There’s no good time to tell a guy you’re a virgin. First date? Too much, too soon. Wait until the third date and you risk being considered a tease. Second date? Perhaps, but at this point you’re both still fretting over whether or not to eat another piece of bread; delving into sexual histories (or lack thereof) seems a bit extreme. So: There’s no good time to tell a guy you’re a virgin. Even worse? Telling him you’re waiting until marriage.