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What can I say or do to make him more confident in bed?

My boyfriend has a rather large and thick penis and in his past relationships when he has tried to have sex with a woman, they have all screamed for him to pull out due to the pain. He said he is used to women just wanting to give him blow and hand jobs but never wanting sex. He and I both want to make love; but he is really afraid he is going to hurt me since I am a virgin. So, I bought a few dildos, starting small and gradually working up to his size. I have practiced every morning before work and at night. I have now become comfortable with a dildo his size and find it very pleasurable. I want to initiate love making this weekend; but I wanted to know what I can say or do during lovemaking that will boost his confidence? I want to show him that I love him and love making love to him. Thanks in advance for your advice.
What can I say or do to make him more confident in bed?
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