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How on earth is it it going to fit inside?

I have recently just into my first relationship. We haven't had sex yet but I don't think it will be long as we have done all the things before.
I have masturbated before, and I am really tight. I can't seem to get a hairbrush up properly, and I know my boyfriends penis is bigger than my hairbrush handle..
He has also commented when fingering me that I am really tight.. (Although he said this is good as it will feel better for him)
So yeah basically.. How is it going to get up if I can't get the hairbrush handle up? If I keep trying it with a hairbrush will it make it easier?
How on earth is it it going to fit inside?
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