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If and when presented with the opportunity of intercourse, stammer first. An example would be "I know I have a condom somewhere. If she does not bring it up, ask her, "Should I use a condom?" Her reply will answer your inquiring mind. Use the condom anyways. If you are still a little freaked have lots of back up. I.E female condom in conjunction with the latex condom, lube, dental dam, Hannibal, Face and Mr. T.
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If you need all that then why on earth would you be having sex with her in the first place?....
One rule of thumb we use with anyone whether they are a single male, single female or a couple if we have any doubts about them we dont play. We come right out and ask them how many people they have played with and then we ask them how long have they been playing. Now granted they dont have to be truthful with us but we go with our gut feelings. And no matter how much we trust we always use the condom. Even if they told us they were virgins we would still use them.