diff --git a/include/natalie/class_object.hpp b/include/natalie/class_object.hpp
index 67f6ef66d..b9c8c06de 100644
--- a/include/natalie/class_object.hpp
+++ b/include/natalie/class_object.hpp
@@ -56,6 +56,10 @@ class ClassObject : public ModuleObject {
 
     Value initialize(Env *, Optional<Value>, Block *);
 
+    using AllocFunc = Value (*)(Env *, Value);
+    AllocFunc alloc_func() const { return m_alloc_func; }
+    void set_alloc_func(AllocFunc func) { m_alloc_func = func; }
+
     bool is_singleton() const { return m_is_singleton; }
     void set_is_singleton(bool is_singleton) { m_is_singleton = is_singleton; }
 
@@ -82,6 +86,7 @@ class ClassObject : public ModuleObject {
     Type m_object_type { Type::Object };
     bool m_is_singleton { false };
     bool m_is_initialized { false };
+    AllocFunc m_alloc_func { nullptr };
 };
 
 }
diff --git a/lib/natalie/compiler/instructions/inline_cpp_instruction.rb b/lib/natalie/compiler/instructions/inline_cpp_instruction.rb
index 92bc06fdd..e97ee1363 100644
--- a/lib/natalie/compiler/instructions/inline_cpp_instruction.rb
+++ b/lib/natalie/compiler/instructions/inline_cpp_instruction.rb
@@ -45,6 +45,12 @@ def generate_bind_method(transform, ruby_name, cpp_name = ruby_name, arity = -1)
         )
       end
 
+      def generate_alloc_func(transform, cpp_name)
+        cpp_name = comptime_symbol(cpp_name)
+        transform.exec("self.as_class()->set_alloc_func(#{cpp_name});")
+        transform.push_nil
+      end
+
       def generate_bind_static_method(transform, ruby_name, cpp_name = ruby_name, arity = -1)
         ruby_name = comptime_symbol(ruby_name)
         cpp_name = comptime_symbol(cpp_name)
diff --git a/lib/natalie/compiler/pass1.rb b/lib/natalie/compiler/pass1.rb
index a6697d907..b3e617d3a 100644
--- a/lib/natalie/compiler/pass1.rb
+++ b/lib/natalie/compiler/pass1.rb
@@ -61,6 +61,7 @@ def initialize(
       attr_reader :file
 
       INLINE_CPP_MACROS = %i[
+        __alloc_func__
         __bind_method__
         __bind_static_method__
         __call__
diff --git a/lib/openssl.cpp b/lib/openssl.cpp
index 1b3fe4865..fe6da29a6 100644
--- a/lib/openssl.cpp
+++ b/lib/openssl.cpp
@@ -379,12 +379,11 @@ Value OpenSSL_HMAC_digest(Env *env, Value self, Args &&args, Block *) {
     return StringObject::create(reinterpret_cast<const char *>(md), md_len, Encoding::ASCII_8BIT);
 }
 
-Value OpenSSL_SSL_SSLContext_initialize(Env *env, Value self, Args &&args, Block *) {
-    args.ensure_argc_is(env, 0); // NATFIXME: Add deprecated version argument
+Value OpenSSL_SSL_SSLContext_alloc(Env *env, Value self) {
     SSL_CTX *ctx = SSL_CTX_new(TLS_method());
-    SSL_CTX_set_options(ctx, SSL_OP_NO_COMPRESSION | SSL_OP_ENABLE_MIDDLEBOX_COMPAT);
     if (!ctx)
         OpenSSL_SSL_raise_error(env, "SSL_CTX_new");
+    SSL_CTX_set_options(ctx, SSL_OP_NO_COMPRESSION | SSL_OP_ENABLE_MIDDLEBOX_COMPAT);
     self->ivar_set(env, "@ctx"_s, VoidPObject::create(ctx, OpenSSL_SSL_CTX_cleanup));
     self->ivar_set(env, "@verify_hostname"_s, Value::False());
     self->ivar_set(env, "@verify_mode"_s, Value::integer(0));
diff --git a/lib/openssl.rb b/lib/openssl.rb
index 45c14ba66..f21796a90 100644
--- a/lib/openssl.rb
+++ b/lib/openssl.rb
@@ -320,7 +320,7 @@ class SSLContext
           (OpenSSL::SSL::OP_ALL & ~OpenSSL::SSL::OP_DONT_INSERT_EMPTY_FRAGMENTS) | OpenSSL::SSL::OP_NO_COMPRESSION,
       }.freeze
 
-      __bind_method__ :initialize, :OpenSSL_SSL_SSLContext_initialize
+      __alloc_func__ :OpenSSL_SSL_SSLContext_alloc
       __bind_method__ :max_version=, :OpenSSL_SSL_SSLContext_set_max_version
       __bind_method__ :min_version=, :OpenSSL_SSL_SSLContext_set_min_version
       __bind_method__ :options, :OpenSSL_SSL_SSLContext_options, 0
@@ -331,7 +331,7 @@ class SSLContext
       __bind_method__ :session_cache_mode=, :OpenSSL_SSL_SSLContext_set_session_cache_mode, 1
       __bind_method__ :setup, :OpenSSL_SSL_SSLContext_setup
 
-      attr_accessor :cert_store, :verify_hostname, :verify_mode
+      attr_accessor :cert_store, :session_new_cb, :verify_hostname, :verify_mode
 
       alias freeze setup
 
diff --git a/src/object.cpp b/src/object.cpp
index 51eb761db..8825a3889 100644
--- a/src/object.cpp
+++ b/src/object.cpp
@@ -156,10 +156,14 @@ Optional<Value> Object::create(Env *env, ClassObject *klass) {
 }
 
 Value Object::_new(Env *env, Value klass_value, Args &&args, Block *block) {
-    auto obj = create(env, klass_value.as_class());
+    auto klass = klass_value.as_class();
+    auto obj = create(env, klass);
     if (!obj)
         NAT_UNREACHABLE();
 
+    if (auto func = klass->alloc_func())
+        func(env, obj.value());
+
     obj->send(env, "initialize"_s, std::move(args), block);
     return obj.value();
 }
@@ -182,6 +186,9 @@ Value Object::allocate(Env *env, Value klass_value, Args &&args, Block *block) {
     if (!obj)
         env->raise("TypeError", "allocator undefined for {}", klass->inspect_module());
 
+    if (auto func = klass->alloc_func())
+        func(env, obj.value());
+
     return obj.value();
 }