How to break hymen. Deep touch sensations — pressure, massage, vibration — will be most effective. Move faster! Painful intercourse is fairly common for women anyway, and there are a handful of health conditions that can contribute to it. As for how to know if your hymen is broken, it's near impossible to see it for yourself. Break it yourself. No Guesswork. Read More. A counter-irritant is some intense stimulation elsewhere that more or less distracts your central nervous system from the sensation happening at your vagina. In other words, it doesn't block off the vagina completely. The hymen can also be broken by masturbation particularly with dildos or vibrators and by the use of tampons.