Numerous studies have examined individuals’ minimum selling prices or certainty equivalents for lotteries as measures of preference, but few have examined maximum buying prices. Because every transaction involves a buyer as well as a seller, buyers’ pricing behavior is of interest in its own right. Two prospect theory based descriptive models of maximum buying prices-the integration and segregation models-are developed from different assumptions about cognitive encoding processes. The models were tested experimentally using an incentive-compatible cash payoff scheme in which maximum buying prices for bets and choices between bets were elicited from subjects. Surprisingly, observed maximum buying prices were far below expected values even for bets with probabilities of winning near 1.0. This suggests buyers are strongly influenced by loss aversion and that the conventional assumption that the buying price for a risky alternative is a reduction in the alternative’s payoffs fails to describe behavior. Instead, it appears subjects predominately employed a segregation encoding process in which the buying price was encoded separately from the bet’s payoffs and treated as a sure loss. However, an additional result was not explained adequately by either encoding model: Buying prices were less risk averse than choices for $3 expected value bets-creating preference reversals of the standard kind-but more risk averse for $100 expected value bets-creating reverse preference reversals. Implications for the scale compatibility principle are discussed. Two theoretical approaches are outlined which offer promise in the development of a unified model of price judgements and choice preferences under risk.