Cover of The Ambassadorial Awkwardness

The Ambassadorial Awkwardness

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Set After s1 of Hazbin Hotel, before s2. As the new ambassdor between Heaven and Hell, Emily is very exiceted. As the youngest and most naieve Sephraim, she is exiceted to carry out her duty and hates being in**fantalised by her older sister and anyone else. On her third exertion to Hell, Emily obviduky opens up a portal directly to Charlies bedroom. She rapidly and exicedtly talkes before realsing that Vaggie is there also, both are naked, and Emily has probbaly just walked in on the two having sex. Emily greatly admires Charlie and has a small crush on the princess of Hell. Obviusoly Emily knows of sex, something pleasruble and used to procreate, but has never witnessed it or done it.

Chapter 6: An Unexpected Teacher

The descent was a blur of screaming wind and kaleidoscopic light, the orderly layers of reality giving way to the pulsating, visceral clamor of Pentagram City. Emily landed in a shadowed alley two blocks from the hotel, her wings folding tight against her back. The midnight blue dress was now dusted with a fine layer of sulfurous grit. The sound here was a physical thing—honking horns, distant screams that might have been agony or delight, the thump of bass from a hundred different sources. It was nothing like the hum of the Elysian Fields.

She made her way to the hotel, its cheerful façade a defiant beacon. The lobby was quiet, oddly still. A note tacked to the front desk, in Charlie’s looping handwriting, read: ‘On the roof. Come up!’ An arrow pointed to a spiral staircase.

Emily climbed. The air grew thicker, warmer, carrying the scent of ozone and blooming night flowers. She pushed open a heavy, iron-banded door and stepped out onto the rooftop garden.

It was a paradox. Twisting neon vines curled around wrought-iron trellises, casting a faint, electric blue light over blossoms that seemed to drink the shadows. Hellfire roses pulsed with a gentle, rhythmic glow, like miniature hearts. Fireflies, or something very like them, drifted in the hazy air. The scent was overwhelming: burnt incense, the cloying sweetness of overripe fruit, and underneath it all, the hot, metallic smell of the city itself. From this height, Pentagram City was a sprawling circuit board of carnage and commerce, beautiful in its terrifying vitality.

Charlie was nowhere to be seen.

Emily’s prepared composure, bolstered by her research and her serious dress, began to fray at the edges. She walked to the parapet, her fingers tracing the warm, rough stone. What if Charlie had changed her mind? What if this was a test she’d already failed by being early, or late, or by simply existing?

“You know, for an ambassador, you’re really bad at checking your perimeter.”

The voice came from behind her, sharp and dry. Emily spun, wings flaring slightly in instinctual defense.

Vaggie leaned against the doorframe, arms crossed. She wasn’t in her usual hotel manager attire, but in simple, dark leggings and a tank top, a single moth-wing flicking idly behind her. Her expression was unreadable, a mask of calm observation that felt more threatening than any scowl.

“Vaggie!” Emily’s voice came out too high. Her halo flickered, betraying her. “I—Charlie said to meet her here.”

“She got held up. Radio message from Sir Pentious. Something about an ‘egg-quisite’ plumbing disaster.” Vaggie didn’t move from the doorway, effectively blocking the only exit. “She’ll be a few minutes.”

“Oh.” Emily clasped her hands in front of her, then forced them to her sides. The clinical knowledge from the archives felt absurd now, useless paper armor against Vaggie’s live-ammo scrutiny. “I can wait.”

“I bet you can.” Vaggie pushed off the doorframe and took a few steps into the garden. The neon light traced the severe line of her jaw. “That’s a new look. Not very… celestial.”

Emily touched the dark fabric of her sleeve. “I wanted to… blend in.”

“You don’t.” Vaggie’s single eye held her. “You stick out. A clean spot in a dirty room. Charlie likes clean spots.”

The air between them crackled, not with Hell’s energy, but with pure, undiluted tension. Emily’s mouth went dry. This was it. The confrontation. The protector sensing a threat to her love. Emily’s heart hammered against her ribs, a frantic, trapped bird. She thought of the kiss Vaggie had witnessed, the shattered door, the mortifying aftermath. Guilt, hot and sour, rose in her throat.

“I’m not trying to cause problems,” Emily blurted out, the words tumbling over each other. “The last thing I want is to… to come between you and Charlie. I know what you saw. I know what it looked like. It was a mistake, a stupid, emotional… it was my mistake. Not hers. She would never… she’s too good to…”

She trailed off, realizing she was confessing to crimes Vaggie hadn’t even named. Her face burned.

Vaggie watched her unravel. She didn’t interrupt. When Emily finally fell silent, breathing too fast, Vaggie let out a long, slow breath through her nose.

“You think this is about me being jealous?” Vaggie said, her voice lower now, almost weary. “You think I’m up here to mark my territory? Tell the cute little angel to back off?”

Emily could only nod, shamefaced.

“Charlie’s heart is so big it’s a structural liability,” Vaggie said, walking to the parapet a few feet away. She didn’t look at Emily, but out at the chaotic skyline. “She collects strays. Broken things. Lost causes. She sees the best in everyone, even when it’s not there. Especially when it’s not there.” She finally turned her head, her gaze piercing. “You’re not a lost cause, Emily. You’re a loaded gun that doesn’t know it’s been cocked.”

The metaphor was so violent, so unexpected, it cut through Emily’s panic. “I don’t understand.”

“You have feelings,” Vaggie said, the word landing with blunt force. “Big, shiny, heaven-grade feelings. And you have no idea what to do with them. You’re doing research.” She nodded toward Emily, as if she could see the archives in her head. “You put on a serious dress. You think understanding the theory prepares you for the practice with someone like Charlie?”

Emily felt utterly exposed. “How did you…”

“I pay attention. It’s my job.” Vaggie pushed away from the wall and closed the distance between them, not aggressively, but with a deliberate intensity. “Charlie is lonely. She has me, she has the hotel, but she’s pouring everything into a project most of Hell laughs at. She’s desperate for validation, for a sign she’s not screaming into the void. And here you come.” Vaggie’s eye softened, just a fraction. “A Seraphim. Literally heaven-sent. Hanging on her every word, looking at her like she hung the moons. You’re the ultimate validation.”

“It’s not just validation!” Emily protested, her own voice surprising her with its strength. “What I feel for her—it’s real. It’s messy and it scares me and I don’t know what to do with it, but it’s real. I’m not using her.”

“I know,” Vaggie said, simple and final.

The two words sucked the defiance right out of Emily. She stared. “You… know?”

“I’ve seen the way you look at her when you think no one’s watching. It’s the same way I looked at her when I first fell. All wonder and terror.” Vaggie’s stern expression finally broke, revealing a deep, resonant worry. “That’s the problem, Emily. It’s real for you. And Charlie… Charlie gets swept up in real. She feels everything at eleven. If you two start something, in her mind it’s not a fling. It’s a symphony. And when it ends—because one way or another, between Heaven and Hell and your inexperience and her manic passion, it will—it’ll break a piece of her off. And I’ll have to pick it up.”

The raw honesty was more brutal than any accusation. This wasn’t a girlfriend’s jealousy. It was a strategist’s assessment. A guardian’s dread.

“I don’t want to hurt her,” Emily whispered, the truth of it aching in her chest.

“I believe you,” Vaggie said. “But wanting isn’t the same as being able to prevent it.” She sighed, rubbing the bridge of her nose. “Look. I’m not telling you to leave. I’m not giving you some ultimatum. Charlie is her own person. She makes her own choices, even the stupid ones. And frankly, she could use a friend who isn’t me or a demon she’s trying to redeem.”

She fixed Emily with a look that was pure, unwavering steel. “But I am telling you to think. Not with your halo, or your hormones, or your diplomatic playbook. Think about what happens after the rooftop meeting. After the private talks. After the first time something goes wrong. Are you ready for that? Or are you just in love with the idea of loving someone who loves the unlovable?”

Before Emily could formulate an answer—could even process the question—the rooftop door burst open with a cheerful crash.

“Sorry! Sorry! The eggs were everywhere! It was a whole… omelette of destruction!” Charlie stood in the doorway, slightly out of breath, her smile bright enough to outshine the neon vines. Her eyes found Emily, and the smile softened into something warmer, more intimate. “Emily. You came.”

Charlie’s gaze flicked to Vaggie, a silent communication passing between them in a microsecond. A slight, almost imperceptible nod from Vaggie.

“I’ll leave you to it,” Vaggie said, her voice neutral once more. She brushed past Charlie, pausing to give her a quick, firm kiss on the cheek. “Don’t stay up too late. We have that meeting with the cannibal colony reps tomorrow.”

“I won’t!” Charlie chirped. As Vaggie disappeared down the stairs, Charlie turned her full, radiant attention to Emily. “So. You found the place.”

Emily, still reeling from the emotional surgery Vaggie had just performed, could only manage a nod. The loaded gun, cocked and unaware. The symphony waiting to be written. The words swirled in her head as she looked at Charlie’s hopeful, open face.

“I found it,” Emily said, and her own voice sounded different to her. Less like an angel’s chime, more like a person’s. Real, and messy, and terrifically, dangerously alive.

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