Spending Valentine's Day alone should be a crime. That's what Livvi thought, anyways, as she trudged to bed that evening, legs wobbly thanks to the wine she'd drunk before bed. Any other year she'd have company in that bed tonight, but this year was different—for a number of reasons, actually.
Would it have been possible to drive into the city, find a cheap motel for the night, go to a club and find someone to call her Valentine just for the evening? Yeah, and it would've been a cinch, too. For all her flaws, Olivia Willow Yardley knew she was hot, and knew she'd have no trouble pulling someone in for the night. But Olivia Willow Yardley also knew that this year, that's not what she wanted.
And so here she was, at home—though it still felt strange to call this place her home, even though it technically was. She did live here at Mareep Meadows now, after all, even if Teddy wouldn't let her pay him for the room she was renting.
Teddy. Thinking of him brought Livvi's alcohol-addled mind back to the topic of Valentine's Day, and what she wished she could have this evening. Nearly tripping over her own feet, she finally made it to her bedroom after what felt like an arduous journey from the living room sofa, thoughts of Teddy still swirling in her mind as she flipped the wall switch to turn on the fairy lights in her room.
He was out of the house this evening. Something about some Valentine's Day ritual he did with his best friend Clara, a woman she'd only heard stories of (and was keen to keep it that way for a while, since the woman was a cop and also didn't seem to have the most welcoming personality). But since he was gone, she didn't feel the need to close her bedroom door as she flopped onto her bed and reached over to open the drawer of her nightstand.
Thinking about Teddy...on Valentine's Day...after she got wine drunk...and had the house to herself was a recipe for disaster. Somewhere, sober Livvi knew this. But drunk Livvi didn't care about how she'd feel later, she cared about how she felt now, and what she was feeling now was a warmth inside of her spreading that wasn't just from the alcohol.
Her fingers came in contact with silicone, and she pulled her prize from the drawer. She might be going to bed alone on Valentine's Day physically, but in her brain she could fantasize about whatever she wanted. And all that she could picture in her mind's eye is Teddy—it was always Teddy. Livvi had no clue what he looked like under those layers he wore but her imagination did a good job of filling in the blanks...and for the spaces it couldn't fill, the dildo in her hands could pick up the slack.
Typically, using her sex toys was a covert affair. Blankets and pillows were piled up to mask the buzzing of vibrators and anything she was putting inside of herself was inserted quickly, just in case she needed to hide what she was doing and pretend she was doing literally anything else in that moment. She wasn't embarrassed about masturbating, but there was a certain shame involved when the star of her fantasies was her crush that just so happened to be her coworker, her landlord, her friend, and gay to boot.
Sober Livvi will be the one thinking about those things in the morning. For now, drunk Livvi is also horny Livvi who is lost in her thoughts about if Teddy's cock is as big as this dildo is—or maybe bigger. The toy in her hands was a recent purchase, mainly because she didn't have any dildos that actually looked like penises...and Livvi was feeling equal parts "treat yourself" and "delulu" the day she placed the order.
Her hand could barely fit around the shaft of the dildo. It's not the biggest thing she'd ever fucked, but she hadn't been with anyone (or any sex toy) this size in quite some time. Thinking about it just excited her more, and she began to pump her hand up and down on the dildo as if she was giving it a handjob. The dildo didn't respond, of course, but in Livvi's fantasy she's imagining what Teddy sounds like when he moans.
Her eyes flutter closed as her hand works up and down the length of the toy, her other hand instinctively going to cup the dildo's balls (though the sensation of them not being soft but instead squishy plastic took her out of the fantasy just a little bit). In her mind, Teddy's whimpering softly, a hand buried in her hair and clenching it by the roots whenever something feels good.
Without missing a beat, she leans down to take the toy in her mouth. The taste of silicone is a harsh reminder that she's actually alone, but she manages to slip back into the fantasy once the dildo's tip brushes against the back of her throat when she takes the full length inside of her mouth. Pulling back and gagging slightly, there's a string of saliva connecting her mouth to the blushing red tip of the dildo Teddy's cock. She wonders what he actually tastes like as she tries to forget the flavor of plastic in her mouth.
The fantasy is liable to fall apart at this point. With a somewhat defeated sigh, Livvi flops back on the bed, untying her robe and slipping her pajama pants and panties off. The cool air on her groin makes her instantly aware of how wet she is, but she still grabs the lube from her drawer—this was the biggest thing she'd fucked in a while, after all. Once the dildo was lubed up, the bottle was snapped closed and tossed aside on her bed while she reached back in for her final treasure from the drawer: a sleek blue bullet vibrator.
Livvi wasn't sure if her wine-filled stomach was up for bouncing on a dildo, but thrusting it in and out of herself would kill the entire fantasy. She looked at the toy, then at the wall, and decided to go with plan C—slapping the suction cup end of the dildo to the wall (and then repositioning it a moment later when she realized she'd placed it way too high for her to reach properly).
Turning around, she stuck her ass in the air and laid her head down on the bed. Livvi scooted herself back towards the wall in what was probably the most undignified way until she felt the cool, slick tip of the dildo against her cunt. Biting her lip and closing her eyes, she attempted to fall back into the fantasy, imagining Teddy's broad, rough hands on her waist guiding her closer.
She let the anticipation grow in her gut for a few moments before she pushed back a little more. The dildo's tip split between her lips and pressed into her hole, and it was impossible for her to hold back the little moan that escaped her throat. As much as she wanted to savor this feeling, Livvi was starting to feel greedy and needy—so in her fantasy, Teddy grabbed her hips and plunged into her.
In turn, Livvi pushed back against the dildo. Thank Arceus the house was empty, because the half-moan, half-scream the escaped her would have scared anyone half to death. The dildo was stretching her hole in ways she hadn't been stretched in far too long, and it just felt so fucking good. But before she could get used to the feeling, her fantasy kept rolling, and Teddy's hips were thrusting in and out of her, the exact type of rough reckless abandon she needed right now.
In reality, she was thrusting herself back against the dildo, her ass smacking against the wall with wet slaps (thanks to the lube and her own wetness). One hand gripped the sheets beneath her as she allowed herself to get lost in the fantasy while the other fumbled with the button on top of her bullet.
Livvi didn't realize she was so pent up. The moment the vibrator brushed against her clit she felt her uterus squeeze inside of her, a warning for what was about to happen. Though her hand was shaking she continued to press the vibe against her hard, sensitive bud, circling the tip of the bullet around it slowly in an effort to draw out her building orgasm. But when her body was ready to cum, she had to let it—and when she felt that delicious warmth building deep within her she pressed the vibe directly on her clit and tried to hold her climax off with sheer willpower so she could bask in this feeling for as long as possible.
For a split moment in this pre-orgasmic bliss she felt like her fantasies were all real. The imaginary hands on her hips felt like they were really pressing into her soft skin, the wall her ass was smacking against felt like skin, and the silicone cock in her pussy felt like it was heavy and warm and real. The silicone cock was Teddy's cock and thinking about that made her come undone.
It'd been a while since an orgasm made her nearly yell and scream, but it'd also been a while since she had a climax that felt this deep. Her walls were squeezing around the dildo like she hadn't cum in months, and the contractions were coming from deep within her womb. Her entire body was shaking and quivering, wanting to pull as much of Teddy inside of her as she could, and it was only after the orgasm started to fade that she remembered she was just alone with silicone and motors and batteries.
Sober Livvi was starting to find her way out of the mire, and she felt the shame settling in her chest. Pulling herself off of the dildo she laid down on the bed, curling up a little. Her vagina was still fluttering from the orgasm, and instead of facing reality she chose to replay the climax in her head over and over again. Distracting herself was the only way to keep sober Livvi at bay.
More orgasms were a good distraction. Reaching a shaky arm out to her drawer, she grabbed yet another vibrator—this one was pink and in the shape of a rose. It was such a thinly veiled metaphor that Livvi could do nothing but laugh at herself a bit, but she couldn't feel much more shame than she did now. Might as well go all out, right?
The shame melted away as she turned on the rose, however, and held it over her clit. Even on the lowest setting she was squirming with overstimulation, but she loved it. She didn't even get a chance to fall back into her fantasy before she came again, her still-stretched pussy clenching hard to make up for the absence of the dildo that was inside of her moments prior.
But it was Valentine's Day. Livvi wasn't going to stop at two orgasms—she was back at the intersection of "treat yourself" and "delulu," but she didn't really care. She came so much she lost track of the number, and only stopped when she was so sensitive and swollen that the vibrator hurt and closing her legs felt funny.
"You're so fucking pathetic, Livvi," she sighed to herself as she dropped the rose vibe on her bed. She was more sober Livvi than drunk Livvi at this point, but the copious orgasms mellowed her out to where she wouldn't beat herself up too much for over-indulging in the self-pleasure tonight.
She'd clean up tomorrow. Pick up her toys, clean them, shower, wash the sheets so they didn't smell like vagina, the works. For now, however, she simply got up and shut her bedroom door before falling back into her bed and passing out.
Her sleep was mostly dreamless, except for one that she remembered right before she woke up—a man with broad shoulders and fluffy blonde hair holding her left hand, before pulling it up to his lips to kiss over the ring on her ring finger.
She woke up with a start. The dream had been nothing but chaste but she was burning up between her legs, and she reached for the rose vibrator that was still wrapped up in her sheets from the night before. Cleaning up could wait a little while longer, after all.