The Timberwolve's Tavern

The Great and Powerful Trixie wondered aimlessly down a lonely road downtrodden. It had been a few months since her humiliation in Ponyville at the hooves of Twilight Sparkle. Every city and town she tried to perform at was met with mockery and ridicule. With no source of income she had to sell her wagon and just about all of her possessions just to survive. In time ponies began to forget the incident but the damage had been done. Now with only a few bits to her name and half starved to death she continued down the road when she saw a town off in the distance. The sun was setting so she had to pick up the pace. By the time she reached the town night had fallen. She wondered a little until she come across a building with sign that read The Timberwolve’s Tavern, it may not have looked like much but to her it was an oasis in a desert and went in, though she didn’t notice the other sign that read Bar & Brothel.

Trixie entered and ran up to the counter. “Food, water!” she said short of breath.

The owner and barkeep quickly looked her over and got a plate of food and a mug of water. Trixie made short work of her meal. “That’ll be fifteen bits.”

Trixie froze for a second, she was so hungry that she forgot she had to pay for the meal and only had ten bits on her. Shit. “Sure.” Trixie pulled the bit pouch out of her saddlebag, dropped it on the counter and began to get up hoping she could make it out the door before he noticed she was short. She just turned around when she heard.

“Hold it. Sit back down.” Trixie turned back around and retook her seat on the stool. He was holding the pouch in his hoof and bounced it a couple of times. “This feels a little light to me.” He poured the bits on to the counter and counted them. “You’re short five.”

Trixie swallowed hard. She finally took the time to size him up. He was an earth pony, beefier and taller than your average stallion with a brown coat, black mane, and a bottle of whisky for a cutie mark. “But that’s all Trixie has.”

He narrowed his eyes. Trixie thought for sure he was going to get the local authorities to drag her off to jail for a few days, which given her current circumstances wouldn’t be the worst thing in the world. Then his expression softened. “You strike me as a pony who’s well-traveled and has seen a lot.”

Trixie was a little surprised by the change of topic. “Well yes, Trixie has seen much of Equestria.”

“Do you always talk like that?”

“Talk like what?”

“Never mind. I’m Bourbon by the way. I think we can work something out.”

“How so?

“As you probably found out before you entered this isn’t just a bar.”

“It isn’t?”

“Didn’t you see the sign on the way in?”

“The one that said The Timberwolve’s Tavern.”

“No the other one.”

“Other one? Must have missed it, why?”

“Let’s just say I rent out rooms upstairs to those who want to make a fair amount of bits by performing certain services.”

“What kind of services are we talking about?”

“The one’s of a sexual nature.”

Trixie’s cheeks blushed a little and jaw dropped. “You run a brothel upstairs.”

“Technically yes, but I don’t profit off the sex. I only rent the rooms and the tenants set their own prices and keep what they make.”

“Trixie is a magician not a harlot. If you think Trixie will lower herself like that then you got another thing coming.”

“And how is that magician gig working out for you? Tell me what do you even plan to do once you walk out that door?” Trixie opened her mouth to speak but nothing came out, she didn’t know what she was going to do and looked away from him. “That’s what I thought. You also struck me as a pony who’s down on her luck and desperate for an opportunity to present its self. If you leave here you’ll be out on the streets bitless. Eventually hunger will get the best of you and you’ll do anything for a meal, even whore yourself. Now let me ask you, would you rather do that out on the mean streets or in a safe and respectable establishment like mine?”

Trixie tried to weigh her options but she really didn’t have any. She would either take his offer or be destitute. “So Trixie would just stay until she makes enough to get back on her hooves.”

“Not quiet, you see I require my tenants to sign a one year lease on the room.”

“A year! Why so long?”

“Too many ponies coming and going for short stays. I was losing bits on too many vacancies at a time.”

“Does Trixie dare ask how much the rent is?”

“Two hundred bits a month.”

“Two hundred! How is Trixie supposed to make any profit?”

“My tavern gets more business then you think. You’ll make that much in a week easy. Incidentally I run a special for new tenants, first months free if you spend the night with me. I won’t even charge you for the meal.”

Trixie blushed again and bit her lip. “Trixie…accepts your offer.”

“I’ll go get the paperwork.” After Bourbon left Trixie finally took a moment to take in her surroundings. There were ponies getting drunk, playing cards, mares who she assumed were flirting with stallions, and a small band playing in the corner. Bourbon returned a moment later and dropped the papers on the counter. “Sign here.”

Trixie hesitated for a second. “Are you sure we can’t work out something else. What if Trixie preforms her act to entertain your patrons.”

“Sorry, not interested. Besides I have plenty of local entertainers that already perform here. You should feel fortunate that I even have a vacancy.” Trixie looked down and a few seconds later signed the lease. “Very good, also so long as you stay here you’ll get two complimentary meals a day and a discount on additional food and drink. Follow me I’ll show you to your room.” He stepped out from behind the bar. Trixie gathered her bits and followed him up the stairs. There were ten rooms total, five on each side. Trixie’s room was at the very end of the hall on the left. They entered and it was a bit on the small side, although Trixie wasn’t expecting much. There was a bed, a nightstand, a desk, and a dresser, along with a separate bathroom. “I’ll let you settle in. I’m needed back downstairs anyway. You’ll notice on the door there’s a sign that says available and not, just leave it on not for the time being. I’ll be back after closing, which reminds me the tavern is open from ten in the morning to midnight. If you have any questions like the going rates or something I suggest you talk to your neighbors, but only if they’re not already occupied that is. Oh here are the keys to both your room and the tavern. I suggest you only come and go during the hours of operation but if for some reason you really need to leave or come back in the middle of the night, please for the love of Celestia lock the door behind you. I don’t need some opportunistic thief coming by because you forgot to lock up.”

Bourbon left leaving Trixie alone in her new home for the time being. Well Trixie guesses it’s time to meet some of the other tenants. She took off her saddlebag, left her room and she saw the room across from hers which had the not available sign up, but she decided to get closer anyway and sure enough she started to hear various sounds coming from the other side. They were obviously busy. Luckily the room right next to Trixie’s said available and Trixie knocked on the door. The mare that answered was a unicorn with a light pink coat, violet mane, and a red heart for a cutie mark. “Hello, Trixie was wondering if you were available.”

“Hmmm it’s been a little while since I’ve been with a mare, how much were you looking to spend?”

“No-no-no you misunderstand Trixie! Trixie just moved into the room next to yours and was looking to ask some questions that’s all.”

“Oh you’re a new tenant. Please come in, have a seat.” Trixie walked in and both had a seat on the bed. “I’m Radiant Heart.” Then she held out a hoof which Trixie took and they shook.

“Trixie’s turn. Introducing The Great and Powerful Trixie!”

“The Great and Powerful huh.”

“Well, formerly at least. It’s a bit of a story.”

“I’m all ears.”

“Well, Trixie was a show pony who traveled from town to town. That is until Trixie come to a town called Ponyville. Trixie may have boasted about her abilities a little too much and let’s just say something happened that left her humiliated and shown up by another unicorn. Word of what happened quickly spread and everywhere Trixie went she was mocked and humiliated further. Without any income Trixie was forced to sell off nearly everything she owned in order to survive. Trixie wondered aimlessly until she arrived in this town, which she still doesn’t know the name of.”

“Hmm I haven’t heard of you before so news of what happened must not have traveled this far. Anyway this is the town of Steel Junction. We’re a small community compared to someplace like Manehattan but we get a lot of trade and visitors from other nearby towns. But enough about that, you wanted information. Let’s start with the going rates of my profession. Its thirty bits for a half hour, fifty bits for an hour, and for extended stays it’s up to you. Of course these are only suggested prices. You’re free to charge whatever you like. Although I would stick to those rates in the beginning and if you feel you’re good enough you can afford the charge a little extra. Though to some that might seem low but we’re not exactly like those high class harlots in Canterlot who can afford to charge a lot more. Folks around here are exactly the richest either. It’s good you came to me first though. The other girls are friendly enough although I would stay away from Viper if I was you, she’s got fangs.”

“Who is this Viper?”

“A mean spirited bitch. Oh she’s friendly enough to customers but to us, well she sees us as competition and she hates that. Viper feels that we’re stealing away potential clients. She charges the most and in my opinion she’s overpriced but I’ve heard others say she’s worth it. Although she is nicer to Comet, the only stallion tenant here. Hey mares want sex too. All the tenants here are unicorns except for one, the odd mare out being a pegasus. By the way do you know a contraception spell?”

“Trixie does not actually.”

“Don’t worry I can teach you mine. I’m going to take a guess and say you’re still a virgin right?”

“Yes,” she said while looking away.

“Don’t worry you’re not alone. I was too when I first got here. Did Bourbon make you his offer on your first month’s rent?”

“Yes.”

“Did you accept?”

“Trixie did, although she is unsure about that decision.”

“Don’t worry you’ll be fine. Let’s just say Bourbon knows how to please a mare,” she said with a giggle. “Hold still for a second.” Radiant’s horn lit up and she cast a spell on Trixie. “There you go. The spell will last for twenty four hours. No foals for you in the meantime.”

“Trixie thanks you.”

“Don’t mention it. I’ll teach you the spell tomorrow. Do you have any questions?”

“Trixie thinks she is good for the moment.”

“Well if have any questions or want some pointers come see me, and if you want any hooves on experience I’d go see Comet.”

“Actually now that Trixie thinks about it she does have one question. Do you, like what you do?”

“I love it. Me and the others are all here for various reasons. Some like you are here because you’re out of options and others like myself chose to be here. Believe me, you have nothing to be ashamed of. As a side note if any of your clients start to get unruly Bourbon will be more than happy to teach them some manners.”

“That’s good to know. Thank you for the talk.”

“Any time.” Trixie got up and started to leave. “Oh I almost forgot, you don’t have to work every day of the week unless you want to of course. I for example only work weekdays, weekends are me time unless I’m really in the mood. So you can take the first day or two off to settle in but I wouldn’t wait too long. Once the stallions in town hear there’s a new girl at the tavern they’ll practically line up to meet you. Also you don’t have to have sex with everypony that knocks at your door either. I myself am bisexual so I don’t mind mare coming to see me but you might not be into that and have the right to turn them away same with stallions. Sometimes you might want to go down to the bar. Not every pony comes in with sex in mind but a little flirting, a little seduction and they’ll be following back upstairs in no time.”

Trixie didn’t know what to think about that, but Trixie said her good bye and went back to her room to think things over for a while. As she lied there in bed she slowly convinced herself that coming here wasn’t a mistake. Trixie looked at the clock on her nightstand, it was a little after midnight and not a moment later her door opened and Bourbon walked in and closed it behind him.

“Ready for your first time?”

“Wait, how did you know Trixie was a-”

“Virgin. I’ve conversed with so many ponies over the years that I can get a sense of who they are by looks alone. Ready?”

“Just…be gentle.”

“Oh don’t worry I will. Everyponies first time should be memorable. We’ll take it slow.”

Bourbon got onto the bed. Trixie took a deep breath and rolled onto her back. He laid down and spread her legs a little to get a better view. Trixie was understandably nervous but just tried to relax while he took the lead. Bourbon then took a long lick along her slit. This made her shudder a little. He continued licking up and down her slit not missing a spot, occasionally sucking and massaging her clitoris which caused her to moan softly. She was getting wet quick, even more so when he pulled her lips apart and pressed his tongue past her folds to begin massaging her insides. He was lapping up her arousal, enjoying the taste and took a strong whiff of her pleasant scent. Trixie’s moans were starting to get louder as time went on. Deciding that she was sufficiently lubricated and aroused he moved on to the main attraction. Bourbon stood up and had a rock hard erection. Trixie had never seen one up close and wondered if he was just well endowed or if all stallions were that big. He stood over her.

“Ready for this?” She nodded her head yes. He laid down on top of her, rapped his hooves around her, lined up with her entrance, and slowly pushed against it. He pushed about a quarter of the way in before pulling back and began slowly thrusting in and out going a little deeper in each time allowing her to adjust to his girth. Trixie felt a little pain at first but it quickly subsided as pleasure began to fill her. After bottoming out he picked up the pace and got into a comfortable rhythm while gritting his teeth. “Damn you’re tight.” Trixie moans grew louder with each thrust and she wrapped her hooves around his neck. He continued thrusting at a steady pace for several minutes and could feel them both reaching the end. He picked up the pace even more and started going faster and harder. Trixie became lost in the moment and lost herself more and more until her whole body shook as she rode out her first orgasm. She moaned so load she nearly screamed as her walls clamped down on Bourbon’s member. He gave one final thrust before he, “Oh fuck!” reached his own and shot stream after steam of cum into her, coating her insides. Trixie finally started to calm down from her state of bliss a few moments later, though she didn’t want it to end. Both were heavily panting as Bourbon continued to lay on top of Trixie, his erection slowly subsiding until it came out with an audible pop their juices starting to leak out of her. Trixie never felt so full during or so empty afterwards. Still panting Bourbon just managed to get out. “You’re gunna…do well…here.”