Multiple-choice (MC) items are commonly used in high-stake tests. Thus, each item of such tests should be meticulously constructed to increase the accuracy of decisions based on test results. Haladyna and his colleagues (2002) addressed the valid item-writing guidelines to construct high quality MC items in order to increase test reliability and validity. However, violating these guidelines is very common in high-stake tests. This study addressed two of these guidelines: "AVOID the complex MC (Type K) format" and "Word the stem positively, avoid negatives such as "NOT" or "EXCEPT", respectively. After reviewing a total of 2,336 MC items extracted from university entrance examination (UEE) in Turkey administered over the past 15 years, we investigated impact of the violations of item-writing guidelines on test difficulty using multiple regression analysis. The findings showed that test difficulty was not statistically changed when MC items with negative stem were used in a test. They, however, indicated that the use of complex MC items has a statistically negative influence on the test difficulty. The paper concludes with possible results of the cases whereby items constructed by violating item-writing guidelines are eliminated from the test, and directions for future studies.