she rolled her eyes although she was happy he hadn't. She began browsing through his apps, and then his photos. Nothing unusual in the main album. She scrolled down until she saw a hidden album, and then her eyes went wide as she saw dozens of pictures and videos of her mom naked, his cock, them fucking. It made her instantly wet. It didn't weird her out that it was her mom. She was a really good looking woman, even though Emily wasn't bi, and she distanced the idea of it being her mom, instead just thinking of her as another porn star getting fucked. Most of them didn't show her face anyway. Emily began furiously rubbing her clit to a video of him taking her from behind. "God his cock looks good". He was rough with her mom, just like Emily liked it. He called her degrading things like slut and fucktoy as he pulled on her hair. He made her beg for his cum. She wasn't convincing, so he gave her ass a hard smack and made her try again. "Please sir, please cum on my whore face. I need your cum so badly. Please, please,please give me it," the woman in the video groaned desperately. He dragged her by her hair to the ground and told her to stick her tongue out. Emily timed her own orgasm to exactly when he grunted and shot three solid ropes of shiny cum all over her mom's face.
"Fuck. Me. He's hot," she thought to herself as she opened up his internet history, one hand still on her slippery cunt. ESPN, news, Thai food restaurants, valentine's gift ideas, ESP—hello PornHub. She tapped on it and saw several recent video views. Several of teens stripping and touching themselves, dildo riding, a hotwife getting gangbanged—"Interesting," she thought—and then she saw it, a stepdad/daughter scene. She started it and watched it in its entirety. It basically involved a girl fresh out of the shower wrapped in a towel reaching for things in the kitchen where her stepdad was sitting, until suddenly her towel falls, he notices, she slowly picks it up and walks back to her room where he soon follows and begins to fuck her. Not original or convincing material, but it's something that probably made him cum, and more importantly, was something she could easily recreate in real life.
The next morning, Emily decided to further tempt Jay. He worked in pharmaceutical sales and had a fairly flexible schedule. He typically worked mornings at home and went on calls around lunchtime. Emily's mom on the other hand worked as a marketing manager and had more traditional hours. Emily got up at nine and hopped in the shower as Jay was pouring over some order forms. She shaved and put on some makeup while her heart beat irregularly at the boldness of her plan. She wrapped a towel around her toned teenage body and went out pretending to make breakfast.
"Oh, that's right, you work mornings at home don't you?" she feigned. "I guess I forgot since this is the first Monday I haven't been at school in forever. I think I'm gonna make some pancakes. Want some?"
"I'm good, thanks though," he said absentmindedly, staring at his computer. He briefly glanced up and realized his sinfully sexy stepdaughter was stretching to reach the top shelf in a very short towel. He quickly turned away to avoid suspicion, but let his thoughts race. He decided to engage in conversation so he had an excuse to look.
"Your mom has a business trip coming up this week. Didn't you have a beach vacation planned with some of your friends as well?"
Emily slowly bent at the waist to get the glass bowl and a pan. Though Jay only had a side view, had he been right behind her, he definitely would have caught her exposed pussy.
"I did, but they're calling for rain, so I guess we'll have to wait till next week," she lied. She had no clue what the weather was going to be like, but knew they could go literally any time since it was summer. "Maybe we should do something fun, you know? We don't really do much together, and I'll be going to college soon, so now or never I guess." With her back turned, she discreetly loosened the tuck on her towel.
"Yeah, maybe you're right. Maybe we'll go to the amusement park or we could even finally try skydiving." He really didn't care, but the idea of being close to her sounded really good. "Looking for the syrup? It's in the cabinet above the dishwasher."
"Ah, that's right. Sure you don't want s—" To Jay's surreal surprise, Emily's towel gracefully hit the floor.
"Oh, shit!" she exclaimed. She stepped toward the fallen article and *accidentally* kicked it a pace further away. She quickly, but purposefully bent at the waist to pick it up and ran to her room. In those three swift, yet intensely slow seconds, Jay saw every inch of his stepdaughter's perfect, barely legal body. Her perky, gravity defying tits, her tan line-less golden skin, her smooth pussy, and her ass equal parts squishy and firm. He didn't know how she got into his porn searches, but he wasn't born yesterday, and he knew she was baiting him. He had always wanted this as a fantasy, and yeah he may have jacked off to her once or twice before, but actually fucking his wife's eighteen-year-old daughter? He couldn't. Right?
Emily was on her bed, wrapped in the towel and riding an adrenaline rush. She couldn't believe she really went through with that. Now she was waiting for the fallout. Would Jay pretend like it was an accident and let it go? Would he recognize it as an enticement and turn it down? Would he go for it? She didn't expect him to respond so soon.
A knock at the door. "Hey, Emily? Can I come in?"
"Yeah, I guess," she tried to say sheepishly, "And yes, I'm covered ugh..."
Jay walked in and motioned toward the bed, seeking an invitation. She nodded.
"I'm so embarrassed! I'm really sorry you had to see that. I hope you can forget all about it." she blurted out.
"Look, Emily," Jay said almost paternally, "I don't want to make you feel uncomfortable, but I've been picking up on some signs you're throwing out there, and it seems to me like you're...I don't know how to say this...trying to flirt with me? In kind of a sexual way."
"What?! No way. What are you talking about?" She sounded disgusted. "You're my stepdad."
"I know, I know. But catching you masturbating outside our door, never wearing underwear, dropping your thong in my laundry, seductively bending under your bed, and the towel *accidentally* falling off. All within a week. Like, what's that all about?
"You're definitely reading this the wrong way," she began, defensively, "Those were all random coincidences. And I was not masturbating by your door. I was doing crunches. It's so gross you'd even think that. I'm barely out of school and you're having sex with my mom. Ew. Sorry, but you're wrong."
"Emily. Seriously? You don't really expect me to believe that."
"It's the truth!"
"So you don't have any attraction to me whatsoever."
"I mean, you're a good looking guy, but no, you're way too old. No offense."
"So if I touched you right now, you'd reject me."
What are you talking about?"
"Yes or no?"
"Yes...? Is that really a question?"
"Really? Well, let's see." Jay confidently put his hands on her waist.
"What are you doing?" she stammered
"See, you're not resisting."
"What? Of course I am." She weakly tried brushing his hands off.
"I'm going to take off your towel, and you're not going to fight it." he said matter-of-factly. He undid it and let it fall to her waist. Then, with one hand he grabbed it and threw it across the room.
"Jay, stop," she said unconvincingly, "This is wrong."
"I know in your head you have to say no, but you want it. If I'm wrong, and you want me to stop, then say your mom's name. Otherwise, I'll assume your weak resistance is just an act you need to convince yourself you're not a fucking slut."
"You can't just—" Emily was cut off. Jay expertly pounced on her, pinning her down. With one hand, he covered her mouth, and with the other he began exploring her now wet cunt. He aggressively whispered into her ear.
"Say her name and I'll stop." He moved his hand from her mouth down to her throat, gripping it firmly enough to where speaking would be somewhat of a struggle. His fingers were now buried inside of her, and her eyes widened from the forbidden, welcome sensation.
"No...please..." she fought out. Though entirely unexpected, this was exactly how she had hoped things would go. She was being raped by her stepdad. She couldn't be blamed, and she couldn't be happier.
He slapped her across the face. "That's what I thought, you little slut. You fucking want this." He began finger fucking her roughly while gripping her neck.The squelching sound Emily's body was making transfixed her. She was so wet and felt like she was going to explode soon. Her hands gripped Jay's, but not seriously enough to challenge its control of her airway. Her body began to tingle as a wave of heat began building up inside of her.
"You like this, don't you? I can tell. You want to cum, don't you little girl?" Her eyes darted back and forth. Part of her was scared of the truth, and the other part wanted to scream "Yes!".
"Tell you what," he said, his fingers unrelenting against her enlarged G spot, "You don't have to admit it—yet. If you want me to make you cum, all you have to do is cry for me, and I'll make you squirt. Don't, and I'll stop right on the edge, and never touch your desperate pussy ever again."
It wasn't much of a struggle. Emily was already feeling an overwhelming amount of emotions. She was under a spell she always knew she would one day fall victim to. He was giving her the out she needed, and god, she would do whatever he told her to so she could cum on his fingers. She wanted this so. fucking. Bad. Her body was involuntarily tensing up in anticipation of release, her hips began bucking, and out of the corner of her eyes overflowed two rivulets of tears.
"That's my good girl." Before each tear made it down the side of her face, Jay doubled down the intensity of his fingers thrusting against her. Within seconds Emily squirted several streams that covered his forearm, her stomach, and the sheets.
"Fuck..." she mumbled through sobs and choking as her body quivered uncontrollably. Now she was really crying, riding the wave of the strongest orgasm she could remember.
Emily felt Jay's slick hand rub across her face and then he forced his fingers into her mouth. "See how much you wanted me?" he said stoically. "Now, let's make one thing clear. I own your useless cunt. Don't you think about cumming with my permission ever again. I'm going to take you wherever and whenever I want to. And next time, I'm not going to allow for this innocent charade. You're going to beg for my cock and take my cum however I see fit. Do you understand? She just stared at him, paralyzed from the pleasure and the gravity of his statement. He pulled his fingers out and slapped her. "Do you understand?"
Unable to believe what her body seemed to be doing all on its own, she slowly nodded.
That evening, Emily avoided any contact with her mom possible. She and Jay laughed and casually talked like nothing unusual happened earlier in the day. Emily felt twinges of guilt listening from afar. It wasn't so much that she did it that made her feel like garbage, but the fact that her mom was completely unaware and Jay was acting totally normal. She played it off that she wasn't feeling well and confined herself to her room. After they retired to bed, she emerged to get some food. If it had been any other night, she wouldn't have been surprised, but she was completely taken aback to hear them fucking a mere twelve hours after Jay had his way with her. "That fucker's shameless," she thought. Then, out of habit and a little bit of jealousy, Emily listened to them closely and fingered herself, stopping right on the edge. For some reason, she could not bring herself to go against Jay's demand to not cum without his permission. She was frustrated and wanted more, but unlike before, she quickly returned to her room as soon as they climaxed.
Once inside, Emily got a text on her phone. It was from Jay. He sent a picture of her mom on her knees with his beautiful cock halfway down her throat. Beneath it he wrote "Wonder who sucks cock better, the mom or the daughter." Emily was instantly turned on again and also a little alarmed. "How are you sending this? Isn't she right there??" she replied, followed by "How can you act like nothing happened today??"
She could see him typing, and wondered what sort of explanation he would have. "I want you to fuck yourself with your hairbrush and send me a picture." was his reply.
"What are you talking about?! My mom's right there and I don't even want to!"
"You have ten minutes to send me the picture or I tell her about how your towel conveniently fell off right in front of me this morning. Your choice. Also, if you send any other message between now and then, I'll also tell her. Your choice."
Emily loved being talked to that way. Left with no other choice than to submit to taboo requests was what she craved most. She was already wet anyway. She went to the bathroom, grabbed the brush, leaned against her headboard, and spread her pussy lips wide. She slowly inserted it inside of her, twisting it as she went. She snapped a few shots and sent one of them to Jay.
"Good choice, my desperate girl. You can cum now. Goodnight!"
Emily blushed at the affirmation and the permission granted her. In no time, she was fucking herself into a blur, remembering how great it felt to have his fingers ramming into her, longing for his cock to ravage her.
Over the next three days, Jay continued texting demands to Emily. These included sending pictures of herself flashing in public, walking unnoticed through the house naked when everyone was home, and grinding on couch pillows. Emily was eager to satisfy his lusts for photos each time he threatened her he could show the previous photos to her mom with the incriminating messages deleted. Emily knew he wouldn't actually do it, but the threat always made submitting seem easier to her. Jay had to spend more of his time on sales calls and in-person meetings, so the texting tasks were all they had to ease the tension.
Emily expected he had something planned the day her mom went out of town for her work trip, she just didn't know what that might be. She kind of preferred how things were going and convinced herself as long as there wasn't intercourse, it wasn't too bad. After getting home from dropping her mom off at the airport at around eleven in the morning, Jay tossed his debit card toward Emily.
"Buy black, baby blue, and white. Come back wearing white."
She went to an expensive boutique lingerie shop that she knew was expensive. Just one more excuse for him to punish her, she thought. She felt particularly sexy spending another man's money on outfits he would want to rip off her. She sent teasing photos of her in black and in blue, but kept the white hidden from him. It was so light and pretty and had a bow in the middle of the bra and one on her waist. She definitely looked like someone's little girl in it. He messaged her:
"You look like you're trying to seduce your stepdad. That's a good way to make sure you get filled with cock."
"I'm only getting these for myself," she teased. "Really though, I'm good with your naughty requests and occasionally messing around like we did, but I don't think I could ever have sex with you. It just doesn't seem right."
"Don't be sad," she sent when no reply came, "I can still give you most of what you want. You'll just have to use your imagination when you're with mom."
When he still didn't reply back, she left the fitting room and purchased all three sets. She wore the white one out, underneath a flirty tennis-style outfit.
When she got home, she looked for Jay but he was nowhere to be found. She called his name a couple of times, but nothing. She assumed he was in the bathroom or something, so she sat on the couch and started scrolling through social media. Suddenly, she heard quick footsteps on the tile behind her. As she turned to look, Jay's hand smothered her face with a towel and held her in place against the back of the couch. Within seconds, Emily blacked out.
When she came to, she found that she was in her mom's and Jay's bedroom. Everything was a bit hazy and she couldn't remember how she got there. Her mouth was gagged with a silicone ball. Her hands were cuffed and tied down above her head. There was a belt cinched under her boobs and another one around her waist that lashed her firmly to what felt like a massage table. Her thighs were spread wide and calves attached to some sort of stirrup beneath the surface of the table. No matter how she wriggled or struggled, millimeters were all she could manage. Then she saw him and remembered why she was there.
"Hello Emily. I hope I didn't frighten you too much. I had to knock you out and tie you up so that you wouldn't have to feel guilty by consenting to me fucking you. I know you want this so bad, but because you're a good daughter, you just can't bring yourself to actually do it. So I'm helping to simplify things by taking your choices away from you."
She squirmed and attempted to say something through her gag, but only incoherent muffles escaped.
"It's really no use now. You are my little girl and I will have my way with you. If you're good for daddy, I promise you'll enjoy this. If not, at least I will enjoy this. Let's go ahead and get you primed. I have a bit of a confession to make as well."
With that, Jay reached underneath the table and retrieved what looked like a small microphone stand. He set it up pointing directly at her pussy. He fixed a large wand vibrator that Emily had seen dozens of times in porn movies to the end of the stand's arm. He nuzzled it snugly against the crotch of her new white thong.
"Let's start you off at a mid speed," he calculated. Jay tapped on his phone to activate the wand and Emily quickly snapped out of her foggy state. She moaned through the gag as heat and vibrations rang throughout her body.
"Where to start," he asked no one. "Okay, well, I know you think you've been luring me into some elaborate little trap to fall for you. Nothing could be further than the truth. I've actually been grooming you secretly for months. You see, I broke into your phone, and discretely changed your settings so incest and bdsm porn would come up more frequently. I've been cueing your mind to subconsciously think about it too by throwing around seemingly innocent phrases with a double meaning. I know you've been listening to us fuck, and we've been playing that up a lot to get you used to the idea of cumming to me. I intentionally walked out with a hard on to get your mind racing that one time I caught you fingering yourself outside our room. I've been lacing a lot of your food with drugs that increase your sex drive and sensitivity. I purposely left my phone unlocked the other day so you would begin to see yourself in the porn that I watch..."
He continued, but Emily couldn't believe what she was hearing, that she had been some sort of puppet in this game. Did she really want him, or was she just conditioned to? Did it matter? Reasoning began to be more difficult as the vibrator rumbling into her now-drenched pussy blocked the critical thinking part of her brain. It didn't matter what he was saying, it fucking turned her on. She could feel it begin to come on now, she was about to cum, and right as she was about to cascade, he tapped to power it off. She grunted hard and began to whine.
"Not yet," he chided, "There's still something important you need to hear." he turned the wand back on but at a lower setting that kept her buzzed but would make it impossible to have an orgasm. "I know this whole time you've been holding back because you believed it was unfair to your mom and you didn't want to hurt her. Well, strange as it seems, she is actually fine with me fucking you."
Emily's eyes went wide with disbelief. "No she fucking isn't," she thought.
Jay continued. "You see, I really do love her and wouldn't want to hurt her. You think you're slutty, you're nothing compared to her. She is a cock hungry girl and loves being with other men. We both sleep around with others. I get to with whoever I want, and she gets to with whoever I give her permission to. Lately, like you, she's had a bratty tendency. She said there were three people she wanted to fuck at her company, bosses and such, and I said no. She begged, and eventually I acquiesced and had her rank them. I told her if she had sex with the number three guy, I was going to fuck our neighbor. We did. I told her if she had sex with the number two guy, I was going to fuck her best friend. We did. I told her if she fucked the number one guy, I was going to fuck you."
Jay restarted the wand on high. Emily stiffened up instantly, and was very close to cumming.
"She called bullshit on me, and said I wouldn't. But because she thought the fantasy of it was hot, she agreed. From that point on we've been having roleplay sex where she pretends to be you. She's even worn your clothes. We talk about how sexy you are and how hot it would be to have my cock balls deep in your teen cunt. I kept reminding her that if she went through with her end, I would make sure to as well. Don't believe me? Well, about a month ago, she sent me this."
Jay held up his phone to Emily. It was a video of her mom bouncing on another man's cock. God, could she ride. The caption on the video simply said "You won't" with a devil emoji. As soon as she read it, Emily spasmed and began cumming hard against the wand. It lasted for nearly a minute, the longest she'd ever felt, and unlike when she'd masturbate alone, she couldn't remove the stimulus from her clit. The wand kept powering through relentlessly and made her ache with beautiful agony, riding that line between discomfort and pleasure. She kept alternating between thoughts of "Oh my god, fuck fuck, fuck!" and "How could she do this?!"
She really couldn't think long, because she was already cumming uncontrollably a second time. Beads of sweat were forming around her temples and her eyes were watering. Jay could tell she was begging him to decide it was enough.
"That's my good girl. Cum for daddy. I know this is hard to hear, but it's true. And we're just getting started. I know you think you're spent, but I assure you, you will take much, much more. I'll be back to check on you in a while." He adjusted the settings of the vibe to a medium intensity, a welcome respite for her throbbing pussy, and walked out of the room.
"Mom whored me out to her husband," Emily thought as she stared blankly at the ceiling. She didn't know whether to be furious or grateful. Either way it was weird. None of this could be undone. They can't just pretend like it didn't happen. "Would this continue, or be a one time thing?"
It had been fifteen minutes since Jay left, though it felt like an eternity to Emily. The wand was powerful enough to keep her wet and horny, but not powerful enough to push her over the edge. It was beginning to piss her off. She tried grinding into it but could not move her hips at all. Soon, all she could think about was how much she needed to cum. "Ugh I fucking hate him!" Just as she began screaming against her gag, He walked back in, this time stripped down to charcoal trunks that showed off the contour of his ass and erection.
He walked over to her and grabbed her by the throat. "You look frustrated. I bet you'd like me to turn this higher and let you cum, don't you?" She nodded and whined enthusiastically. "Well, I'm not going to do that. The only way you're cumming is with me inside of you. Now, I know you have this internal dilemma about fucking me, even though you know your slut mom encourages it, but we're going to break you of that notion. See, I could go across town, maybe see a movie, and just leave you like this, on pins and needles for hours, dying to be able to cum. Or, you could just be a good little girl, and decide you really do want to give into your step dad. Tell you what, if you want me to go, just leave your eyes closed. If you're ready to be fully taken by me, go ahead and blink quickly a few times."
She hesitated only for a moment until he started to stand. As he did, she moaned and frantically began blinking.
"That's my good girl," he said, satisfied. He opened the app on his phone, and turned off the wand. He began loosening her restraints, leaving only the cuffs binding her wrists, and had her sit up.
"Before I take this out of your mouth, let me be clear that you will only speak when spoken to. You will not complain, you will not tell me no. If you fail in these regards, you will wear this for a week. Am I understood?" She nodded.
Jay undid the clasp that held her gag in place. Emily stretched and clenched her tired jaw. He had her get on her knees on the floor.
"Do you want my cock, little girl? He asked domineeringly. She just looked at him, unsure of what to say. "I told you, stop playing this innocent bullshit! Tell me what I already know" He slapped her across the face.
"I—I do. I want it," she stammered, shocked by the impact.
Jay pulled out his thick member and let it fall on her face. "You can do better than that."
"Please, sir, let me have your cock, please," she implored.
"No, no, no," he gently corrected by hitting her cheeks with his dick. "You'll call me daddy. And don't forget it, otherwise I'll have to remind you."
This was a mental hurdle she found difficult to jump over. It felt so wrong, but she really feared how unpleasant a punishment of his might be. Then she said it, insecurely at first—"Yes, daddy"—and it felt so right. A switch flipped in her brain, and Emily was no longer unsure, but hungry. She was going to be his perfect little girl, he was going to fuck her good, and she was determined to be the best fucktoy she could be.
"Please, daddy, let me taste your cock," she begged convincingly.
"Of course you can taste daddy's cock," he said, moving his head to her pouty lips.
She opened her mouth and gave it kisses all over. She gave three long, wet licks from base to tip, and then popped it in. It felt so velvety, smooth, and hot in her young mouth as she swirled her tongue slowly around the head. Jay moaned in approval. She began taking him deeper, an inch more with each attempt. His was the largest she ever tasted and she practically had to yawn to get it to hit the back of her throat. With another two inches to go, Jay held the back of her skull and thrust against her mouth until he was fully in. This caused Emily's gag reflex to fight against it resulting in her spurting thick saliva out her mouth. Jay got turned on by the sounds and held her head against him for another few seconds. When he let go, Emily tipped her head backwards to expel his massive shaft. She coughed and took in a deep breath before he made her deepthroat him again.
"It's okay to gag on daddy's cock. It lets me know how much you love it."
As she struggled to take him all the way over and over again, a string of wetness stretched from her pussy lips down to the floor. She loved feeling him inside of her and couldn't wait to feel him in other places. She also found the sounds she made as she let him use her mouth incredibly sexy. After a few minutes of throatfucking her, he rested his spit slathered cock on her face.
"You want it in your slutty little cunt, don't you?"
"Yes, daddy, I want you in my tight pussy."
He grabbed her by the hair and brought her to her feet before quickly pushing her on her back onto the bed. His hands grazed along her smooth, toned legs, sending shivers across her body and heat to her pussy. He tapped his dick against her clit a few times and then let it sit at her entrance.
"Tell me how much you want it little girl"
"Please, daddy, I've wanted this for so long. It would make me so happy to have you fill me up. Please stick your cock in your little girl."
With that, Jay inserted his throbbing cock into Emily. It didn't fit all at once, but after a few attempts, he was soon completely enveloped inside of her. Her eyes shot open and her breath escaped her lungs. He grinded circles into her, letting her adjust to him, before nearly pulling out and then slipping back in. He was sawing her slowly, deliberately. Her pink lips gripped him snugly, creating the absolute perfect amount of friction between them.
"Oh my god," she groaned, "You feel so good, daddy."
He leaned into her, kissing her neck, nibbling her ears, and sucking roughly on her nipples. He then stood up and grabbed her ankles, spreading them as far as he could.
"Are you ready to cum on daddy's cock?" he asked in a gravelly voice.
"Yes, please," she whimpered, already almost there.
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