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"I’ve never done this before, so why don’t you do it first?" Zerena said, her voice hesitant and shy as she handed him the oil.

Max hadn’t actually done anything like this before either, but he nodded with the confidence of a man who had somehow been preparing for exactly this kind of situation his entire life.

After all, his previous life had given him plenty of theoretical knowledge. He had watched, read, and studied enough about this sort of thing to at least convince himself that he knew what he was doing.

Max took the bottle and nodded. "So, what position do you want to do it in?"

That question turned out to be another difficult one for Zerena. Her hesitation wasn’t really about the act itself anymore—it was about what it said about her.

She had spent so much time insisting that the System was perverted and that its quests were the reason she ended up doing embarrassing things. Admitting that she actually wanted to try something new would make it harder to keep that excuse intact. She didn’t want Max looking at her and thinking she was secretly just as perverted as the System she kept complaining about.

That was also why she had asked Max to finger her anus instead of doing it herself. In her mind, someone willingly doing something like that to herself sounded far more perverted than simply allowing someone else to do it.

Now she had to figure out how to actually go through with it without making herself look like she had suddenly become the kind of person she had been complaining about.

Seeing Max sitting comfortably against the bed’s headboard, Zerena let out a long sigh.

She had spent far too much time worrying about which position would make her look less perverted, but the more she thought about it, the more ridiculous the whole argument became. If she was already agreeing to let Max do something that she had spent the entire conversation calling perverted, then there probably wasn’t some magical position that would suddenly make it look innocent.

Standing? Perverted.

Leaning over? Perverted.

Lying down? Somehow still perverted.

At that point, changing positions was only going to make her more self-conscious without actually changing what they were doing.

’Fine. If I’m already crossing that line, then at least I can be comfortable while doing it.’

With that thought, Zerena finally stopped worrying about how the position might make her look and chose the most relaxed option for both of them.

Getting a finger in her anus was already perverted enough that, in Zerena’s mind, the exact position hardly mattered anymore. Once she had decided to go through with it, there was little point in worrying about which position made her look less perverted.

"Make some space for me..." she said.

She crawled toward Max, prompting him to spread his legs to give her room. Moving on all fours, she came between his legs, her breasts hanging just above the bedsheets as she shifted closer. Once she reached him, she turned around and settled herself with her butt facing him, placing her legs on either side of his waist so she could stay balanced.

She slowly lowered herself forward, settling between Max’s legs until she could comfortably rest her stomach across his thighs. As she shifted her weight to find a stable position, Max’s penis ended up pressed against her stomach.

Noticing the awkward placement, Zerena reached down and gently adjusted it, trying to move it somewhere more comfortable. Instead, the change left it resting horizontally against her stomach, with some of her weight still pressing against it.

Max didn’t really mind, though. His penis twitched against her stomach, but his attention quickly shifted to the sight of her butt resting on his lap, slightly raised as she settled into position.

It looked enormous from where he was sitting. Despite his torso being more muscular than before, it still looked relatively small compared to her broad hips and full butt, which seemed nearly as wide as his shoulders now.

And it was incredibly bouncy. Max had already had it pressed against his face earlier and had enjoyed it far too much, but he knew he was never going to get tired of it.

He grabbed it again, fondling the soft flesh in his hands before leaning forward and pressing his mouth against it. He enjoyed the softness against his lips while continuing to hold it with both hands.

Zerena bit her lip at the sensation, a strange tingling running through her body. She found it distracting, but she didn’t stop him.

Zerena was essentially lying face-down across Max’s lap. Her upper body rested forward between his legs, while her stomach and hips were supported by his thighs. Her legs were spread slightly to either side for balance, leaving her lower body positioned directly in front of him.

However, the position still didn’t make her anus easy to reach, since the fullness of her buttocks naturally obscured it between them.

Max wasn’t exactly eager to move on either. He had already been enjoying the moment, first sucking and fondling her soft body while it pressed against his stomach. Her wide thighs were just as enjoyable to touch, and he couldn’t resist running his hands over them and enjoying the softness.

He even rubbed his cheeks against her butt for a moment, clearly in no hurry to get to the next step. Only after enjoying himself for a little longer did he finally reach for the bottle of oil.

As Max looked at her sprawled out in front of him, he couldn’t help noticing how slim her waist looked compared to her broad upper back. The position gave her body a striking shape, with her back sloping downward in a soft V-like angle that made her look especially attractive from where he was sitting.

With the bottle of oil now in his hand, Max turned it upside down and squeezed gently. A thin stream of glistening oil spilled onto her butt, landing along the crease between her buttocks just below her lower back.

He had aimed slightly too high at first, causing the oil to trail down across her lower back. Max adjusted the bottle and shifted his aim until the oil followed the crease between her buttocks instead.

Zerena squirmed slightly at the sensation of the slow, cool trail. Max stopped pouring for a moment and used his hands to gently fondle her buttocks, letting the oil spread as it gradually trailed way downward.

As Max continued fondling her butt, he spread her buttocks slightly so the oil could trail farther down between them. Her buttocks naturally pressed tightly together, making it difficult for the oil to reach the area at first.

After adjusting her position a little, Max finally got a clear view of her anus from that angle.

As Max watched, a drop of oil reached the outer edge of the hairy ring, seeming to struggle against the fine hairs before another drop joined it. Together, the oil finally slipped past the little barrier of hair and reached the inner, softer and smoother ring around her anus.

The sensation made Zerena moan and shudder slightly.

"Nghhh..."

With a few more drops following, the oil continued traveling downward between her buttocks, collecting around the entrance before some of it slipped farther down along the crease beneath it. The slow, cool trail made Zerena shudder again, her thighs tightening slightly as her body reacted before she could stop it.

She clenched instinctively, then immediately relaxed when another shiver ran through her. Her breathing became noticeably uneven, and she shifted slightly on Max’s lap as the lingering sensation made her body tremble.

As Zerena clenched, the remaining oil shifted and slowly traveled downward along her body toward her lower folds. The movement brought her scent even closer to Max, filling his nose with an intoxicating smell that immediately reminded him of her earlier taste.

Even though Zerena had thoroughly licked his mouth clean, Max could still faintly remember the taste lingering on his tongue. The memory alone made him swallow and want to taste it again.

For now, though, Max’s attention remained fixed on the spot Zerena had instinctively clenched. He released one of her buttocks while keeping the other firmly held aside, then reached toward the area with his free hand. His finger brushed against the gathered oil, spreading it around the clenched area as he carefully made contact.

The moment his finger touched her, Zerena’s body twitched sharply from the sudden sensation.

"Ngh..."

Max found the skin there surprisingly smooth, soft, and slippery from the oil. It wasn’t the same as her folds, and the difference in sensation immediately caught his attention.

A wide grin spread across his face.

Once again, his new life had managed to give him something he could only have dreamed about in his previous one.

’I actually touched a woman’s anus.’

And not just any woman either.

Zerena’s, no less.

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