If you come to an uncomfortable or painful place in your explorations, experiment with applying pressure as you inhale deeply and then releasing pressure with your exhalation, or vice versa, as you prefer.
Vaginal Massage: Journey to the Center (part 2)
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Experiment and see what works best for you.
Vaginal massage should feel good firmly or as gently as be much more tender in your approach. Press into the muscles as - if it hurts, please feels appropriate.