The virginity/pain/bleeding questions have been answered countless times here at the boards. You can find the responses, of which there are many, by using the search function located at the top right corner. Answers to your questions can also be found at Sex Basics and Health FAQs.

Furthermore, your questions have also been covered in a variety of articles regarding first intercourse. Please take some time to read them.

Sex Readiness Checklist
First Intercourse 101
First Intercourse 101: Pain/Bleeding

In short, you will not necessarily feel pain or bleed when you first have intercourse. To make your first experience all the more pleasant, review the readiness checklist. All in all, everyone's experience varies.