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You're essentially getting a big chunk of indivisible white space and because of a feature of LaTeX, if the first page turns out to be overfull, a blank page is produced instead and the contents moved on to the next page, which will again be overfull. The “bbb” disappears about one meter below the bottom edge of the paper. Here's a \breakablevspace macro ...

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The vspace is one large block. So you get an overful box and the bbb is somewhere outside the page. The aaa is moved along with the space to page 2 as there is no break point before the \vspace*. To get what you want you should better use smaller vspace in a loop: \documentclass{article} \usepackage{pgffor} \begin{document} aaa \foreach\x in {1,2,...,100} ...

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