Yeah pussy plugs are no good unless you're wearing jeans. Even then, a little arousal and it starts to fall out.
Something secured right on the clit is best. If she's got a CHP even better.
It's fun sometimes to add the challenge of taking your fantasy out of the bedroom. It's like thinking about skydiving vs. really skydiving. You gotta get out of your head sometimes and just go have fun. After all, it just sex you know, everybody does it one way or another.
Nothing worth having isn't worth trying.