He probably wonders why you want to do it, i.e. that you think he is sub-standard or that you want to tell all your friends his exact size.
Personally, I wouldn't have the slightest problem with it. I think it's kind of cute and funny. I'd probably have you measuring it in various states of me being excited and get a good laugh out of it. But I also completely understand someone feeling insecure about it.
Is it normal for the girlfriend to measure her boyfriend's penis?
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He probably wonders why you want to do it, i.e. that you think he is sub-standard or that you want to tell all your friends his exact size.
Personally, I wouldn't have the slightest problem with it. I think it's kind of cute and funny. I'd probably have you measuring it in various states of me being excited and get a good laugh out of it. But I also completely understand someone feeling insecure about it.