I think it matters only when your self-esteem is low, when you actually don’t know how to turn her on with your personality, and your approach to lovemaking is rigid and fearful, instead of playful and seductive.
When you are concerned with whether she will like your penis (in Tantra we call it your Lingam), your attention is actually on yourself, and not with her and how she feels.
When you are afraid that a woman might not like you because of the size of your penis,
she probably won’t. Women are very intuitive, and they perceive your fear. As you know, fear is never a turn on.
When you know how to pay attention to a women and use your penis well, you
will turn her on so much that she can’t wait to feel you inside of her. By this time, her vaginal muscles will be squeezing your penis so strongly, that you will feel your size is more than enough.
I see professionally many women — and many say that men with large penises are lousy lovers. and that they prefer a man who knows how to make them feel good with attention, romance, and great foreplay.
Perhaps men who are well-endowed think their big penis is enough to make a woman happy and they don’t put much effort in the foreplay.
So sometimes size matters – but maybe not the way you thought.