(Rated M for coarse language and frank discussions about sex. Reader discretion is advised. All characters and locations are the property of Amazon and Viviziepop. Also, cover image is courtesy of rogelis on Deviantart. He does great work.)

The First Time

"Okay Charlie, you can do this." The blonde demoness said to her reflection as she tried to psych herself up. "You are a strong, confident, desirable woman. You're smart, beautiful, and your breasts are just the right size; big, but not too big. Vaggie could have any woman she wants, and she wants you, because she thinks you're funny and charming and adorable. So quit talking to yourself, get out of this bathroom and give that perfect little goddess a night she will never forget."

Having successfully recharged her positivity, Charlotte 'Charlie' Morningstar, Princess of the Pride Ring and by extension all of Hell, turned away from the large, ornate mirror and prepared to do just that.

Upon exiting the bathroom, the Demon Princess was practically bursting with excitement. And why wouldn't she be? To celebrate their six-month anniversary, her girlfriend had invited her to 'spend the night' at her place. A major milestone in any healthy relationship and a chance to really connect on an emotional level while also having a lot of fun. This could quite possibly be the greatest night of their relatively young lives.

Provided she didn't do anything to completely screw this up.

'No! No more negativity.' She thought to herself as she forcibly shook off her anxieties. 'This is going to be a wonderful night that will bring us closer together and maybe even… Oh dear God!'

Charlie's train of thought hit a brick wall when she caught sight of who was waiting for her. It was her girlfriend of the last six months, the Princess of Lust, Vagatha Poisonteeth, or Vaggie as she preferred to be called. She was laying on her bed, posing like a girl in a pinup calendar while wearing a powder blue nightie that was somehow both tasteful and naughty.

"Hey, Hon~" the other Princess purred in a sensual voice that made Charlie's face light up like a furnace. "What took you so long? I was starting to get lonely."

"Oh, I-I'm sorry." The blonde demoness replied, suddenly feeling very nervous. "I was just uh… I was brushing my teeth… and I guess I just got in the zone or something."

If Vaggie knew that this was a poorly improvised lie she chose not to call her on it. Instead, she just stood up and walked towards the much taller princess with an amorous look in her eye.

"So, Charlie, what do you think of my new nightgown?" she asked, striking an alluring pose once she got close to her. "I bought it just for you."

"Izzum vari niece." Charlie babbled as her cheeks turned bright red.

"Heh-Heh. I'll take that as a compliment." Vaggie replied sweetly before taking her girlfriend by the hand. "Now come on. Let's have some fun~"

A beautiful woman was practically dragging her into bed for a night of what promised to be spectacular lovemaking. This should've been the greatest moment of Charlie's life, but it wasn't. Instead of feeling joy or excitement, she just felt awkward and inadequate.

Despite how short she was compared to her, Vaggie was unquestionably more mature. The way she spoke, the way she carried herself, even the way she dressed. I mean, even now, as they were about to start fucking each other's brains out, she was the picture of proper royalty. Meanwhile, Charlie couldn't even form a proper sentence, and was dressed in pajamas that made her look like she was going to a slumber party. Hell, Vaggie was even leading her by the hand like a child. If anyone saw them now, they'd probably think she was her mommy.

"Charlie, are you okay?" the shorter princess asked concernedly. "You look a little pale… er."

"What? No~ Don't be silly. I'm just peachy keen." Charlie replied in the least convincing way possible. Fortunately, Vaggie saw right through her flimsy charade and sat her down on the foot of her bed.

"Okay, Hon, what's wrong?" she asked sympathetically as she sat down beside her.

"Nothing. Everything's fine." The taller princess replied defensively.

"Come on, Charlie. You know you can tell me anything." Vaggie said supportively. "Now please, what's got you so upset?"

"I… sigh… I don't know. A lot of stuff, I guess." Charlie answered, sick of trying to keep it all inside. "I don't think your family likes me."

"What? That's ridiculous."

"Is it? Then why did your sisters ask me if I was a transvestite?"

"Because they're ten and they probably just learned that word."

"Okay… but your mom definitely hates me. She's always glaring at me, and she's never once used my first name. It's always 'Princess Morningstar' or 'Hey, you'."

"Charlie, I promise my mom doesn't hate you. It just… takes her a while to warm up to people. Hell, it took her eighty years to warm up to my dad. You just need to be patient. And besides, my dad likes you. He told me so just the other day."

"Really? What did he say?" the blonde princess asked, finally perking up a bit.

"He said he thinks you're as cute as a bug and that I'm lucky to be going out with someone as sweet as you."

"Aww~ He really said that?"

"Yeah, and that's a huge deal, because my dad almost never likes any of the girls I go out with."

"Wow~" Charlie said as her anxiety began to fade, before an intrusive thought forced her to ask, "Um… how many girls have you gone out with?"

And just like that, things got awkward again.

"Excuse me?" Vaggie asked, sounding flustered and slightly offended.

"I said, how many girls have you gone out with. Before me, I mean."

"I don't know."

"What do you mean you don't know? How can you not know?"

"Well, it's not like I keep a list. Besides, why does it matter?"

"It doesn't matter, I'm just curious."

"Okay then, a few."

"How many is 'a few'?"

"Charlie, please, just drop it."

"No, I want to know. So, what? Is it like ten? Twenty? Thirty?"

"It's more like seven… hundred… ish."

For a split second, the taller princess felt like her heart had stopped beating.

"You've dated seven hundred girls?" she asked her shorter girlfriend in utter disbelief.

"Well… 'dated' is a strong word. Most of them were just one-night stands." Vaggie replied awkwardly. "But if you're worried about STDs, I just had a physical last month and I promise you I'm clean."

"That's not… well actually that is good to know, but that's not why I'm upset!" Charlie responded sharply. "Seven hundred girls? I mean, how? Why?"

"Charlie, I turned eighteen over three hundred years ago." The shorter princess answered matter-of-factly. "I live in the Lust Ring. My dad is the living personification of sexual desire. Is it really such a surprise that I'm so… active?"

"Well… no… not when you put it that way." The blonde demoness admitted, blushing a little from embarrassment. "But still, seven hundred. And most of them meant nothing to you?"

"I didn't say that. I just meant that they were only one-time things." Vaggie clarified, sounding a little hurt by the accusation. "But I'd like to think I've learned something from all of them, even if I can't remember all their names and faces. Besides, I've had my fair share of committed relationships over the years."

"Oh really? Then tell me about one." Charlie said challengingly.

"What? Why?"

"Well, I'm your girlfriend now, so I have a right to know who else you've dated. And besides, you said your dad hates most of the girls you've been with, so I want to know what I'm being compared to."

Not the strongest argument ever made in Hell, but it was just convincing enough to make Vaggie acquiesce.

"Sigh. Fine." She said reluctantly. "You've heard of Verosika Mayday, right?"

"Of course I have, but what does… WHAT! You dated Verosika Mayday? How? When?"

"It was a long time ago, back when she was just starting out. I met her one day when she was auditioning for my dad's club, and we just sort of hit it off. We had an on-again-off-again thing for a while, but when she started touring it got too hard for us to meet up, so we broke it off. No big deal."

"Sure, 'no big deal'." Charlie repeated dubiously. "So, have you dated anyone else I might know?"

"Well…" Vaggie answered awkwardly, scratching the back of her head in discomfort. "Remember those two Fomorian girls I introduced you to on our third date?"

"Yeah, Glitz and Glam, but you said you were just friends."

"We are… now." The shorter princess explained, blushing a little from the memories. "But before, the three of us used to…"

"Whoa. Whoa. Whoa. Whoa. Whoa! Back it up a second." The taller princess interjected, utterly floored by what she'd just heard. "You mean you… all three of you… at once?"

"What can I say? Their parents encouraged them to share."

"Oh… Oh God. Eww! Gag. Eww! I don't even know how that would work."

"Well, I'd…"

"I'm not asking!"

"Okay, okay, just calm down. It was a long time ago. There's no point in getting upset about it now."

"I… I guess you're right." Charlie admitted, before yet another intrusive thought entered her mind. "So, uh… who was your last serious relationship? Before me I mean."

"Are you sure you…"

"Yes."

"Alright…" Vaggie said reluctantly. "It was with Rizza."

For the second time, Charlie felt her heart stop.

"Rizza?" she repeated with equal parts shock and revulsion. "Your sisters' nanny?"

"Well… to be fair, she'd wasn't their nanny when we met." The shorter princess explained, sounding deeply ashamed of herself. "I was visiting Verosika in rehab and she was working there as a nurse. Somehow, we ended up in a closet together and the next thing I knew I was begging my dad to let her work in the palace so we could keep… you know."

"But she's so old and fat and her mouth's all… bleck!"

"I'm not proud of it, okay!" Vaggie snapped at her, before quickly deflating. "But… I won't lie and say I didn't enjoy it."

Vaggie turned away from her, but not before Charlie caught a glimpse of the shame and self-loathing in her eye. Any negative judgement the blonde demoness might've held was quickly replaced by concern.

"Vaggie," she said, placing a sympathetic hand on her girlfriend's shoulder. "I think you might have a problem."

"I know I do." The shorter princess replied in a soft, almost defeated tone. "But it… it's just so much."

"What is?"

"Everything. My job, combat practice, taking care of my sisters, the billion other things I have to do because I'm a princess, sometimes I just get so overwhelmed and… sex is the only way I know how to relax."

"Oh, I see." Charlie replied, suddenly feeling ashamed of herself for some of the things she'd been thinking a minute ago. "Vaggie, I'm… I'm sorry if I sounded a little… judgey before. I didn't understand."

"It's okay, Hon. I'm used to it." The shorter princess said as she turned back around, looking tired but somewhat less despondent. "Sigh. I just wanted this time to be different. I wanted our first time to be special. I wanted, just for a little while, for someone to think I'm more than just a whore."

That last sentence flipped a switch inside Charlie's brain; a switch attached to about fifty kegs of dynamite.

"YOU BITE YOUR TONGUE!" the blonde demoness exploded. "Vaggie, don't you ever, ever say or think that about yourself again! You are not a whore!"

"Charlie, it's okay. I…"

"No! It's not okay! Vaggie, I would never let anyone get away with saying that about you, so there's no way I'm gonna let you say that about yourself!"

Charlie took a moment to let herself cool down a little before she continued.

"Vaggie, I… I've been nervous all night because I was afraid that I wasn't good enough for you. And how could I not be? I mean, look at you. You're so smart and poised and beautiful. Me, I'm just a big clumsy dork who daydreams too much."

"Charlie, no…"

"Let me finish!" the taller princess cut her off, before taking her hands and softening her expression. "Vaggie, ever since we met, I've been so impressed by everything you do. How you balance all your responsibilities to your job, your family and your kingdom. I couldn't do it. You're the most amazing person I'm ever met. And if having sex… with a lot of women… all the time… is what you need to do to keep being so amazing, then so what. It's not like you're hurting anyone."

Vaggie started to tear up a little. Clearly this was exactly what she needed to hear.

"Thanks, Hon." She said, wiping away her tears. "And for the record, you're not just a big clumsy dork. You are the sweetest, warmest, most caring person I've ever known. When I'm with you, I feel like… like I don't need to have sex just to relax. Actually, I haven't had sex at all since we first met. Now whenever I start to feel overwhelmed, I just think about you and it all melts away. You did that for me, and I don't think I can ever repay you for it."

Now it was Charlie's turn to tear up a little.

"You'll never have to." She said sweetly, before the two of them, overwhelmed by their emotions, began to kiss each other passionately.

Within minutes, the two princesses were making sweet, tender love that lasted well into the next morning.

Or at least that was the plan.

Unfortunately, things didn't quite work out that way.

Charlie managed to get as far as Second Base, when something deep within her psyche gave her pause. Fortunately, Vaggie was quite experienced with this sort of thing and knew exactly what the problem was.

"Oh, Hon." She said sympathetically. "You're still thinking about me and Rizza, aren't you?"

"Whimper. Yes!" the taller princess admitted embarrassedly. "I'm sorry. I wanna do this. I really, really want to. But… ugh! It's just such a gross image! I mean, did she have like a… different physique back then?"

"Sigh. No." Vaggie replied ruefully. "If anything, she's lost a few pounds since the last time we… you know."

"Oh, dear God… Gag… Ew~ Sorry, not judging you, but… Ick."

"It's okay, Hon. I understand. We can try again some other night." The shorter princess said before her lips formed a slightly mischievous smile. "Do you wanna just cuddle instead?"

Charlie nodded enthusiastically before glomming onto Vaggie like she was her favorite dolly, which in a sense she kind of was.

All things considered; the night wasn't a total loss. True, they never actually got around to having sex, and it would be several more months before they finally did, but in the end, Charlie had done exactly what she'd set out to do.

She'd given Vaggie a night she would never forget.

The End

End Notes:

Coming up…

Millie's Last Day: 3 Chapters

Yeux Verts: 5 Chapters

The Hatchet Man: One-Shot

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