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Since a sharpie is quite small, there's a chance you didn't break your hymen, you may have been born without one too.
It is normal to not bleed, there are many stories of girls who have done it for their first time and never bled, and there are some who bled a lot.
I've never masturbated by myself, but in the past , boyfriend have fingered me, and I never bled.
My first time, I had one tiny little spot of blood on my panties, and that was it, so it's completely normal love, :)
Please reassure him that blood doesn't often signify the lost of virginity. :)
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Oh my God, I remember how worried I was back then when I was a teen girl and when I started to experiment with my body.
I also remember that one day I bought toys and I was masturbating. I saw blood and I stared do cry because I believed that I am not a virgin anymore. I was worried for a couple of days and then I decided to ask my sister about this. Can masturbation break virginity was the question that I asked my sis and she started to laugh in my face.
No, you can't. Sure you can break your hymen, but that doesn't mean that you are not virgin anymore. You need to have a sex to stop being virgin. Blood is a sign that your hymen is broken. That is so simple.
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