The Oldsmobile 88 (marketed from 1989 on as the Eighty Eight) is a full-size car that was sold and produced by Oldsmobile from 1949 until 1999. From 1950 to 1974, the 88 was the division's most profitable line, particularly the entry level models such as the 88 and Dynamic 88.

The 88 series was also an image leader for Oldsmobile, particularly in the early years (1949–51), when it was one of the best performing automobiles, thanks to its relatively small size, light weight, and advanced overhead-valve high-compression V8 engine. This engine, originally designed for the larger C-bodied and more luxurious 98 series, also replaced the straight-8 on the smaller B-bodied 78. With the large, high performance V8, the Oldsmobile 88 is considered by some to be the first muscle car, although this title is disputed.

Naming conventions used by GM since the 1910s for all divisions used alphanumeric designations that changed every year. Oldsmobile starting after the war changed their designations and standardized them so that the first number signified the chassis platform, while the second number signified how many cylinders. A large number of variations in nomenclature were seen over this long model run — Super, Golden Rocket, Dynamic, Jetstar, Delta, Delmont, Starfire, Holiday, LS, LSS, Celebrity, and Royale were used at various times with the 88 badge, and Fiesta appeared on some station wagons in the 1950s and 1960s. The name was more commonly shown as numerals in the earlier years ("Delta 88", for example) and was changed to spell out "Eighty Eight" starting in 1989.

Fourth generation (1959–1960)

All Oldsmobiles were completely restyled for 1959, with the 88 series given longer, lower and wider styling on a GM B-body chassis. The 88 shared its appearance with the top-model Oldsmobile 98. Styling highlights for the new models, promoted as the "Linear Look," included six-window styling on four-door pillared sedans, glassy semi-fastback rooflines on Holiday coupes and flat-blade rooflines with thin windshield and C-pillars on Holiday sedans which created a large open greenhouse effect. Two-door hardtops were called "Holiday Scenicoupes," whereas four-door hardtops were called "Holiday Sport Sedans." While many 1959 model cars featured bigger and sharper fins, Olds flattened theirs horizontally and reduced chrome from 1958 for a much cleaner look. Wheelbases on 88 models increased by one inch to 123 inches (3,124 mm).

A larger, 394 cubic-inch Rocket V8 with four-barrel carburation rated at 315 hp (235 kW) was standard on the Super 88. The lower-priced Dynamic 88 retained the two-barrel 265 hp (198 kW) 371 cubic-inch '57–58 Rocket V8, with a 300 hp (220 kW) four-barrel version optional. An unusual feature was the what was called the "Safety-Spectrum Speedometer", in which the bar that is used the measure the speed is green from speeds 0-35 mph, amber at speeds 35–65, and red at speeds about 65 mph.

A simpler but bold new grille and revised rear design with even flatter, horizontal tailfins and new taillights highlighted the 1960 makeover. Power for Super 88 models remained the same, while Dynamic 88s had their 371 ci Rocket V8 detuned to 240 hp (179 kW), where a lower compression ratio accommodated lower-priced regular gasoline. Other changes included a revised instrument panel and a slimmer transmission tunnel for improved interior space.

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