diff --git a/src/config.c b/src/config.c
index b480eeb1e..26a74ab74 100644
--- a/src/config.c
+++ b/src/config.c
@@ -1352,9 +1352,10 @@ load_floppy_and_cdrom_drives(void)
                         fatal("load_floppy_and_cdrom_drives(): strlen(p) > 511 "
                               "(fdd_image_history[%i][%i])\n", c, i);
                     else
-                        strncpy(fdd_image_history[c][i], p, 511);
+                        snprintf(fdd_image_history[c][i], 511, "%s", p);
                 } else
-                    path_append_filename(fdd_image_history[c][i], usr_path, p);
+                    snprintf(fdd_image_history[c][i], 511, "%s%$s%s", usr_path,
+                             path_get_slash(usr_path), p);
                 path_normalize(fdd_image_history[c][i]);
             }
         }
@@ -1452,6 +1453,24 @@ load_floppy_and_cdrom_drives(void)
         if ((cdrom[c].host_drive == 0x200) && (strlen(cdrom[c].image_path) == 0))
             cdrom[c].host_drive = 0;
 
+        for (int i = 0; i < MAX_PREV_IMAGES; i++) {
+            cdrom[c].image_history[i] = (char *) calloc(MAX_IMAGE_PATH_LEN + 1, sizeof(char));
+            sprintf(temp, "cdrom_%02i_image_history_%02i", c + 1, i + 1);
+            p = ini_section_get_string(cat, temp, NULL);
+            if (p) {
+                if (path_abs(p)) {
+                    if (strlen(p) > 511)
+                        fatal("load_floppy_and_cdrom_drives(): strlen(p) > 511 "
+                              "(cdrom[%i].image_history[%i])\n", c, i);
+                    else
+                        snprintf(cdrom[c].image_history[i], 511, "%s", p);
+                } else
+                    snprintf(cdrom[c].image_history[i], 511, "%s%$s%s", usr_path,
+                             path_get_slash(usr_path), p);
+                path_normalize(cdrom[c].image_history[i]);
+            }
+        }
+
         /* If the CD-ROM is disabled, delete all its variables. */
         if (cdrom[c].bus_type == CDROM_BUS_DISABLED) {
             sprintf(temp, "cdrom_%02i_host_drive", c + 1);
@@ -1468,27 +1487,15 @@ load_floppy_and_cdrom_drives(void)
 
             sprintf(temp, "cdrom_%02i_image_path", c + 1);
             ini_section_delete_var(cat, temp);
+
+            for (int i = 0; i < MAX_PREV_IMAGES; i++) {
+                sprintf(temp, "cdrom_%02i_image_history_%02i", c + 1, i + 1);
+                ini_section_delete_var(cat, temp);
+            }
         }
 
         sprintf(temp, "cdrom_%02i_iso_path", c + 1);
         ini_section_delete_var(cat, temp);
-
-        for (int i = 0; i < MAX_PREV_IMAGES; i++) {
-            cdrom[c].image_history[i] = (char *) calloc(MAX_IMAGE_PATH_LEN + 1, sizeof(char));
-            sprintf(temp, "cdrom_%02i_image_history_%02i", c + 1, i + 1);
-            p = ini_section_get_string(cat, temp, NULL);
-            if (p) {
-                if (path_abs(p)) {
-                    if (strlen(p) > 511)
-                        fatal("load_floppy_and_cdrom_drives(): strlen(p) > 511 "
-                              "(cdrom[%i].image_history[%i])\n", c, i);
-                    else
-                        strncpy(cdrom[c].image_history[i], p, 511);
-                } else
-                    path_append_filename(cdrom[c].image_history[i], usr_path, p);
-                path_normalize(cdrom[c].image_history[i]);
-            }
-        }
     }
 }
 
@@ -1646,7 +1653,25 @@ load_other_removable_devices(void)
             path_append_filename(zip_drives[c].image_path, usr_path, p);
         path_normalize(zip_drives[c].image_path);
 
-        /* If the CD-ROM is disabled, delete all its variables. */
+        for (int i = 0; i < MAX_PREV_IMAGES; i++) {
+            zip_drives[c].image_history[i] = (char *) calloc(MAX_IMAGE_PATH_LEN + 1, sizeof(char));
+            sprintf(temp, "zip_%02i_image_history_%02i", c + 1, i + 1);
+            p = ini_section_get_string(cat, temp, NULL);
+            if (p) {
+                if (path_abs(p)) {
+                    if (strlen(p) > 511)
+                        fatal("load_other_removable_devices(): strlen(p) > 511 "
+                              "(zip_drives[%i].image_history[%i])\n", c, i);
+                    else
+                        snprintf(zip_drives[c].image_history[i], 511, "%s", p);
+                } else
+                    snprintf(zip_drives[c].image_history[i], 511, "%s%$s%s", usr_path,
+                             path_get_slash(usr_path), p);
+                path_normalize(zip_drives[c].image_history[i]);
+            }
+        }
+
+        /* If the ZIP drive is disabled, delete all its variables. */
         if (zip_drives[c].bus_type == ZIP_BUS_DISABLED) {
             sprintf(temp, "zip_%02i_host_drive", c + 1);
             ini_section_delete_var(cat, temp);
@@ -1662,10 +1687,12 @@ load_other_removable_devices(void)
 
             sprintf(temp, "zip_%02i_image_path", c + 1);
             ini_section_delete_var(cat, temp);
-        }
 
-        sprintf(temp, "zip_%02i_iso_path", c + 1);
-        ini_section_delete_var(cat, temp);
+            for (int i = 0; i < MAX_PREV_IMAGES; i++) {
+                sprintf(temp, "zip_%02i_image_history_%02i", c + 1, i + 1);
+                ini_section_delete_var(cat, temp);
+            }
+        }
     }
 
     memset(temp, 0x00, sizeof(temp));
@@ -1736,7 +1763,25 @@ load_other_removable_devices(void)
             path_append_filename(mo_drives[c].image_path, usr_path, p);
         path_normalize(mo_drives[c].image_path);
 
-        /* If the CD-ROM is disabled, delete all its variables. */
+        for (int i = 0; i < MAX_PREV_IMAGES; i++) {
+            mo_drives[c].image_history[i] = (char *) calloc(MAX_IMAGE_PATH_LEN + 1, sizeof(char));
+            sprintf(temp, "mo_%02i_image_history_%02i", c + 1, i + 1);
+            p = ini_section_get_string(cat, temp, NULL);
+            if (p) {
+                if (path_abs(p)) {
+                    if (strlen(p) > 511)
+                        fatal("load_other_removable_devices(): strlen(p) > 511 "
+                              "(mo_drives[%i].image_history[%i])\n", c, i);
+                    else
+                        snprintf(mo_drives[c].image_history[i], 511, "%s", p);
+                } else
+                    snprintf(mo_drives[c].image_history[i], 511, "%s%$s%s", usr_path,
+                             path_get_slash(usr_path), p);
+                path_normalize(mo_drives[c].image_history[i]);
+            }
+        }
+
+        /* If the MO drive is disabled, delete all its variables. */
         if (mo_drives[c].bus_type == MO_BUS_DISABLED) {
             sprintf(temp, "mo_%02i_host_drive", c + 1);
             ini_section_delete_var(cat, temp);
@@ -1752,10 +1797,12 @@ load_other_removable_devices(void)
 
             sprintf(temp, "mo_%02i_image_path", c + 1);
             ini_section_delete_var(cat, temp);
-        }
 
-        sprintf(temp, "mo_%02i_iso_path", c + 1);
-        ini_section_delete_var(cat, temp);
+            for (int i = 0; i < MAX_PREV_IMAGES; i++) {
+                sprintf(temp, "mo_%02i_image_history_%02i", c + 1, i + 1);
+                ini_section_delete_var(cat, temp);
+            }
+        }
     }
 }
 
diff --git a/src/include/86box/mo.h b/src/include/86box/mo.h
index a11c4d636..99b985635 100644
--- a/src/include/86box/mo.h
+++ b/src/include/86box/mo.h
@@ -27,6 +27,8 @@
 
 #define MO_TIME  10.0
 
+#define MO_IMAGE_HISTORY         4
+
 typedef struct mo_type_t {
     uint32_t sectors;
     uint16_t bytes_per_sector;
@@ -113,6 +115,8 @@ typedef struct mo_drive_t {
     char image_path[1024];
     char prev_image_path[1024];
 
+    char *image_history[MO_IMAGE_HISTORY];
+
     uint32_t type;
     uint32_t medium_size;
     uint32_t base;
diff --git a/src/include/86box/path.h b/src/include/86box/path.h
index 5ef0d9488..41ef5e65e 100644
--- a/src/include/86box/path.h
+++ b/src/include/86box/path.h
@@ -3,5 +3,6 @@ extern char *path_get_filename(char *s);
 extern char *path_get_extension(char *s);
 extern void  path_append_filename(char *dest, const char *s1, const char *s2);
 extern void  path_slash(char *path);
+extern char *path_get_slash(char *path);
 extern void  path_normalize(char *path);
 extern int   path_abs(char *path);
\ No newline at end of file
diff --git a/src/include/86box/zip.h b/src/include/86box/zip.h
index 9ff69d092..6e53fbf36 100644
--- a/src/include/86box/zip.h
+++ b/src/include/86box/zip.h
@@ -29,6 +29,8 @@
 
 #define ZIP_250_SECTORS (489532)
 
+#define ZIP_IMAGE_HISTORY         4
+
 enum {
     ZIP_BUS_DISABLED = 0,
     ZIP_BUS_ATAPI    = 5,
@@ -61,6 +63,8 @@ typedef struct zip_drive_t {
     char image_path[1024];
     char prev_image_path[1024];
 
+    char *image_history[ZIP_IMAGE_HISTORY];
+
     uint32_t is_250;
     uint32_t medium_size;
     uint32_t base;
diff --git a/src/qt/qt_platform.cpp b/src/qt/qt_platform.cpp
index 9e2264221..a8f9591d7 100644
--- a/src/qt/qt_platform.cpp
+++ b/src/qt/qt_platform.cpp
@@ -304,6 +304,18 @@ path_slash(char *path)
     path_normalize(path);
 }
 
+char *
+path_get_slash(char *path)
+{
+    auto        len = strlen(path);
+    std::string ret = "";
+
+    if (path[len - 1] != '/')
+        ret = "/";
+
+    return (char *) ret.c_str();
+}
+
 void
 path_append_filename(char *dest, const char *s1, const char *s2)
 {
diff --git a/src/unix/unix.c b/src/unix/unix.c
index c389c9c45..770822919 100644
--- a/src/unix/unix.c
+++ b/src/unix/unix.c
@@ -310,6 +310,17 @@ path_slash(char *path)
     path_normalize(path);
 }
 
+char *
+path_get_slash(char *path)
+{
+    char *ret = "";
+
+    if (path[strlen(path) - 1] != '/')
+        ret =  "/";
+
+    return ret;
+}
+
 void
 plat_put_backslash(char *s)
 {
diff --git a/src/win/win.c b/src/win/win.c
index 3e3535a32..7314370ce 100644
--- a/src/win/win.c
+++ b/src/win/win.c
@@ -734,9 +734,20 @@ path_normalize(char *path)
 void
 path_slash(char *path)
 {
-    if ((path[strlen(path) - 1] != '\\') && (path[strlen(path) - 1] != '/')) {
+    if ((path[strlen(path) - 1] != '\\') && (path[strlen(path) - 1] != '/'))
         strcat(path, "\\");
-    }
+}
+
+/* Return a trailing (back)slash if necessary. */
+char *
+path_get_slash(char *path)
+{
+    char *ret = "";
+
+    if ((path[strlen(path) - 1] != '\\') && (path[strlen(path) - 1] != '/'))
+        ret =  "\\";
+
+    return ret;
 }
 
 /* Check if the given path is absolute or not. */