diff --git a/test/T351-pgpmime-mangling.sh b/test/T351-pgpmime-mangling.sh
new file mode 100755
index 00000000..f65b8a24
--- /dev/null
+++ b/test/T351-pgpmime-mangling.sh
@@ -0,0 +1,36 @@
+#!/usr/bin/env bash
+
+test_description='PGP/MIME message mangling'
+. $(dirname "$0")/test-lib.sh || exit 1
+
+add_gnupg_home
+add_email_corpus mangling
+
+bodytext='["body"][0]["content"][1]["content"]="The password is \"abcd1234!\", please do not tell anyone.\n"'
+
+test_begin_subtest "show 'Mixed-Up' mangled PGP/MIME message correctly"
+test_subtest_known_broken
+output=$(notmuch show --format=json --decrypt=true id:mixed-up@mangling.notmuchmail.org)
+test_json_nodes <<<"$output" \
+                'body:[0][0][0]'"$bodytext"
+
+test_begin_subtest "reply to 'Mixed-Up' mangled PGP/MIME message correctly"
+test_subtest_known_broken
+output=$(notmuch reply --format=json --decrypt=true id:mixed-up@mangling.notmuchmail.org)
+test_json_nodes <<<"$output" \
+                'body:["original"]'"$bodytext"
+
+test_begin_subtest "repaired 'Mixed-up' messages can be found with index.repaired=mixedup"
+test_subtest_known_broken
+output=$(notmuch search --output=messages property:index.repaired=mixedup)
+test_expect_equal "$output" id:mixed-up@mangling.notmuchmail.org
+
+test_begin_subtest "index cleartext of 'Mixed-Up' mangled PGP/MIME message"
+test_expect_success 'notmuch reindex --decrypt=true id:mixed-up@mangling.notmuchmail.org'
+
+test_begin_subtest "search cleartext of 'Mixed-Up' mangled PGP/MIME message"
+test_subtest_known_broken
+output=$(notmuch search --output=messages body:password)
+test_expect_equal "$output" id:mixed-up@mangling.notmuchmail.org
+
+test_done
diff --git a/test/corpora/mangling/mixed-up.eml b/test/corpora/mangling/mixed-up.eml
new file mode 100644
index 00000000..a09f6191
--- /dev/null
+++ b/test/corpora/mangling/mixed-up.eml
@@ -0,0 +1,33 @@
+From: test_suite@notmuchmail.org
+To: test_suite@notmuchmail.org
+Subject: Here is the password
+Date: Sat, 01 Jan 2000 12:00:00 +0000
+Message-ID: <mixed-up@mangling.notmuchmail.org>
+MIME-Version: 1.0
+Content-Type: multipart/mixed; boundary="=-=-="
+
+--=-=-=
+Content-Type: text/plain; charset="us-ascii"
+Content-Transfer-Encoding: quoted-printable
+
+
+--=-=-=
+Content-Type: application/pgp-encrypted
+Content-Transfer-Encoding: base64
+
+VmVyc2lvbjogMQ0K
+
+--=-=-=
+Content-Type: application/octet-stream
+Content-Transfer-Encoding: base64
+
+LS0tLS1CRUdJTiBQR1AgTUVTU0FHRS0tLS0tDQoNCmhJd0R4RTAyM3ExVXF4WUJCQUNwNzBlN0tQ
+eTlPWWFoZUlya0x6bWhxMWxScW15NTFhTDFqQkwwSy9xTjdyZksNCkJaRUcxY1I4amVMalRGZFBL
+UExWS0pJODByN0ZnS0kweXd2V3ZsNlIxYUUxVHk1Qm5WWFQ5WHpDckVIN2ZxQ2wNClNLSzgyRXZv
+bFhUb2hBWkhVcmg2SzY2ZVFRVFRJQUMxbjdCMEE4aEVyemtnYU00K3NlTjNMbHZlelQ2VExOS00N
+CkFUcHFzRWJNMk1WckdndzBiM29Vc0dHQVBFdDJNbWpORVlzcmlLbnF3dDZkSkRaYy8vWHloamdN
+UWF5aUQ4ZGENCk4xZ1Qzb3FndS9nS0NwQlpEWXpIZjlPdFZpMlVubEZEV3k2cnJNWkxqV0RuSXY0
+dmU5UG4vcW9sd0hWanpkSjENClpmak5DNXQwejNYQURLR3JqTjl3dXRyNHFtN1NUVzFySEFYSFA2
+OFRRVHhJMHFnSktqUFhOS1dFdzZnPQ0KPXBKRzQNCi0tLS0tRU5EIFBHUCBNRVNTQUdFLS0tLS0N
+Cg==
+--=-=-=--