under the assumption that you're still a virgin: if you're asking this question, you're obviously in no place to be losing it. there's a saying, we preach best what we need to learn the most (or something to that affect). sexual confidence is such a struggle for me. and it really pervades into more than that, as in how i carry myself, how i am with guys, the vibe i give off in certain situations (i.e. the wrong guys can pick up on insecurity. truuust me) i think the biggest thing you need to worry about is when YOU feel right, not when the guy feels right or if the guy thinks its okay. if a guy doesn't want to have sex with you because you're a virgin at such and such age, you shouldn't be fucking him anyway.