What's next?
You give a group discount
Sam, the trader's son, was absent from the room by the time you awoke, filling you with regret. Not in his absence, far from it; you were glad to be rid of him. Too much longer, and he would likely start to get emotionally attached, and you don't have the time or energy for such things. Your regret was in your lack of vigilance and awareness. That he was able to awaken and leave without awakening you showed how vulnerable you've let yourself become. You've grown soft in your time in the surface world. Had you been back home, you never would have done this, providing your partner an opportunity to drive a dagger in your back, or worse. As you dressed for the day, you saw the purse that you'd left out, still seemingly full, meaning that Sam didn't even try to reclaim the gold he paid for sex. There was more and more of the seemingly good natured spirit about him, causing you to wonder why such a thing bothered you so much. As you finished your morning preparations, you began to think of the next steps of your larger plan. On the plus side, you have the money to buy at least a few materials and start working your business again. Living on a tight budget, using the margins to expand your inventory, you could get back to making a decent income. Unfortunately, this would be too small of a town and a market to really make that possible. A larger town would provide greater access to reagents and ingredients, as well as more customers and more demand, hopefully granting you greater profits. Getting to the place would cost some coin, especially if it's at a great distance, and you wouldn't even know where to start.
For better or worse, you knew who did.
You ignored the scowling face of the halfling owner as you left your room, who no doubt knew and disapproved of your antics last night. Walking right past him, you squinted as you opened the door, find the early morning sun immediately in your eyes. Uncomfortable for some, it was exceptionally painful for a species as yours accustomed to living in the dark, sunless places.
"Gods!" You shouted as you covered your face with your hands "What fool builds a place so as to punish their customers?" Despite your rhetorical question, you received an answer, from a familiar voice.
"Ya, that's gotta be a little different for someone like you" Turning, you see Sam, his confident smile returned, his friends once again close by, trying to wrangle their horses into the carriage for departure. "Most people coming and going from this place are at night, not at dawn, so it's not really an issue."
"Thank you for that" You groan, slightly annoyed he didn't recognize it didn't require an answer. His ignorance at times seems boundless, you thought to yourself
"You're welcome" He said, as he approached you, unaware of the sarcasm "and, thanks again, for last night I mean. That was, I don't even have the words. Best experience in my life."
You smile in reflex. Even you aren't immune to flattery "You're too kind. I hate to be the bearer of bad news, but it all goes down hill from here." You try to take a few steps away, but were intercepted.
"I don't believe that." He said with a smile "At least, it doesn't have to be. Could certainly go another round or two, if you'd like."
"I'm not surprised" You respond ambiguously "It's still in your system."
"What is?"
"The medication I gave you last night. It's supposed to reinvigorate the infirm, but it's also been found to be very potent for sexual vitality."
"You mean, that thing you gave me last night?" You give a simple nod "You mean, that's why I've been rock hard since you gave it to me."
"Indeed. I thought I would grant you a small favor. Many men's first sexual encounter is over before it starts, cumming the moment they enter their partner, and that's no fun for anyone."
"Well, I guess I owe you even more than." He rubs the back of his head nervously "Hey, does that mean you're like, a doctor or something?"
"An alchemist, actually" You shake your head briefly "Well, an out of work alchemist, if I'm honest." The vulnerability surprised even yourself; you've been well accustomed to keeping such things close to the chest, with no real reason this human of all people would be the one to open up to.
"Oh. Sorry. I guess that's why you didn't talk about it last night."
"It's fine, don't worry about it." You replied quickly as you raised your hands "If it's all the same though, I should probably be on my way."
"I understand. Maybe we'll see each other again." Sam said as you walked away. You gave no reply as you turned away, making it less than ten paces before you heard his rushed footsteps.
"Hey, Missy! Wait!" You stop and turn around and see him race towards you "I had an idea. A way we could benefit from each other."
"Yes?" You asked as you crossed your arms in front of your chest "Go on."
"Our destination is a big city. I'm sure you could set up shop there pretty easily. Why don't you travel with us in our carriage?"
You nodded gently "I would normally say that it is exceptionally generous, but I feel that there is a bargain to be made."
"Well, ya, a bit. You be the entertainment for me and my friends along the way."
You scoff at first "I'm not a bard, Sam." And try to walk past him, but he proved persistent, keeping between you and your destination.
"Come on Missy, think it through. You need money and somewhere to go. We've got both. My friends want to get laid on this trip, and you can do that."
"Fair point" You reply with a smile, and a hand extended "and you're sure your friends are willing to pay?"
"For you? Most definitely"
"Very well. I'm sure this will be great fun for everyone." You replied with a smile as you follow Sam to the carriage. Everything seemed to be in order, for the most part. The four gray horses were unanimous in their distrust of you, neighing and trying to escape their harnesses as you pass. It's frustrating to see how frequently even primitive beasts from the world above know to distrust creatures of the Underdark like you, but you remembered it's not without cause, and over before it starts. The hired driver kept them in check, all the while giving you a disapproving gaze. Gray, old, and haggered face, the chap likely has been doing this job his entire life; the tailored and clean clothing about him suggested that he's either an expensive driver, or is a coachmen for a noble house, of whom one of your new clients belongs to.
"Mister Brooks!" His voice is loud and scolding, stopping you both before entering. "That carriage is quite full, and you know this is a strictly professional venture. No filandering permitted. Your parents won't permit it."
"Oh don't be such a grump there Cornelius. This young lady's down on her luck, and we're giving her a charitable ride to the next city" Sam swiftly opens the door and pushes you in by the butt "Besides, no need to worry about space. She'll sit in someone's lap, if need be." Without waiting for any retort, he closes the door and follows you in. You giggle at the joke he made. The inside of the carriage is nice; ample space despite the number of occupants. Nearly every inch that wasn't a window or a storage was covered in a dark green padding, stitched with diagonal patterns across to keep it adhered to the wall behind. The windows, though thin to conserve weight, were large enough to provide ample viewing. Both of these would seem necessary on long trips like this to compensate for excessive boredom.
Your first time being around domesticated animals, you didn't immediately pick up on the whiny of the horses before the carriage took off. With a sudden jerk, you lost your footing and fell gracelessly into the lap of one of Sam's friends. Despite being around the same age, this young man was significantly heftier. There was strong muscle around his frame, insulated all around by a degree of body fat; the pairing of a strong appetite and the wealth to match it. Turning to see him, his eyes were soft brown, like one of the great trees after soaked in a storm, with short curly blonde hair on top.
"Hello" He said with a curious smile "quite the first impression, miss."
"Missy, actually." The motion fairly controlled, you adjust and get off of his lap "and I would think my real first impression from last night would have left a stronger impact."
"Don't wait up" One of the other young gentlemen said; a scrawny man with dark hair and severe eyes, the sort of intensity you would expect from your own species. The words triggered the memories of the larger one, his eyes narrowing for a moment.
"What's going on Sam? You really want us to believe after all your boasting earlier, that you turned a stranger into a girlfriend in the course of one night?"
"Oh come on Perry, even I'm not that arrogant." Despite his words, Sam pulls you by the hand down into his own lap, you facing the other men. You could feel his cock, poking into your butt like a dagger. "Like you heard as we came in, Missy here could use a lift, and I figured we could drop her off at her destination, so that she can get her feet back under her and set up"
"And, what business is that, exactly?" The one with severe eyes said. "Cause it seems for your business, you don't need to be on your feet so much as on your back."
"I'm an alchemist by trade, actually. Potions, elixirs, tonics, and just about anything else that comprises the natural components of the earth. But" You say as you pull away your jacket, showing your bare clothing underneath "I have been known to take the odd job on the side to make ends meet." You grind into Sam's groin in front of his friends. "Sometimes I'm on my feet, or on my knees, or on all fours." You lift yourself for a moment, allowing Sam to figure out the next step on his own, pulling his pants just enough to free his cock. Holding it by the base in your hand, you move back down slowly, giving both him and his friends a surprise as you let it slowly push its way into your ass. Your legs spread wide, you give a show to the four other men, letting them watch as you move up until just the very tip remains, and all the way down. As you went, Sam was the proper gentleman, and began to softly stroke the folds of your pussy.
"I don't believe this" One of the others let out; a particularly tall and scraggly redhead with freckles and spots running down much of his body, from what you can guess. For better or worse, he was directly across from you, making it especially unavoidable for him. "For all your big talk, you got a hooker last night, and now you're just going to show off and fuck right in front of us for days?"
"Oh come now, young sir," You let out softly as you lean forward, still working the cock beneath you. "I would never leave myself exclusive to one person, not when there's four other equally handsome men that I could also enjoy." The words stuck sharp, as he opened his eyes wide in the full realization of what was really being said. "Now, why don't you stop stewing and get those pants off, so I can show you my array of talents." The nameless redhead moved in an instant, doing exactly as you ask. All of them, in fact, are preparing their cocks for you, exactly as you had hoped and suspected. Thankfully in the middle, your hands move to either side, slowly stroking the erections on both your left and right. The man in front of you is even more impatient than Sam was last night. He grabs you by your silvery hair with both hands, and shoves his virile member into your open throat. You wrap your lips around and lash it with your tongue, as he drives it back and forth inside. Thankfully, Sam had grabbed you by your hips, guiding you up and down to his preferred rhythm. Thankfully, he moved slower and less forceful now than he had last night, allowing you both to enjoy this more. Discordant slapping sounds filled the carriage, the underlying beat to the chorus of young men's moans.
The redheaded lad in your throat didn't have the patience of his friend Sam. He was closer now to how Sam was last night. Judging by how hard he's shoved his cock down your throat, he may even have some anger issues that he needed to work out. It was his own loss, and you kept up with your sucking, burning the candle at both ends. He pulled out of your mouth with a loud groan, and in an instant, unloaded his cum on your darkened face. Your eyes close in reflex, leaving you to only imagine the smug grin that must be on his face as he looked at you, debasing someone like you.
So he would like to think, you remind yourself. Despite the appearances, you're in control of these virgins, as you like it. Whatever happens in this small space is only because you allow it, happily maintain the illusion of their superiority.
"Well, I hope you got the edge off" You say with a smile, as you slowly lift yourself off of Sam. Your ass aches in desire for its absence, and can only imagine how Sam must be feeling. "Now that we've had our introductions, what do you say we get to the real fun?" You slowly, seductively remove the rest of your clothing, and watch as these mindless fools follow suit, not doing anything without your apparent permission. It's a cluttered mess, watching them try to undress all at the same time and in such a small space. Perry, the larger one with the curly hair, commanded a great deal of space, forcing the others to wait and move around him as he undressed first. As he sat there, his larger, meaty cock proudly erect, you drop to your knees in the carriage and begin to blow him as well. Taking a moment to wipe cum from your eyes with your index fingers, you stare up at him as you apply his trade.
Perry seems to be the most mature and patient of the lot. Although he was first to undress, he made no moves towards you when you were with Sam and the others, and is content to sit there and let you do everything. He doesn't even mind that his friends cum dripped down to your lips, and is now coating his own cock, combined with your saliva. His cock was a bit of a stretch for your jaw, unsure if you could take it all the way back like you have with the others. You made a good show of it, getting it as deep as you can down your throat, your tongue sticking out underneath, escaping your lips. His patience was all the more underlined by the lack of it from the others, as you feel yourself grabbed by the waist behind you. Turning back, you clearly saw that everyone was undressed now. It's the lad with dark hair, who you had in the grip of your hands not a few minutes ago.
"Come on, whore, let's get on with it."
"Are you going to be so rude?" You ask defiantly "Not to me, but your friends here? He's been left alone all to himself this whole time, and you're just going to get in the way? I'd have hoped you knew better." You turn to your left, seeing the instigator of all of this "Sam, be a dear and lay on the floor for me. Mister Perry, I'm sure you'll know what to do next."
Sam did as asked, resting his head on his hands as he lay prostrate on the carriage floor. You straddle his waist, holding his cock up as you lower yourself onto it, moaning as you finally have a cock where it's meant to go. You lean forward, your ass showing off. Perry did pick up on what was coming next, his large size straining the feasibility of this in the carriage. His cock being well lubricated from your mouth provided the extra help, offsetting the increased size sliding into your ass. Your eyes begin to roll back as both holes get stretched by these human cocks. You smile and moan loudly as both begin to fuck you, leaving you with nowhere to go, nothing to do but sit there and take the fucking.
Well, not nothing to do. You stare at the dark haired man who had been so mean, and the last of the group, a very quiet and timid brown haired fellow who seemed the youngest of the set. You start sucking his cock while looking at the other one in spite, stroking his slowly to provide some pleasure still. If he was going to be insufferable, he would pay the consequences. You alternated between sucking one and stroking the other, but it was more emphasized on the one who didn't berate you.
All the attention and all the cocks is getting you bothered in a way you didn't expect. Your veil of professional indifference has lifted, as you quickly turn into a sweaty, moaning mess. Sam leans up to suck on your breasts and bite on your nipples. Perry's heaving thrusts into your ass are coupled with intermittent slaps of encouragement. You pause on blowing the others as you plant your hands to the floor.
"Ohhhh, fuck" You let out "That's it boys, you're about to make me cum all over your lovely human cocks. Keep going, just like that." They didn't listen well, but you wouldn't be the one to complain. Both Sam and Perry interpreted "just like that" to mean "harder", giving it to you with all they had. Your orgasm was a rush through your body, loving as you gush all over Sam below you. The immediate glow and relaxation was unfortunately wasted, as the guys who caused it continued as if nothing really happened.
Making up for lost time, you give full-throated attention to the two remaining cocks, no longer worried about being called a whore or rudeness towards others. That severe face nearly broke as he approached his own orgasm, grabbing your head like a vice grip and shoving himself deep down before pouring his cum in your throat. Perry and Sam didn't last much longer, though you inwardly applaud them both for surviving as long as they did before filling your pussy and tight ass with sticky white goodness as well. The quiet one was the last, and you made sure to give him special attention with your tongue. Holding his cock firmly in hand, you allowed him to cum on your face as well, giving a grand display for the four others who were all finished.
Each of the five lovers and customers sat back in their places in the carriage. Fully naked, their cocks all drooping in well use, cum and secretions glistening on them.
"Well done boys" You say with a passionate sigh on the floor, as you catch your breath as well. "I didn't think you would have it in you to get me to cum like that." There's a quiet and awkward pause. Light and shadow rapidly shift across your eyes, causing you to remember that you were in motion this whole time, and heading to an unknown destination. You're even surprised that the coachman driving the horses didn't stop at the first sound or hint of impropriety.
"So, boys, how long until we get to where we're going"
"Oh, that" Sam said with a smile "If we keep this pace, we can be there in two days time."
You let out a small chuckle, thinking about the implications of that. The others laugh as well, seemingly being of like mind.
This was going to be a long trip...
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