Ash could see that May was nervous. She had every right to be of course, this was her first big contest after all. But her being tense and wound up would do her no favors.
"I know," May said with a sigh when Ash brought up the issue, "I just can't stop thinking about what might happen, what if I mess everything up? What if my Pokemon stop trusting me because of it?"
May was clearly overreacting, even she could see that much, but her mind had run off and there was almost nothing that could reign her back in.
Key word of the sentence: almost.
Ash grinned mischievously, getting behind May. May squeaked when Ash reached around her body and began groping her chest, kissing her neck gently. This wasn't the first time they'd done things together. May had caught Ash with Brock, learned he was a C-boy, and she'd been a part of the fun ever since.
May moaned softly, squirming under Ash's touch. "N-now? Really?" May questioned through her moans, not making any attempt to pull away or move Ash's hands. "You're way too stressed out. If you don't relax, you're only going to make things worse." Ash told her, nibbling on her ear the way he'd learned drove her wild, "Plus I'm horny, so it all works out."
May chuckled at this, but couldn't fault his logic. Or rather, didn't really feel like trying to. They had about an hour until May needed to get going, and her dressing room was locked from the inside, so they were good to go.
Ash pushed his hands underneath May's shirt, feeling and massaging her chest. May's breasts weren't as big as Misty's, though Ash was not even remotely dumb enough to point that out, but they felt just as good to him. Plus May's gently, soft moans riled him up much more than Misty's.
Ash began sucking on May's neck, almost certain to leave a mark, as he let one hand trail down from her chest along her body, pausing between her legs. May shivered in anticipation, but Ash went several moments without making any motion to touch her. Right as May began to ask him why he'd stopped, Ash pushed his hand inside her shorts and pinched her clit hard, making her yelp in surprise and pleasure.
Another perk of having May as a partner as well: Ash could finally try out being more dominant rather than always being the default submissive like he was with Brock and Misty. He had to admit, he enjoyed it quite a lot.
Especially when an opportunity to tease May presented itself. Case and point, Ash continued to abuse May's clit, but made no attempt to finger her, and stopped mere moments before May would have cum. May whimpered, squirming against Ash. "You're cruel." She said, fidgeting desperately.
Ash chuckled, "You need to ask nicely~" Ash whispered to her, sending a shiver through May as she felt his breath on her neck. This wasn't the first time Ash had done this, but if May was being honest, she didn't really mind it much. She actually kind of enjoyed it.
"P-please." May managed to get out as Ash began slowly thumbing her clit, "Please fuck me Ash~ Please let me cum~" Ash grinned ear to ear, immediately pushing three fingers inside May, making her gasp in surprise again at the sudden rush of pleasure as Ash began wriggling his digits inside her pussy. "Now say thank you~" Ash instructed, kissing May's face gently as he worked his fingers inside of her.
"Th-tha-ank yo-ah!" May cried out as Ash found a particularly sensitive spot inside May's folds and promptly curled his fingers over it hard to give May as big a jolt of pleasure as possible. "Hm? What was that? I didn't quite catch it~" Ash said deviously, continuing his assault.
May groaned to herself. There wasn't really any way of punishing Ash for this. She enjoyed being submissive too much to just suddenly stop in order to prove a point, and even if she did go dominant, that wouldn't either since Ash liked being submissive to. Truly, there was no way to win. 'Oh well,' She thought to herself as more and more heat built up inside her, 'If you can't win, might as well take it like the bitch you are~'
"I-I said th-thank you." May managed after two more failed attempts at the sentence. Ash smiled, continuing to finger fuck May until her entire body began tensing up. He debated stopping again, as the look of desperation mixed with the whimper as she was denied climax would have been beautiful, but he figured May had earned her orgasm, and let her get off.
May sighed in relief after she came, panting softly for a moment before Ash held his fingers, still drenched in her cum, in front of her face. May didn't even need to ask to know that Ash wanted her to lick his fingers clean. She did so happily, taking his fingers in her mouth and sucking on them until she got all her cum. May didn't mind, she knew her cum tasted great, though not nearly as good as Ash's.
May sat panting for a moment, then got down on her knees, turning around to Ash. Ash smiled as May pulled down his pants and decidedly soaked underwear and licking her lips at the sight of his eager slit.
"You were right, I really did need that. Now how about I return the favor~?" May said, knowing she didn't really need to ask, and not waiting for an answer before she leaned forward, dragging her tongue across his slit a few times to try and repay him for the teasing before pushing her tongue passed his lips slowly.
Ash moaned softly. May always took things slower than Misty or Brock, but Ash soon learned that it was actually just as good as going rough all the way through, possibly even better at times. Not to mention May's tongue was absolute magic. She may use it slow, but she took her time and was able to seek out any and all weak or sensitive spots inside of Ash's delicate pussy and attack them mercilessly.
Even with the door closed, May was certain a few people likely heard Ash when May managed to find a single spot that made him cum instantly, causing him to cry out at the top of his lungs and drench May's face in cum.
May licked her lips clean as she went over to the washing-up area within the dressing room to get herself looking contest ready again. "Thank for that." May said with a smile, most if not all of her anxiety having melted away. Ash smiled, "Any..time.." He panted, already thinking about what he would do for her as a reward when she won her contest.