Viridian Forest.

After showering with Blue (and getting his phone number!), where you dominated his mouth with yours, you headed out to Viridian Forest, an area that you were eagerly looking forwards to going for two reasons, first you needed a bug type to go up against Pewter's Gym Leader Brock and secondly there were a lot of young trainers (all over 18) who your Charmander should make light work of, due to his Fire-type.

As soon as you enter the forest, you come up against a young male trainer who specialized in the Bug-type Pokemon. It took you no time at all to squash his bugs with Charmander and he looked down, dejected.

"S-So, do you want money or..."

You don't answer with words, instead you place your hand on his ass and guide him to a hidden spot where you two wouldn't be disturbed. Once you were sufficiently hidden away, you dropped your pants, revealing your 8" cock to the surprised trainer. You gently pushed down on his shoulders, it didn't take him long to comprehend the instruction and he took your cock in his mouth.

After a few minutes passed and you felt yourself getting to full hardness, you gently pulled him off of your cock and took his shorts off, turning him around and getting him on his hands and knees. You knelt behind him and started eating his ass out, getting it good and wet for you to fuck him. When you stood up, he looked back at you and whimpered that he was a virgin.

"Don't worry, I'll be gentle."

You take hold of your cock and line it up.

"As I push in, you push out, OK?"

He nodded as he felt you get closer, you told him when you were going to put your cockhead in and as soon as you did, you felt him pushing out, which made your penetration a lot easier. Before long, he felt your abs up against his bubble butt and let out a moan, looking back at you and smiling as he thanked you for not being an asshole and actually caring about his well-being.