I can’t believe I’ve gotten him to say “night-night diaper”. I can’t believe I’ve gotten him relaxed enough to just let me change him on the bed before we sleep. It doesn’t need to be a whole ordeal with him blushing and turning away while trying to put it himself on in the bathroom while I’m brushing my teeth.
“Let’s get a diaper on you,” I say, resting a hand on his lower back as we leave the bathroom.
“Let’s get my night-night diaper,” he echoes as we cross the threshold into the bedroom.
“Can you get it for me?” I ask, and he dutifully opens the bottom drawer of his dresser and turns back towards me, holding it in both hands.
“Can you imagine what would happen if someone were to come over,” I say as he climbs onto the bed, “and see your diaper drawer? Maybe if my mom came over and was snooping around…”
“Stooop.”
“And learned you were still a baby…that even though you have a big job now you still need some help or else I’d wake up in a soaked bed every morning.”
“This is private…”
“I know honey. I’m just teasing.”
I push his knees back and he takes the cue and holds his legs up while I slide the diaper under him. I’m not even finished taping it on when a little spurt of pee escapes him and soaks into the padding.
“Oh baby. Why don’t you go potty before I get this on you?”
“I don’t knoww…”
“Honeypie. Do you like going pee-pee in your diaper at night?” I finish with the tapes. He lets his legs fall back onto the bed and rests one hand between his legs. I don’t say anything, watching him to see what he does next.
I watch the diaper swell under his hand.
“Peeing your diaper already?” I tut, finger on my chin. “Right in front of me? Not even trying to hide it?”
He sits up, hand still over his crotch. He moves it away, setting it on his inner thigh.
“Look at your wetness indicator. Well, I guess we don’t have to. You’re soaked.”
He glances up at me and then looks down at his diaper again.
“How often do you do it on purpose? I’ve been kind of curious…”
“Uhh. Fairly frequently…”
I love when he uses big words, even when behaving like this. And that awkward formal phrasing. Coming from someone sitting in front of me, almost naked except for his puffy diaper.
“Does fairly frequently mean every night?”
“Well, no, I…it still happens when I’m asleep, too, so…”
“Uh-huh…but you weren’t asleep just now, were you?”
“No…”
“Were you trying to turn me on? Because it’s working.” I climb onto the bed and push him down onto his back, straddling him with my crotch half a foot over his diaper, hands pushing hard into his shoulders. I shove my knee into his diapered crotch and it squishes against my jeans.
“Ohh…” is all he can say. I undo my fly with one hand and slip my fingers into my underwear, where it’s wet and slick. I rub myself, legs wiggling and shifting without me trying. I lean down and kiss him.
I plant my knees firmly on either side of his torso, kneeling over him.
“I’m going to get myself off now. Let’s see how long you can last without cumming your wet night-night diaper just from watching me, okay?”
He wiggles under me, clenching his teeth.
“I’m guessing not long,” I say, slipping my hand back down into my panties.
