A man used to commit the crime of masturbation and when doing so would insert fingers/objects into his prostate for stimulation. He stopped this gross and big sin since but wants to know the extent of it. Is it the same sin as masturbation, or does it entail homosexuality and sodomy and are ther punishments for this? Also out of curiosity does watching homosexual imagery mean you committed homosexuality? How do you repent for these acts are there punishments (hudd etc)?

These are all considered sins, it falls under the category masturbation.

Looking at haraam whether it is men or women is also forbidden.

Repent by not going back to it.