diff -up ruby-1.8.6.369/ruby-1.8.6-p369/ext/openssl/ossl.c.ossl10 ruby-1.8.6.369/ruby-1.8.6-p369/ext/openssl/ossl.c
--- ruby-1.8.6.369/ruby-1.8.6-p369/ext/openssl/ossl.c.ossl10	2007-02-13 00:01:19.000000000 +0100
+++ ruby-1.8.6.369/ruby-1.8.6-p369/ext/openssl/ossl.c	2009-08-26 12:29:41.000000000 +0200
@@ -92,7 +92,7 @@ ossl_x509_ary2sk(VALUE ary)
 
 #define OSSL_IMPL_SK2ARY(name, type)	        \
 VALUE						\
-ossl_##name##_sk2ary(STACK *sk)			\
+ossl_##name##_sk2ary(STACK_OF(type) *sk)	\
 {						\
     type *t;					\
     int i, num;					\
@@ -102,7 +102,7 @@ ossl_##name##_sk2ary(STACK *sk)			\
 	OSSL_Debug("empty sk!");		\
 	return Qnil;				\
     }						\
-    num = sk_num(sk);				\
+    num = sk_##type##_num(sk);			\
     if (num < 0) {				\
 	OSSL_Debug("items in sk < -1???");	\
 	return rb_ary_new();			\
@@ -110,7 +110,7 @@ ossl_##name##_sk2ary(STACK *sk)			\
     ary = rb_ary_new2(num);			\
 						\
     for (i=0; i<num; i++) {			\
-	t = (type *)sk_value(sk, i);		\
+	t = sk_##type##_value(sk, i);		\
 	rb_ary_push(ary, ossl_##name##_new(t));	\
     }						\
     return ary;					\
diff -up ruby-1.8.6.369/ruby-1.8.6-p369/ext/openssl/ossl_ssl.c.ossl10 ruby-1.8.6.369/ruby-1.8.6-p369/ext/openssl/ossl_ssl.c
--- ruby-1.8.6.369/ruby-1.8.6-p369/ext/openssl/ossl_ssl.c.ossl10	2007-03-12 05:12:32.000000000 +0100
+++ ruby-1.8.6.369/ruby-1.8.6-p369/ext/openssl/ossl_ssl.c	2009-08-26 12:08:48.000000000 +0200
@@ -89,12 +89,18 @@ static char *ossl_sslctx_attrs[] = {
 static char *ossl_ssl_attr_readers[] = { "io", "context", };
 static char *ossl_ssl_attrs[] = { "sync_close", };
 
+#if OPENSSL_VERSION_NUMBER >= 0x10000000L
+#define OSSL_MORE_CONST const
+#define STACK _STACK
+#else
+#define OSSL_MORE_CONST
+#endif
 /*
  * SSLContext class
  */
 struct {
     const char *name;
-    SSL_METHOD *(*func)(void);
+    OSSL_MORE_CONST SSL_METHOD *(*func)(void);
 } ossl_ssl_method_tab[] = {
 #define OSSL_SSL_METHOD_ENTRY(name) { #name, name##_method }
     OSSL_SSL_METHOD_ENTRY(TLSv1),
@@ -144,7 +150,7 @@ static VALUE
 ossl_sslctx_initialize(int argc, VALUE *argv, VALUE self)
 {
     VALUE ssl_method;
-    SSL_METHOD *method = NULL;
+    OSSL_MORE_CONST SSL_METHOD *method = NULL;
     SSL_CTX *ctx;
     int i;
     char *s;
@@ -407,7 +413,7 @@ ossl_sslctx_setup(VALUE self)
 }
 
 static VALUE
-ossl_ssl_cipher_to_ary(SSL_CIPHER *cipher)
+ossl_ssl_cipher_to_ary(OSSL_MORE_CONST SSL_CIPHER *cipher)
 {
     VALUE ary;
     int bits, alg_bits;
@@ -805,7 +811,7 @@ static VALUE
 ossl_ssl_get_cipher(VALUE self)
 {
     SSL *ssl;
-    SSL_CIPHER *cipher;
+    OSSL_MORE_CONST SSL_CIPHER *cipher;
 
     Data_Get_Struct(self, SSL, ssl);
     if (!ssl) {