FPP Side Chapter: No Experience, No Problem

Story by Ceeb on SoFurry

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#14 of Freddy Pimpbear's Pussy

Behold! More Freddy Pimpbear's Pussy goodness. This side chapter is for kuromaki and features his adorable Shiba Inu girl, Annabelle!

Dared to check out the weird and infamous Freddy Pimpbear's Pussy gentleman's club, innocent doggy Annabelle quickly finds herself enamored by the papa bear himself. Lucky for her he doesn't mind taking matters into his own hands...Interested in featuring in a side chapter like this? All of the spruced-up and eager-to-please animatronics will be fair game for side chapters running $60 each. Note me for details!

Writing and concept (C) me

Annabelle (C) FA: kuromaki

Illustration (C) FA: martiigr5

Five Nights at Freddy's (C) Scott Cawthon


Without being dared, Annabelle would have never entered the red light district, let alone one of the strip clubs along it. Her friends wanted her to go into the weirdest club of them all. Its name was blasted down to the street in pink neon, and even a naive girl like her knew what she was getting into.

The stone-faced bouncers on either side of the door sized her up then opened the doors without a word. "Oh, thank you," she said, eyeballing their thick chests behind block-lettered security shirts. They said nothing but nodded smartly at her.

"Ohmygawd, she went in," one of her friends screeched back in the car. All four girls lost it and started laughing.

"Man, she's gonna get so weirded out in there," one of them giggled. "I heard the girls in there are robots."

"That's fucking stupid," the first girl laughed. "It's just a gimmick, and they stole the idea from that lame pizzeria. Robots don't act like that, 'specially not the Pimpbear guy."

After a pause, the other girls turned their heads to look at their friend. "How would you know?" they asked in a chorus.

Unaware of her friends' giggling and gossiping, Annabelle passed through the foyer along checkered tile, taking in the decor and the portraits. She cracked a smile at the pirate vixen in her tricorner hat, but her blue eyes caught on the portrait of the alleged Pimpbear. She loved the sneer on his face along with the cute bowtie and top hat. She pooched out her bottom lip a little bit and wagged her tail. This Pimpbear character seemed like exactly the kind of guy an innocent girl shouldn't meet, and that was exactly why she hoped to see him.

As Annabelle stepped into the club itself, she felt more at ease. Colorful lights and dance music were two things she knew and liked. Her being a bright young Shiba Inu dog imbued her with an interest in such shows, and though she didn't realize it, she subtly swung her thick hips and walked in time with the rhythm.

Annabelle saw the girls from the portraits around the club. The club was packed with patrons, mostly male but with a fair share of ladies. Almost everybody huddled around to see the girls perform. At that particular moment, the white vixen with pink accents was rocking the pole; Annabelle watched with innocent awe when the fox dropped down to her knees at the edge, reached into the crowd, and pulled a family man-looking patron in by his tie for a smooch on the lips.

The dog wandered the club and stepped around other patrons, not feeling assertive enough to walk through groups of them. She neared an alcove, inside of which came a scratchy accent recounting a tale of romance and maritime drama. It was of course the pirate vixen, whom sat with her legs kicked up on a wooden treasure chest. Two of her admirers rubbed her feet worshipfully. She caught sight of Annabelle peeking through the curtains and interrupted her tale.

"Oh, yar! 'N so a wench comes to 'ear Foxy's tale, eh?" she laughed.

Suddenly all eyes were on Annabelle, some plainly annoyed that she had so easily earned the vixen's undivided attention. Annabelle bit her lip and blushed hotly. "Oh--, um--, ummm," she stammered. "I'm sorry, I didn't mean to interrupt!"

"S'no trouble, lass," Foxy cooed. "These lads 'o mine just be around fer the booty anyway. Ye needin' somethin' from me, wench?"

Annabelle smiled nervously. She tugged the bottom of her halter, which had a habit of riding up on her breasts. But in tugging on it, she exposed a hint of her indigo areolas without realizing it. "I was--, oh, this is embarrassing. I was looking for, uh, the Pimp--, Pimpbear, you know?"

Foxy chuckled blackly and stroked down the body of a slim young fox draped across her lap. Annabelle was shocked but quite intrigued when she squeezed his groin. "Not ta worry, lass," Foxy winked; her gag eyepatch was up. "Ol' Freddy finds you a'fore you find 'im, aye."

The Shiba Inu blinked away her shock and embarrassment "Uh, thanks, I think."

"Aye, lass," Foxy said as Annabelle pulled away. "A'right, lads, who wants to get Foxy some more grog?"

Annabelle was still shaken up from interrupting the pirate. She slunk to the rear of the club but stayed well away from the feisty bird girl in the punky leathers. She too was entertaining a crowd, but nowhere near as sweetly as the pirate.

It didn't take long for Annabelle to notice that something big was next to her. She had no idea when it had gotten there. In the sporadic lighting of the club, anything was possible, but being surprised by such a massive creature was like being sneaked up on by a mountain. She pulled away with a startled squeak. "Oh, gosh. I didn't realize anybody was there."

Freddy turned to face Annabelle. He clutched his fine cane in both paws before his bulk and peered down at the small dog with a suddenly toothy grin. Annabelle recognized the gleam of the smile from the portrait In the same instant her eyes lit up, her body language expressed fear. "Oh--, oh! Are you the Pimpbear?"

"Why, none other, darling," Freddy effused, flourishing down a paw offered palm up with outstretched fingers. Annabelle automatically placed her mitt into it. Freddy smooched the back with his sticky black jowls. "And you are?"

"Annabelle," she giggled. "What a gentleman."

Freddy tapped his cane on the tile. "Can a man of ill repute not also be a proper gentleman?" he asked with a wink behind pink-tinted sunglasses. "I understand you were looking for a fellow of my," he briefly rubbed his gut, "generous caliber."

"I am," Annabelle said softly. It was almost lost under the music, but somehow Freddy every word. "Could, um, we talk somewhere quieter?"

The bear closed his lips and made his smile considerably more approachable. Without speaking a word, he wrapped his arm around Annabelle's shoulders and let his great cheetah-print coat drape around her. She hesitated before pressing against his fat bear bulk, and he walked her to the private rooms at a lazy pace. The music ebbed behind them.

"Papa bear always remembers a pretty face," he said. "You're a new girl."

"I am," Annabelle admitted. "I've never seen a place like this before. I mean, I've been in clubs, and I've seen people dance, sometimes without clothes, but--, this place is weird."

"It is, isn't it?" Freddy said with a jolly laugh. "We just have fun here, believe me."

"Fun is nice," the dog said.

"And here we are, baby," Freddy said, releasing Annabelle yet she stayed under his coat. He waved his palm in front of the key card reader and the door smoothly unlocked. "After you, please."

The dog opened the door warily. "How did you--?"

"Magic," Freddy winked. He followed her inside. The lights came up to a sensual level of moodiness.

Annabelle took a look around. Plus-sized wooden clothing dummies stood in a row with all of Freddy's animal-print pimp coats and top hats with assorted filigrees A framed, gold-plated cane on the wall, purple pinstriped bed sheets, pink heart-shaped pillows and red shag carpeting made it abundantly clear that it was the bedroom of a pimp.

"This is... Quite a room," Annabelle murmured. She turned to face Freddy whom was just hanging up his coat and hat, though he kept the bowtie on. During a long look at his fat ass held taut by a speedo, a queer smile creased her lips.

Freddy turned and caught her staring. "Checking out my buns, hon?" he grinned. "Hey, if you want an up-close and personal look, papa bear's a team player."

"Oh, no! Gosh no," Annabelle giggled, her cheeks flushing. She covered her short muzzle shyly. "I've never been around someone like, uh, you."

The bear braced his fists on his hips. "Like me," he said dryly. "And just what's wrong with me?"

"Nothing!" Annabelle blurted. "Nothing at all, you're very, you know. You're very handsome. And tall. God, you're tall," she mumbled.

"And hung," Freddy said without shame.

Annabelle looked right at the bulge in the front of Freddy's speedo. "You are, yeah."

"C'mere," Freddy grinned, beckoning Annabelle with a finger. The Shiba Inu approached at a pace only slightly faster than a creep, but the gap was short and Freddy was patient. When the girl was in easy reach, Freddy grabbed her by the wrists gently and coaxed her to hook her fingers into his speedo. "Go on," he winked.

Coquettish giggles escaped Annabelle, hinting at some budding lewdness. She peeled down Freddy's speedo. Coarse fur sprung up as the tight garment cleared it but it was the bottom inches of the bear's black shaft which caught Annabelle's eyes. As inch after inch was bared, she licked her lips and wagged her tail. "Oh, wow," she said breathlessly. She didn't realize she had been holding her breath.

Annabelle let go of the speedo when it was around Freddy's thighs. His sack hung with all the weight and plumpness of a pair of grapefruit. Dense and uncircumcised, Freddy's cock hung lazily over the scrotum and the full package exuded heady musk.

The dog clasped paws before her breasts and sucked in her bottom lip. "Gosh."

Freddy tickled under Annabelle's chin. "You said it, sister," he chuckled. Then with smoothness befitting a pimp, he lifted his flaccid penis by the middle. It had already begun to swell, filling out his mitt and stretching the hood of foreskin back. Pre dripped from it like heavy morning dew. "Have a taste, baby. First one's free," he teased.

Moving on instinct alone, Annabelle knelt and grasped Freddy's penis, taking it out of his capable paws and into much less certain mitts. That the flesh was outright heavy was most stunning to her. Never in all her life had the girl expected a lazy cock to be such a chore to hold. It was however a weight which she was happy to support, especially as the scent filled into her sensitive nose. She pressed her full lips against the tip in a rush of boldness then suckled it awkwardly. Pre oozed past her lips and teeth to coat her tongue, delivering the flavor of musk. She shuddered.

Annabelle traced the subtle lines of veins down to the bear's pelvis. The shaft by then was hard, its tip notched into her lips. She grasped his balls and stroked over them, noting his coldness but having the common sense not to ask about it. Gingerly as fitting an inexperienced young lady, Annabelle stroked dangling bottom of the scrotum, lifting the sack into her palms after a few moments of rubbing. Merely holding his balls and feeling their weight and size spilling around her splayed digits was very arousing.

"I see you're taking your time there," the bear gently said, laying a palm on the back of Annabelle's head. "You just go ahead and take all the time you need, sugar."

Though he intended not to spur Annabelle, the dog nevertheless eased back and gripped Freddy's penis reverently. She sniffed the drooling tip before she asked, "Can you guide me?"

"Dear diary," Freddy began. "Six girls asked me to lead them today..."

"Oh, very funny," Annabelle pouted, but she giggled in spite of herself. "Please?"

"Of course," Freddy said more gently, winking one of his big blue eyes. He reached down, took her by the paw and pulled her up to her feet. "This way, beautiful. How's about," he suggested as he walked to the edge of the bed, "you get more comfortable? Like so." In demonstration, he tugged his bunched-up speedo down to the floor. Then fully unencumbered, he sat on the bed. It sagged dramatically under his weight and Annabelle looked dubiously at it for a moment.

Annabelle felt she was crossing the point of no return. There was in fact no such thing with the animatronics, but Annabelle found the imaginary pressure to be a good spur. She bit her lip, dimpling it with her teeth, and peeled her halter up and off. Her plush breasts bounced free. The indigo hue of her nipples left Freddy smiling.

"What pretty eyes you have," he said to her breasts, smacking his palms down on his knees.

"Oh, thank you, they're my mother's," Annabelle said, taking the remark at face value. She eased out of her jeans with nothing in the way of showmanship, but when she bent over, Freddy got a look at the full swell and weight of her breasts.

"Um, these too?" she tittered with her thumbs in the waistband of her panties. They were purple and probably worn to match her nipples; or maybe her ears instead, which Freddy realized were also indigo down inside.

"Well, if you want to speed things along, yes," Freddy winked. "If not, papa bear can just bite a hole right through those things for you."

Annabelle giggled wildly. She slid down the panties anyway and pressed her thighs tightly together. "I didn't bring any extras, so, no holes."

"Suit yourself," the bear sneered before he dragged his tongue across his rubbery jowls. "Do a little twirl for me, baby."

"Like this?" asked Annabelle, twisting around smoothly on her toes.

A warm grumble escaped Freddy. "Mmm, yeah. You look real limber. Bet I could bend you into all kinds of shapes."

Blushing and smiling in concert, Annabelle stepped closer with paws clasped behind her back. "I imagine so. Are you going to touch me?"

"If you're really not busy. I mean, I wouldn't want to be a bother," Freddy cordially said as he wrapped his mitts about her breasts. He immediately thumbed her nipples, teasing them with pads and blunt claws. Annabelle groaned and grabbed his forearms but made no discernible effort to push him off. "Mmm, yeah, you like being touched, right?"

"I do-o-o," Annabelle crooned. Her tail wagged sharply from side to side, fanning around her bitch musk. Freddy's keenly-engineered nose was already well aware of the girl's readiness. "Mmf, squeeze a little bit, just--, just a little."

Freddy groped with his strong fingers until the girl's plush tits dimpled. "Like that, sugar?" he growled. He dragged his huge, slobbery tongue up through her cleavage and along her neck. Viscous saliva left a stripe on her body.

"Ooohmyga-a-awd," Annabelle groaned in one concise word. "My boobs are so sensitive."

"I noticed," Freddy said with a gentle laugh. He unhanded her breasts and wrapped his paws around her torso instead; his mitts were easily large enough to do so. Had their sizes not been so disparate, Freddy could have articulately suckled her nipple. Instead he wrapped his slobbery jowls around a large potion of a tit and gave the whole thing a nasty suck. Annabelle squealed in delight and pushed her chest against Freddy's face.

Spurred on by such an eager display, Freddy suckled and slobbered then pulled back, wetly popping his lips off of the entire mound. Growling with lascivious intent, he nipped the column of her throat and at her resulting submissive gasp, he rumbled right through her with his teeth against her flesh. "Tell papa bear how much you love him, sugarpie," Freddy said, ever the pimp even in his most passionate moments.

Annabelle whimpered. With weak knees she whined, "I--, oh, my god, I love you, papa bear!" Freddy closed his lips around the other tit. "Mmm, gawd, I love the fuck out of you!"

Freddy pulled off fast just so he could laugh. He pecked her on the lips then said with a huff, "Atta girl. Let's get a taste of that pussy, now."

"Okay then," Annabelle puffed, sounding uncertain. She looked at the bed and started for it but shaky legs made the journey treacherous

Freddy offered his sturdy arm and helped her along. He patted the bed and she sat, pressing her thighs snugly together. Freddy knelt before her, prompting her to smile.

The Pimpbear winked and grabbed her knees. They came apart not under his force, but suggestion. Upon sighting the slight purple blush of Annabelle's vulva, Freddy grinned and stuffed his broad, square snout into the crook of her legs. The dog shrieked. Freddy grumbled like the bear he was and slobbered so very messily against her tender pussy lips. "You taste good, girl."

"Thank you," said Annabelle in an uncertain voice. "Um, harder, please?"

"You don't have to say please, baby," Freddy winked. "You see, Pimpbear is here to please you. Not the other way around." Then the burly bear crammed his snout in again. His sticky jowls stuck to her lips and inner thighs for a lewd tickle, but it was the tongue which she quivered and moaned for. Freddy's giant, cold tongue slathered and beat against her snatchlips, too blunt and big to work its way inside. He could only knock on the door.

That Freddy couldn't get his tongue inside was no matter to the inexperienced Shiba Inu. Her toes curled in response to his efforts. She whined and puffed, oftentimes clenching her thighs against his large head when his tongue chanced across the button of her clit. She stroked his crown and over his round ears. "Mmf, um," she bit her lip then tittered, "oh, papa bear, that's great..."

Papa Pimpbear slurped up across her pussy and nibbled her belly with sharp teeth. He tickled her with both teeth and coarse fur and she giggled accordingly. "It is, babe, but I've got this feeling you came to see the Pimpbear for more than just a," he nipped her thigh, "tongue-lashing." He sneered up at her blushing face. "Am I wrong or am I right?"

"You're, ah--, you're not wrong," Annabelle allowed, smiling timidly. "But please be gentle."

"Darling, sweetie, sugar," Freddy cooed, capping each term of endearment with a smooch on her belly, "the Pimpbear wouldn't think of being rough with his girls. That's not papa bear's style at all." He smiled up at her with intent both lewd and loving stewing in his cold blue eyes. "Let's see if we can't get you ready for this."

Annabelle smiled thinly and eased back into the bed. "You, um," she drew in a breath, "you can do whatever you want to me. Okay?"

"I won't abuse the privilege, beautiful," Freddy cooed. Still with his suggestive touch and nothing more, he spread her legs further apart then reached for her delicate young cunt. It glistened with a coating of Freddy's thick saliva. Under the pretense of a tickling rub, he coated his digit in what clung to her fur then notched the blunt claw tip between her folds.

The Shiba Inu took in a sharp breath. Freddy rubbed her thigh and eased just the tip of his finger forward. "Slow breathing, girl, you just take it easy. And if papa bear's going too fast, or too far, you just say the word. You get it?"

"Mhm," she squeaked.

Freddy licked his lips and savored the lingering flavor of Annabelle's young cunt on his face. In his finger went, opening her up so very slowly. Annabelle crooned in pure pleasure and Freddy, emboldened by her vocalizations, pushed in deeper. Very soon, he was knuckle-deep inside of her. "That wasn't so bad, huh?" he chuckled.

"I've only been penetrated, well," Annabelle shuddered, "a few times."

"Nothin' wrong with that, babe, nothing at all," Freddy effused. Now he pulled back the finger and worked it back in, going slowly yet gradually upping the pace. Annabelle's vaginal walls seemed to savor Freddy's digit, writhing about its bulk and wetting the soft fur.

This gentle play went on uninterrupted, punctuated by Annabelle's soft coos and moans. Several minutes in, however, she spoke up with a softly-worded demand: "Use two fingers, please."

"Well, sure," Freddy agreed with a chuckle. When he pulled back his digit again, he aligned two at her warm lips and entered her at an easy pace again.

Annabelle cooed. She let her legs drift further apart, and soon they were spread eagle. She looked down past her pouting breasts at Freddy. "That feels good," she groaned. "Your fingers are so big."

"Everything about me is big," Freddy dryly stated as he pumped her with slow efficiency. In no discernible pattern, Freddy twisted his digits and worked them apart, playing Annabelle by ear to be sure her cries never crossed over into pain.

Throughout the fingering and spreading, Annabelle's musk steadily thickened. She was unaware of her own growing scent but Freddy could detect the minutiae of her changing pheromones. He slipped his fingers out of her then held the lips apart with his thumbs, exposing wet purple flesh giving over to pink down inside. Freddy slathered inarticulately, spreading more viscous slobber across her muff. Annabelle cutely squealed and tugged on the sheets.

Wearing a coy grin, Freddy gave Annabelle one more lap then smooched the delicate mound of her muff. "Well, baby," he snickered, "papa bear's boner is first to burst down here, do you think we're ready to move this along?"

An agonizing eight seconds came and went. Freddy counted each one with unfaltering precision. "Um, uh," Annabelle faltered. "Okay. But be--."

"Gentle?" Freddy interrupted, brushing his finger pads across her wet pussylips. "Always, sugar. Always."

Freddy stood and grabbed a gaudy heart-shaped pillow from the head of the bed. He hoisted Annabelle by her pelvis and set the pillow beneath the small of her back. The Shiba Inu looked down and the bear met her innocently smiling face with a lewd expression. "You just relax, take a few deep breaths," Freddy purred as he gripped his black member in a meaty paw. He tugged back upon it and forced the hood of foreskin to slip back, fully baring the ridge of the glans. A thick droplet of precum fell from the tip, landing silently in the carpet. "Just let papa bear handle it all."

"Okay," Annabelle giggled, "papa bear."

"That's right," Freddy grinned, brushing his meat against the dog's supple young box. "Let's get those toes curling now," he growled, pressing his penis intently against her. Annabelle's exercised folds parted for the bluntness of Freddy's cock. She emitted only the slightest of hisses, but her small body soon resonated with a moan.

A moan also left Freddy. Though he was an animatronic, his expressions of pleasure were genuine. The loving snugness of Annabelle's body put a big smile on his face, but he retained his trademark sleaze. He cast his eyes down past his gut to watch as his meat steadily vanished into Annabelle. Some sixteen inches of big, black bear cock wouldn't fit inside of such an experienced little girl so easily, of course. Freddy understand that well. When Annabelle winced just a quarter into Freddy's penetration, the Pimpbear withdrew without complaint. But when he was nearly free, he ground it back in and notably made it further before Annabelle winced and whined again.

Through such slow going often interspersed with crooning moans from the dog, Freddy worked it in as deep as was possible in such a small girl. Barely two-thirds of the bear's shaft fit, but the dog already groaned and curled her toes. The bliss was obvious on her face and her tongue once flopped out before she caught herself.

"Heh, you're really cute right now," Freddy chuckled, beginning a slow grind. Annabelle was young and very wet but it was not quite enough; Freddy lubricated her with a purposeful surplus of pre which was smeared all around by his dense member. There was no friction in the penetration.

"Am I?" Annabelle awkwardly asked. "I'm--, I dunno how to act, exactly," she puffed. "Ooh, go faster, Freddy..."

"Not calling me papa bear anymore?" Freddy snidely asked, obliging with a bit more speed. He leaned over the dog to provide himself better leverage.

Annabelle stroked Freddy's short, thick snout and rubbed his jowls absently. "Sorry, I'm sorry," she quaked. "This feels so good, I can barely think straight."

Freddy laughed and bucked in firmly, causing Annabelle to squeal. "The Pimpbear has that effect on ladies," Freddy smiled. And he added in murmur, "Boys, too."

"Ah, you sleep with boys?" the Shiba Inu asked, but her tone was lame and strained. Her young body was quaking. Her loins throbbed. Freddy was too large for her, but the pleasure was astounding. She caressed his chubby body in a shy, sinless manner, too bashful to really dig her fingers in and grope.

Feeling as if the girl wanted to be a bit more intimate, Freddy leaned lower and smooched her lips. As when he had pleasured her with his maw, Freddy proved too large to effectively kiss her, but she licked his jowls and cutely puffed nevertheless. "Oh, yeah, boys can get some of papa bear too," he grinned. "Matter of fact, this Pimpbear's tamed him more than a few," he snickered, "cubs, we'll say."

"Gosh," Annabelle shakily laughed. "Oh, Fred--, papa bear, I think I'm gonna--," she awkwardly stammered.

"Squirt like an orange in a juicer?" Freddy said with a jaunty smile. "Good. You do that, baby," he growled.

The dog giggled more shyly than ever. A blush was just barely noticeable in her cheeks, more apparent as temperature than a visual cue. Freddy ground in steadily like a piston with unrelenting efficiency. She rubbed his neck then, over and around the bowtie and its little collar.

"Mmf, gosh," she shuddered, "you're really handsome."

"Thanks, baby," Freddy cooed. He licked his lips then gave Annabelle the same treatment. "You're really gettin' papa bear off here, you know," he said, chuckling sheepishly. "You gonna let me pop inside you, girl?"

One thing Annabelle understood was the sterility of the animatronics in every sense of the word. "The couple of guys I've been with always wore condoms," she said quietly. "Mmh, so, yeah... Yeah!"

Freddy seemed to be saving his slyest of smiles for last. "You got it, girl," he chuckled, bucking again and again, often moaning for her. There was no exaggeration in the way he moaned. The tightness of her sweet cunt was doing wonderful things to him. With no need to force himself to climax, Freddy let it come naturally. As Annabelle whined and squirmed, Freddy groaned. A shudder shook through his body, and then he came. It was a thick, full load to a girl of Annabelle's size, yet Freddy gave her only a fraction of his potential. Any more would have been unpleasant.

When Freddy's wad slopped into her, Annabelle squealed in visceral delight. "Ooh--! Oh, fuck, ooh!" she yowled, clenching down and curling her toes tightly. She pulled Freddy down by the fat on his neck and smashed her lips into his. He kissed her and together they panted as they shared explosive orgasms. The dog squirted for Freddy, coating his dark meat and the brown fluff of his balls in warm, slippery honey. This came in contrast to the coldness of Freddy's own body and orgasm, though after so much time with Freddy, Annabelle was not alarmed by his temperature.

"Mmm, oh my gosh," Annabelle puffed. "Just--, just stay with me for a little bit, Freddy. Papa bear."

"Not a problem, girl," Freddy sighed, hunkering down over Annabelle. He nuzzled and kissed her, often making warm noises.

They shared their afterglow and Freddy directed Annabelle to the en suite bathroom where she showered up. Freddy escorted her to the main floor again, but before she left, she turned and wrapped her arms around his snuggly body.

"Hey, this was a lot fun," she laughed.

Freddy smiled and petted down her back slowly. "It was, baby, it definitely was," said the bear with a pat on her ass. "Hope you had a good time."