hmm...
Interesting topic...
I don't have any "trust" issues with women at all.
The key is to set "healthy" boundaries. i.e. A rubber is a healthy boundary.
Going "dutch" or taking turns paying is a healthy boundary.
Ear plugs can be a healthy boundary.
If you bump into an issue of manipulation and/or control. Remember to make her feel especially empowered, by sending her right on home. And don't answer the phone for a few days afterwards.