Do i have to tell the guy im a virgin?

okay well its kind of a weird situation but im 20 years old and im still a virgin. Its not religous i just havnt felt comfortable with the guys i dated ( i used to be really shy also)...But the last few months ive felt that im ready to have sex. There is this guy i really like and we are friends. Weve been hanging out a lot and we hook up and what not. I can see myself having sex with him, but i know he is "experienced." I dont know if i should tell him im a virgin. I know most girls bleed their first time so that might give it away right? Idk, like if he asks im not going to lie but i think he assumes im not, cuz i dont act like a virgin if that makes sense. I feel that im ready for this experience but i dont want to freak this guy out, im not going to be a "stage five clinger" (lol sorry for the wedding crashers reference :P)....so any advice would be appreciated.