diff --git a/internal/pool/double_freeturn_simple_test.go b/internal/pool/double_freeturn_simple_test.go
new file mode 100644
index 00000000..3cfbff3e
--- /dev/null
+++ b/internal/pool/double_freeturn_simple_test.go
@@ -0,0 +1,158 @@
+package pool_test
+
+import (
+	"context"
+	"net"
+	"sync/atomic"
+	"testing"
+	"time"
+
+	"github.com/redis/go-redis/v9/internal/pool"
+)
+
+// TestDoubleFreeTurnSimple tests the double-free bug with a simple scenario.
+// This test FAILS with the OLD code and PASSES with the NEW code.
+//
+// Scenario:
+// 1. Request A times out, Dial A completes and delivers connection to Request B
+// 2. Request B's own Dial B completes later
+// 3. With the bug: Dial B frees Request B's turn (even though Request B is using connection A)
+// 4. Then Request B calls Put() and frees the turn AGAIN (double-free)
+// 5. This allows more concurrent operations than PoolSize permits
+//
+// Detection method:
+// - Try to acquire PoolSize+1 connections after the double-free
+// - With the bug: All succeed (pool size violated)
+// - With the fix: Only PoolSize succeed
+func TestDoubleFreeTurnSimple(t *testing.T) {
+	ctx := context.Background()
+	
+	var dialCount atomic.Int32
+	dialBComplete := make(chan struct{})
+	requestBGotConn := make(chan struct{})
+	requestBCalledPut := make(chan struct{})
+	
+	controlledDialer := func(ctx context.Context) (net.Conn, error) {
+		count := dialCount.Add(1)
+		
+		if count == 1 {
+			// Dial A: takes 150ms
+			time.Sleep(150 * time.Millisecond)
+			t.Logf("Dial A completed")
+		} else if count == 2 {
+			// Dial B: takes 300ms (longer than Dial A)
+			time.Sleep(300 * time.Millisecond)
+			t.Logf("Dial B completed")
+			close(dialBComplete)
+		} else {
+			// Other dials: fast
+			time.Sleep(10 * time.Millisecond)
+		}
+		
+		return newDummyConn(), nil
+	}
+	
+	testPool := pool.NewConnPool(&pool.Options{
+		Dialer:             controlledDialer,
+		PoolSize:           2, // Only 2 concurrent operations allowed
+		MaxConcurrentDials: 5,
+		DialTimeout:        1 * time.Second,
+		PoolTimeout:        1 * time.Second,
+	})
+	defer testPool.Close()
+	
+	// Request A: Short timeout (100ms), will timeout before dial completes (150ms)
+	go func() {
+		shortCtx, cancel := context.WithTimeout(ctx, 100*time.Millisecond)
+		defer cancel()
+		
+		_, err := testPool.Get(shortCtx)
+		if err != nil {
+			t.Logf("Request A: Timed out as expected: %v", err)
+		}
+	}()
+	
+	// Wait for Request A to start
+	time.Sleep(20 * time.Millisecond)
+	
+	// Request B: Long timeout, will receive connection from Request A's dial
+	requestBDone := make(chan struct{})
+	go func() {
+		defer close(requestBDone)
+		
+		longCtx, cancel := context.WithTimeout(ctx, 1*time.Second)
+		defer cancel()
+		
+		cn, err := testPool.Get(longCtx)
+		if err != nil {
+			t.Errorf("Request B: Should have received connection but got error: %v", err)
+			return
+		}
+		
+		t.Logf("Request B: Got connection from Request A's dial")
+		close(requestBGotConn)
+		
+		// Wait for dial B to complete
+		<-dialBComplete
+
+		t.Logf("Request B: Dial B completed")
+
+		// Wait a bit to allow Dial B goroutine to finish and call freeTurn()
+		time.Sleep(100 * time.Millisecond)
+
+		// Signal that we're ready for the test to check semaphore state
+		close(requestBCalledPut)
+
+		// Wait for the test to check QueueLen
+		time.Sleep(200 * time.Millisecond)
+
+		t.Logf("Request B: Now calling Put()")
+		testPool.Put(ctx, cn)
+		t.Logf("Request B: Put() called")
+	}()
+	
+	// Wait for Request B to get the connection
+	<-requestBGotConn
+
+	// Wait for Dial B to complete and freeTurn() to be called
+	<-requestBCalledPut
+
+	// NOW WE'RE IN THE CRITICAL WINDOW
+	// Request B is holding a connection (from Dial A)
+	// Dial B has completed and returned (freeTurn() has been called)
+	// With the bug:
+	//   - Dial B freed Request B's turn (BUG!)
+	//   - QueueLen should be 0
+	// With the fix:
+	//   - Dial B did NOT free Request B's turn
+	//   - QueueLen should be 1 (Request B still holds the turn)
+
+	t.Logf("\n=== CRITICAL CHECK: QueueLen ===")
+	t.Logf("Request B is holding a connection, Dial B has completed and returned")
+	queueLen := testPool.QueueLen()
+	t.Logf("QueueLen: %d", queueLen)
+
+	// Wait for Request B to finish
+	select {
+	case <-requestBDone:
+	case <-time.After(1 * time.Second):
+		t.Logf("Request B timed out")
+	}
+
+	t.Logf("\n=== Results ===")
+	t.Logf("QueueLen during critical window: %d", queueLen)
+	t.Logf("Expected with fix: 1 (Request B still holds the turn)")
+	t.Logf("Expected with bug: 0 (Dial B freed Request B's turn)")
+
+	if queueLen == 0 {
+		t.Errorf("DOUBLE-FREE BUG DETECTED!")
+		t.Errorf("QueueLen is 0, meaning Dial B freed Request B's turn")
+		t.Errorf("But Request B is still holding a connection, so its turn should NOT be freed yet")
+	} else if queueLen == 1 {
+		t.Logf("✓ CORRECT: QueueLen is 1")
+		t.Logf("Request B is still holding the turn (will be freed when Request B calls Put())")
+	} else {
+		t.Logf("Unexpected QueueLen: %d (expected 1 with fix, 0 with bug)", queueLen)
+	}
+}
+
diff --git a/internal/pool/double_freeturn_test.go b/internal/pool/double_freeturn_test.go
new file mode 100644
index 00000000..7c8fca8e
--- /dev/null
+++ b/internal/pool/double_freeturn_test.go
@@ -0,0 +1,229 @@
+package pool
+
+import (
+	"context"
+	"net"
+	"sync"
+	"sync/atomic"
+	"testing"
+	"time"
+)
+
+// TestDoubleFreeTurnBug demonstrates the double freeTurn bug where:
+// 1. Dial goroutine creates a connection
+// 2. Original waiter times out
+// 3. putIdleConn delivers connection to another waiter
+// 4. Dial goroutine calls freeTurn() (FIRST FREE)
+// 5. Second waiter uses connection and calls Put()
+// 6. Put() calls freeTurn() (SECOND FREE - BUG!)
+//
+// This causes the semaphore to be released twice, allowing more concurrent
+// operations than PoolSize allows.
+func TestDoubleFreeTurnBug(t *testing.T) {
+	var dialCount atomic.Int32
+	var putCount atomic.Int32
+
+	// Slow dialer - 150ms per dial
+	slowDialer := func(ctx context.Context) (net.Conn, error) {
+		dialCount.Add(1)
+		select {
+		case <-time.After(150 * time.Millisecond):
+			server, client := net.Pipe()
+			go func() {
+				defer server.Close()
+				buf := make([]byte, 1024)
+				for {
+					_, err := server.Read(buf)
+					if err != nil {
+						return
+					}
+				}
+			}()
+			return client, nil
+		case <-ctx.Done():
+			return nil, ctx.Err()
+		}
+	}
+
+	opt := &Options{
+		Dialer:             slowDialer,
+		PoolSize:           10,  // Small pool to make bug easier to trigger
+		MaxConcurrentDials: 10,
+		MinIdleConns:       0,
+		PoolTimeout:        100 * time.Millisecond,
+		DialTimeout:        5 * time.Second,
+	}
+
+	connPool := NewConnPool(opt)
+	defer connPool.Close()
+
+	// Scenario:
+	// 1. Request A starts dial (100ms timeout - will timeout before dial completes)
+	// 2. Request B arrives (500ms timeout - will wait in queue)
+	// 3. Request A times out at 100ms
+	// 4. Dial completes at 150ms
+	// 5. putIdleConn delivers connection to Request B
+	// 6. Dial goroutine calls freeTurn() - FIRST FREE
+	// 7. Request B uses connection and calls Put()
+	// 8. Put() calls freeTurn() - SECOND FREE (BUG!)
+
+	var wg sync.WaitGroup
+	
+	// Request A: Short timeout, will timeout before dial completes
+	wg.Add(1)
+	go func() {
+		defer wg.Done()
+		ctx, cancel := context.WithTimeout(context.Background(), 100*time.Millisecond)
+		defer cancel()
+		
+		cn, err := connPool.Get(ctx)
+		if err != nil {
+			// Expected to timeout
+			t.Logf("Request A timed out as expected: %v", err)
+		} else {
+			// Should not happen
+			t.Errorf("Request A should have timed out but got connection")
+			connPool.Put(ctx, cn)
+			putCount.Add(1)
+		}
+	}()
+	
+	// Wait a bit for Request A to start dialing
+	time.Sleep(10 * time.Millisecond)
+	
+	// Request B: Long timeout, will receive the connection from putIdleConn
+	wg.Add(1)
+	go func() {
+		defer wg.Done()
+		ctx, cancel := context.WithTimeout(context.Background(), 500*time.Millisecond)
+		defer cancel()
+		
+		cn, err := connPool.Get(ctx)
+		if err != nil {
+			t.Errorf("Request B should have succeeded but got error: %v", err)
+		} else {
+			t.Logf("Request B got connection successfully")
+			// Use the connection briefly
+			time.Sleep(50 * time.Millisecond)
+			connPool.Put(ctx, cn)
+			putCount.Add(1)
+		}
+	}()
+	
+	wg.Wait()
+
+	// Check results
+	t.Logf("\n=== Results ===")
+	t.Logf("Dials: %d", dialCount.Load())
+	t.Logf("Puts: %d", putCount.Load())
+
+	// The bug is hard to detect directly without instrumenting freeTurn,
+	// but we can verify the scenario works correctly:
+	// - Request A should timeout
+	// - Request B should succeed and get the connection
+	// - 1-2 dials may occur (Request A starts one, Request B may start another)
+	// - 1 put should occur (Request B returning the connection)
+
+	if putCount.Load() != 1 {
+		t.Errorf("Expected 1 put, got %d", putCount.Load())
+	}
+
+	t.Logf("✓ Scenario completed successfully")
+	t.Logf("Note: The double freeTurn bug would cause semaphore to be released twice,")
+	t.Logf("allowing more concurrent operations than PoolSize permits.")
+	t.Logf("With the fix, putIdleConn returns true when delivering to a waiter,")
+	t.Logf("preventing the dial goroutine from calling freeTurn (waiter will call it later).")
+}
+
+// TestDoubleFreeTurnHighConcurrency tests the bug under high concurrency
+func TestDoubleFreeTurnHighConcurrency(t *testing.T) {
+	var dialCount atomic.Int32
+	var getSuccesses atomic.Int32
+	var getFailures atomic.Int32
+
+	slowDialer := func(ctx context.Context) (net.Conn, error) {
+		dialCount.Add(1)
+		select {
+		case <-time.After(200 * time.Millisecond):
+			server, client := net.Pipe()
+			go func() {
+				defer server.Close()
+				buf := make([]byte, 1024)
+				for {
+					_, err := server.Read(buf)
+					if err != nil {
+						return
+					}
+				}
+			}()
+			return client, nil
+		case <-ctx.Done():
+			return nil, ctx.Err()
+		}
+	}
+
+	opt := &Options{
+		Dialer:             slowDialer,
+		PoolSize:           20,
+		MaxConcurrentDials: 20,
+		MinIdleConns:       0,
+		PoolTimeout:        100 * time.Millisecond,
+		DialTimeout:        5 * time.Second,
+	}
+
+	connPool := NewConnPool(opt)
+	defer connPool.Close()
+
+	// Create many requests with varying timeouts
+	// Some will timeout before dial completes, triggering the putIdleConn delivery path
+	const numRequests = 100
+	var wg sync.WaitGroup
+
+	for i := 0; i < numRequests; i++ {
+		wg.Add(1)
+		go func(id int) {
+			defer wg.Done()
+
+			// Vary timeout: some short (will timeout), some long (will succeed)
+			timeout := 100 * time.Millisecond
+			if id%3 == 0 {
+				timeout = 500 * time.Millisecond
+			}
+
+			ctx, cancel := context.WithTimeout(context.Background(), timeout)
+			defer cancel()
+
+			cn, err := connPool.Get(ctx)
+			if err != nil {
+				getFailures.Add(1)
+			} else {
+				getSuccesses.Add(1)
+				time.Sleep(10 * time.Millisecond)
+				connPool.Put(ctx, cn)
+			}
+		}(i)
+
+		// Stagger requests
+		if i%10 == 0 {
+			time.Sleep(5 * time.Millisecond)
+		}
+	}
+
+	wg.Wait()
+
+	t.Logf("\n=== High Concurrency Results ===")
+	t.Logf("Requests: %d", numRequests)
+	t.Logf("Successes: %d", getSuccesses.Load())
+	t.Logf("Failures: %d", getFailures.Load())
+	t.Logf("Dials: %d", dialCount.Load())
+
+	// Verify that some requests succeeded despite timeouts
+	// This exercises the putIdleConn delivery path
+	if getSuccesses.Load() == 0 {
+		t.Errorf("Expected some successful requests, got 0")
+	}
+
+	t.Logf("✓ High concurrency test completed")
+	t.Logf("Note: This test exercises the putIdleConn delivery path where the bug occurs")
+}
+
diff --git a/internal/pool/pool.go b/internal/pool/pool.go
index 184321c1..d757d1f4 100644
--- a/internal/pool/pool.go
+++ b/internal/pool/pool.go
@@ -568,8 +568,7 @@ func (p *ConnPool) queuedNewConn(ctx context.Context) (*Conn, error) {
 	var err error
 	defer func() {
 		if err != nil {
-			if cn := w.cancel(); cn != nil {
-				p.putIdleConn(ctx, cn)
+			if cn := w.cancel(); cn != nil && p.putIdleConn(ctx, cn) {
 				p.freeTurn()
 			}
 		}
@@ -593,14 +592,15 @@ func (p *ConnPool) queuedNewConn(ctx context.Context) (*Conn, error) {
 
 		dialCtx := w.getCtxForDial()
 		cn, cnErr := p.newConn(dialCtx, true)
-		delivered := w.tryDeliver(cn, cnErr)
-		if cnErr == nil && delivered {
-			return
-		} else if cnErr == nil && !delivered {
-			p.putIdleConn(dialCtx, cn)
+		if cnErr != nil {
+			w.tryDeliver(nil, cnErr) // deliver error to caller, notify connection creation failed
 			p.freeTurn()
 			freeTurnCalled = true
-		} else {
+			return
+		}
+
+		delivered := w.tryDeliver(cn, cnErr)
+		if !delivered && p.putIdleConn(dialCtx, cn) {
 			p.freeTurn()
 			freeTurnCalled = true
 		}
@@ -616,14 +616,20 @@ func (p *ConnPool) queuedNewConn(ctx context.Context) (*Conn, error) {
 	}
 }
 
-func (p *ConnPool) putIdleConn(ctx context.Context, cn *Conn) {
+// putIdleConn puts a connection back to the pool or passes it to the next waiting request.
+//
+// It returns true if the connection was put back to the pool,
+// which means the turn needs to be freed directly by the caller,
+// or false if the connection was passed to the next waiting request,
+// which means the turn will be freed by the waiting goroutine after it returns.
+func (p *ConnPool) putIdleConn(ctx context.Context, cn *Conn) bool {
 	for {
 		w, ok := p.dialsQueue.dequeue()
 		if !ok {
 			break
 		}
 		if w.tryDeliver(cn, nil) {
-			return
+			return false
 		}
 	}
 
@@ -632,12 +638,14 @@ func (p *ConnPool) putIdleConn(ctx context.Context, cn *Conn) {
 
 	if p.closed() {
 		_ = cn.Close()
-		return
+		return true
 	}
 
 	// poolSize is increased in newConn
 	p.idleConns = append(p.idleConns, cn)
 	p.idleConnsLen.Add(1)
+
+	return true
 }
 
 func (p *ConnPool) waitTurn(ctx context.Context) error {
diff --git a/internal/pool/pool_test.go b/internal/pool/pool_test.go
index 680370a7..8e2f0394 100644
--- a/internal/pool/pool_test.go
+++ b/internal/pool/pool_test.go
@@ -1020,22 +1020,22 @@ var _ = Describe("queuedNewConn", func() {
 		Expect(reqBErr).NotTo(HaveOccurred(), "Request B should receive Request A's connection")
 		Expect(reqBConn).NotTo(BeNil())
 
-		// CRITICAL CHECK: Turn leak detection
+		// FIRST CRITICAL CHECK: Turn state after connection delivery
 		// After Request B receives connection from putIdleConn:
-		// - Request A's turn SHOULD be released (via freeTurn)
-		// - Request B's turn is still held (will release on Put)
-		// Expected QueueLen: 1 (only Request B)
-		// If Bug exists (missing freeTurn): QueueLen: 2 (Request A's turn leaked)
-		time.Sleep(100 * time.Millisecond) // Allow time for turn release
-		currentQueueLen := testPool.QueueLen()
+		// - Request A's turn is held by Request B (connection delivered)
+		// - Request B's turn is still held by Request B's dial to complete the connection
+		// Expected QueueLen: 2 (Request B holding turn for connection usage)
+		time.Sleep(100 * time.Millisecond) // ~300ms total
+		Expect(testPool.QueueLen()).To(Equal(2))
 
-		Expect(currentQueueLen).To(Equal(1),
-			"QueueLen should be 1 (only Request B holding turn). "+
-				"If it's 2, Request A's turn leaked due to missing freeTurn()")
+		// SECOND CRITICAL CHECK: Turn release after dial completion
+		// Wait for Request B's dial result to complete
+		time.Sleep(300 * time.Millisecond) // ~600ms total
+		Expect(testPool.QueueLen()).To(Equal(1))
 
-		// Cleanup
+		// Cleanup and verify turn is released
 		testPool.Put(ctx, reqBConn)
-		Eventually(func() int { return testPool.QueueLen() }, "500ms").Should(Equal(0))
+		Eventually(func() int { return testPool.QueueLen() }, "600ms").Should(Equal(0))
 	})
 })
 
diff --git a/redis.go b/redis.go
index 73342e67..a6a71067 100644
--- a/redis.go
+++ b/redis.go
@@ -399,10 +399,30 @@ func (c *baseClient) initConn(ctx context.Context, cn *pool.Conn) error {
 
 			if finalState == pool.StateInitializing {
 				// Another goroutine is initializing - WAIT for it to complete
-				// Use AwaitAndTransition to wait for IDLE or IN_USE state
-				// use DialTimeout as the timeout for the wait
-				waitCtx, cancel := context.WithTimeout(ctx, c.opt.DialTimeout)
-				defer cancel()
+				// Use a context with timeout = min(remaining command timeout, DialTimeout)
+				// This prevents waiting too long while respecting the caller's deadline
+				var waitCtx context.Context
+				var cancel context.CancelFunc
+				dialTimeout := c.opt.DialTimeout
+
+				if cmdDeadline, hasCmdDeadline := ctx.Deadline(); hasCmdDeadline {
+					// Calculate remaining time until command deadline
+					remainingTime := time.Until(cmdDeadline)
+					// Use the minimum of remaining time and DialTimeout
+					if remainingTime < dialTimeout {
+						// Command deadline is sooner, use it
+						waitCtx = ctx
+					} else {
+						// DialTimeout is shorter, cap the wait at DialTimeout
+						waitCtx, cancel = context.WithTimeout(ctx, dialTimeout)
+					}
+				} else {
+					// No command deadline, use DialTimeout to prevent waiting indefinitely
+					waitCtx, cancel = context.WithTimeout(ctx, dialTimeout)
+				}
+				if cancel != nil {
+					defer cancel()
+				}
 
 				finalState, err := cn.GetStateMachine().AwaitAndTransition(
 					waitCtx,