Awkward, but fun

"Oh uh..." John felt hesitant. The tension was palpable.

He sighed, and regained his composure.

"Yes. Let's do it."

Rachel began blushing. "Uh, oral? Doggy style? Um how should we..."

"Just do whatever you want to do, and I'll fuck you."

"Um, ok," came the response. She started moving boxes around.

John moved over to her awkwardly, and abruptly pulled her shorts all the way down. She gasped, not expecting it.

"S-sorry..." I started.

"No, my bad. I should've just...well like the girl next door. She's basically naked and slimed with everybody watching and she doesn't care." Rachel put her head down.

"Don't feel bad, we're both getting used to this," John consoled her.

John grabbed my dick in my hand and guided it underneath her crotch. But he had forgotten to move her panties out of the way. So with his other hand he quickly moved them down just enough to allow his member to slide in. Rachel winced, clearly anticipating the dick, despite trying to act like she didn't notice. The actual insertion was rough, and for an awkward minute it seemed as if it wouldn't go in. But finally it relented, and a moan from both indicated penetration had begun.

He reached around her and began groping her chest.

"Does it feel good?" he asked.

"Ummhnnhuh, I'm... I'm just doing my own thing," she attempted to refute.

Despite their maneuverings, it was simply too much for John's inexperienced dick to take. He came, grunting as he shot a load into her pussy. He pulled out as it pulsed again, spilling more of his seed, this time on her shirt. John looked at the mess he made. There was a small puddle of cum leaking into her panties, and a few drops on her shorts below them.

"Oh, I'm sorry!" came the instinctive response.

Rachel pulled her panties and shorts, semen and all. "It's ok, this is the kind of thing I need to learn to deal with now."

"Y-yeah." John hesitated, and then cleared his throat. "We just need to make sure we don't get too used to each other. Uh, we need to fuck others a lot too."

"You're right. You'll get hard again soon," she smiled. "We'll have more fun then too."