It was just another night hanging out for Jenny and Mike. They had known each other forever, and it had never been a big deal for her to go across the street to his house and hang out. Both of their parents trusted them together implicitly; they had been friends since before elementary school, nothing was going to happen.
They were in the den. It was half a floor up from the living room and off to the side. It wasn't private, but it was where Mike typically had his computer set up to stream movies online, in front of an old sagging couch.
The two teens were both single, for reasons neither of them could put a finger on. She was mostly slim, though she'd put on her freshman fifteen a year early. Her breasts hadn't yet filled in, and her face was still a war between acne and freckles. Mike had gone out for sports a couple times, but he was always the heavy-set one on the team. Maybe he would've been on the football team if their school had one.
Puberty really hadn't changed their friendship all that much. For a while they tried to set each other up, but things kept trailing off after a couple dates. Eventually they both just ran out of options at the local high school. Now 18, Jenny and Mike were both biding their time to go off to universities out of state and meet whole new groups of people. But until then, it was just another quiet night in the air conditioned den.
They had just finished watching the latest romantic comedy. Jenny turned to Mike and asked, "What do you want to do now?"
And then Mike leaned in kiss her. The idea hadn't really occurred to him until that moment.
Jenny saw Mike's face moving toward hers, his eyes half-closed, his lips yearning for hers. Startled, she pulled her face away from his. "Mike, what are you doing?" she asked.
He stammered for a moment. He instantly regretted the idea. Jenny saw the disappointment on his face, and her mind caught up to what was happening. Mike had really been trying to kiss her. And she knew him well enough to know he didn't settle for someone he wasn't enthused about.
Changing her mind, she asked, "Were you trying to do this?" And then she leaned over and kissed him, even more forwardly. His sharp intake of breath, his lips pressing into hers, was all the answer she needed.
Time seemed to slow as they started making out, finding how their arms fit around each other now that their embraces carried a new meaning. Fortunately Mike's parents were going to be out until midnight.
Jenny pulled away again. "Hang on, this is huge," she said. "How long have you liked me?"
"I mean, I've never not liked you," Mike tried to evade.
"I did not turn you on when we were five. How long have you LIKED me?" she asked.
Mike desperately tried to think. It had been a long time coming, and yet he hadn't known it would lead to this. Maybe it had started with the sexual dream he had about her, a year and a half before. The dream itself didn't mean anything; Mike had sexual dreams about pretty much any woman in his life, young or old. And after he dreamt about Jenny, he woke up feeling grossed out about it. Even so, his unpleasant memory of the dream had stuck with him. And then there had been the latest time he saw her in her swimsuit, when they were at the waterpark during spring break, and that was the first time he really noticed the shape of her. And of course at some point he had jacked off thinking about her, but that hardly meant anything either. He had jacked off thinking about all sorts of women he'd never be with, in all sorts of situations he'd never be in. He had even tried gay porn once, though it didn't do much for him.
"I don't know," he concluded. "Well, what about you?"
The truth was that Jenny had never really considered Mike as a potential match before, up until that attempted kiss. It was hard for her to even imagine this reconfiguration of their friendship, let alone what she might have done if it had happened sooner. But she knew it'd be cruel to say "seven minutes ago".
"I don't know either," she said with a smile. He leaned into her again, and she pulled him close as their lips met again. Eventually his lips left hers and trailed across her cheek, her ear, her neck. It made her shiver, it tickled deliciously, and she was really starting to feel warm.
"Can't believe this is happening," she said, sighing.
"I didn't expect this either," he said.
While he was busy talking, Jenny took the initiative and started kissing his collarbone, running her hands under his shirt. He giggled appreciatively, as his hands caressed her back, and then around to the front. Their lips joined again as he felt out the contours of her breasts. She was self-conscious of them, but it put her at ease that Mike was so obviously in awe of them.
It didn't take long until they were both lifting their shirts over their heads.
"So what does this make us?" Jenny asked, lucid for the moment.
"Anything you want," Mike said, kissing her. They fell back into each other's embrace, and soon her bra was unclasped and out of the way. The chill of the air conditioning made them huddle closer together on the couch even though they both felt feverishly hot. It felt nice when Mike placed a large warm hand on Jenny's thigh, and she didn't mind at all when it crept higher. She hardly had a care in the world when he lowered his mouth gently to her nipple.
They both knew a line was being crossed when his hand slipped under the folded hem of her shorts. But once they had started down this path, there was little to stop for. They knew each other so well already that it made sense that they could skip right past the getting acquainted stages, the awkward dates and intrusive texts.
Mike's free hand reached the edge of Jenny's underwear, and she used a hand to stroke the bulge in his crotch, letting him know to continue. When it proved too awkward to slip his hand any further into her garment, they laughed and breathed for a moment as they both stripped down to their underwear.
Finally Mike was able to reach Jenny's sopping wet slit, and she eagerly pressed it into his grasp. She had been fingered before, by guys who were just trying to shove their tongues down her throats and shove their everything else into her everything else. She was relieved that it was nothing like that with Mike, he was paying attention to how she responded, and she moaned into his mouth when he found her clit.
His touch was enough to drive her mad with arousal, but not enough to get her off. For that, she wondered if she'd need the erection that she freed from his boxers and started stroking. With all the precum dripping from the tip, he was getting nearly as wet as she was. She could tell he wanted it to, by the way he was thrusting into her hand, and toward her body. They were so tightly entwined, they were nearly humping each other, but the couch made it awkward to go any further. When he pulled at the waistband of her panties, she helped him pull them off, and then pulled his boxers off, leaving them both completely nude together.
Mike's eyes were wide. He knew what this might be leading to, but he didn't dare to believe it. Having felt the inside of her pussy with his fingers, he was eager to feel that with his even more sensitive appendage.
"Get down on the floor," Jenny said, and he slipped off the seat of the couch. Mike marveled at her from below as she placed a foot on either side of him.
"Are you sure you want to do this...with me?" he asked. He knew she was still a virgin, or he would have heard about it.
"Yeah, why not," she said. And then she realized that didn't sound very enthusiastic. She added, "Absolutely sure. Are you okay with your first being me?"
"Yeah," he said, blinking in disbelief.