Damn. After reading this thread, my fantasy feels downright filthy compared to most of the responses.

All my fantasies are my kinkiest/ best or I wouldn't be thinking them, lol

All of them have to do with pregnancy and sometimes trans* things, sometimes to me, sometimes other, faceless, in-body-parts (hard to describe??) people.

There's a few other bdsm sort things I've fantasized about, but not really while masturbating, just as daydreaming

It's just a BIT offensive to say that having sex with a transsexual is KINKY. When I say a bit, I mean quite a bit.

I've had many of these fantasies and some crazy ones that aren't on the list. I'm a big reader of Literotica.com and that just fuels my fantasies. I'll fess up with full disclosure...one of my fantasies is that my wife takes full control over my life, making me her sex slave, then she slowly turns me into a shemale while humiliating me publicly and with her friends as I'm forced to be subservient to them all.

breed play=)

Public bondage

This has nothing to do with any boss I've had, because I've never been sexually attracted to a boss, but I love thinking about a boss sexually harassing me and coercing me into sex even though obviously, I see that as super fucked up in the real world and creepy bosses give me the jeebies.