In all honesty, I think your biggest results will happen by going down on her first, warm her up to the point that she will be receptive to ANYTHING. its always worked for me.
Ive always been good at first giving a nice full body massage (clothes are already off) and then after doing the back side first, flip her over and do the front, and while you are there, slowly work your way up to her pussy. Once you are there its open game... eat that chocha up!!! (romantically of course) there is a very good cunnilingus thread on here if you havent gone that route yet.
After all of this, I wouldnt see any problem with you being able to slide it in, do you?
Tell us how it goes!!