If you are trying to get pregnant, don't worry that some of the semen comes out, a lot of the sperm is already on the way upstream.
Hi there. Any time you have unprotected sex, you've risked pregnancy. It would depend on where you're at in your cycle though.
ALWAYS use a condom. Don't let anyone try to talk you out of that. If you are going to have sex you HAVE to be responsible. Respect yourself and your body. good luck