[This was a custom request] You're a brand new pokemon trainer with only one pokemon and you're searching the woods at night for more. You unfortunately stumble across Jessie, a member of Team Rocket and known for her bullying ways. She steals your pokemon and leaves you with no way to fight back - she promises to return it but only if you do whatever she says. She shows you her arse and teases you, calling you a loser. She wants you to smell her spread arsehole, deep and close. You lean in to take a whiff and she begins to get turned on seeing how pathetic you are. She insists that you lick her arsehole too and calls you names while you do it. Seeing how horny you are, she laughs at you for enjoying sniffing and licking arse - you're that desperate - so she instructs you to jerk off while you clean her sweaty arsehole with your tongue. You cum and feel slightly ashamed at yourself after all of her humiliation - what's worse - she doesn't even give you your pokemon back. You leave defeated. Later than night, you sneak back into her camp and steal your pokemon while she isn't looking. Now you're in charge - she doesn't have any other pokemon either! You strut back into camp with a smile on your face and reveal your advantage. She no longer has the same arrogance as earlier and tries to usher you away but you push her back onto the ground and spread her legs to fuck her. She's unhappy with the arrangement but doesn't stop you - instead she continues to humiliate you for your earlier acts and exclaims that you're too pathetic to be allowed to fuck like a man. You cum inside her, ignoring her pleas not to, and you're not finished. Still hard, you make her clean your cum and her pussy juice off your cock. She does so, disgusted, but begins to beg when you ask her to turn around. She spreads her arse again but this time you push into it - expelling the cum from her filled pussy. You fuck her arsehole deep and hard while she writhes and complains how much it hurts. But after a while, her ass opens up for your cock and she begins to realise how much she's enjoying it. She takes your cock and changes her tune about how pathetic you are... in fact, she starts to compliment you on how well you're fucking her. Before you know it, she's begging you to fill her stomach with cum and shouting loudly that she's an anal whore. Any pokemon she catches will be yours now... how the tables have turned!
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