Winnie 2021

>Be Anon, nervous as hell.
>Tonight you're hanging out with Winnie, who you've been more or less dating for the past couple of weeks. It's been a great experience, you really can't complain, but lately, you've begun to notice something.
>It started small. She'd hold your hand a bit tighter during movies, hug you a bit longer when saying your goodbyes, et cetera. Things were getting serious, and you had no problem with that, but you didn't know HOW serious it was until Phantasma spelled it out for you.
>"She wants your bone, Anon!"
>Real classy, Phanty.
>Now, the IDEA of having sex with Winnie isn't an issue. You like Winnie and would love nothing more than to be intimate with her. There's just one... tiny problem.
>No, not THAT.
>You are (surprise surprise) a big fat virgin.
>Aside from Pornhub and a shitty high school sex-ed class, you have no experience in getting freaky. You know that you're supposed to insert A into B and repeat until you both C, but that's the extent of your knowledge. Foreplay is a mystery, and pleasing a woman (a werewolf, for that matter) is an even deeper enigma. As much as Winnie likes you, you can't help but feel like your cold feet will put a serious damper on the mood. Hell, it might even ruin your relationship altogether. It's been going pretty good for you guys so far, you're about due for a disaster.
>Despite your anxieties, you're going to try and suck it up. You plan on taking things slow to make it easier on you. You'll have some snacks, joke around, play some Smash. By the end of the night, you should be ready for some actual smashing. And if you're not, you could probably fake sick or something. Yes, it's dishonest, but the truth isn't that much easier to swallow.
>Alright, enough of the innuendo.
>As expected, Winnie shows up on your doorstep at 7, a case of cheap beer in one hand and a bag of leftover BBQ in the other.
>"Hey, Anon! Thanks for having me over tonight. Sib's in one of her moods again."
"Oh, is she driving you... batty?"
>"Ugh, don't even start."
>Yeah, maybe not the best time for puns. You mutter an apology as you carry the food to the living room. You've already got everything set up for the night, aside from the sex part, but you'll burn that bridge when you come to it.
>"More Smash, huh? Never pinned you as a glutton for punishment."
>Winnie gives you a light slug on the arm before plopping down onto the couch.
>You're relieved to see she's in a good mood and seems to be more focused on kicking your butt at video games than kicking your butt in the bedroom. Perhaps Phanty had misjudged and she wasn't interested in sex after all. Sure, she wanted things to be more serious, but that didn't automatically mean intercourse. You start to let your guard down a little as you both engage in some good-natured Smash.
>An hour and a half, three beers, and a whole doggie bag of buffalo wings later, you're both feeling pretty winded.
>"Man, for how easy it is to kick your ass, it sure does work up a sweat. Mind if I dress down a bit?"
"Uh... sure, I guess?"
>Sure enough, Winnie wastes no time in unbuttoning her flannel shirt and shrugging it off. Underneath she's got a plain black sports bra.
>And no tummy-nips. Go figure.
>"Much better. Just gotta let that fur breathe, you know?"
>You don't, but you nod anyway.
"So, what did you wanna do now? I can pull up some movies or TV. I heard Squid Game's supposed to be good."
>"I dunno, I'm kinda burnt out on movies. You know, I don't think I've seen your bedroom in all the times I've been here, Anon."
>Uh oh.
"I mean, yeah, you probably haven't."
>"You mind showing me? You don't have to clean it or anything, I'm not picky."
>You swallow, trying not to let your heightening stress show.
"I mean, there's not much up there. Just my bed and some posters and stuff."
>"Whoa whoa whoa, a bed!? Like, an actual bed!?"
"Uh... as opposed to a fake bed?"
>"No, I mean like, a human bed. None of the other ghouls has a bed like that. Sib has her coffin, Tanis has her sarcopho-whatever, Elsa sleeps on that raised stretcher thing, and I don't think Phanty sleeps at all."
"What about you? Don't you have a bed?"
>"Yeah, but it's more of a glorified pillow on the ground. I've never even been on a human bed before. Please, Anon?"
>Winnie immediately goes into puppy-dog mode, complete with big, shiny eyes and quivering lower lip.
"I mean... I guess if you want to-"
>"SWEET! You're the best, Anon!"
>Before you can even move to get off the couch, Winnie's halfway up the stairs, waiting on you.
>"Come on, I'm gonna barge into your room by myself! I'm part wolf, but I'm not an animal..."

>You lead Winnie to your bedroom door and push it open.
“Well, here it is…”
>In all its messy glory.
>Winnie steps inside focused entirely on your unmade bed.
>”It’s even bigger than I imagined. Can I…?”
>You nod, and Winnie immediately throws herself onto your bed, rolling around in your sheets.
>You can’t recall the last time you’ve washed them. There must be a dozen weird smells they’re carrying, and Winnie can probably smell and identify every last one of them.
>You must have a terrible poker face, because Winnie stops and sits up as soon as she catches your eye.
>”Oh, don’t mind me, it’s just a werewolf thing. I smell something good, I gotta roll in it.”
>Wait, did she say good?
“You… like the smell?”
>”Yeah, it smells like… well, you.”
>Winnie looks away as she says that, tucking a stray strand of hair behind her ear. It’s hard to tell because of the fur, but you wouldn’t be surprised if she were blushing.
>It comes to your attention that just standing there and watching her makes you look like a creep, so you move to sit next to her on the bed.
>Alright, think. What’s a good follow-up to that weird tangent?
“Is it everything you’ve dreamed of?”
>...What?
>Winnie snorts, facing you again.
>”And then some.”
>You feel furry digits slide over your own. You look down and see that Winnie’s slid her hand on top of yours.
>You can hardly believe it. Despite your awkward attempt at small talk and general approach to the whole situation, Winnie seems to be into it. Again, you let yourself relax. Maybe things will go well tonight after all!
>”Anon… can we talk about something serious?”
>Oh, fuck.
“Yeah, of course. I’m all ears.”
>Winnie turns to face you fully, picking up your hand and holding it in both of hers.
>”We’ve been hanging out for a while, and it’s got me thinking. You’re… different from some of the other guy friends I’ve had. I mean, you’re sweet, you’re funny, you always put others before yourself. I’ve been talking with the other ghouls, and they all agree that you’re like, really special.”
>You’re surprised you’re able to hear what she’s saying over your heart pounding away in your ears. You like what you’re hearing, of course, but there’s still a part of you that’s unsure exactly where it’s going. You don’t THINK she’s going to break up with you (not that your relationship was that official), but the slim chance that she COULD is enough to put you on edge. You simply nod and pray that the waterfall of sweat pouring off you isn’t obvious.
>”For the first time in my life, I feel like I’ve found something- well, someone who… oh, God, how do I put this? Someone who… who makes me feel like… like…”
“...Like it’s all worth it.”
>Winnie’s ears perk up, her yellow eyes staring into yours, sharing an unspoken understanding. Now that you’re close up, it’s clear that she’s blushing underneath her fur. The room grows increasingly humid like it could burst into flames at any moment. Likewise, your heart’s on the verge of exploding out of your chest, and your shirt begins sticking to your torso, soaked through with sweat.
>Before you can clarify what you mean, move, breathe, or even blink, Winnie’s lips are on yours.
>Her arms wrap around your back and pull your body against hers. Your hands find their way to her hips and grab on tightly. You feel yourself completely melting into the embrace, all your previous fears, and anxieties dissipating like they never even existed. In one split second, everything is suddenly right with the universe.
>After what feels like an eternity in paradise, Winnie relents and pulls away, looking in your eyes once again. You’re both about out of breath, but she manages to find it in her to speak up.
>”Was… was that okay?”
>You nod, face on fire and dripping sweat onto your sheets.
>“...Are you hot? Because I’m seriously burning up.”
>You nod and get up to crack open a window and let the cool Autumn air in.
>Winnie closes the distance as you sit down again, gently pressing her weight against you.
>After a moment’s silent deliberation, you decide to speak. It obviously took Winnie a lot to confess her feelings like that; it was only fair that you offered a confession of your own.
“I have to be honest, Winnie, I’ve never done anything like… well, like this before.”
>You broadly gesture to drive your point home.
“I don’t even know what to do from here.”
>”Oh, trust me, I’m in the same boat as you.”
“Wait, really?”
>”Of course! Like I said, you’re the first guy I’ve actually felt this way about. I don’t know anything about being a good girlfriend or anything like that. All I know is… whatever happens from here on out, I want you to be there.”
“That’s what I want, too. I feel like, if we stick together, we can handle anything life throws at us.”
>God, you’re on a roll with all the cheesy lines tonight. You could audition for a rom-com at this point.
>”So, we’re agreed, then?”
“Yeah, if that kiss was anything to go by, I’d say we’re on the same page.”
>Winnie snorts again and slugs you in the arm, blushing all the while.
>You smile, rubbing your arm. Your eyes drift down to the bed, and you suddenly remember what you were nervous about earlier. You’re still nervous, but definitely not as much as you were when the night started.
>Winnie follows your gaze and smirks.
>”Whatcha thinkin’ about?”
>The teasing tone of her voice indicates that she knows EXACTLY what you’re thinking about, and that she’s 100% on board.
>You swallow.
“I should probably mention that it’s my first time…”
>”Aw, saving yourself for me? How romantic!”
>She’s teasing, but the furry hand squeezing your thigh feels… genuine, for lack of a better term.
>”Why don’t you put on some music? Then I’ll show you how it’s done…”

>It’s been about an hour since you and Winnie confessed your feelings for each other.
>From there, things went the… expected direction.
>Being a virgin, you were pretty clueless, but Winnie was more than understanding and happy to take the reins.
>Apparently she knew a lot, thanks to a bit of light reading from some of Sibella’s ‘private’ magazines.
>She guided you every step of the way, and all in all, the experience was… pretty good.
>Sure, you made a few slip-ups here and there, but nothing ‘wrong hole’ serious.
>To be honest, you were barely even focused on the carnal pleasure you were getting.
>Something about being so intimate and passionate with the girl you loved hit all the right notes for you.
>Holding her in your arms, feeling her bare, furry body pressed against yours, hearing her call your name in between moans…
>Once again, everything seemed right with the world, and it seemed Winnie couldn’t agree more.
>She’s currently clinging to you like a koala while you scratch her ears, cuddle-mode in full swing.
>”So, any thoughts on your first time?”
>She looks up at you, still basking in the afterglow of your love-making.
“I look forward to the second time.”
>She giggles and snuggles closer.
>”Good. Now that you’re not as nervous, we can go more often. I’ve got a LOT of things I’ve been wanting to try…”
>Yikes.
“Uh… how about we take things slow?”
>”Fine, I’ll push butt stuff to the week after.”
>She snorts at her own joke before resting her head against your chest, her eyes beginning to drift shut.
>”...Hey, Anon?”
“Yeah, Winn?”
>”I love you.”
>She immediately starts snoring after she says that.
>You smile, gently kissing her mop of curly red hair.

“I love you, too.”