Hi there only recently returned and wow what an improvement well at least noone borrowed my screen name

.I can also proclaim that im holding strong at 3months free from Si

.
2months ago i met and really old school friend and we got chatting and had a great time out and about. Now i thought a the time she was single so i decided to try my luck.All seemed well till i was told she already had a other half even if he did treat her shockingly (they hadnt met in 7weeks!).
About a month ago she dumped him for good and a week later we started dating.Last wednesday things got a little more physical than i thought they would and we ended up topless and rolling all over the place

, then yesterday she confessed to being a virgin! things went further and later on we ended up sprawled across my bed wearing only panties and boxers. however its was, that 'time of the month' so i didnt really believe it'd go anywhere, still one thing leads to another and after using my thigh as a substitute i tried my fingers though only my index would fit......now i ended up covered in a fine/diluted layer of blood on my hand, though she seemed perfectly happy and quite breathless.
Now a few more lil facts;
*Im not a virgin and have never been with a virgin

.
*Shes very quite and can be fairly shy.
*We've only been together as such for a month.
*Shes seen my scars and accepts them (i can finally breath easy)
*Im really quite worried about hurting her despite her eagerness that i wont.
*I usually tease for about an hour 30mins so shall we say theres a fair bit of damp down there.
So armed with these facts can you very wise forum people give me some advice on any of the following;
)Will i cause harm if we go through with this?
)Did i break the hymen with my fingers?
)Any ideas on how to relax her down there?
)Any thoughts on how i can stop worrying about all this?
As much as i do care for her i dont want to rush this (its my longest relationship

).