Dream Caretaker

John had been thinking about what was going to happen overnight, and he had a rather ingenious idea. "You're going to be in charge of ensuring that your boss has good dreams. Kneel."

Eve looked confused as she followed him into his bedroom, then got down on the floor, looking up at him. "Ummm... how do I do that, sir? I don't understand."

"Did you know that productivity increases by over 2% when a worker like myself has good dreams? And research shows that the most reliable way to ensure quality dreams is through a midnight orgasm. This is not sexual - it's about business efficiency. It's very simple. Throughout the night, whenever you wake up, you are going to do your best to very, very gently use whatever means to give me an orgasm while I sleep. If you wake me up, though, there is a punishment! I can't have you disturbing my sleep. You're going to have to do this gently. I don't care which body-part you use to accomplish this. But if you wake me up, there will be consequences. I'm going to have to put you back to sleep, and I wont be gentle."

Eve frowned. "Are... are you going to hit me again? Knock me out? How am I supposed to wake up if you knock me out?"

John nodded. "See, I thought about that problem. I couldn't have an alarm going off and waking me up, and I know you can't read so it's not like you can look at a clock." Eve nodded, of course she couldn't read. Why would someone in her position need to? "So I'll be using my cock both to put you to sleep and to wake you up." He laid down on the bed. "Come over here and slide my cock into your throat. I'll demonstrate."

Eve had very rapidly gotten comfortable with the feeling of John's cock in her throat over the last few hours, and so she laid down between his legs and slid his cock down her throat once more. It was starting to feel like a very familiar sensation. Slowly, gently, she started to breathe through her nose until...

John pinched her nose and she started to tense up, her airway cut off. "I want you to listen closely to me. From now on, this is how you are going to be put to sleep. It's inefficient for you to need to take time to go to sleep naturally, so that will be your reward for yourself if you manage to get me to cum without waking me up. If you do wake me up in the middle of the night, you are first going to finish your task and making me cum. When you feel like I've woken up, stop being gentle and immediately start impaling yourself as hard and as fast as you can."

Eve started to twitch... and then thrash as her body convulsed around his cock, her entire world reduced down to paying laser focus on what John was saying, doing everything she could to keep her teeth away from his dick, and - more than anything else - needing air so, so badly. John continued casually, "If you've made me cum without me waking up, then just leave my soft cock in your mouth while you go to sleep. If I've woken up, then after I cum down your throat you will do your best to get my dick hard again. Once I'm hard, grab my hand and put it on your nose. I'll probably be pretty sleepy at this point, but I'll hold your nose to suffocate you **** once more. I'll make sure to stay awake while you're going **** again, but I will start to drift a little bit at this point. Try not to thrash like this while I start to drift off. This kind of thrashing is to be avoided" John smiled at the convulsing Eve while he patted her on the head.

The thrashing slowed as Eve started to see her vision go black around the edges. She did her best to keep listening to what John was saying, and heard... " Once you've moved from asphyxiated-unconsciousness back into normal sleep, then you can be woken up by having your airway cut off - it's a really convenient trick for waking someone up. I used it back in the army awhile ago - you just cover someone's mouth and nose and they wake right up. It kinda feels awful to have it done to you, though, so watch out for that. Anyway, when my cock gets hard again while you're asleep, it will cut off your airway, you'll wake up, and then the whole process starts again. Try to get me to cum without waking up unless you want to **** like this again. But make sure that if you succeed, that you stick my soft dick back in your mouth before you to go to sleep."

The last thing Eve thought before she passed out was that she really wondered how much sleep she would really be able to get. The last thing she heard was

"This is how you'll spend every night for the foreseeable future."

After she passed out, John took a moment to massage his dick in her **** throat, jacking himself off a bit through her neck as he choked her.

He didn't have any reason to do so, really, it just seemed fun. A little bit of oxygen deprivation wouldn't kill her.

Still, John didn't want to cause any permanent damage to his new favorite toy. So he pulled out, let himself go soft, and settled down to sleep. Before he finally did so, he set the **** girl up with his soft dick resting against her tongue, ready to strangle her awake the moment her nighttime movements made him hard once more.