diff --git a/crypto/openssl/BSDmakefile b/crypto/openssl/BSDmakefile
--- a/crypto/openssl/BSDmakefile
+++ b/crypto/openssl/BSDmakefile
@@ -64,6 +64,14 @@
 	    ${LCRYPTO_DOC}/man/man1/ \
 	    ${SRCTOP}/secure/usr.bin/openssl/man
 
+	# Regenerate manpage Makefiles from the manpages themselves.
+.for man_sect in 3 5 7
+	find ${SRCTOP}/secure/lib/libcrypto/man/man${man_sect} \
+	    -name "*.${man_sect}" -type f \
+	    -exec ${LCRYPTO_SRC}/freebsd/generate_libcrypto_manpage_makefiles.py {} \; | \
+	    sort > ${SRCTOP}/secure/lib/libcrypto/man/man${man_sect}/Makefile
+.endfor
+
 
 # This doesn't use standard patching since the generated files can vary
 # depending on the host architecture.
diff --git a/crypto/openssl/freebsd/generate_libcrypto_manpage_makefiles.py b/crypto/openssl/freebsd/generate_libcrypto_manpage_makefiles.py
new file mode 100755
--- /dev/null
+++ b/crypto/openssl/freebsd/generate_libcrypto_manpage_makefiles.py
@@ -0,0 +1,97 @@
+#!/usr/bin/env python
+"""Parse manpages provided on the command line and output Makefile data for OpenSSL."""
+
+from __future__ import annotations
+
+import argparse
+import collections
+import pathlib
+import re
+import sys
+import typing
+
+if typing.TYPE_CHECKING:
+    import io
+
+
+# ruff: noqa: S101, T201
+
+IX_RE = re.compile(r'\.[iI][xX] Title ".+\s+(\d+)ossl"')
+NAME_SEP_RE = re.compile(r",\s*")
+NAME_TOKEN_TRAILING_GARBAGE_RE = re.compile(r"[^\w,\s].*")
+SH_RE = re.compile(r"\.[sS][hH]\s+(.+)")
+
+MANPAGES = []
+MANPAGE_LINKS = collections.defaultdict(list)
+
+
+def parse_manpage(manpage_fobj: io.TextIOBase) -> None:
+    """Parse a manpage for a name/links."""
+    capture_aliases = False
+    aliases = []
+    section = None
+
+    manpage_short = pathlib.Path(manpage_fobj.name).name
+    manpage_short_stem = pathlib.Path(manpage_fobj.name).stem
+
+    for line in manpage_fobj:
+        if (res := IX_RE.match(line)) is not None:
+            section = res.group(1)
+        elif (res := SH_RE.match(line)) is not None:
+            # ruff: noqa: SIM108
+            if res.group(1) == "NAME":
+                capture_aliases = True
+            else:
+                capture_aliases = False
+        else:
+            if not capture_aliases:
+                continue
+            if "-" in line:
+                capture_aliases = False
+            # ruff: noqa: PLW2901
+            line = line.rstrip()
+            # ruff: noqa: PLW2901
+            line = NAME_TOKEN_TRAILING_GARBAGE_RE.sub("", line)
+            names = [
+                match.strip()
+                for match in NAME_SEP_RE.split(line)
+                if match.strip() and match.strip() != manpage_short_stem
+            ]
+            if names:
+                aliases.extend(names)
+
+    assert not aliases or section is not None
+
+    MANPAGES.append(manpage_short)
+    MANPAGE_LINKS[manpage_short] = [
+        f"{manpage_short} {alias}.{section}"
+        for alias in aliases
+        if f"{alias}.{section}" != manpage_short
+    ]
+
+
+def main(argv: list[str] | None = None) -> int:
+    """Eponymous main."""
+    argparser = argparse.ArgumentParser()
+    argparser.add_argument(
+        "manpages",
+        metavar="MANPAGE",
+        nargs="+",
+        type=argparse.FileType("r"),
+    )
+    args = argparser.parse_args(argv)
+
+    for manpage_fobj in args.manpages:
+        with manpage_fobj:
+            parse_manpage(manpage_fobj)
+
+        for manpage in sorted(MANPAGES):
+            print(f"MAN+= {manpage}")
+            for manpage_link in sorted(MANPAGE_LINKS[manpage]):
+                print(f"MLINKS+= {manpage_link}")
+
+    return 0
+
+
+if __name__ == "__main__":
+    sys.exit(main())