I have received a lot of emails from women who find themselves on a particular side of the penis size issue. They are tired of hearing their lovers continually ask if their erect cock is too small for them.
This is a delicate issue because some of these men are genuinely concerned and worried that they are indeed too small. But, as I have written before, honesty is always the best policy. Most of the women who have written me said they dismissed their worries with a quick, "It's not small!" or "size doesn't matter!". These responses are not likely to have the desired effect and will more likely lead to more worry and more questions.
There are also men who WANT to be told they have a small penis, whether they do or not. This should be treated as any other fantasy/fetish in the bedroom between two honest and consenting adults. My advice is, tell him what he wants to hear, but make sure that he plays along with any of your fantasies the next time.
But to those who are overly concerned...Here is what I would do:
Take your lover to the bedroom and ask him to remove all of his clothes while you do the same. Then ask him to lay on his back while you lie next to him and gently stroke his penis. Don't talk to him and just shush him if he begins to talk. Once he is fully erect, ask him if he thinks he has a below average penis. What ever he says, tell him that the average erect penis is about 5.5 inches in length and about 4.5 inches in girth (objective part). Then tell him what you think of his penis -- be honest! (subjective part)
Take out a fabric tape measure (which is made of cloth and not metal!) and measure his length and then his girth. If he is average to above average in both categories, you can tell him so. If he is below average in one category or both, you need to have an honest and deep discussion about his penis. Start by examining it, note every vein, mole, wrinkle, etc. You need to totally focus on his penis with your hands and words. Tell him he has a beautiful penis, one worthy of your full attention.
If your lover asks about other lovers and their cocks, be honest. If you try to shelter them from humiliation, they'll sense it, which is more humiliating than the truth.
This is something you will have to do at least four times a week for a few months. They are obsessed with the size of their penis. You need to share in that obsession for a while, too.