How Can I Ease Her Dildo Pain?

Dear Dr. Betty,
My girlfriend and I have a few sex toys, all different sizes and texture. This is her 2nd lesbian relationship, where as I have had intercourse with a man for over 8 years versus her 6 months.
The issue is that our dildos hurt her and sex with men rarely hurt her. My insecurities are going "shit, she wants a man" ...but, I would like to know what I can do to ease her pain and cause more satisfaction.
I know dildos or even fingers at times hurt me, even when I crave something inside - and I have to have her take it slow. Any advice?