It's a classic trope in the oneeloli genre. JS-san to OL-chan, Be Careful Onee-san, Mai-chan no Onee-san Shiiku Gohan and many more all come to mind.

I would guess because this makes the power dynamics seem less imbalanced. If the older person is completely helpless and basically at the mercy of the younger person and never really in the position to take advantage of them, it makes the concept easier to swallow for broader audiences.

Best oneeloli: oneeloli with top loli.

Time to turn more office lady salary into little girl pocket money.

Time to ask for a raise on her salary, I guess...
"But Boss, I need the money for loli cabarets!"

i have been healed

I know I shouldn't be rooting for her, but I'm kinda proud of this degenerate.

Best oneeloli: oneeloli with top loli.

What is this from?

Hmm I had kinda hoped Rin's haughty and manipulative streak would pervail a bit longer. Seems like it'll mellow out sooner rather than later.

What is this from?

Mai-chan no Onee-san Shiiku Gohan

I am not a lolicon. I think. But I also think this is darling. I think anything with love is darling.

I hope she stops holding back.

I missed this one

"I'm not a cabaret addict! I'm NOT!"

Just concede and give in to your inner demons again.

Itou Hachi & Kasuga Sunao probably best friends

Both serving time and sharing a cell

"I'm not a cabaret addict! I'm NOT!"

Just concede and give in to your inner demons again.

She is currently laying on her inner demon's lap. I am convinced that rin is an incarnation of Satan.

"I'm not a cabaret addict! I'm NOT!"

Just concede and give in to your inner demons again.

She is currently laying on her inner demon's lap. I am convinced that rin is an incarnation of Satan.