Hello,
Thank you for writing to HCM,
Bleeding is not necessary while loosing virginity. but pain must be there while loosing virginity. So nothing to worry about it.
Bleeding should be there when your vagina skin been damaged for while because not enough space to enter penis in it. But if you enter penis very carefully than its possible to enter in vagina without any damage but pain must be there.
For relief from pain i would like to suggest you that go for foreplay and
Oral sex first before you go for intercourse because it will help for pre cum and also you and your partner will have more pleasure than normal intercourse. And due to enough amount of pre cum your vagina allows penis to enter easily and will not or light pain there.
Also you should go for different positions of sex because that also matters for pain. Use some positions in which penis easily enters in vagina and give you no pain at all.
If we talk about fingers you should enter in vagina than yes you could enter two fingers if it not hurt you. because normally it depends that vagina could allow or not.
Still if you had any queries you should go for doctor for more help.
Hope you will find it helpful.
Thanks & Regards,
Dr. Gaurav Prajapati