sissy's first birthday (for anon)
 

it was a calm weekend, and in a modest home, in a..not so modest neighborhood (AKA, the house was small compared to a mcmansion sizing..) a young man and his roommate/partner were preparing to go to their job together.

Kellen got himself dressed for his job turning over to his roommate/partner and saying, "Are you ready yet?"

(I'm thinking for Kellen to be openly a sissy for friends and meetups but not at work)

(fair, thinking Jacob would be not so open, but have some obvious tendencies, like a preference to pink, and wearing thin padding.)
"..almost, just getting these stubborn suit pants on." Jacob called from the next room over.

(Yeah, that would be nice as well, though given how you described the neighborhood they lived in, I'm pretty sure they have a big sissy wardrobe)

"What's keeping you man?" Kellen asked as he came into their bedroom

(right. also, edited my post to add an actual response, lol)

(Got it, edited one of my earlier posts to give a response)

he'd barge in, only to find Jacob blushing deeply, sitting down and trying to squeeze an obvious, yet not too bulky diaper into his dark pink suit pants.

"You do realize that's a bit too big for those pants do you?" Kellen asked Jacob knowing exactly what this meant for both of them

"..I..kinda..guessed that.." Jacob admitted sheepishly.

"Do you have a bigger pair of those pants or am I going to need to get you in a thinner pair of underpants?" Kellen asked Jacob as he went to the closet to look for a bigger pair of pants