Yes. You're supposed to be asleep, not dead

Slowly but surely, Cindy strokes your cock to full hardness. She's basically jerking you off at this point, so it's only reasonable that you should wake up, right? You tense and groan, then open your eyes. Cindy is staring right into them, frozen in place like a deer in headlights. "Well. Good morning," you say in an amused voice. Cindy doesn't respond at first, but then a small smile creeps onto her face and she turns away from you, her hand leaving your dick. "Hi... Sorry, I shouldn't have... Fuck what am I even doing? I just..." "No need to apologize," you reassure her, gently but firmly holding her wrist. "Trust me, any time an insanely hot naked chick crawls into a guys bed and wakes him up like this, demanding an apology will be the last thing on his mind."

She sniffs. "Yeah, I guess... It's not fair of me, though. We can't... I can't... Well, the GAME! I shouldn't have done this, I'm sorry!" She starts to get up, but you grab her wrist. "Come on, Cindy, you can't just leave me like this! I know we need to be careful, but you've got to help me out here." She looks back at your cock, lying stiff against your well-defined abs. "I... Suppose not... But still... Ok, hold on a sec!"

Cindy jumps off the bed and pulls a towel out from a dresser, then kneels on the bed in between your legs. "Just let me know when you're getting close, ok?" You nod affirmatively and lie back with your hands behind your head as Cindy begins jerking you off in earnest now. She starts out slowly, but soon picks up the pace. You breathe deeply, content to let her just work her magic for now. And what magic it is! You know by reputation that Cindy has had a lot of practice at this sort of thing, but experiencing it first hand is something else entirely. She pulls out all the tricks in the book, twisting and pumping, milking and rubbing. You groan softly, which only seems to encourage her more.

"You like that, don't you?" Her voice sounds low and sultry, but you don't bother responding. The answer is obvious enough as your entire body tenses and releases in time with her movements. She's playing you like an instrument, and you are more than happy to let her. You open your eyes again and look down. Cindy smiles up at you and rises up slightly, bringing her perfect tits into full view. Damn, you're going to ravish this bitch once she's yours! "Remember, " she says, "You've got to tell me when you're getting close!"

You haven't forgotten. But are you going to? You might get lucky and shoot your load straight into her face. That seems unlikely, though, and afterwards she'd be furious. Could you even hide the fact you're about to cum when she's holding your dick with both hands? Then again, if you do warn her, she's not going to let your cum come anywhere near her. You could always just try to overpower her. You're getting pretty close. If you time it right, you could probably enslave her before she even realizes what's happening.