Sage's Anal Adventure: When Reserved Meets Enthusiastic

Sage nervously fidgeted with the hem of her shirt as she glanced over at Cater, who was completely engrossed in his phone. She took a deep breath and mustered up the courage to bring up the topic that had been on her mind all week.

"Hey, Cater?" she said softly.

Cater barely looked up from his screen. "Hmm?"

Sage rolled her eyes. "I was thinking maybe we could try something new in the bedroom."

That finally got Cater's attention. He looked up at her with a raised eyebrow. "Oh? What did you have in mind?"

Sage felt her face flush as she spoke. "Well, I was thinking maybe we could try...anal."

Cater's eyes widened in surprise, but he quickly tried to hide his reaction. "Oh, uh, sure. We can definitely try that."

Sage couldn't help but feel a little disappointed by his lackluster response. "You don't seem that excited about it," she pouted.

Cater quickly put down his phone and turned to face her. "No, no, I am! I just wasn't expecting you to bring that up, that's all."

Sage raised an eyebrow. "You're more excited about your Magicam followers than me?"

Cater looked guilty. "I'm sorry, babe. You know I love you more than anything."

Sage smiled. "I know. I just want to make sure we're both on the same page."

Cater reached out and took her hand. "Of course. I'm here for you, always."

Sage took a deep breath and explained her nervousness and hesitation about trying anal. Cater listened intently, reassuring her that they could take it slow.

"I'm just worried it's going to hurt," Sage admitted.

Cater chuckled. "I'm not that big, you know."

Sage rolled her eyes. "I know, but still. It's a new experience and I'm a little scared."

Cater squeezed her hand. "We'll take it slow, I promise. And we'll make sure to use lots of lubricant."

Sage nodded. "Okay. That makes me feel a little better."

Cater brought up the importance of communication and preparation, suggesting they do some research and buy lubricant. Sage agreed and they started searching for articles and videos about anal sex.

They made fun of the cheesy and over-the-top language used in some of the videos, laughing at the exaggerated moans and groans. Sage found a particularly ridiculous video and showed it to Cater, who couldn't stop laughing.

"This is hilarious," he said, tears streaming down his face.

Sage playfully insulted him for being immature and giggly, but secretly found it endearing. Cater suggested they practice with fingers first, to get used to the sensation and relax Sage's muscles.

Sage agreed and they started exploring each other's bodies, with Cater being gentle and attentive to Sage's reactions. She felt a mix of pleasure and discomfort, but trusted Cater and communicated her feelings openly.

Cater praised Sage for her bravery and open-mindedness, while Sage blushed and thanked him for being patient and understanding. Cater proposed they try using a small toy or plug, to further prepare Sage for the act.

Sage agreed and they ordered a discreet package online, while joking about the awkwardness of receiving and hiding it from their parents.

As they cuddled in bed, Sage couldn't help but feel excited for their new adventure. She knew it wouldn't be easy, but she trusted Cater and was ready to take the next step in their relationship.