Let's play it safe.

You think for a split second, your husband encourages you to have a fun night out, but he didn't really set any guidelines for what that meant or how far he wants you to go. It might be best not to push too hard too fast, and you probably won't be able to hide it from your husband if Pierre cums inside you. You tell him that would be great if he could wear one, but he checks the center console and finds the box he has in there is empty. You note that the box is for extra large condoms. Not knowing where the night would take you, you had grabbed some from your husband's nightstand earlier, just in case. You reach down to your purse and quickly pull one out, handing one to Pierre. He makes a slightly chagrined expression and says, 'I'm sorry, I don't think this will fit me.' He tries anyway, just to be polite, but you can see the tight ring that slides pretty easily over you husband can't stretch over Pierre's thick head. You'll have to make another decision.