On a miss (Tease you/Someplace new)

She inhales through her nose, closing her eyes as she seems to calm herself down. Shiloh shifts again, blushing furiously, realizing that he must be coming off as some sort of pervy hound dog. As his shaft goes from one thigh to the other again she grabs it, jerking it up and down twice.

“We really should be going.” She stands up, tugging on his dick as she does so, forcing Shiloh onto his knees then onto his unsteady feet. She steps around him, pulling his dick to one side as she doesn’t let go, and tugs at the ropes binding his arms. He hears a tear, and then the ropes fall free. She finally lets go, leaning over to pick up her staff and gesturing for him to do the same with his own belongings.

Shiloh gathers his discarded clothing, pulling up his pants and underwear and putting his shoes back on. He inspects his bag quickly, and is pleased to see that everything is in order.

The monk walks up next to him, grabbing his hand as he places his bag over one shoulder, and guides him in the direction she came from. “There is a town an hour or so this way.” She smiles, noticing the hardness still in his pants. “Come.” She walks in front of him, leading him by one hand as her hips swing from side to side. “I will teach you more words on the way.”

She smirks over her shoulder and taps the side of her hips with her staff, making her bubble butt jiggle. “Ass”, she says, winking.

Shiloh groans. “Can we start with…” He trails off, finding himself missing a word. Finally he decides to communicate by example. “I am Shiloh.”

The monk pauses, glancing at him out of the corner of her eye. “My name”, she emphasizes the word, “is Aliatis. Aliatis Silverkin. Pleasure to meet you.”

“Pleasure to meet you”, Shiloh repeats. He now has a name for the beautiful woman, and managed to distract her from her efforts to torment him.

The two of them eventually arrive at a small town. Just beyond the tree line, after only half an hour of walking, there was another clearing, a thin river cutting through it and the town. The town, Woolhope, has basic wooden walls built around it with five towers set up on even intervals around the circular wall.

Two guards greet Aliatis as she leads Shiloh inside, both of them dressed in chainmail shirts wielding old looking axes. Aliatis leads the boy she ‘saved’ to a tavern and inn, The Chicken Rooste, where she generously buys him a room.

“I’ll pay for a week’s stay for you, foreigner, but you’ll have to figure something out after that.”

She shares a meal with him after that, and as the sun is setting they go their separate ways. Aliatis has a room in the local guildhall, though it is really just an inn with a clerk’s desk for adventurer’s to turn in loot and get quests. She makes it clear that she will pay Shiloh a visit sometime that week, but that she still has a quest in the area she has to complete.

He understands, and expresses his gratitude for all her generosity. She winks and thanks him for his own ‘generosity’.

Shiloh goes to sleep on a stiff mattress. He wakes up in the middle of the night, uncomfortable on the poorly made piece of furniture, and reaches for his bag. He thumbs through the monster manual, reading up on the various monsters, then moving on to other materials. Volo’s Guide, Mordenkainen’s Tome of Foes, and a variety of third party books as well like the Tome of Beasts and Critter Compendium.

If this place really was a D&D world, he had a useful advantage that many adventurers might not. Shiloh realized that he could take advantage of this knowledge, if it truly was as applicable as he hoped, to become an adventurer, or a business man selling information to others, or maybe even both!

A plan forming in his head, Shiloh laid back down to sleep, suddenly feeling much more comfortable than before.

(Long Rest Complete! Total of 6 XP gained today! Polyglot get! Congratulations, you’ve survived your first day, got sucked off by a bunch of goblins and fucked a monk! Wow!)