Fingering problems

So every time I try to finger myself I always end up bleeding it’s happened 3 or 4 times and I don’t know what it is. After the first time I thought maybe oh it was my first time really putting anything up there and I thought I pooped my cherry and then it happened again so I thought my my nails were too long and I accidentally cut myself so the next time I tried I made sure my nails were short and stuff and I bled again. Is there something wrong? Also I’ve never had an orgasm while finger myself I mean it feels ok but nothing special.