I know exactly how you feel. The first time I had sex I was sooooo scared. I also have a low tolerance for pain. My ex bf and I always tried to have sex and it never worked because it would hurt before he could even get some of him in me. Then again, he was a big boy down there. My current bf is who I lost my virginity too. He was gentle and patient. Just let him finger you gently. It might hurt a bit, but it helps to calm your mind down a bit just knowing something is in you. At least thats what my bf did for me, and when I finally agreed to having sex with him, it was easy for me, and didn't hurt at all! It felt a bit weird, but it quickly became something awesome! Trust me girl. You wont worry about the pain if he's being gentle for you, and if he's waited for ten months, then he seems like the patient gentle person.