Ask after that 'equipment' she mentioned

You prop yourself up on your elbows and look up at Cindy from between her thighs. After a few seconds, she opens her eyes and looks down to meet your gaze. "What? Why did you stop?" "Simple," you say, "I'm pretty sure you could do with something larger than my fingers right about now. Something long, and thick, and hard..."

"Sam! You know-" "I was talking," you interrupt, "about one of those toys you mentioned back in the bar. Obviously." She raises an eyebrow. "Riiight. Obviously." Despite Cindy's best efforts, a smile creeps onto her face. "Nightstand."

You hop off the bed and open up the nightstand as directed. Cindy wasn't kidding. There is quite the eclectic assortment of toys on display. 'On display' meaning 'strewn about haphazardly'. You pick one at random. It's a simple, bright green dildo, albeit a pretty sizable one with a bulbous head. That should do nicely. You also snag a bottle of lube. No reason to be mean, after all.

"Oooh," Cindy coos as she sees your choice, "I like that one." Clearly eager for you to resume your work, she spreads her legs wider and plants her feet on the mattress. In sharp contrast to her eagerness, you take your sweet time. You slowly move into position, on your knees between her legs. Then you 'inspect' the toy from every possible angle, occasionally glancing at Cindy who is biting her lip in anticipation. Very, very slowly, you grab the lube and apply a generous amount to the green silicone. "Hurry up alreadyyyy!" You grin at her, then bend down.

At first, you pick up where you left off before, eating her out with your arms wrapped around her thighs. Soon, though, it's time to bring the dildo to bear. You make sure to move slowly and deliberately, not touching Cindy as you reach down to grab it. You line it up, and slowly push it inside. "Oooh gooood!" You push it in as far as it will go slowly, but in one go, licking her clit all the while.

You lift up your head as you begin moving the toy in and out to look upon your prey. Cindy has her eyes squeezed shut and her face scrunched up in pleasure. She is clenching the blanket in her fists, and lets out soft whimpers with every movement of the dildo.

Your cock is by now painfully hard within the confines of your jeans, and at that moment you want nothing more than to get it out and fuck Cindy silly. Literally, in a sense. The question is: is she far enough gone to allow it? Or if she isn't, are you willing to **** the issue?