Olivia's birthday party was slowly entering the late stage, the one where only a handful of people were left, but those people were in such high spirits (in more ways than one) that they easily made up for it. The stage where things happened that seemed like a good idea at the time but made you cringe a little when you thought back on them later.
Usually Wendy was gone before that point was reached. While she wouldn't want to describe herself as a party pooper, life had taught her that she wasn't one of the "cool kids" who could just let go, drop all inhibitions and fit in with all the other people having fun. But somehow she'd missed the opportunities to leave naturally with the bulk of the guests, and so she found herself with Olivia and her two closest friends while being the only one who was pretty much sober.
Not that she minded. While it was very apparent that the other three were much more close-knit, they let her take part in their conversation (which had devolved into a series of raunchy jokes, interspersed with referenced to things Wendy didn't know) and it gave her a cozy feeling that Olivia had invited her not just to the party, but also to share this much more personal and intimate tail end.
Of course Wendy didn't expect anything to come from the little crush she had on Olivia, since that girl was on a whole other level from her and lived in a completely different world, but it was still nice to be able to pretend for one night that she was part of Olivia's inner circle instead of just a work colleague she got along well with.
Olivia put her empty cup down. "What next?" It sounded less like a question and more like a demand for the others to come up with some kind of entertainment. "It feels like there's still something missing for the perfect birthday."
While she had passed the point of being just tipsy a good while ago, she still exuded a natural aura of authority and being in control. One that was all the more effective on Wendy since Olivia had lost several layers of clothing over the course of the night, to deal with the heat both from within and from being in a room where dozens of people had partied. Her tight crop top and hot pants left very little to the imagination, and Wendy had caught herself far too many times zoning out of the conversation and just staring at her sexy host.
"I mean, we haven't had a birthday spanking yet." That was Catherine, though everyone just called her Cat, and not just because it was a natural abbreviation of her name. That short blonde was the platonic ideal of shiny object syndrome taken flesh, and she fully leaned into the nick with the fake cat ears she wore. She was also the most drunk of them all, so her less than decent proposal didn't come as a surprise.
"You'd like that, wouldn't you?" Olivia prodded Cat in the side with her elbow, which thanks to Cat's current lack of coordination led to more than just a little spillage of her sticky drink. Wendy didn't envy Olivia's cleaning duties tomorrow.
"It's my birthday," Olivia continued, unbothered by the mess, or pretty much anything else at the moment. "No one's gonna screw with me today. If anything, one of you should give me her ass as a present."
"I mean, there's no law that the birthday girl has to be the one who's spanked," said Eva, the last one around, currently standing at the bar where she helped herself to another drink. Or rather, to an unholy amalgamation of the contents of all the bottles she'd found. While Eva was still relatively sound of mind, she definitely wasn't sound of taste.
"Good point, actually. So, do we have any takers?" Olivia wore the biggest grin as she challenged her friends.
Wendy knew that Olivia was just joking around, and that in a couple of seconds they'd all move on to wherever their slightly derailed trains of thought would end up next. And yet, when it was her turn to be fixated by Olivia's eyes, her stomach did a little somersault and she couldn't help but fantasize about what would happen if she actually took Olivia up on it.
Usually she wouldn't have even considered something as outlandishly daring as saying yes, even as a joke. Not that it would have been a joke; at least not to her. Wendy's daydreams all tended to go in a very specific direction, exploring a masochistic side of her that she hadn't been able to live out in reality yet. Her sex drive was pretty low and masturbation had never held much appeal for her, but she'd spent many, many nights lying in bed unable to fall asleep because her mind kept conjuring up the wildest scenarios, all of which featuring her being under the control of one or more sadistic women who loved nothing more than to hurt her.
While Wendy knew that there was nothing wrong with this particular weirdness of hers and that there were many similarly-minded people out there in the vast lands of the internet, she'd never dared to out herself, too afraid both of the reactions she might get, and the uncertainty of what these seemingly friendly people would turn out to be in real life.
However, this might well be the ideal opportunity to play around with this side of hers in a safe setting. She was among people she could trust not to have any nefarious motives, and the general atmosphere was one where she could say whatever she wanted because it could always be explained away as nothing more than a stupid joke. That was one of the (admittedly few) advantages of being the sober one in the group: It was so easy to get away with hiding truths in plain sight because nobody thought much of anything that was going on.
Wendy was close to going for the time-honored strategy of overthinking things until the chance had passed, followed by many future nights fretting about what could have been. But when Olivia looked away and Wendy realized that this was the last chance she had to say something, she decided to fuck it and just go for it for once. She couldn't spend all her life being afraid. And if things turned awkward, she always had the backup plan of filling all their cups until nobody would remember anything the next day.
"I volunteer!"
Wendy's cheeks got red hot as three pairs of eyes fixated her. Maybe it was time to skip right to the backup plan. Why did she have to phrase it like that? She'd sounded like a gladiator signing up to face three lions at the same time.
"That's what I like to hear." Olivia didn't miss a beat. She patted her lap. "Then be a good girl and come here!"
Wendy stood up as if in a trance. She was painfully aware that she was the center of attention. However, it was an unfocused kind of attention. Cat and Eva seemed amused by the whole situation and curious to find out where it would lead, but at the same time not overly invested. Of course, to them this was nothing more than some random drunken entertainment. Olivia didn't seem to take this whole thing all that seriously as well, but there was glimmer in her eyes that made Wendy's stomach flutter. Maybe Olivia was looking forward to this in more than just a joking manner as well.
The couple of steps seemed to take forever. In a weird way lying down over Olivia's laps helped with Wendy's self-consciousness since she didn't see the others staring at her anymore. Until she felt Olivia's hand on her butt, and even through her jeans that touch made her heart skip a beat.
"Time to uphold this fine tradition, then." Olivia's hand disappeared, only to return with a dull smack.
Wendy flinched, though she quickly realized that it hadn't actually hurt. The impact had sounded convincing enough, but either the jeans soaked up so much of the force, or Olivia didn't dare to hit her for real.
The next couple of slaps weren't much different, either. She felt the hits, but it was more like Olivia bumped into her than the thrilling pain she had imagined. And sure, she shouldn't be complaining when she'd gotten her crush to touch her in this rather intimate way, but she couldn't help feeling disappointed that after how much she'd hyped herself up, nothing much was coming from this spanking.
"How's your butt feeling?" Olivia asked after a strike that was hard by comparison, but still managed nothing but a warm tingle on Wendy's cheeks.
Usually Wendy's first instinct was to tell people what they wanted to hear. Confrontations weren't her strong suit, and she especially didn't want to make her friends feel bad. But in this case that instinct was confronted with her second major social weakness: Her inability to come up with anything witty or flirty, which was exactly the kind of line she would have needed to play along. In an ironic twist of fate, this turned the truth into the most playful thing she could come up with. "Actually, I'm not feeling anything right now."
Cat laughed somewhere behind her and Olivia sounded no less amused as she asked "So you're saying I need to spank you a lot harder?"
Wendy got hot all over. This was it, the moment to embrace her fantasies and answer with a confident "Yes!" or maybe even a little additional taunt. But as it so often did, her voice failed her when it really mattered. She only managed a little shrug, which lead to another round of laughter. God, she was so glad that no one could see her face right now. You would have been able to fry eggs on it.
A completely different heat distracted her from her embarrassment when Olivia brought her hand down again, and this time she actually meant it. The volume of the slap was still in no relation to the muted sting the strike gave her, but while it wasn't actually painful, Olivia's hand left that particular spot a lot warmer than it had been before.
"Better?" Olivia asked. There was something to her tone that Wendy couldn't quite identify. Was she worried that she'd gone too far? Asking herself what weirdness she'd gotten herself into? Or (Wendy barely dared to even think it) was she enjoying herself much more than expected?
"A bit." Wendy only realized how that sounded when she heard more laughter. The alcohol was putting in a lot of work to keep the gang amused, but still. She was escalating things pretty hard here.
"Guess there's no need playing nice, then. Brace yourself!"
Olivia's next strike made Wendy gasp. It might still be a far cry from the screaming torture her overexcited brain liked to imagine, but this time there was no doubt that it actually hurt. The pain was like a shock wave rippling through her butt, not unbearable, but for a glorious fraction of a second her mind was completely blank, all her focus concentrated on this sharp sting that slowly spread out into a hot prickling feeling that lingered surprisingly long. Much longer than it took until Olivia spanked her again. And again.
Wendy squirmed as several more blows made her ass heat up to an uncomfortable level. She wasn't sure if the jeans really protected her, or if they made things worse by trapping that heat against her skin. What she was sure of was that she didn't want this to be over any time soon. She felt wide awake like she hadn't in hours, maybe even days or weeks, and she only got even giddier as the reality of her situation slowly sank in: She was actually getting an honest-to-God spanking from Olivia! While two of Olivia's friends were cheering her on, to boot. It was already clear that this would be her go-to fantasy for a long time to come.