[jns]

I get too scared if he says let me put my finger in, I am so sensitive down there and as a result never let him.

A finger doesn't go soft, so it may work for you to get used to the feel of something penetrating you. Since a finger is not going to get a lot of sensation, it is OK to use a lot of lube on it. Give him a manicure on that finger to make sure there are no sharp edges. Have him take his time.

The blood stains may have been from cuts, not breaking the hymen. Some women have extra thick hymens that require surgery to break.

[oldtimer]

I agree with Magnetism.
Have you tried arranging for him to massage you all over with massage oil but no touching your private parts? If it is done slowly and lovingly it should help you relax and feel in the mood. You may then find you are lubricating naturally. You can then take it from there

[goodlistener]

good answer Magnetism and i agree all the way. Feeling guilty about not being able to have sex with your guy should not be a thought. I understand that a woman can get frustrated etc but guilty is not an option.