First there should be a lot of anal foreplay ie massage of the anal sphincter (muscle at the opening). He should massage it for at least 5 minutes with lubrication and maybe even insert some fingers in. Then he should gently enter it but not all the way, bit by bit slowly...let you decide on the pace.
He should also stimulate your clitoris at the same time to get you excited and get your mind of the other things (going on at the back )
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