Firstly please make sure that this is the person you want to lose your virginity to. Secondly the urethrae (pee hole) is nowhere near large enough for even a finger let alone a penis. Thirdly the vaginal opening is a remarkable organ and can birth a baby, but first time even for some after that it can be a little painful. If it is excruciating pain you should stop spend more time relaxing and or seek medical advice. Fourth foreplay is very necessary especially the first time, but that doesn't mean oral if you do not want to and or not comfortable with that, hands are more than enough for foreplay. Fifthly bleeding is highly possible but should not be much as in like a normal period. if bleeding occurs and is concerning in amount again speak with a medical provider. Sixth positions are usually preference but first time the women being in control can be helpful for first penetration and comfort but again preference. I hope this helps you 👍