while(!myFeelings.Expressed) {
    if(myFeelings.time_known_other_person_without_telling > "1 year") {
        if(Question("Should I tell them?")) {
            ExpressFeelings();
            myFeelings.Expressed = true;
        } else {
            myFeelings.Expressed = false;
            myFeelings.time_known_other_person_without_telling += "1 more day";
        }
    }
}

So I'm a geek.. Sue me...