diff --git a/python/python/lancedb/_lancedb.pyi b/python/python/lancedb/_lancedb.pyi
index bb10e2c17..e71169624 100644
--- a/python/python/lancedb/_lancedb.pyi
+++ b/python/python/lancedb/_lancedb.pyi
@@ -1,4 +1,5 @@
-from datetime import datetime, timedelta
+from datetime import date, datetime, timedelta
+from decimal import Decimal
 from typing import Dict, List, Optional, Tuple, Any, TypedDict, Union, Literal
 
 import pyarrow as pa
@@ -53,7 +54,9 @@ class PyExpr:
     def to_sql(self) -> str: ...
 
 def expr_col(name: str) -> PyExpr: ...
-def expr_lit(value: Union[bool, int, float, str, bytes]) -> PyExpr: ...
+def expr_lit(
+    value: Union[bool, int, float, str, bytes, date, datetime, Decimal],
+) -> PyExpr: ...
 def expr_func(name: str, args: List[PyExpr]) -> PyExpr: ...
 
 class Session:
diff --git a/python/python/lancedb/expr.py b/python/python/lancedb/expr.py
index c28bc208a..e8b2d63a4 100644
--- a/python/python/lancedb/expr.py
+++ b/python/python/lancedb/expr.py
@@ -19,6 +19,8 @@ operators::
 
 from __future__ import annotations
 
+from datetime import date, datetime
+from decimal import Decimal
 from typing import Iterable, Union
 
 import pyarrow as pa
@@ -63,7 +65,7 @@ def _coerce(value: "ExprLike") -> "Expr":
 
 
 # Type alias used in annotations.
-ExprLike = Union["Expr", bool, int, float, str, bytes]
+ExprLike = Union["Expr", bool, int, float, str, bytes, date, datetime, Decimal]
 
 
 class Expr:
@@ -118,10 +120,18 @@ class Expr:
         """Logical AND (``expr_a & expr_b``)."""
         return Expr(self._inner.and_(_coerce(other)._inner))
 
+    def __rand__(self, other: ExprLike) -> "Expr":
+        """Right-hand logical AND (``True & expr``)."""
+        return Expr(_coerce(other)._inner.and_(self._inner))
+
     def __or__(self, other: "Expr") -> "Expr":
         """Logical OR (``expr_a | expr_b``)."""
         return Expr(self._inner.or_(_coerce(other)._inner))
 
+    def __ror__(self, other: ExprLike) -> "Expr":
+        """Right-hand logical OR (``False | expr``)."""
+        return Expr(_coerce(other)._inner.or_(self._inner))
+
     def __invert__(self) -> "Expr":
         """Logical NOT (``~expr``)."""
         return Expr(self._inner.not_())
@@ -266,13 +276,14 @@ def col(name: str) -> Expr:
     return Expr(expr_col(name))
 
 
-def lit(value: Union[bool, int, float, str, bytes]) -> Expr:
+def lit(value: Union[bool, int, float, str, bytes, date, datetime, Decimal]) -> Expr:
     """Create a literal (constant) value expression.
 
     Parameters
     ----------
     value:
-        A Python ``bool``, ``int``, ``float``, ``str``, or ``bytes``.
+        A Python ``bool``, ``int``, ``float``, ``str``, ``bytes``, ``date``,
+        ``datetime``, or ``Decimal``.
 
     Examples
     --------
@@ -280,6 +291,9 @@ def lit(value: Union[bool, int, float, str, bytes]) -> Expr:
     >>> col("price") * lit(1.1)
     Expr((price * 1.1))
     """
+    if not isinstance(value, (bool, int, float, str, bytes, date, datetime, Decimal)):
+        raise TypeError(f"Unsupported literal type: {type(value).__name__}")
+
     return Expr(expr_lit(value))
 
 
diff --git a/python/tests/test_expr.py b/python/python/tests/test_expr.py
similarity index 76%
rename from python/tests/test_expr.py
rename to python/python/tests/test_expr.py
index 7858995e7..6aa78943e 100644
--- a/python/tests/test_expr.py
+++ b/python/python/tests/test_expr.py
@@ -3,10 +3,14 @@
 
 """Tests for the type-safe expression builder API."""
 
-import pytest
+from datetime import date, datetime, timedelta, timezone
+from decimal import Decimal
+
 import pyarrow as pa
+import pytest
+
 import lancedb
-from lancedb.expr import Expr, col, lit, func
+from lancedb.expr import Expr, col, func, lit
 
 
 # ── unit tests for Expr construction ─────────────────────────────────────────
@@ -54,6 +58,28 @@ class TestExprConstruction:
         with pytest.raises(Exception):
             func("not_a_real_function", col("x"))
 
+    def test_lit_date(self):
+        e = lit(date(2024, 1, 1))
+        assert isinstance(e, Expr)
+
+    def test_lit_datetime(self):
+        # Naive datetime
+        e = lit(datetime(2024, 1, 1, 10, 0))
+        assert isinstance(e, Expr)
+
+    def test_lit_datetime_tz(self):
+        # Timezone-aware datetime
+        tz = timezone(timedelta(hours=5))
+        dt = datetime(2024, 1, 1, 10, 0, tzinfo=tz)
+        e = lit(dt)
+        assert isinstance(e, Expr)
+
+    def test_lit_decimal_precision(self):
+        # High precision Decimal that would be rounded if converted to float
+        d = Decimal("1.234567890123456789")
+        e = lit(d)
+        assert isinstance(e, Expr)
+
 
 class TestExprOperators:
     def test_eq_operator(self):
@@ -142,6 +168,20 @@ class TestExprOperators:
         assert isinstance(e, Expr)
         assert e.to_sql() == "(name = 'alice')"
 
+    def test_reflexive_comparisons(self):
+        # 10 < col("age") swaps to col("age") > 10
+        assert (10 < col("age")).to_sql() == "(age > 10)"
+        assert (10 <= col("age")).to_sql() == "(age >= 10)"
+        assert (10 > col("age")).to_sql() == "(age < 10)"
+        assert (10 >= col("age")).to_sql() == "(age <= 10)"
+        assert (10 == col("age")).to_sql() == "(age = 10)"
+        assert (10 != col("age")).to_sql() == "(age <> 10)"
+
+    def test_reflexive_logical(self):
+        # True & Expr calls Expr.__rand__(True)
+        assert (True & (col("age") > 18)).to_sql() == "(true AND (age > 18))"
+        assert (False | (col("age") > 18)).to_sql() == "(false OR (age > 18))"
+
 
 class TestExprBytesLiteral:
     def test_bytes_to_sql(self):
@@ -282,6 +322,40 @@ class TestExprRepr:
             {e: 1}
 
 
+class TestExprReflexive:
+    def test_reflexive_eq(self):
+        e = 1 == col("x")
+        assert isinstance(e, Expr)
+        assert e.to_sql() == "(x = 1)"
+
+    def test_reflexive_ne(self):
+        e = 1 != col("x")
+        assert isinstance(e, Expr)
+        assert e.to_sql() == "(x <> 1)"
+
+    def test_reflexive_lt(self):
+        # 1 < x  =>  (x > 1)
+        e = 1 < col("x")
+        assert isinstance(e, Expr)
+        assert e.to_sql() == "(x > 1)"
+
+    def test_reflexive_gt(self):
+        # 1 > x  =>  (x < 1)
+        e = 1 > col("x")
+        assert isinstance(e, Expr)
+        assert e.to_sql() == "(x < 1)"
+
+    def test_reflexive_and(self):
+        e = True & col("active")
+        assert isinstance(e, Expr)
+        assert e.to_sql() == "(true AND active)"
+
+    def test_reflexive_or(self):
+        e = False | col("inactive")
+        assert isinstance(e, Expr)
+        assert e.to_sql() == "(false OR inactive)"
+
+
 # ── integration tests: end-to-end query against a real table ─────────────────
 
 
@@ -432,6 +506,72 @@ class TestColNamingIntegration:
         assert sorted(result["upper_name"].to_pylist()) == ["ALICE", "BOB", "CHARLIE"]
 
 
+@pytest.fixture
+def type_check_table(tmp_path):
+    """Fixture that creates a table with Date32 and Decimal128 columns."""
+    db = lancedb.connect(str(tmp_path))
+    schema = pa.schema(
+        [
+            ("date", pa.date32()),
+            ("decimal", pa.decimal128(10, 2)),
+            ("binary", pa.binary()),
+        ]
+    )
+    data = pa.table(
+        {
+            "date": [date(2024, 1, 1), date(2024, 1, 2)],
+            "decimal": [Decimal("10.50"), Decimal("20.75")],
+            "binary": [b"\x01", b"\x02"],
+        },
+        schema=schema,
+    )
+    return db.create_table("extended_types", data)
+
+
+class TestExtendedTypeIntegration:
+    """Integration tests verifying that typed literals work correctly in filters."""
+
+    def test_date_integration(self, type_check_table):
+        """Verify that Date32 literals are correctly parsed and filtered."""
+        result = (
+            type_check_table.search()
+            .where(col("date") == lit(date(2024, 1, 1)))
+            .to_arrow()
+        )
+        assert result.num_rows == 1
+        assert result["date"][0].as_py() == date(2024, 1, 1)
+
+    def test_decimal_integration(self, tmp_path):
+        """A Decimal literal must retain full 128-bit precision in a filter.
+
+        1.234567890123456789 and 1.234567890123456790 differ only in the last
+        digit and are indistinguishable once truncated to f64.  The filter
+        therefore returns the single expected row only if ``lit(Decimal)``
+        produces a true ``Decimal128`` scalar rather than being coerced to f64.
+        """
+        low = Decimal("1.234567890123456789")
+        high = Decimal("1.234567890123456790")
+
+        db = lancedb.connect(str(tmp_path / "decimal_precision"))
+        schema = pa.schema([("val", pa.decimal128(19, 18))])
+        table = db.create_table(
+            "decimal_precision",
+            pa.table({"val": [low, high]}, schema=schema),
+        )
+
+        result = table.search().where(col("val") < lit(high)).to_arrow()
+        assert result.num_rows == 1
+        assert result["val"][0].as_py() == low
+
+    def test_binary_integration(self, type_check_table):
+        """Verify that Binary literals are correctly filtered."""
+        result = (
+            type_check_table.search().where(col("binary") == lit(b"\x01")).to_arrow()
+        )
+        assert result.num_rows == 1
+        assert result["binary"][0].as_py() == b"\x01"
+
+
 # ── bytes / binary column integration tests ───────────────────────────────────
 
 
diff --git a/python/src/expr.rs b/python/src/expr.rs
index d3e9ea5aa..5d5ceb268 100644
--- a/python/src/expr.rs
+++ b/python/src/expr.rs
@@ -7,12 +7,14 @@
 //! build type-safe filter / projection expressions that map directly to
 //! DataFusion [`Expr`] nodes, bypassing SQL string parsing.
 
+use std::ops::{Add, Div, Mul, Not, Sub};
+
 use arrow::{datatypes::DataType, pyarrow::PyArrowType};
 use datafusion_common::ScalarValue;
 use lancedb::expr::{
     DfExpr, col as ldb_col, contains, expr_cast, is_in, lit as df_lit, lower, upper,
 };
-use pyo3::types::PyBytes;
+use pyo3::types::{PyBytes, PyDate, PyDateTime};
 use pyo3::{Bound, PyAny, PyResult, exceptions::PyValueError, prelude::*, pyfunction};
 
 /// A type-safe DataFusion expression.
@@ -63,30 +65,30 @@ impl PyExpr {
         Self(self.0.clone().or(other.0.clone()))
     }
 
+    /// Logical NOT.
     fn not_(&self) -> Self {
-        use std::ops::Not;
         Self(self.0.clone().not())
     }
 
     // ── arithmetic ───────────────────────────────────────────────────────────
 
+    /// Add expressions.
     fn add(&self, other: &Self) -> Self {
-        use std::ops::Add;
         Self(self.0.clone().add(other.0.clone()))
     }
 
+    /// Subtract expressions.
     fn sub(&self, other: &Self) -> Self {
-        use std::ops::Sub;
         Self(self.0.clone().sub(other.0.clone()))
     }
 
+    /// Multiply expressions.
     fn mul(&self, other: &Self) -> Self {
-        use std::ops::Mul;
         Self(self.0.clone().mul(other.0.clone()))
     }
 
+    /// Divide expressions.
     fn div(&self, other: &Self) -> Self {
-        use std::ops::Div;
         Self(self.0.clone().div(other.0.clone()))
     }
 
@@ -153,7 +155,8 @@ pub fn expr_col(name: &str) -> PyExpr {
 
 /// Create a literal value expression.
 ///
-/// Supported Python types: `bool`, `int`, `float`, `str`, `bytes`.
+/// Supported Python types: `bool`, `int`, `float`, `str`, `bytes`, `date`,
+/// `datetime`, `Decimal`.
 #[pyfunction]
 pub fn expr_lit(value: Bound<'_, PyAny>) -> PyResult<PyExpr> {
     // bool must be checked before int because bool is a subclass of int in Python
@@ -163,6 +166,19 @@ pub fn expr_lit(value: Bound<'_, PyAny>) -> PyResult<PyExpr> {
     if let Ok(i) = value.extract::<i64>() {
         return Ok(PyExpr(df_lit(i)));
     }
+    // Decimal must be checked before f64: Python's Decimal implements __float__,
+    // so value.extract::<f64>() would succeed and silently truncate the value to
+    // f64, losing precision. Build a Decimal128 scalar to preserve it instead.
+    if value.get_type().name()? == "Decimal" {
+        let s = value.call_method0("__str__")?.extract::<String>()?;
+        // Parse the decimal string into an i128 value, precision, and scale.
+        let (val, precision, scale) = parse_decimal(&s)?;
+        return Ok(PyExpr(df_lit(ScalarValue::Decimal128(
+            Some(val),
+            precision,
+            scale,
+        ))));
+    }
     if let Ok(f) = value.extract::<f64>() {
         return Ok(PyExpr(df_lit(f)));
     }
@@ -173,12 +189,48 @@ pub fn expr_lit(value: Bound<'_, PyAny>) -> PyResult<PyExpr> {
         let bytes = value.extract::<Vec<u8>>()?;
         return Ok(PyExpr(df_lit(ScalarValue::Binary(Some(bytes)))));
     }
+
+    // datetime.datetime is a subclass of datetime.date, so it must be checked first.
+    if let Ok(dt) = value.downcast::<PyDateTime>() {
+        let ts: f64 = dt.call_method0("timestamp")?.extract()?;
+        let micros = (ts * 1_000_000.0).round() as i64;
+        return Ok(PyExpr(df_lit(ScalarValue::TimestampMicrosecond(
+            Some(micros),
+            None,
+        ))));
+    }
+    if let Ok(d) = value.downcast::<PyDate>() {
+        let ordinal: i32 = d.call_method0("toordinal")?.extract()?;
+        let days = ordinal - 719163; // Unix epoch is 1970-01-01
+        return Ok(PyExpr(df_lit(ScalarValue::Date32(Some(days)))));
+    }
+
     Err(PyValueError::new_err(format!(
-        "unsupported literal type: {}. Supported: bool, int, float, str, bytes",
+        "unsupported literal type: {}. Supported: bool, int, float, str, bytes, date, datetime, Decimal",
         value.get_type().name()?
     )))
 }
 
+fn parse_decimal(s: &str) -> PyResult<(i128, u8, i8)> {
+    let s = s.trim();
+    let dot_pos = s.find('.');
+    let scale = if let Some(pos) = dot_pos {
+        (s.len() - pos - 1) as i8
+    } else {
+        0
+    };
+
+    let digits = s.replace('.', "");
+    let val = digits
+        .parse::<i128>()
+        .map_err(|e| PyValueError::new_err(format!("failed to parse decimal digits: {}", e)))?;
+
+    // Precision is total number of digits
+    let precision = digits.trim_start_matches('-').len() as u8;
+
+    Ok((val, precision, scale))
+}
+
 /// Call an arbitrary registered SQL function by name.
 ///
 /// See `lancedb::expr::func` for the list of supported function names.