Learn more about her

You follow the girl to her Jeep. It's a little nicer than what most of the locals are driving, but still a bit old and banged up. Her ass and legs are more impressive than her tits. Her jean shorts and sandals are about as unremarkable as the rest of her outfit. You'd rank her around 7/10.

You decide to start with casual conversation while she drives.

"What don't you mind telling me about yourself?"

She seems to appreciate the polite phrasing. "Call me Dolores. I chose it because it's anti-interesting. My real name is Trixie but this is going to be a short conversation if you call me that. I don't get along with my mom, or really anyone else, but I live with her because she gets big payouts from my useless fucking father. I do odd jobs for the local tourism companies, mostly photos and writing guides. I don't have the patience for customer service."

You roll your eyes a bit. This girl is too boring for you to care about her daddy issues. Maybe you should have followed your dick instead of your curiosity.

"I think you should tell me more about what excites you." Shit shit ow, what the shitting hell, why did that hurt?

Dolores looks worried as you grab your head and curl up a bit, but she follows the command. "I, uh, yeah, I know I can be a bit of a downer, but I like to read some things and... uh... I explore my..." She looks at you with both shame and concern, but she can't stop. "I spend a lot of time thinking about, uh, handling pain, I guess. Are you sure you're OK?"

What is she talking about? "I have low blood pressure. I'll be fine. I--"

"Look." She seems very serious. "I don't make many friends. I don't understand how we're even having this discussion. But I'm worried we're getting away from 'light and casual' and I just... I can't."

Challenge accepted. "Yeah, sorry, but I think there are different ways to be casual. I think you know you close yourself off too much at times." More pain on the first comment than on the second. Playing with existing fears seems useful. "I think you should at least consider what you might miss out on with other people. I think you don't want opportunities to pass you by, if they seem so rare to begin with."

There wasn't too much pain in all of that but the effect is massive. Her legs tense up, her hands grab the steering wheel too hard, her eyes dart around a bit, her breathing becomes ****.

You give her one more push. "I think you should just tell me."

She seems relieved. She speaks quietly, not looking at you, but with firm determination: "There's a place we can stop up ahead, in that next group of trees. I need you to fuck my virgin asshole harder than you've ever fucked anything in your life."