Practice makes perfect

"I'd like that," you admit, your voice barely above a whisper. "Show me how to prepare."

Jen's face lights up with a mixture of excitement and tenderness. "You won't regret it." She disappears into her room and returns moments later carrying a small case. "My treasure chest," she explains with a wink.

She places the case on your bed and opens it, revealing an assortment of toys in graduated sizes, along with bottles of lubricant. "First rule of anal play”you can never have too much lube."

You pick up your phone. "Would it be okay if we film this? I could send it to Alex..."

"God, yes," Jen breathes, already setting up her professional camera on its tripod. "That will drive him wild."

The red light blinks on, capturing you as Jen guides you to lie on your stomach. "We'll start slow," she promises, drizzling cool lubricant between your cheeks. "Relax and breathe."

Her fingers are gentle, circling your entrance with practiced precision. You gasp at the unfamiliar sensation, tensing briefly before remembering her instructions to relax.

"That's it," she encourages, one slender finger pressing slightly inward. "Push out a little as I push in it helps."

You follow her guidance, surprised at how the initial discomfort quickly transforms into something more complex not quite pleasure yet, but intriguing.

"How does that feel?" Jen asks, her finger moving slowly deeper.

"Strange," you admit. "But not bad. Actually... kind of good."

She laughs softly. "It gets better. Much better."

Over the next hour, Jen patiently introduces you to increasingly larger toys, praising your progress and responding to your every reaction. The camera captures it all your initial nervousness giving way to moans of genuine pleasure as you discover sensations you never imagined.

"Now for positions," Jen says, demonstrating how to angle your body for maximum comfort and penetration. "On your side like this is good for beginners. Or from behind with your chest low and ass up."

You try each position as she suggests, the camera documenting your education. When Jen suggests you practice with the largest toy—approximately Alex's size you nod eagerly.

"Fuck," you gasp as the toy slides inside you, Jen's hands steady on your hips. "That's so intense."

"Wait until it's the real thing," she whispers, leaning down to kiss your shoulder. "Alex won't know what hit him."

When you've finished practicing, Jen helps you transfer the video to your phone. "Should we add a message?" she asks with a mischievous smile.

"Definitely." You type quickly: "Studying hard for tonight. Hope you're ready for the final exam."

You press send, imagining Alex's reaction when he opens this explicit tutorial video in the middle of his workday. The thought makes you grin with newfound confidence.