AN: Okay, wow, I was unable to log into this account for the longest time and I finally was able to reset my password. So I'm back! You may all rejoice! Please read and review if you are still reading/interested in this story, so I can gauge whether it's worth it to continue after this lengthy hiatus. Thank you, and enjoy!

*WARNING: This chapter is rated M* (I have received suggestion to change the story's rating to M instead of T but the reason I don't want to do that yet is because then it won't show up in the "updated stories" section of FF and will only be visible to those that specifically search for M-rated stories. I will change the rating to M when the story is finished.)

CHAPTER SIX: LOVEMAKING

Jessie stared at her friend in disbelief.

But as she thought about it, she realized that as shocking as the news was, she didn't really mind it. In fact, she began to feel honored that he was choosing her to be his first. She even thought it probably meant that he loved her and wasn't just physically attracted to her. Which, though she wouldn't freely admit it, was something she had always wanted from a man but never experienced.

Still, she wasn't about to let an insecure sissy fuck her. That was out of the question, virgin or not. Luckily, she got an idea about how to bring back James's manly side.

"So you really are a virgin? You're twenty-years-old, and yet you still have never managed to convince some poor girl to do you a favor?" She faked a high-pitched mocking laugh. "That is truly pathetic, James, even for you!"

Finally he turned back to her, and she saw that her plan was working: anger burned in his eyes, a decidedly masculine anger. Still, he remained silent and unmoving, so she added: "But maybe it's because you never wanted a girl to do you a favor."

A derisive chuckle escaped her lips, followed by an exaggerated sigh. "See, I told Meowth you were a flaming homosexual, and it looks like I was right after all. But don't worry about it, James. We had some fun tonight, but we can chalk it up to friendly experimentation. We don't even have to ever mention it again, really. And since we didn't do anything of consequence, you can keep your precious virginity intact, and go find a real man to fuck you. As a matter of fact, I can do the same, and we'll both be better off for it."

Oh, yes, Jessie knew all the right buttons to push to enrage James into dominance, and before she could say another word, she found herself pushed down against the wooden floor of the balloon, James atop her, his hands frantically lifting her shirt up and over her head before throwing it in the pile of their mingled clothing. And although he fumbled slightly when unhooking her bra, that too was gone in a matter of seconds.

Jessie sighed happily. Her eyelids dropped to half-mast as she settled into the relief of knowing that, as usual, she was going to get exactly what she wanted.

But for once, the same could be said for James. He wasn't used to things going his way, but as he gazed into the oceanic eyes of the best-looking woman he could ever hope to be in such a situation with, he could hardly believe his luck. Then he finally glanced down at the breasts he had exposed, and he could hardly believe his hardness.

Just like everything else about her appearance, her bare breasts were perfect to James. Huge, pale, perky, only noticeably asymmetrical if you were really staring. Which he was. Until he realized that he wasn't limited to experiencing these beauties with his eyes alone, at which point he leaned down to kiss Jessie on the lips while massaging one breast in each hand.

A hum of pleasure escaped Jessie's mouth as she invited James's tongue inside once more. She could feel her nipples become sensitive and taut under her friend's fingers. Noticing this, he rubbed his thumbs over them until they were fully erect, and Jessie instinctively leaned up to diminish the gap between their bodies, rolling her hips against his as much as she could.

"Mm…someone's rather eager," James cooed, pulling away from the kiss and smirking. "You really, really, really want me to fuck you, don't you, Jessie?"

A frown and a flush spread across Jessie's face. "I could take it or leave it, James! I'm not eager or desperate!" she assured, looking away. "…But if you're going to do it, you might as well just do it already!"

"Hmm…" James continued smirking, and Jessie wished she could slap the expression off his face. "Let's see if you're telling the truth…" With that, he moved one hand down from her right breast to her pussy, sliding two fingers inside her. She couldn't help but gasp, and her whole body tensed. The smirk grew bigger, and James slid his fingers deeper inside her, exploring. "Oh, my word!"

"…What is it?"

"It's just…you're so wet! You really do want me, Jessie!"

"Oh, shut up!" Jessie snapped, hating that he could feel her heart racing under his fingertips as he continued caressing her left breast.

"Come on, just admit it!"

"No."

"Admit it, and I'll fuck you right now. I promise."

Jessie growled and turned her head to the side. James casually slid a third finger inside her, thrusting all three in and out quickly and rhythmically. Her stomach flopped with anticipation. "Oh…fine! Okay, I want you! I love you! You're the only one for me! Is that what you want to hear?!"

James stopped the movements of all his fingers, his eyes as big as saucers. "W-what?! Jessie, is that true?!"

With a roll of her eyes, Jessie leaned up to kiss her friend roughly, wrapping her legs around his waist tightly, at which point he couldn't resist his own desire anymore. He removed his fingers and replaced them with his cock, thrusting inside her wet, waiting pussy as deep as he could possibly go.

Both man and woman moaned in unison and in surprise. Jessie had been with a decent number of men before, but she had never felt this filled—and fulfilled—by a guy before, while James was shocked by just how amazing it felt to be completely enveloped by such warmness, such tightness.

He began pounding in and out of this perfect hole slowly at first, enjoying each thrust to its fullest. He watched her face carefully; her eyes were closed, her eyebrows furrowed as if she were in pain, but her mouth offering up sweet sounds of unmistakable pleasure.

His favorite sound of all came when he pulled her hands above her head and pinned her wrists to the surface beneath them. She whimpered. She whimpered! He had never seen her more vulnerable than at that random moment, and it compelled him to start pounding into her pussy faster and harder.

"Ah…James…" She breathed his name in between moans and groans and more of those delightful whimpers, and James felt himself already nearing his climax. But no, he had to hold on longer. He had to make sure she came too. A woman like Jessie would never settle for being used as a mere toy for a man, he knew that much.

But how? He had no idea how to elicit that elusive female orgasm that he had only heard about in the locker rooms at Pokemon Tech and the occasional Cosmo magazine that he skimmed in the doctor's office.

Beginning to panic, he looked down and scanned her body for some type of answer. Feeling his gaze on her, Jessie opened her eyes and instantly raised an eyebrow at the worried expression on his face. "James, don't tell me you're already…"

"N-no! I'm fine!"

Jessie sighed, entirely unconvinced, and wriggled her hands free of James's grasp. She then pushed her friend off and out of her, and before he could complain, she turned herself around on her hands and knees. "Wait a few moments and then fuck me this way," she said, glancing over her shoulder at James. "Maybe you'll be able to last a little longer."

All James could do now was stare wide-eyed at her enormous, milky-white ass. "You mean…you want me to…in your bottom?!"

"What?! Of course not! That's a privilege you have to earn!" she growled, red in the cheeks. She had never let a man have that privilege, and she wasn't about to start now. James's face dropped in disappointment. "You can still spank it though, so stop moping!"

Brightening up again, James situated himself behind the woman and slid his cock easily back into her slippery hole while resting his hands on her ass. After a few indulgent thrusts, he lifted one hand and spanked her right ass cheek gently.

"Harder," she whispered.

Obediently, James raised his hand again and smacked her ass harder, and harder, using her increasingly eager moans as direction. Soon enough, he was spanking her repeatedly and mercilessly, feeling her already sopping wet pussy become even wetter as he matched each spanking to the rhythm of his quick, rough thrusts.

His other hand instinctually moved around to grope her dangling breasts, playing with and pinching her nipples. He felt her body tremble under his touch and moved his fingers down her stomach and to her pussy until she demanded, "Stop! Right there!"

"W-what?!"

"That's my clit," she explained, assuming correctly that James had found it by serendipitous accident. "Stop there and rub it."

With only a vague understanding of what a clit even is, James decided not to question it and instead started rubbing Jessie's special spot just as hard and fast as his thrusts. He hoped this would do the trick, because he couldn't take much more of this. Trying not to cum into that sweet, sticky pussy was pure torture.

"Jessica…" he moaned, soon unable to ignore the building pressure in his stomach. He tried to hold back, he really did, but his body had a mind of its own, and without warning he came deep inside Jessie. As he released inside her, he finally found himself incapable of worrying about Jessie's pleasure, far too focused on his own. Every fiber of his body burned with a profound satisfaction he had never known.

Jessie, on the other hand, wasn't quite there yet. But she was surprised to realize that she didn't really care. As James tried to catch his breath, she pulled away from him and laid on her back once again, wrapping her arms around James's neck and pulling him to lie atop her. Their sweaty, heaving chests pressed against each other as he nuzzled his head against her shoulder.

For a few minutes, they simply laid like that in silence, until James broke the quiet by asking: "Jessie…did you…?"

After a moment of hesitation, she replied, "Look, I've always been honest with you, and I don't want what just happened to change that, so…no. I didn't get there."

"Oh," James uttered, swallowing a lump in his throat. An old all-too-familiar feeling of failure washed over him. "I…I'm sorry…"

Jessie quickly smiled and shook her head. "Don't worry about it, James! It was your first time, after all. I've been with far more experienced guys that didn't get me nearly as close as you did."

"Really?"

"Like I said, I'm always honest with you," she assured as she ran her fingers through his hair affectionately. "Besides, it's not like this is your last chance to make me orgasm. Unless…you want this to be a one-time thing?"

"What?" James suddenly sprang up, his heart only having just calmed down, only to start racing again. "No, that's not what I want at all! I want this to be a many-time thing!"

"Okay, okay, just checking! Heavens to Betsy," Jessie laughed and pulled him back down against her. He took a deep breath against her skin, inhaling the scent of her sugary perfume mixed with her sweat; it relaxed him again. "So what are we talking about here? Teammates-with-benefits? Secret lovers whenever Meowth isn't around?"

"Is that what you want?"

"Is that what you want?"

James hesitated, biting his lip. He now knew that would take sex with Jessie however he could get it, but if it were entirely up to him, he wouldn't hide it and he wouldn't compartmentalize it. The words 'boyfriend and girlfriend' danced in his mind, but so did quite a bit of doubt. The closest he had ever had to a girlfriend was Jessiebelle, and he remembered how controlled and miserable he felt when in that 'relationship'.

Then again, he couldn't really compare the two situations, could he? He hated Jessiebelle, whereas he…

"Jessie…did you mean what you said earlier?" he suddenly asked instead of answered.

She blinked. "Earlier? You must be more specific, James."

"Earlier when you said you loved me."

"Oh, that." If her face had turned red when he suggested anal sex, then the color on it now could only be described as scarlet. She turned her eyes to the side, avoiding his gaze as he looked up at her curiously. "I was just saying whatever I thought would make you fuck me."

"Isn't that what a man is supposed to do?" he asked, smirking.

"Oh, shut up! The point is that I didn't mean it, all right? I don't want you getting the wrong idea here, James. I value you as a friend and a teammate, and tonight was unexpectedly enjoyable, but don't get carried away here," she snapped, suddenly pushing him off her entirely and reaching for her clothes. "We can be friends-with-benefits, or we can forget this ever happened. Your choice."

James couldn't believe how quick the tides had changed. Only a second ago, she was playing with his hair and holding him close against her, and now? She seemed like she wanted to be as far away from him as possible. He couldn't wrap his head around it. "What? Those are the only two options?"

"Yes, and the longer you wait to decide between them, the more I'm leaning toward forgetting it completely." Her bra was now on and she was sliding her shirt over her head.

"Well, I…what if…"

Suddenly, a voice from below. "Hey! Jessie! James! Hey! Hey! Look down, ya numbskulls!"

"It's Meowth!" Jessie announced, urgently pulling on her panties and skirt before looking down from the balloon. Sure enough, the cat Pokemon was waving his paws frantically from a small hill not a yard away. "Meowth! We'll come down to get you. Just sit tight!"

James scrambled to get dressed as discreetly as possible in the corner. "What are we going to tell him?"

"Nothing. We need to figure things out for ourselves before we let him in on it, if ever. He'll only tease us, interrogate us, and make things ten times worse for us."

"Right…" James couldn't help but agree, although a part of him wished he could shout from the rooftops—or at least from the balloontops—that he had at last lost his virginity, and to a woman like Jessie no less.

In minutes, the balloon descended on the hill and Meowth climbed aboard. Only a bigger idiot than either Jessie or James wouldn't be able to tell that he was not in a cheerful mood. "What was dat?! I was down on dat hill for an hour, waitin' fer ya! What took ya so long?! And what da heck was with dat plan of yours, Jimmy? Talk about embarrassin'! You said it was guaranteed ta work, but I shoulda known betta! How could ya not realize dat Pikachu would light up the fest like dat? Huh? Didn't ya think of dat? And…"

Meowth gave pause as he really looked at his teammates for the first time since he got on the balloon. Their hair was disheveled, their clothes wrinkled, Jessie's skirt was on backwards, and James had a certain glow to his face that couldn't be missed. The cat stepped back in terror.

"…did you two play hide da salami?!"

TO BE CONTINUED

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