Ass route, though he's a little too into it.

You hike your dress up a little to prepare, the hem barely coming down halfway over the globes of your ass now. While you stalk the pair through the forested area you come to a conclusion, despite the fact that they're farmers they haven't really strayed off the path since they got here, and they don't seem inclined to seperate, so you have to improvise. You pick up a rock and wait for the pair to come to a bend in the path where you know there's a spawn for a nest of spider enemies. waiting until the pair are looking away you huck your rock in the direction of the nest, praying that this works. The rock manages to find it's target, a spider letting out a pained burbling hiss from the blow.
~PERFECT~
You think to yourself as the boisterous barbarian bitch's head snaps towards the sound with a grin, quickly followed by a battle cry and she charges directly into the brush, the rogue looking after her with a smirk, starting to follow her at a more cautious pace befitting his ranged role. Now's you chance!

You quickly hop out of your cover and try to pad silently over to him, your heart hammering and your eyes locked on the lanky adventurer's back, completely oblivious to that dry stick before it snaps under your foot and the rogue spins towards you, crossbow drawn. Though when his eyes rest on your body, ample clevage and finally your thighs and the curve of your hips he lets you see a salicious grin and slings his crossbow back to his side. Glancing towards his companions laughter he judges this his perfect opportunity.
"Oh what do we have here? A villainous monster out to **** and seduce innocent adventurers? A punishment must be handed down!" He declares, "...What?" Comes your confused reply before he dashes towards you, covering the few feet between the two of you in an instant as he grabs one of your hands and twists it up behind your back painfully, though no actual damage is registered as he marches you off the side of the road, away from the spiders and his companion, you can feel his hardening cock pressing against your nearly naked ass cheeks, so at least that part of the plan is going well as he shoves you into a clearing, finding a suitable stump and sitting down on it, pulling you over to lay on his lap, ass upthrust as your toes barely manage to brush the grass.

"Hey! What do you think you're doing?!" You demand, shocked and worried about your new predicament, though it doesn't appear that he's going to kill you.

The rogue chuckles. "Well, considering that you can talk, I'll explain your situation. Your getting a spanking for being an evil monster." He smirks, his roaming hands pulling up the hem of your dress even further and tugging the other end down to free your breasts, all the while keeping you pinned over his lap despite your new struggling and swearing, legs kicking in-effectually in the air before his palm comes up and then down on your ass with a loud CLAP causing you to squeal in pain, as a status window appears in front of you.

NEW STATUS:
Spanked
Target loses 1Hp per minute as long as they remain getting spanked to a minimum of 1Hp.

This is a SKILL!? Are you kidding me! Freaking perverted designers!

The sounds of the Rogues hand clapping against your behind coupled with your squeals and yelps echo through the forrest, every stinging slap making your ass ripple and jiggle for the adventurer's amusement, the pain building every minute until you're crying over his lap as you watch your Hp slowly and humiliatingly drop with each crack of his palm against your behind.

Hp 10/10
Crack, Clap, Yelp
Hp 9/10
Slap, Whack, Howl
Hp 7/10
Whine, Whap, Hiss
Hp 4/10
Scream, Crack, groan
Hp 1/10

Finally his relentless beating of your butt cheeks stops and he chuckles as his hand roams over your ass cheeks, soothing a little of the pain but none of the humiliation as your limp body hangs over his lap. "There, your punishment has finished." He says with a smirk, rolling you off his lap and onto the forest floor where you lay in a heap for a moment, hands grabbing and rubbing your ass, and then you hear his pants fall to the ground, his hard cock nearly a foot long and pointing at you. "Now, it's time for you to thank me for your punishment the only way that's right. With a full mouth." He grins and you gasp in suprise... mostly at how big he is. And then it hits you and you look at your skills.
Charming Kiss: You can temporarily charm a target and make it a lot more willing to listen to anything you say. Normally the target has a chance to resist, but if it is a person that is friendly towards you it is an auto-success

You look it over twice and smile as you notice it doesn't specify a kiss on the lips. You eagerly crawl forward towards him, the ranger chuckling at your newfound disposition until your lips touch the tip of his blunt cockhead, a rush of energy pouring out of your body and into his, his eyes going glassy for a moment before they return to normal, looking down at you. "Mistress, how may I serve you?" Comes his voice and you smirk when you see his stats. He's a level 15!