diff --git a/db/range_del_aggregator.cc b/db/range_del_aggregator.cc
index 111f81daa..09e642bc9 100644
--- a/db/range_del_aggregator.cc
+++ b/db/range_del_aggregator.cc
@@ -480,18 +480,17 @@ Status RangeDelAggregator::AddTombstones(
       }
     }
     if (largest != nullptr) {
-      // This is subtly correct despite the discrepancy between
-      // FileMetaData::largest being inclusive while RangeTombstone::end_key_
-      // is exclusive. A tombstone will only extend past the bounds of an
-      // sstable if its end-key is the largest key in the table. If that
-      // occurs, the largest key for the table is set based on the smallest
-      // key in the next table in the level. In that case, largest->user_key()
-      // is not actually a key in the current table and thus we can use it as
-      // the exclusive end-key for the tombstone.
-      if (icmp_.user_comparator()->Compare(
-              tombstone.end_key_, largest->user_key()) > 0) {
-        // The largest key should be a tombstone sentinel key.
-        assert(GetInternalKeySeqno(largest->Encode()) == kMaxSequenceNumber);
+      // To safely truncate the range tombstone's end key, it must extend past
+      // the largest key in the sstable (which may have been extended to the
+      // smallest key in the next sstable), and largest must be a tombstone
+      // sentinel key. A range tombstone may straddle two sstables and not be
+      // the tombstone sentinel key in the first sstable if a user-key also
+      // straddles the sstables (possible if there is a snapshot between the
+      // two versions of the user-key), in which case we cannot truncate the
+      // range tombstone.
+      if (icmp_.user_comparator()->Compare(tombstone.end_key_,
+                                           largest->user_key()) > 0 &&
+          GetInternalKeySeqno(largest->Encode()) == kMaxSequenceNumber) {
         tombstone.end_key_ = largest->user_key();
       }
     }
diff --git a/db/range_del_aggregator_test.cc b/db/range_del_aggregator_test.cc
index 6b3423c2a..ab18f6d29 100644
--- a/db/range_del_aggregator_test.cc
+++ b/db/range_del_aggregator_test.cc
@@ -300,6 +300,21 @@ TEST_F(RangeDelAggregatorTest, TruncateTombstones) {
       &smallest, &largest);
 }
 
+TEST_F(RangeDelAggregatorTest, OverlappingLargestKeyTruncateTombstones) {
+  const InternalKey smallest("b", 1, kTypeRangeDeletion);
+  const InternalKey largest(
+      "e", 3,  // could happen if "e" is in consecutive sstables
+      kTypeValue);
+  VerifyRangeDels(
+      {{"a", "c", 10}, {"d", "f", 10}},
+      {{"a", 10, true},  // truncated
+       {"b", 10, false}, // not truncated
+       {"d", 10, false}, // not truncated
+       {"e", 10, false}}, // not truncated
+      {{"b", "c", 10}, {"d", "f", 10}},
+      &smallest, &largest);
+}
+
 }  // namespace rocksdb
 
 int main(int argc, char** argv) {