LF & I have discussed it. I was looking at the strap-on dildo rig and the non-strap-on dildo as well so she can some enjoyment. Has anyone had experience with the non-strap-on?
You do know that during the early 1900s is was a common practice for doctors, to 'treat' what was called hysteria. And used early vibrators to accomplish the 'treatment'.
I'll bet most people who use the term sissy have no clue what it is.
a soft, timid, or oversensitive person, or a boy or man viewed as being overly interested in things traditionally associated with women.
Sounds like you're torn between it happening and not happening. Yes, you handled it badly each time, it could have been a wonderful continuing experience for you both but I think that train has left the station.
Break it down:
Is it about her having sex with some else?
Is it about making you subservient?
Is it a one time event or on going?
Is it just role play or sex talk?
You need to know what is it about to go further. It will determine your path.