Pip's Treasure Chest 2: Journey to Hollow Shades
Nightmare Night Bonus
Previous ChapterNightmare Night had been a big deal for the ponies of Ponyville for as long as Pip could remember. Like most other small towns the folks would put up booths full of games, snacks, and other spooktacular activities for the foals. However, not many towns could pride themselves that Princess Luna herself oversaw this event in pony. Because of this the town put more of an effort into everything Nightmare Night. Adults and foals alike wore the finest costumes Rarity could make or they would try to make their own in order to impress the night princess. The games were more elaborate. The treats were tastier. The scares were more, well, scarier. Everypony celebrated this night.
That included those who worked at the Treasure Chest.
The normal pirate theme of the bar turned strip club was lost on this one night. For this one night everypony got a treat. For starters, the serving mares did not wear their pirate themed attire. Instead, thanks to the motivation of Succubus, the serving mares brought the guests their drinks while wearing nothing but their underwear. Those who ordered could see them dressed in silken panties, bras, teddies, and so forth but were forbidden to be touched. Rumble told them all before they entered that if they did; they would be tossed out and would not be allowed to enter for a full year. All of the seafaring memorabilia was replaced with pictures of sexy witches and demons luring unsuspecting stallions towards them. That night Pip served mug after mug of a brand new Apple Family product: Pumpkin Spiced Sparkling Apple Cider. The best way to describe this drink was that it was if somepony had liquidized everything fall and put it into a bottle. There was no other way to describe it.
As for the dancers, they had gone all out. Each mare had altered their manes and furs so that they would look more like some other famous mare. Mares that would never be caught dead on that stage, removing their attire before a large crowd. Ghostly had decided to look like Fluttershy, dying her mane pink and her fur yellow. When she had gone onstage, she had worn a skimpy one piece dress with cute animals decorating it which she slowly peeled off in a timid manner much like the real one would have. Erotic had attached a horn to her head and wings on her back, her coat now a bright pink. However instead of being the princess of love she was now the princess of lust. With a dress or red hearts, she quickly removed it to show that she had hearts on all of her naughty parts that had to peeled off. Dragonfly had used her magic to become Daring Do with the matching smaller bust line just to add to the realism. Even her safari outfit had rips and tears in it so that it looked like she had come back from some grand adventure.
That was just what was onstage. As Pip looked around from his station, he spotted many of the other mares they had brought with them from Hollow Shades. They sat there with the guests, talking and flirting while lightly touching their legs as they did as everypony waited for the next stage dance. They smiled and laughed, making their clients feel at ease before suggesting that they go downstairs for a more private dance. Pip doubted that there wasn’t a single mare who hadn’t had at least one private VIP dance this night.
“Seems like everypony is having a good time,” purred Succubus. Standing next to him, Succubus had decided to go as the princess of the night. Her coat had been died the right shade of blue and they had died her mane so that it looked like the evening, starry sky. All she had on right now was a bikini with crescent moons over where her nipples were and full moon on her bottom thong so that everypony could see that she had painted over her cutie mark.
“Looks like,” agreed Pip as he set down a clean mug. Once his hands were empty, he felt Succubus take a hold of his arm before giving him a strong tug. He turned to look at her to see that his wife had sultry smile on her face. “Ah, what’s up?”
Succubus giggled as she pulled him out from behind the bar. “I just think that you’ve been such a good, hard working stallion tonight that you should get a very special treat tonight. You know I wore this because Princess Luna is your favorite princess.”
“But the bar-” Pip said quickly as a blush appeared on his face. He had a good idea what this treat would be. However, it wasn’t anything that couldn’t wait until all of the customers went home. Succubus didn’t pay this concern any mind as she took him not to their upstairs apartment but instead downstairs to where the private dances were held. Quickly they passed ‘An Exotic Rarity’ which had several stallions and mares in, looking over the sexy Nightmare Night themed costumes and other stuff that Rarity made. He barely had time to notice Snips and Snails helping out a customer before he was being dragged down a long line of small rooms.
Pip felt his heart beat quicker while be began to make a series of half hearted protests. Each room had in them a loveseat-styled couch as well as a pole. This way, the stripper could give the paying customer a private pole dance followed by a lap dance. Or they could go straight to the lap dance. But there were also security runes in place so that neither of them could go too far. If they detected anything inappropriate or illegal going on an alarm would sound. Pip knew that the moment the alarm went off, Rumble would contact the police as he headed down to detain the two who were fooling around. Not something he wanted to get caught doing in his own club!
Before he could remind Succubus about this, the two were at the end of the hallway were the last room was. Smiling, Succubus pulled him inside the dimly lit room and forced him to sit down. Once seated, Succubus moved towards the pole with her hips swaying at every step. The moment her hand touched the metal, music began to fill the room. It was a fast, jazzy beat with the sound of wolves howling in the background. The kind of howls that a pony heard on full moon nights.
“Succubus, the runes,” began Pip.
“Don’t worry about them my dear Pip,” said Succubus in a sultry tone while her back was pressed against the pole. “I asked Princess Twilight to turn them off in this room only. The mares know that tonight, this room is off limits. Nopony will disturb us.” In time with the music, Succubus began to slide down the pole while spreading her legs. Once her wondrous flank touched the ground she pulled the thong away to show it to Pip. Even though he had seen it many times before, both in the privacy of their own home as well as the numerous times she had done this on stage, it was still captivating to him. Almost like he was seeing it for the first time. He watched her smile as she brought a hand to her lips and licked it before bringing it down to her now winking snatch. Once there, Pip watched her rub it a few times making a whimpering noise as she did which made his cock press hard against his pants.
After she pulled her hand away, the dance began in earnest. Succubus slid her back up the pole before taking it with a hand and spinning around it. Once, twice, three times she spun around before landing back on her hooves. Still holding the pole she began to strut about with her free hand caressing her flank. When a wolf howled with the music, Succubus would then smack her rear so loudly that it caused Pip to flinch. As for Succubus, she paid this no mind as she went back to circling the pole for him.
While Pip adjusted himself in his seat, Succubus began to pick up the pace a bit. With her free hand she managed to undo the string in the back that held her top on. Once undone, gravity went to work as her bikini top fell to the ground in time with another wolf howl. Grinning wickedly, Succubus positioned herself so that the pole was right in front of her. Raising one leg up while both hands held onto the pole, Succubus began to grind her slit onto it. Over and over she did this in front of him, moaning and grunting as she moved faster. Her mane began to fly about due to the speed she was going while Pip’s cheeks turned reddish at the sight. He could almost see the pole glistening with her fluids in the dim light. Suddenly she stopped, hooking her leg around the pole as she leaned backwards. Slowly she spun around, her chest heaving upwards with each breath she took.
As he watched Succubus spin around a second time, the small stallion began to wonder why this was affecting him so much. He had seen her doing this sort of thing plenty of times already upstairs on the larger stage and had barely gotten a boner. Was it because of the smaller, more intimate space where it was just the two of them? Or maybe it was because of the danger that this place provided. Unable to stop himself, Pip glanced over at the door and was relieved that nopony was looking. All it took was for one pony to just come wandering down here, peaking into all the rooms. While neither had done this (or at least been caught doing this) Pip could easily see Snips and Snails pulling a stunt like this.
Looking back in front of him, Pip saw that Succubus was back on her hooves with the pole in front of her again. The metal pole was resting between her large breasts as her body pressed against it. Slowly she stuck out her tongue and began to lick the pole in the same manner as she would a cock, her hands on her breasts as she does so. After a few licks, Succubus began to lower her body a bit licking the metal as she did so before rising up again. Over and over again she did this, loudly moaning with her eyes closed. Pip was close enough to see her fingers teasing her nipples as she moved, pinching and twisting them while her face contorted in ecstasy.
When the music stopped, Succubus fell onto her knees as she panted. Her eyes turned to Pip as the music started up again. This time the music had a more primal tone to it, not helped as Succubus got on her hands and knees so she could crawl over to him. Pip’s cock twitched as she looked at him with hungry eyes and licking her lips. His mind and body knew what was coming up next.
When Succubus got close enough to him, she did not go right for his pants like he thought she might. Instead, Succubus began to crawl upwards onto the love seat while pressing her mostly naked body against his own. Slowly she moved up onto his lap, kissing the area were his member demanded freedom from before passing it by so that her breasts could weigh down upon it. The kisses continued up his chest as her hard nipples pressed against his shirt. When she got to his head, Succubus kissed his neck and cheek before moving up so that one of her nipples could bounce again his lips. Soon enough she was standing on the armrests of the love seat and her hands against the walls. Right in front of Pip’s face was the only piece of clothing on her body which covered her pussy. It was so close that it was impossible not to smell her need or see how wet she was at this moment.
“Go ahead,” whispered Succubus just loud enough for Pip to hear while slowly sashaying her hips. “Unwrap you treat.” When she stopped moving, Pip’s hands rose to undo the string holding her thong up. Once undone, the thong fell onto his lap but he barely registered that. Instead, his focus was on his treat.
With his hands on her hips, Pip moved forwards in order to dig in. her winking clit was just too inviting to do anything else. He started with a series of quick kisses and licks around her outer lips to a sample of her sweet taste. Succubus voiced her pleasure as she brought her hips as close as she could urging him to continue. The stallion complied, his tongue heading for the source of the liquid she produced. He heard her gasp as his tongue shot as deep as it could inside her, feeling the walls of her pussy as they clamped onto the invader. He did his best to press back, feeling against those walls as more juices moved onto his tongue. Bit by bit he moved his head around to see if her could do deeper or get a better angle, but there was only so much he could do. So as he pulled out of her, he brought his hands to her waiting folds. At first he spread those lips as far as he could so that he could lick them better, earning the loud and delightful cries from the mare above. But that didn’t last long as he released her, causing Succubus to let out a whine before he inserted a finger into her. Pip could hear her wings standing upwards as he quickly moved in and out of her, before adding another finger. He could see her legs begin to shake and tremble as he moved them about in a scissor like motion inside of her. At that point, Pip was ready to go in for the kill as he locked his lips around her clit and sucked on it hard.
That did it. Succubus’ body went rigid right before she came all over his hand. After a moment or two of this, she began to lower her shaky body downwards causing Pip to remove his fingers in order to better help his wife. With his hands on her sides, he helped her onto his lap as she panted madly. Both could feel the temperature in the room begin to rise, the coloring of her coat beginning to rub off onto his clothing. But neither of them seemed to notice or care as they looked into each other eyes before moving in or a passionate kiss.
“Mmm, did you like that?” asked Succubus after she had pulled away. But not too much. Just enough so that her lips till touched his.
“Yeah,” was all the stallion could say between his own pants.
“Well I hope you didn’t fill up on that one treat,” replied Succubus as she slid down his body. “Because you have a full bag of treats waiting for you. But first I think your princess of the night deserves her offering for the night.” By that point, Succubus’ face was right in front of his pants zipper with the rest of her body on the floor between his legs. Using her teeth, she unzipped it and allowed his member to stand free. “Oh look, it’s my favorite.”
Without another word, Succubus began to lick Pip’s dick. Each stroke of her tongue started at the base and only stopped when she got to the very top. The noises she made as she coated his cock with her saliva were loud and erotic, causing his member to twitch every time he heard it. Her eyes were glued to his as he looked down at her. After several of these lick, she moved downwards in order to lick his sack. As her tongue wrapped around one of his orbs one of her hands moved up to take hold of his cock. Loudly she slurped as she tasted the flavor of his sack while her hand stroked his dick causing Pip to moan. Her motions were slow and gentle, none too eager to get this over with. Pip was sure she wanted to savor every second she could.
As if she had her fill of his sack, Succubus loudly released it before making her way back up Pip’s shaft. With the tip of her tongue, she traced the veiny surface of his member before coming up to his head where she lapped up the precum that had formed. But instead of taking him into her mouth, she leaned back down to breath in the scent of his member as her hands rested on either side of her breasts. With them in hand she brought them close so as to envelope his member with her mammaries. Pip’s body stiffened as he felt their warmth surround them while Succubus moaned.
“I know how much you like this,” said Succubus as she began to move her breasts up and down. Pip let out a gasp as the friction began to warm his cock, pleasuring it. “I love it too you know. I love how my breasts bring my love pleasure, feeling your stalliony cock pulsing between them. I love the way feel when you shoot all of that hot love between them. Please, cum for me my stallion! Please Pip, cum for me!” Pip didn’t need any more encouragement. He had already been on the edge due to the buildup of the dance and her skillful tongue. Her words and the pressure created by her breasts had been all that was needed for ropes of white, hot cum to fill that space between her mounds. As his sperm began to force its way up and down her breasts, Succubus closed her eyes and opened her mouth in savoring delight.
After the last rope had been fired, Succubus crawled back onto Pip’s lap to straddle him. When the stallion looked up, they both leaned in for a kiss. It was slow and meaningful, their tongues gently exploring the other’s mouth for the thousandth time. But still both of them moaned in delight of what they felt in that moment, savoring the other’s love. When it was over, they looked at each other for a moment before Succubus reached over and took a hold of his still hard member. With great skill she maneuvered her body so she was right above it with his cock right at her lower entrance.
“So, are you enjoying your time with your princess crush?” she asked in a teasing tone. Her smile faltered however when Pip shook his head.
“No,” he said as he took her by the hips. “I’m enjoying my time with my wife.” With that, Pip’s hands guided her downwards. Both ponies cried out in joyful delight as they felt themselves connecting. It was true, despite how corny it must have sounded. Princess Luna may have been his Princess crush when he was a colt and he may have a dream about here every once in a while, but she could not compete with the way he felt about Succubus. For whatever reason, he loved her like he loved no other pony in the world. She completed him in ways he never knew he needed, bringing out the best in him.
“Pip,” said Succubus happily as she began to bounce, a smile on her face and a tear in her eye. Slowly she rose, gasping out his name as she did so before losing herself onto her interment of pleasure. Her breasts, still dripping with his semen, bounced as she did this. As she rose again, still moaning out his name, Pip released his hands from her hips to play with her breasts. Not bothered by his own fluids he smeared them across her mounds, rubbing his seed against her rock hard nipples. He squeezed and kneaded them, causing Succubus to bounce harder. To move faster while her moans grew louder while placing her arms on his shoulders for support.
Soon Pip forgot all about the world outside of this little room. He didn’t care that his shirt was beginning to cling to his wet fur or how wet his flank felt. His focus was on how erotic Succubus looked as her sweat rolled down her body and matted her mane. How the fur dye she used was smearing all over the place. The way she was shaking her head back and forth as she screamed his name. If he had the strength, he would pick her up right now and kiss her hard before gently laying her on the floor. He would then do the work of ramming his cock inside of her until it exploded all inside of her. But he knew he wasn’t strong enough to do that.
So instead Pip did the only thing he thought he could do. Right before Succubus was going to thrust downwards, Pip managed to move his hips upwards to heighten the force. Succubus cried out in delightful surprise by this as she continued to move faster. Pip did his best to keep up, but his attempts were not all that well timed out. But neither pony seemed to mind as they grinded their privates into the other’s while gasping out the other’s name. It was like their entire vocabularies had been replaced allowing them only to say the other’s name as they continued to fuck. And it didn’t bother them at all.
Finally, Pip felt his end coming closer. He looked up at Succubus and he could see it in her eye that she was close too. Without a word between them they both moved in for another kiss, locking lips moments before their orgasms overpowered them. Between their kiss the two panted like crazy as they collapsed fully onto the chair, both feeling how much Pip’s seed was filling her up. For a long time they remained there, the music moving from tune to tune as they kissed. The ponies upstairs had probably long since noticed they were missing. Perhaps they had heard them and were giving them space. Perhaps not. The couple didn’t care right now. Pip would deal with it later. All that mattered was that he was home with the mare he loved who loved him equally.
Author's Note
Happy Nightmare Night