Stay with May

The adrenaline from his battle with May still surged through Em’s veins, pushing him to speak his mind.

“Would it be okay if I camped out here with you?”

May smiled brightly at Em as she smoothed out her sleeping bag.

“Sure thing! You don’t look like you have a sleeping bag though… So I guess we’ll have to share!” She patted the spot next to her on the sleeping bag, motioning for him to sit with her. Em sat and May leaned her head on his shoulder with a deep breath.

“Ever since I got my first pokemon at eighteen, I’ve dreamed about going on my journey with a bunch of close friends. There’s never really been other trainers my age around here though, I was always too young or too old to properly fit in with the kids already out on their journeys. It didn’t help that I was never confident enough to go past Route 103.” May laughed softly. “A wurmple isn’t the most reassuring pokemon to go on a journey with. But with mudkip by my side… and a capable trainer like you…”

“You really think I’m that great of a trainer?” Em spoke in the same hushed tones as May, though his heart still pounded in his chest.

“You just got that Torchic today, and already you two have bonded and grown together. It’s taken me over a month to get to that level of bond with my mudkip. And the poor baby is still only level six.”

“He’s only a six? My Blaze is a fifteen, it’s kinda surprising your mudkip lasted so long against him. I think you should give yourself a little more credit, May.”

“Fifteen? How did you get Blaze to fifteen in one day?” May stopped leaning against Em and looked at him with her brow furrowed and nose scrunched.

“We trained for hours out in the tall grass, battling almost nonstop. He was really brave, taking on challenger after challenger until the local pokemon just weren’t a challenge anymore. I think it has more to do with Blaze’s brave nature than my skill as a trainer.”

May scowled.

“You’re just being modest to make me feel better!” Her expression softened. “Thank you.”

There was a few minutes of comfortable silence as May cuddled up to Em again. Blaze nuzzled up to May’s mudkip, chirping softly as he comforted his new friend. The mudkip made a gurgling sound that Em figured must be some sort of purr. That, or a growl. He really didn’t know the mudkip too well yet, but May seemed to be happy letting the pokemon cuddle so he figured the mudkip wasn’t upset.

“You know,” May broke the silence, “ever since the League released the CC’s there’s been contra berries sprouting up everywhere. The newer trainers have been planting them all along the Routes, and Gym Leaders have been planting them outside their gyms.”

She leaned back and reached into some foliage, and upon closer inspection Em noticed the leaves were all heart shaped. May picked a berry, it was deep purple and shaped like two hearts fused together. A contra berry, the natural contraceptive that thrived in the soft loamy soil of the Hoenn region. May gave Em the look again as she twisted the berry along the cleft where the two heart shapes melded, easily splitting it and offering him one half.

Heart pounding, Em accepted the berry and ate it. It was sweet, with a tangy aftertaste. May ate her half and gently wrapped her arms around Em’s neck, leaning her face close to his. They kissed softly and slowly, savoring the moment. May pulled Em on top of her as she lay back on the sleeping bag. Em ran his hands through her short brown hair, careful not to yank out the bandana she’d tied into a bow on top of her head. May’s hands wandered down his back and started to pull up his shirt. Em mirrored her intentions, running his hands down May’s modest chest and squeezing gently before starting to pull her red tank top up.

They pulled away from the kiss and awkwardly tried to strip each other of their tops, fumbling around each other’s arms and giggling as they decided to just take their own tops off. May reached back and unclasped her bra as Em unbuttoned his shorts. Em was stunned by the second pair of boobs he’d ever seen, his eyes locked onto May’s chest as his face flushed even more than before. May’s face flushed in turn, her hands coming up to reflexively cover herself up.

“Darkrai, Em, you don’t need to stare so hard…”

“O-oh, I, ahaha, sorry it’s just, you’re so pretty, and I-”

May pulled Em back into a quick kiss.

“You’re too sweet, Em.”

May took his hand and guided it to her chest, squeezing her breast. She moaned softly and looked up at him with big eyes. He kissed her again, deeply this time as he reached down with his other hand and started to undo the button on her white short shorts. May moaned into the kiss as his hand pressed against her crotch, her hips bucking into his touch.

They pulled away from each other again, this time pulling their bottoms off with a sense of incredibly horny urgency. May kicked off her shoes as she pulled her short shorts all the way off, fully revealing the tight spandex shorts she wore under them. Em threw his shorts off to the side along with his shoes before pulling down his boxers and revealing his fully erect dick to the chilly night air. May turned over to lay on her stomach as she peeled her spandex shorts off, revealing that in a sense they were also her boxers, as she wore nothing underneath them. She presented her bare bubble butt to Em inch by inch as she pulled the shorts off in an adorably awkward attempt at a striptease, wiggling her hips stiffly as her shaky hands made their way down her thighs.

It did the trick for Em as he enthusiastically shuffled closer to her on his knees, lining up his dick with her skitty.

“W-wait! Em, I…” Em stopped in his tracks, pulling away slightly as May spoke. “It’s my first time, so… Please be gentle?”

Em reached out for May’s hand, interlocking his fingers with hers in a comforting gesture.

“Of course,” he reassured her. Thinking that poochy style wasn’t the best way to have a first time, Em nudged May back over.

“Em~” May moaned as he rubbed his dick up and down her lips.

He thrust into her, slowly... gently… as lovingly as a near perfect stranger could. She was warm, wet, and tight, a sensation that caused Em to moan softly. May winced, and blood trickled out of her. Em halted his advance, concern clear on his face.

“Should we stop?”

“N-no, I can do this, I just… need a minute…”

May reached for her bag, discarded off to the side in their passion. She pulled out an oran berry and ate it, giving Em a bright smile as she swallowed.

“I’m ready, Em. Show me what you’ve got!”

Em leaned over May, reaching out and pinning her arms to the ground, interlocking his fingers with hers. He kissed her passionately as he started to thrust into her at a steady slow pace, a little deeper each time. She tasted like oran, which was pretty bitter and bad to be completely honest, but Em kissed her anyway. May started to moan softly into the kiss, the pain of her first time fading quickly and the pleasure of her first time quickly rising.

Unfortunately, Em’s pleasure rose much much quicker. He pulled away from the kiss, May leaning upwards to keep contact for as long as possible.

“May, I-”

“Wha-”

“I’m-”

“Em~”

“May!”

Em came, thrusting a final time as deep as he could, spurting shot after shot as he lost strength in his arms and let his full body weight rest on May.

“Em, I… Did it really feel that good inside me?”

The adrenaline faded from Em, leaving him tired and much less willing to speak. But with May, he felt like he should.

“It really did, I’m sorry, it was really selfish of me to finish by myself.”

Em couldn’t see it, but May smiled bright and wide.

“You’ll just have to make it up to me next time.”

Em’s heart fluttered at the realization that May was sure there would be a next time.