diff --git a/src/libime/core/historybigram.cpp b/src/libime/core/historybigram.cpp
index 2df8801..93deff0 100644
--- a/src/libime/core/historybigram.cpp
+++ b/src/libime/core/historybigram.cpp
@@ -571,4 +571,14 @@ void HistoryBigram::fillPredict(std::unordered_set<std::string> &words,
             pool.fillPredict(words, lookup, maxSize);
         });
 }
+
+bool HistoryBigram::containsBigram(std::string_view prev,
+                                   std::string_view cur) const {
+    FCITX_D();
+    return std::ranges::any_of(d->pools_,
+                               [&prev, &cur](const HistoryBigramPool &pool) {
+                                   return pool.bigramFreq(prev, cur) > 0;
+                               });
+}
+
 } // namespace libime
diff --git a/src/libime/core/historybigram.h b/src/libime/core/historybigram.h
index e7b03a7..4c29bdf 100644
--- a/src/libime/core/historybigram.h
+++ b/src/libime/core/historybigram.h
@@ -57,6 +57,8 @@ class LIBIMECORE_EXPORT HistoryBigram {
                      const std::vector<std::string> &sentence,
                      size_t maxSize) const;
 
+    bool containsBigram(std::string_view prev, std::string_view cur) const;
+
 private:
     std::unique_ptr<HistoryBigramPrivate> d_ptr;
     FCITX_DECLARE_PRIVATE(HistoryBigram);
diff --git a/src/libime/core/languagemodel.cpp b/src/libime/core/languagemodel.cpp
index 72cc204..feb3865 100644
--- a/src/libime/core/languagemodel.cpp
+++ b/src/libime/core/languagemodel.cpp
@@ -5,6 +5,7 @@
  */
 
 #include "languagemodel.h"
+#include <algorithm>
 #include <cassert>
 #include <cmath>
 #include <cstdlib>
@@ -27,9 +28,11 @@
 #include "lm/config.hh"
 #include "lm/lm_exception.hh"
 #include "lm/model.hh"
+#include "lm/return.hh"
 #include "lm/state.hh"
 #include "lm/word_index.hh"
 #include "util/string_piece.hh"
+#include "utils.h"
 
 namespace libime {
 
@@ -72,6 +75,8 @@ const DATrie<float> &StaticLanguageModelFile::predictionTrie() const {
 
 static_assert(sizeof(void *) + sizeof(lm::ngram::State) <= StateSize, "Size");
 
+LanguageModelBase::~LanguageModelBase() {}
+
 bool LanguageModelBase::isNodeUnknown(const LatticeNode &node) const {
     return isUnknown(node.idx(), node.word());
 }
@@ -217,6 +222,32 @@ bool LanguageModel::isUnknown(WordIndex idx, std::string_view /*word*/) const {
     return idx == unknown();
 }
 
+unsigned int
+LanguageModel::maxNgramLength(const std::vector<std::string> &words) const {
+    FCITX_D();
+    if (!d->model()) {
+        return 0;
+    }
+    State state = nullState();
+    State outState;
+
+    unsigned int maxNgramLength = 0;
+    std::vector<WordNode> nodes;
+    for (const auto &word : words) {
+        const auto idx = index(word);
+        lm::FullScoreReturn full =
+            d->model()->FullScore(lmState(state), idx, lmState(outState));
+        unsigned int ngramLength = full.ngram_length;
+        if (ngramLength == 1 && idx == unknown()) {
+            ngramLength = 0;
+        }
+
+        maxNgramLength = std::max(maxNgramLength, ngramLength);
+        state = outState;
+    }
+    return maxNgramLength;
+}
+
 void LanguageModel::setUnknownPenalty(float unknown) {
     FCITX_D();
     d->unknown_ = unknown;
diff --git a/src/libime/core/languagemodel.h b/src/libime/core/languagemodel.h
index d16960e..a0e01aa 100644
--- a/src/libime/core/languagemodel.h
+++ b/src/libime/core/languagemodel.h
@@ -32,7 +32,7 @@ class LanguageModelResolverPrivate;
 
 class LIBIMECORE_EXPORT LanguageModelBase {
 public:
-    virtual ~LanguageModelBase() {}
+    virtual ~LanguageModelBase();
 
     virtual WordIndex beginSentence() const = 0;
     virtual WordIndex endSentence() const = 0;
@@ -89,6 +89,8 @@ class LIBIMECORE_EXPORT LanguageModel : public LanguageModelBase {
     void setUnknownPenalty(float unknown);
     float unknownPenalty() const;
 
+    unsigned int maxNgramLength(const std::vector<std::string> &words) const;
+
 private:
     std::unique_ptr<LanguageModelPrivate> d_ptr;
     FCITX_DECLARE_PRIVATE(LanguageModel);
diff --git a/src/libime/core/userlanguagemodel.cpp b/src/libime/core/userlanguagemodel.cpp
index 76e7f5b..a25814f 100644
--- a/src/libime/core/userlanguagemodel.cpp
+++ b/src/libime/core/userlanguagemodel.cpp
@@ -9,10 +9,13 @@
 #include <cassert>
 #include <cmath>
 #include <istream>
+#include <iterator>
 #include <memory>
 #include <ostream>
+#include <string>
 #include <string_view>
 #include <utility>
+#include <vector>
 #include <fcitx-utils/macros.h>
 #include "constants.h"
 #include "historybigram.h"
@@ -150,4 +153,21 @@ bool UserLanguageModel::useOnlyUnigram() const {
     FCITX_D();
     return d->useOnlyUnigram_;
 }
+
+bool UserLanguageModel::containsNonUnigram(
+    const std::vector<std::string> &words) const {
+    FCITX_D();
+    if (words.size() <= 1 || d->useOnlyUnigram_) {
+        return false;
+    }
+
+    for (auto iter = words.begin(); iter != std::prev(words.end()); ++iter) {
+        if (d->history_.containsBigram(*iter, *(std::next(iter)))) {
+            return true;
+        }
+    }
+
+    return LanguageModel::maxNgramLength(words) > 1;
+}
+
 } // namespace libime
diff --git a/src/libime/core/userlanguagemodel.h b/src/libime/core/userlanguagemodel.h
index 5b13b61..1c767b3 100644
--- a/src/libime/core/userlanguagemodel.h
+++ b/src/libime/core/userlanguagemodel.h
@@ -9,7 +9,9 @@
 #include <istream>
 #include <memory>
 #include <ostream>
+#include <string>
 #include <string_view>
+#include <vector>
 #include <fcitx-utils/macros.h>
 #include <libime/core/languagemodel.h>
 #include <libime/core/libimecore_export.h>
@@ -44,6 +46,8 @@ class LIBIMECORE_EXPORT UserLanguageModel : public LanguageModel {
                 State &out) const override;
     bool isUnknown(WordIndex idx, std::string_view view) const override;
 
+    bool containsNonUnigram(const std::vector<std::string> &words) const;
+
 private:
     std::unique_ptr<UserLanguageModelPrivate> d_ptr;
     FCITX_DECLARE_PRIVATE(UserLanguageModel);
diff --git a/src/libime/pinyin/pinyincontext.cpp b/src/libime/pinyin/pinyincontext.cpp
index 605f8d7..0fe8859 100644
--- a/src/libime/pinyin/pinyincontext.cpp
+++ b/src/libime/pinyin/pinyincontext.cpp
@@ -251,9 +251,17 @@ class PinyinContextPrivate : public fcitx::QPtrHolder<PinyinContext> {
                 totalPinyinLength += item.encodedPinyin_.size() / 2;
             }
         }
-        if (!isAllSingleWord && !hasCustom && totalPinyinLength > 4) {
-            return LearnWordResult::Ignored;
+
+        FCITX_Q();
+        if (!hasCustom) {
+            if ((!isAllSingleWord && totalPinyinLength > 4)) {
+                return LearnWordResult::Ignored;
+            }
+            if (ime_->model()->containsNonUnigram(q->selectedWords())) {
+                return LearnWordResult::Ignored;
+            }
         }
+
         for (auto &s : selected_) {
             for (auto &item : s) {
                 if (item.type_ == SelectedPinyinType::Separator) {
diff --git a/test/testpinyincontext.cpp b/test/testpinyincontext.cpp
index e1205a3..7d36e9a 100644
--- a/test/testpinyincontext.cpp
+++ b/test/testpinyincontext.cpp
@@ -285,5 +285,27 @@ int main() {
         }
     }
 
+    {
+        c.clear();
+        c.clearContextWords();
+        FCITX_ASSERT(!ime.model()->history().containsBigram("他", "爱"));
+        c.type("taai");
+        size_t i = 0;
+        for (const auto &candidate : c.candidatesToCursor()) {
+            if (candidate.toString() == "他爱") {
+                break;
+            }
+            i++;
+        }
+        FCITX_ASSERT(i < c.candidatesToCursor().size());
+        c.selectCandidatesToCursor(i);
+
+        FCITX_ASSERT(c.selected());
+        FCITX_ASSERT(c.selectedSentence() == "他爱");
+        c.learn();
+        c.clear();
+        FCITX_ASSERT(ime.model()->history().containsBigram("他", "爱"));
+    }
+
     return 0;
 }
diff --git a/test/testpinyinime_unit.cpp b/test/testpinyinime_unit.cpp
index f3b9d3b..473d5a4 100644
--- a/test/testpinyinime_unit.cpp
+++ b/test/testpinyinime_unit.cpp
@@ -8,6 +8,7 @@
 #include <iterator>
 #include <memory>
 #include <fcitx-utils/log.h>
+#include "libime/core/historybigram.h"
 #include "libime/core/userlanguagemodel.h"
 #include "libime/pinyin/pinyincontext.h"
 #include "libime/pinyin/pinyincorrectionprofile.h"
@@ -55,8 +56,8 @@ int main() {
                                          "ni'hao'zhong'guo", "你好中国"));
     c.select(std::distance(c.candidates().begin(), iter));
     c.learn();
-    FCITX_ASSERT(ime.dict()->lookupWord(PinyinDictionary::UserDict,
-                                        "ni'hao'zhong'guo", "你好中国"));
+    FCITX_ASSERT(ime.model()->history().containsBigram("你", "好"));
+    FCITX_ASSERT(ime.model()->history().containsBigram("好", "中国"));
 
     c.setUseShuangpin(true);