Information has its price (draft)

I walked in confidently in my skimpy outfit or as confident as I could fake given how shameful this whole situation was going to be.

I looked around for the one most likely to be the boss and went down to my knees between his legs.

"I don't recall calling for a girl?" he muttered looking at one of his subordinates.

I looked up at him pretending to be clueless of who he was before saying "Th-The manager said it's on the house and wishes for you gentlemen to enjoy your stay." I said in a blushing voice barely able to keep my act together and hoping nobody noticed my slight stutter.

The boss smirked and started chuckling and the subordinates naturally joined in before he stopped, dead serious lifting my chin with a finger silencing all around.

"Your manager seems to have quite the business acumen" he said his eyes wandering down to my bulging chest barely contained by the stupidity skimpy outfit I wore.

He turned towards another men to his right standing at attention.

"Call for some more girls later can't have one serve as all here." he said before adjusting his seat making it easier for me to reach his belt.

I secretly sighed in relieve the second worse possibility being averted. Besides being caught the second worst scenario would have been taking care of all these man by myself. I shuddered at the possibility, I expected there to be a handful of subordinates at best not for a dozen to stand at attention on each side of the room.

"Now where we ?" The boss asked now totally ignoring me as I fidgeted with his belt buckle.

The men to his left repeated whatever he was going to say before I entered the private room and the conversation continued as if I wasn't even there anymore.

Having finally released the belt buckle and freed his cock I went to town sucking on it while keeping my ears open for any useful information they might spill.

I treated it like a lollipop avoiding going too deep as I didn't wanna gag on some crime bosses cock for no reason if I could avoid it, still I did my best to keep up appearances and sucked him in earnest making sure to lick his cock from top to bottom and swirl my tongue around his head to make for a pleasant experience.

I did occasionally get distracted a bit but the boss despite his fearsome demeanour didn't even put a hand on me letting me do my work in silence while he instructed his subordinates and listened to reports on various crime activities and gangs in the area.

Halfway into the conversation while I was slowly dreading that doing all this would be for nothing one of his subordinates finally mentioned the girl we had been looking for and that they had seen her fleeing towards the more crowded western part of the city the day before likely in an attempt to escape her pursuers.

"What should we do boss there is a hearty bounty on the girls capture?"

"Keep out of it, it's not worth it to get involved with matters between nobility though tell our people there to keep quiet for the time being until this matter settles."

"Should we at-least keep taps on the girl?"

"Not worth it she likely plans to sneak onto one of the boats as a blind passenger or might already be hiding in some crate labeled for shipment so we can expect more strict cargo controls for the time being, better keep any smuggle operation on hold for now and pretend like she doesn't exist it's not our place to get involved just make sure she doesn't hide on any of our ships or warehouses."

The conversation continued along other topics involving their gang and all I wanted was to stand up and run towards the docks finally having found a clue on her location but it dawned on me that it wouldn't be so easy to extricate myself now.

Unless he send me off I was expected to keep them company until the end and just standing up and going might make them suspicious.

I raked my brain for excuses when suddenly the boss pointed towards me.

I froze for a moment unsure until I noticed that he was specifically pointing towards my breasts.

Pausing I leant back a little, still kneeling between his legs, and freed my tits letting them spill out in all their glory.

Shuffling closer on my knees I let my tits envelop his cock with only its head poking up positioned right before my lips.

By know their conversation had halted and the subordinates started talking between themselves discussing something as I had spaced out for a moment.

I heard the shuffling of other girls in heels being let in to entertain the others which means now it was the time for fucking.

Shit...

He took a feel groping one of my breasts and weighting it in his hand.

"Quite the hefty pair you have here your mother's must be quite impressive as well?"

"Y-Yes" I stuttered unsure of where he was going with this.

"How old are you?"

"18..." I answered awkwardly my tits still nestled around his cock.

"I usually prefer my woman a bit more mature but given your body and those nice udders I don't mind taking you for a spin climb up" he said leaning back more for me to straddle him.

Fuck, no going out of this one now...

I stood up letting my outfit drop to the floor. Feeling entirely too exposed surrounded by a bunch of thugs. Thankfully the others girls had shuffled in taking away the attention of most of the men so at-least not all of them were now staring at my naked ass soon to be pounded into oblivion.

Awkwardly I said shuffling in place while setting a hand on my pussy: "I prefer it in my butt Sir." Nearly dying of shame from having to say it out loud.

A strange grin came onto his face as he said "Ah you are one of those ones, well I don't mind either way but next time tell your manager to give me someone that takes it in both as while I am quite understanding my boys might have ignored house rules and fucked you in whichever hole they liked. "

I nodded. Not that I had ever talk to the manager of this place as this time around I had sneaked in instead of applying for a job (being short on time). Thankfully there were others girls who for one reason or another were in the same position as me doing anal only.

Bracing myself I slowly lowered my ass onto his cock guiding it towards my butt.

Being coated with plenty of salvia helped insert it but as I hadn't done any prior preparation it would still be rough and I expected to be sore for a while after this stunt.

Going down inch by inch I stopped halfway a lovely groan escaping my lips as I took a break for a second to adjusted to his size before deliberately going up again and swaying my hips giving me some more time to prepare.

What I didn't expect were his hands going to my buttcheeks and pulling me down burrieing his cock all the way into my ass and making my eyes go wide as both pain and pleasure mixed together.

This time around he took control and dictated the pace making me ride his cock like I was his personal plaything, I trembled as I was **** to adjust in a moments notice feeling his cock stretch my poor asshole.