diff --git a/tools/testing/selftests/x86/entry_from_vm86.c b/tools/testing/selftests/x86/entry_from_vm86.c
index 6e85f0d0498d..ade443a88421 100644
--- a/tools/testing/selftests/x86/entry_from_vm86.c
+++ b/tools/testing/selftests/x86/entry_from_vm86.c
@@ -95,6 +95,10 @@ asm (
 	"int3\n\t"
 	"vmcode_int80:\n\t"
 	"int $0x80\n\t"
+	"vmcode_popf_hlt:\n\t"
+	"push %ax\n\t"
+	"popf\n\t"
+	"hlt\n\t"
 	"vmcode_umip:\n\t"
 	/* addressing via displacements */
 	"smsw (2052)\n\t"
@@ -124,8 +128,8 @@ asm (
 
 extern unsigned char vmcode[], end_vmcode[];
 extern unsigned char vmcode_bound[], vmcode_sysenter[], vmcode_syscall[],
-	vmcode_sti[], vmcode_int3[], vmcode_int80[], vmcode_umip[],
-	vmcode_umip_str[], vmcode_umip_sldt[];
+	vmcode_sti[], vmcode_int3[], vmcode_int80[], vmcode_popf_hlt[],
+	vmcode_umip[], vmcode_umip_str[], vmcode_umip_sldt[];
 
 /* Returns false if the test was skipped. */
 static bool do_test(struct vm86plus_struct *v86, unsigned long eip,
@@ -175,7 +179,7 @@ static bool do_test(struct vm86plus_struct *v86, unsigned long eip,
 	    (VM86_TYPE(ret) == rettype && VM86_ARG(ret) == retarg)) {
 		printf("[OK]\tReturned correctly\n");
 	} else {
-		printf("[FAIL]\tIncorrect return reason\n");
+		printf("[FAIL]\tIncorrect return reason (started at eip = 0x%lx, ended at eip = 0x%lx)\n", eip, v86->regs.eip);
 		nerrs++;
 	}
 
@@ -264,6 +268,9 @@ int main(void)
 	v86.regs.ds = load_addr / 16;
 	v86.regs.es = load_addr / 16;
 
+	/* Use the end of the page as our stack. */
+	v86.regs.esp = 4096;
+
 	assert((v86.regs.cs & 3) == 0);	/* Looks like RPL = 0 */
 
 	/* #BR -- should deliver SIG??? */
@@ -295,6 +302,23 @@ int main(void)
 	v86.regs.eflags &= ~X86_EFLAGS_IF;
 	do_test(&v86, vmcode_sti - vmcode, VM86_STI, 0, "STI with VIP set");
 
+	/* POPF with VIP set but IF clear: should not trap */
+	v86.regs.eflags = X86_EFLAGS_VIP;
+	v86.regs.eax = 0;
+	do_test(&v86, vmcode_popf_hlt - vmcode, VM86_UNKNOWN, 0, "POPF with VIP set and IF clear");
+
+	/* POPF with VIP set and IF set: should trap */
+	v86.regs.eflags = X86_EFLAGS_VIP;
+	v86.regs.eax = X86_EFLAGS_IF;
+	do_test(&v86, vmcode_popf_hlt - vmcode, VM86_STI, 0, "POPF with VIP and IF set");
+
+	/* POPF with VIP clear and IF set: should not trap */
+	v86.regs.eflags = 0;
+	v86.regs.eax = X86_EFLAGS_IF;
+	do_test(&v86, vmcode_popf_hlt - vmcode, VM86_UNKNOWN, 0, "POPF with VIP clear and IF set");
+
+	v86.regs.eflags = 0;
+
 	/* INT3 -- should cause #BP */
 	do_test(&v86, vmcode_int3 - vmcode, VM86_TRAP, 3, "INT3");