In highschool I had a few friends I shared my sissy secret with. Never went too far but was fun.
In college I had a roommatewho was 10/10, when ever I had some alone time I'd unpack my sissy stuff and fool around pretending I was with him.
The obvious happened and he walked in on me, and surprisingly was super cool with it.
So there I was slender as a rail 5'nothing, in a trashy maid costume, dildo in my lubed up ass, hair done up, makeup done up, and chocker collar with a slender chain. I offered myself to him.
He took the chain loosely at first and asked me call sorts of embarrassing questions, getting me to admit what I am and what I want. With each answer he gripped the chain tighter and pulled me in closer, bringing my head closer to his cock.
Finally nearly salivating he told me to suck and by God I did.
Cont if you more.