diff --git a/lib/upfluence.rb b/lib/upfluence.rb
index 4754a89..fc26b7b 100644
--- a/lib/upfluence.rb
+++ b/lib/upfluence.rb
@@ -1,3 +1,4 @@
+require 'upfluence/context'
 require 'upfluence/utils'
 require 'upfluence/endpoint/api_endpoint'
 require 'upfluence/mixin/strong_parameters'
diff --git a/lib/upfluence/context.rb b/lib/upfluence/context.rb
new file mode 100644
index 0000000..2f71f71
--- /dev/null
+++ b/lib/upfluence/context.rb
@@ -0,0 +1,54 @@
+# frozen_string_literal: true
+
+require 'upfluence/thread'
+
+module Upfluence
+  CONTEXT_KEY = :upfluence_context
+
+  class Context
+    attr_reader :deadline
+
+    def initialize
+      @deadline = nil
+    end
+
+    def timeout
+      return nil if @deadline.nil?
+
+      [(@deadline - Time.now).to_f, 0.0].max
+    end
+
+    def with_deadline(deadline, override: false)
+      previous = @deadline
+      @deadline = override || previous.nil? ? deadline : [previous, deadline].min
+
+      yield
+    ensure
+      @deadline = previous
+    end
+
+    def with_timeout(duration, override: false)
+      with_deadline(Time.now + duration, override: override) { yield }
+    end
+
+    class ThreadWrapper
+      class << self
+        def wrap_thread(thr, block)
+          parent_deadline = thr[CONTEXT_KEY]&.deadline
+
+          return block.call unless parent_deadline
+
+          Upfluence.context.with_deadline(parent_deadline) { block.call }
+        end
+      end
+    end
+
+    ::Upfluence::Thread.register_wrapper :context, ThreadWrapper
+  end
+
+  class << self
+    def context
+      Thread.current[CONTEXT_KEY] ||= Context.new
+    end
+  end
+end
diff --git a/lib/upfluence/http/middleware/request_stapler.rb b/lib/upfluence/http/middleware/request_stapler.rb
index de9a44b..0fe2a0d 100644
--- a/lib/upfluence/http/middleware/request_stapler.rb
+++ b/lib/upfluence/http/middleware/request_stapler.rb
@@ -1,14 +1,20 @@
+require 'upfluence/context'
+
 module Upfluence
   module HTTP
     module Middleware
       class RequestStapler
-        def initialize(app)
+        def initialize(app, timeout: nil)
+          @timeout = timeout
           @app = app
         end
 
         def call(env)
           Server.request = Rack::Request.new(env)
-          @app.call(env)
+
+          return @app.call(env) unless @timeout
+
+          Upfluence.context.with_timeout(@timeout) { @app.call(env) }
         end
       end
     end
diff --git a/lib/upfluence/http/server.rb b/lib/upfluence/http/server.rb
index dc1409e..d4d4367 100644
--- a/lib/upfluence/http/server.rb
+++ b/lib/upfluence/http/server.rb
@@ -119,7 +119,7 @@ def production_builder(opts, &block)
         mount = method(:mount_admin_endpoints)
 
         Builder.new do
-          use Middleware::RequestStapler
+          use Middleware::RequestStapler, timeout: opts[:request_timeout]
           use Middleware::Logger
           use Middleware::Prometheus
           use Middleware::ApplicationHeaders, base_handler
diff --git a/lib/upfluence/pool.rb b/lib/upfluence/pool.rb
index d3cbf60..59cedd8 100644
--- a/lib/upfluence/pool.rb
+++ b/lib/upfluence/pool.rb
@@ -1,5 +1,5 @@
 require 'thread'
-require 'timeout'
+require 'upfluence/timeout'
 
 module Upfluence
   class Pool
@@ -39,7 +39,8 @@ def push(obj)
 
     def pop(options = {})
       timeout = options.fetch :timeout, @timeout
-      deadline = Time.now + timeout
+      effective = [timeout, Upfluence.context.timeout].compact.min
+      deadline = Time.now + effective
 
       @mutex.synchronize do
         loop do
@@ -49,7 +50,7 @@ def pop(options = {})
           return connection if connection
 
           to_wait = deadline - Time.now
-          raise Timeout::Error, "Waited #{timeout} sec" if to_wait <= 0
+          raise ::Timeout::Error, "Waited #{timeout} sec" if to_wait <= 0
           @resource.wait(@mutex, to_wait)
         end
       end
diff --git a/lib/upfluence/timeout.rb b/lib/upfluence/timeout.rb
new file mode 100644
index 0000000..bdf0109
--- /dev/null
+++ b/lib/upfluence/timeout.rb
@@ -0,0 +1,18 @@
+# frozen_string_literal: true
+
+require 'timeout'
+require 'upfluence/context'
+
+module Upfluence
+  module Timeout
+    def self.timeout(sec, klass = nil, message = nil, &block)
+      effective = [sec, Upfluence.context.timeout].compact.min
+
+      raise(klass || ::Timeout::Error, message) if effective <= 0
+
+      Upfluence.context.with_timeout(effective) do
+        ::Timeout.timeout(effective, klass, message, &block)
+      end
+    end
+  end
+end
diff --git a/lib/upfluence/utils/thrift/middleware/timeout.rb b/lib/upfluence/utils/thrift/middleware/timeout.rb
index 856cf8a..46b60f9 100644
--- a/lib/upfluence/utils/thrift/middleware/timeout.rb
+++ b/lib/upfluence/utils/thrift/middleware/timeout.rb
@@ -1,3 +1,5 @@
+require 'upfluence/timeout'
+
 module Upfluence
   module Utils
     module Thrift
@@ -9,7 +11,7 @@ def initialize(app, duration)
           end
 
           def method_missing(method, *args, &block)
-            ::Timeout.timeout(@duration) { @app.send(method, *args, &block) }
+            Upfluence::Timeout.timeout(@duration) { @app.send(method, *args, &block) }
           rescue ::Timeout::Error
             raise ::Thrift::ApplicationException.new(
               ::Thrift::ApplicationException::INTERNAL_ERROR,
diff --git a/spec/upfluence/context_spec.rb b/spec/upfluence/context_spec.rb
new file mode 100644
index 0000000..f98205f
--- /dev/null
+++ b/spec/upfluence/context_spec.rb
@@ -0,0 +1,160 @@
+# frozen_string_literal: true
+
+require 'spec_helper'
+require 'upfluence/context'
+
+RSpec.describe Upfluence::Context do
+  subject(:context) { described_class.new }
+
+  describe '#deadline' do
+    it { expect(context.deadline).to be_nil }
+  end
+
+  describe '#timeout' do
+    it { expect(context.timeout).to be_nil }
+
+    context 'with a deadline set' do
+      before { context.with_deadline(Time.now + 10) { @timeout = context.timeout } }
+
+      it { expect(@timeout).to be_within(0.1).of(10.0) }
+    end
+  end
+
+  describe '#with_deadline' do
+    let(:deadline) { Time.now + 30 }
+
+    it 'sets the deadline within the block' do
+      context.with_deadline(deadline) do
+        expect(context.deadline).to eq(deadline)
+      end
+    end
+
+    it 'restores the previous deadline after the block' do
+      context.with_deadline(deadline) {}
+
+      expect(context.deadline).to be_nil
+    end
+
+    it 'restores the deadline even when the block raises' do
+      context.with_deadline(deadline) { raise 'boom' } rescue nil
+
+      expect(context.deadline).to be_nil
+    end
+
+    context 'when a deadline is already set' do
+      let(:outer) { Time.now + 60 }
+
+      it 'uses the earlier deadline by default' do
+        context.with_deadline(outer) do
+          context.with_deadline(deadline) do
+            expect(context.deadline).to eq(deadline)
+          end
+        end
+      end
+
+      it 'keeps the outer deadline when it is earlier' do
+        context.with_deadline(deadline) do
+          context.with_deadline(outer) do
+            expect(context.deadline).to eq(deadline)
+          end
+        end
+      end
+
+      it 'overrides regardless when override: true' do
+        context.with_deadline(deadline) do
+          context.with_deadline(outer, override: true) do
+            expect(context.deadline).to eq(outer)
+          end
+        end
+      end
+
+      it 'restores the outer deadline after the block' do
+        context.with_deadline(outer) do
+          context.with_deadline(deadline) {}
+
+          expect(context.deadline).to eq(outer)
+        end
+      end
+    end
+  end
+
+  describe '#with_timeout' do
+    it 'sets a deadline relative to now within the block' do
+      context.with_timeout(10) do
+        expect(context.timeout).to be_within(0.1).of(10.0)
+      end
+    end
+
+    it 'restores the previous deadline after the block' do
+      context.with_timeout(10) {}
+
+      expect(context.deadline).to be_nil
+    end
+
+    context 'when a shorter deadline is already set' do
+      it 'keeps the shorter existing deadline' do
+        context.with_timeout(5) do
+          context.with_timeout(30) do
+            expect(context.timeout).to be_within(0.1).of(5.0)
+          end
+        end
+      end
+    end
+
+    context 'with override: true' do
+      it 'sets the deadline regardless of existing deadline' do
+        context.with_timeout(5) do
+          context.with_timeout(30, override: true) do
+            expect(context.timeout).to be_within(0.1).of(30.0)
+          end
+        end
+      end
+    end
+  end
+end
+
+RSpec.describe Upfluence do
+  describe '.context' do
+    subject { described_class.context }
+
+    it { is_expected.to be_a(Upfluence::Context) }
+
+    it 'returns the same instance within the same thread' do
+      expect(described_class.context).to equal(described_class.context)
+    end
+
+    it 'returns a different instance in a different thread' do
+      other = Thread.new { described_class.context }.value
+
+      expect(other).not_to equal(described_class.context)
+    end
+  end
+
+  describe 'thread wrapper' do
+    it 'propagates the deadline to child threads' do
+      deadline = Time.now + 30
+
+      described_class.context.with_deadline(deadline) do
+        child_deadline = Upfluence::Thread.new { described_class.context.deadline }.value
+
+        expect(child_deadline).to eq(deadline)
+      end
+    end
+
+    it 'does not propagate deadline to child threads when none is set' do
+      child_deadline = Upfluence::Thread.new { described_class.context.deadline }.value
+
+      expect(child_deadline).to be_nil
+    end
+
+    it 'does not leak the deadline back to the parent after the child exits' do
+      deadline = Time.now + 30
+
+      described_class.context.with_deadline(deadline) do
+        Upfluence::Thread.new { described_class.context.with_deadline(Time.now + 999) {} }.join
+      end
+
+      expect(described_class.context.deadline).to be_nil
+    end
+  end
+end
diff --git a/spec/upfluence/http/server_spec.rb b/spec/upfluence/http/server_spec.rb
index cb2318e..c313798 100644
--- a/spec/upfluence/http/server_spec.rb
+++ b/spec/upfluence/http/server_spec.rb
@@ -1,6 +1,7 @@
 require 'spec_helper'
 require 'rack/mock'
 require 'upfluence/http/server'
+require 'upfluence/context'
 
 RSpec.describe Upfluence::HTTP::Server do
   def build_server(**opts, &block)
@@ -107,4 +108,31 @@ def mock_request(builder, path, method: :get)
       expect(resp.body).to eq("custom\n")
     end
   end
+
+  describe 'request_timeout' do
+    let(:captured_timeout) { [] }
+    let(:server) do
+      captured = captured_timeout
+
+      build_server(request_timeout: 30, admin_port: nil) do
+        run ->(_env) {
+          captured << Upfluence.context.timeout
+          [200, {}, ['ok']]
+        }
+      end
+    end
+    let(:builder) { server.instance_variable_get(:@production_builder) }
+
+    it 'sets the context timeout for the duration of the request' do
+      mock_request(builder, '/')
+
+      expect(captured_timeout.first).to be_within(0.1).of(30.0)
+    end
+
+    it 'clears the context timeout after the request' do
+      mock_request(builder, '/')
+
+      expect(Upfluence.context.timeout).to be_nil
+    end
+  end
 end
diff --git a/spec/upfluence/timeout_spec.rb b/spec/upfluence/timeout_spec.rb
new file mode 100644
index 0000000..c425fc4
--- /dev/null
+++ b/spec/upfluence/timeout_spec.rb
@@ -0,0 +1,99 @@
+# frozen_string_literal: true
+
+require 'spec_helper'
+require 'upfluence/timeout'
+
+RSpec.describe Upfluence::Timeout do
+  describe '.timeout' do
+    subject(:call) { described_class.timeout(sec, &block) }
+
+    let(:block) { ->(_sec) { :ok } }
+
+    context 'with no context deadline' do
+      let(:sec) { 5 }
+
+      it { is_expected.to eq(:ok) }
+
+      it 'uses the requested duration' do
+        expect(::Timeout).to receive(:timeout).with(5, nil, nil)
+
+        call
+      end
+    end
+
+    context 'with a context deadline shorter than the requested duration' do
+      let(:sec) { 30 }
+
+      before { Upfluence.context.with_deadline(Time.now + 5) { @result = described_class.timeout(sec, &block) } }
+
+      it 'uses the context timeout' do
+        expect(::Timeout).to receive(:timeout).with(be_within(0.1).of(5.0), nil, nil)
+
+        Upfluence.context.with_deadline(Time.now + 5) { call }
+      end
+    end
+
+    context 'with a context deadline longer than the requested duration' do
+      let(:sec) { 5 }
+
+      it 'uses the requested duration' do
+        expect(::Timeout).to receive(:timeout).with(5, nil, nil)
+
+        Upfluence.context.with_deadline(Time.now + 30) { call }
+      end
+    end
+
+    context 'with a custom exception class' do
+      let(:sec) { 5 }
+      let(:klass) { Class.new(StandardError) }
+
+      it 'passes it through to Timeout' do
+        expect(::Timeout).to receive(:timeout).with(5, klass, nil)
+
+        described_class.timeout(sec, klass, &block)
+      end
+    end
+
+    context 'with a custom message' do
+      let(:sec) { 5 }
+
+      it 'passes it through to Timeout' do
+        expect(::Timeout).to receive(:timeout).with(5, nil, 'too slow')
+
+        described_class.timeout(sec, nil, 'too slow', &block)
+      end
+    end
+
+    context 'when the timeout fires' do
+      let(:sec) { 0.01 }
+      let(:block) { ->(_sec) { sleep 1 } }
+
+      it 'raises Timeout::Error' do
+        expect { call }.to raise_error(::Timeout::Error)
+      end
+    end
+
+    context 'when effective timeout is already 0' do
+      let(:sec) { 30 }
+      let(:block) { ->(_sec) { :ok } }
+
+      it 'raises Timeout::Error immediately' do
+        expect {
+          Upfluence.context.with_deadline(Time.now - 1) { call }
+        }.to raise_error(::Timeout::Error)
+      end
+
+      context 'with a custom exception class' do
+        let(:klass) { Class.new(StandardError) }
+
+        it 'raises the custom class immediately' do
+          expect {
+            Upfluence.context.with_deadline(Time.now - 1) do
+              described_class.timeout(sec, klass, &block)
+            end
+          }.to raise_error(klass)
+        end
+      end
+    end
+  end
+end