According to Blue's plans

After he has completed his own purchases, Blue leads you back out on the street. He proceeds to walk you around town for more than an hour, all the while introducing himself to all kinds of people. It feels weird to be crawling around town naked with people looking down on you. You can feel your masssive tits rubbing against your arms each time you crawl further, and the light summer breeze is a cold sensation on your wet pussy. Each time he talks to someone, Blue orders you to sit down like a good little doggy. Sometimes, he even runs his fingers through your hair caringly, as if he were calming down a dog. He would say something like, "Good girl, Princess" or "Good little doggy" everytime. It feels strange to be horny, humiliated and rewarded at the same time. Your mind has difficutlies processing this blend of emotions, so you just stop thinking about it. After a while, you get the impression that Blue has some serious networking-skills. There is no doubt in your mind that it is helpful to forge connections to all the people in power. And you are helping Blue to show of his skills as a trainer, by being paraded around as is naked little pet 'Princess'!

By the end of your walk through the streets of Viridian City, you catch yourself sitting down and presenting your head without being told. It is better to not call too much attention to yourself, anyway...

Blue is now talking to an old man who brags about his skill in catching pokemon. He even directs Blue into the underbrush to demonstrate his ball throwing technique on a caterpie. You watch on in awe. Who has ever heard of catching a pokemon without fighting it first? And in a single throw! You try to take in as much as you can, which -as you admit freely- is difficult to do while sitting down naked, collared and on a leash. Nevertheless, you believe you understand the old man's point: it is about a combination of a good angle of attack, and hitting the right spot with enough ****. You will definitely give it a try tomorrow!

The old man has convinced Blue to give his technique a try, so you are being led through the underbrush on the fringes of Viridian City. Knowing Blue, he is looking for a pokemon with some stronger type to add to his team. Now you are headed for a few tufts of tall grass. You can feel the grass brush along your your tits and belly, occasionly a few blades of grass even tickle your clit. This sucks! You just hope Blue has enough decency to avoid nettles. You dont want to imagine what they would do to your nipples or your pussy...

But you dutifully follow Blue around. A bet is a bet; disobeying the rules of the trainer's guild would mean the loss of your dreams, after all.

Finally, Blue stumbles upon a Hoothoot and manages to simultaniously knock it out and catch it with a carefully aimed pokeball to the head. "Well done, young man!" the old man compliments Blues catch. "With a sensei as skilled as you, I couldn't fail if I wanted you," Blue replies. "That is true, I guess. How about coming over to my trainer academy for a drink with your sensei?" the old man asks. And just like that, you are being lead towards your next destination: the old man's house.