couldn't get it in...

Okay so I lost my virginity last night, but he couldn't get it all the way in. We tried a few more times, but it just wouldn't go all the way. He's more experienced and he says it'll get better. So I guess I'm asking will it really? 
Also, I have an IUD, and he never finished. So my other question is am I gonna get pregnant? 
Any advice would help! Thanks! 

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