We appreciate your concern and it clearly shows that you are very particular about having a safe sex.
We have already written about how to ask my partner to wear a condom? But that is a general one and applies to all. But this is little different in the approach as it involves using romance and right set of words that can cajole your male partner to wear a condom, even if he is unwilling to use it.
Whichever way it turns out to be, make sure he wears a condom so that safely is not compromised at any cost. You can be little assertive, if required. But taking the romantic route can be lot more effective as it can melt his heart quite easily and make him accept your demands for a safe sex.
Let us see some of the romantic ways,
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Present condoms as a gift - Wrap a condom pack in a nice gift wrap and present that as a gift. Make it look like a nice gift and decorate it nicely so that he may feel obligated to open it and use it as he has received it as a gift. Most of the times 'I don't have a condom' could be the excuse. When you give it as a gift, be may be obligated to use it. You can either choose a small pack of a particular brand or choose a large combo pack, which can last for a month or more.
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Volunteer yourself, 'Let me put it for you' - for some men, the process of putting on a condom drains the mood. So, you can do it for him. You can nicely roll it over his organ and ensure he does it with a condom on. You may need a little practice initially, but you will be an expert in the third time onwards. And practicing it is really worth it. According to sexologists, woman helping men to wear a condom is among the most romantic thing and the act can lead to increased arousal.
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Volunteer yourself to measure his size - Tell him that you are really interested to measure his organ size so that you can gift him a perfect set of condoms next time. Instead of making it a mere measuring time, you can make this into an exciting foreplay by trying to measure it without removing his underwear and it could be a great fun. He will love it in fact.
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Tell him to try different condoms to get the right size - Carry home a bunch of condoms and ask him to try different ones to get the condom that is a perfect fit for him. He may discourage you saying, my size is small and they don't make condoms to my size. Every man has a subconscious belief that their size is smaller than others. You need to be little assertive and make him try different condoms to allow him to know the brand that fits him best.