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This sounds like case where you should try using lubrication of some sort, but if it is stinging when you pee I would see a gynocologist, they can give you the proper medications to put on it so you don't get an infection.
But over all, I would suggest using a water based lubrication to be sure there isn't a lot of friction going on and make sure he rubs gently...harder isn't always better ;-)
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Why do I keep bleeding when he fingers me?
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Right... I write beforee about bleeding while being fingered and it happened again tonight!!
I'm really worried because I dont know what is wrong, my boyfriend, never actually inserts his finger, I dont know why, we dont talk that openly, so he rubs my clit, and like around my hole, and up and down, but, never in, its never really hurt until after, today it did hurt a lil, and I said gentle, but, I dont know why I keep bleedin!!, and im really concerned!, I need some answers, its never hurt while he was doing it, then after he looked at his hand, and blood again!, he cleaned his hands then I went in a tried to pee, and it sting sooo much!, and the bleedin is still there, but basically stopped tbh, still very sore!, I'm worried, is this always going to happen ?:S any answered would be really appreciated!