Scarleteen has some very relevant information about first-time sex at Ready or Not? –The Readiness Checklist and First Intercourse 101.
However, the fact that you are 14 means that you are well under the age of consent (which is 16 in Maryland). Here at Scarleteen we can't condone any illegal actions. And since your friend is significantly older than you, having sex with you could potentially get him into a lot of trouble.
Furthermore, the fact that you are so nervous but have set yourself a "deadline" for having intercourse suggests to me that you may well not be ready or may not have thought this through. So I suggest you take a good hard look at Ready or Not? –The Readiness Checklist .