As discussed in the post below it's a capacity issue. The practice permits two 87 foot flats carry a total of three 53 ft trailers.
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A couple clarifications:
1 - Trailers are loaded only between pairs of semi-permanently coupled flats (cars joined by a solid drawbar instead of the usual knuckle coupler as in this image). Consequently no slack action occurs between the paired cars.
2 - Modern trailers all have spring-apply/air-release parking brakes. Thus trailer's road wheels are always locked except when attached to a road tractor ard air applied to the parking brake release line. Were slack action to occur between cars it would scrub the tires each time the slack ran in/out.
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