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Don't mean to scare you but yes it is possible, however the good news is not likely. He may feel dry but the thing is if there is even the slightest amount of moisture there then the sperm can swim. Even if you had underwear on it could be unsafe. If he claims that it was dry then you might get lucky but I wouldnt try it again.
It is possible but the chances are so low that you should not even worry.
Although, I suggest you study some more and learn more about sex, reproduction, and safe sex before you continue with a sexual relationship. You should learn as much as you can before you engage in things like this so you will know what you are doing and how to be safe about it.
Answer this Question: "Could I be pregnant?"
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Could i be pregnant?
 
I'm going to look into a pregnancy test in a few weeks just to be safe, too.

Could i be pregnant?
My boyfriend and I were fooling around and he ended up rubbing his bare penis against the clitoris area of my vagina.
He never went in me and he claims he was dry, but I'm still nervous. I've heard about 1000 stories about people getting pregnant...
without intercourse and I'm furious at myself for letting things get as far as they did.
I may be getting worked up about nothing, but I'm still scared. It happened about 2 or so days ago and I just want to get some opinions on the situation.