Add support for custom fields in file/image fields. Details and instructions coming on Friday, but if you want to preview, create a template with name "field-images" where the "images" part is the name of your file/image field. Add the fields to it that you want to represent your custom fields, and it's ready to use. Supports most core Fieldtypes (including multi-language) with the following exceptions that are not supported as custom fields in an File/Image field: CKEditor, Repeaters, PageTable, Files (nested), Images (nested), Comments, Cache, Selector.

wire/core/Pagefile.php

@@ -12,7 +12,7 @@
  * Pagefile objects are contained by a `Pagefiles` object. 
  * #pw-body
  * 
- * ProcessWire 3.x, Copyright 2018 by Ryan Cramer
+ * ProcessWire 3.x, Copyright 2019 by Ryan Cramer
  * https://processwire.com
  *
  * @property-read string $url URL to the file on the server.
@@ -23,6 +23,7 @@
  * @property-read string $name Returns the filename without the path, same as the "basename" property.
  * @property-read string $hash Get a unique hash (for the page) representing this Pagefile.
  * @property-read array $tagsArray Get file tags as an array. #pw-group-tags @since 3.0.17
+ * @property-read array $fieldValues Custom field values. #pw-internal @since 3.0.142
  * @property int $sort Sort order in database. #pw-group-other
  * @property string $basename Returns the filename without the path.
  * @property string $description Value of the file’s description field (string), if enabled. Note you can also set this property directly.
@@ -77,6 +78,17 @@ class Pagefile extends WireData {
 	 */
 	protected $filedata = array();
 
+	/**
+	 * Custom field values indexed by field name, loaded on request
+	 * 
+	 * Values here have been run through wakeupValue and sanitizeValue already.
+	 * Prior to that they are stored in $filedata (above). 
+	 * 
+	 * @var array
+	 * 
+	 */
+	protected $fieldValues = array();
+
 	/**
 	 * Construct a new Pagefile
 	 * 
@@ -227,6 +239,8 @@ class Pagefile extends WireData {
 				$language = $languages->get((int) $matches[1]); 
 				if($language && $language->id) return $this->setDescription($value, $language); 
 			}
+		} else if($this->setFieldValue($key, $value)) {
+			return $this;
 		}
 
 		return parent::set($key, $value); 
@@ -237,7 +251,6 @@ class Pagefile extends WireData {
 	 * 
 	 * Filedata is any additional data that you want to store with the file’s database record. 
 	 *
-	 *  
 	 * - To get a value, specify just the $key argument. Null is returned if request value is not present. 
 	 * - To get all values, omit all arguments. An associative array will be returned. 
 	 * - To set a value, specify the $key and the $value to set. 
@@ -558,11 +571,120 @@ class Pagefile extends WireData {
 				$value = filemtime($this->filename()); 
 				if(strpos($key, 'Str')) $value = wireDate($this->wire('config')->dateFormat, $value);
 				break;
+			case 'fieldValues':	
+				return $this->fieldValues;
+				break;
+			default:
+				$value = $this->getFieldValue($key);
+				
 		}
 		if(is_null($value)) return parent::get($key); 
 		return $value; 
 	}
 
+	/**
+	 * Get a custom field value
+	 * 
+	 * #pw-internal Most non-core cases should just use get() or direct access rather than this method
+	 * 
+	 * @param string $name
+	 * @param bool|null Get as formatted value? true=yes, false=no, null=use page output formatting setting (default=null)
+	 * @return mixed|null Returns value or null if not present
+	 * @since 3.0.142
+	 * 
+	 */
+	public function getFieldValue($name, $formatted = null) {
+		
+		$field = $this->wire('fields')->get($name);
+		if(!$field) return null;
+		
+		$template = $this->pagefiles->getFieldsTemplate();
+		if(!$template) return null;
+		
+		$fieldgroup = $template->fieldgroup;
+		if(!$fieldgroup->hasField($field)) return null;
+		
+		$field = $fieldgroup->getFieldContext($field); // get in context
+		$fieldtype = $field->type; /** @var Fieldtype $fieldtype */	
+		$fileField = $this->pagefiles->getField(); /** @var Field $fileField */
+		$fileFieldtype = $fileField->type; /** @var FieldtypeFile|FieldtypeImage $fileFieldtype */	
+		$page = $fileFieldtype->getFieldsPage($fileField);
+		
+		if(array_key_exists($name, $this->fieldValues)) {
+			$value = $this->fieldValues[$name];
+		} else {
+			$idKey = "_$field->id";
+			$value = $this->filedata($idKey);
+			if($value !== null) {
+				$value = $fieldtype->wakeupValue($page, $field, $value);
+				$value = $fieldtype->sanitizeValue($page, $field, $value);
+			}
+			$this->fieldValues[$name] = $value;
+			unset($this->filedata[$idKey]); // avoid storing double copies
+		}
+		
+		if($value === null) {
+			$value = $fieldtype->getBlankValue($page, $field);
+			$value = $fieldtype->sanitizeValue($page, $field, $value);
+			$this->fieldValues[$name] = $value;
+		}
+	
+		if($formatted === null) $formatted = $this->page->of();
+		if($formatted) $value = $fieldtype->formatValue($page, $field, $value);
+			
+		return $value;
+	}
+
+	/**
+	 * Set a custom field value
+	 * 
+	 * #pw-internal Most non-core cases should use set() instead
+	 * 
+	 * @param string $name
+	 * @param mixed $value
+	 * @param bool|null $changed Specify true to force track change, false to force no change, or null to auto-detect (default=null)
+	 * @return bool Returns true if value set, or false if not (like if there’s no template defined for the purpose)
+	 * @since 3.0.142
+	 * 
+	 * 
+	 */
+	public function setFieldValue($name, $value, $changed = null) {
+		
+		$template = $this->pagefiles->getFieldsTemplate();
+		if(!$template) return false;
+		
+		$fieldgroup = $template->fieldgroup;
+		if(!$fieldgroup) return false;
+		
+		$field = $fieldgroup->getFieldContext($name);
+		if(!$field) return false;
+		
+		$page = $this->pagefiles->getFieldsPage();
+
+		/** @var Fieldtype $fieldtype */
+		$fieldtype = $field->type;
+		$value = $fieldtype->sanitizeValue($page, $field, $value);
+	
+		if($changed === null && $this->page->trackChanges()) {
+			// detect if a change has taken place
+			$oldValue = $this->getFieldValue($field->name, false);
+			if(is_object($oldValue) && $oldValue instanceof Wire && $oldValue === $value) {
+				// $oldValue and new $value are the same object instance, so ask it if anything has changed
+				$changed = $oldValue->isChanged(); 
+				if($changed) $this->trackChange($field->name);
+			} else if($oldValue != $value) {
+				// $oldValue and new $value differ, record change
+				$this->trackChange($field->name, $oldValue, $value); 
+			}
+		} else if($changed === true) {
+			$this->trackChange($field->name); 
+		}
+	
+		$this->fieldValues[$field->name] = $value;
+
+		return true;
+	}
+	
 	/**
 	 * Hookable no-cache URL
 	 * 

wire/core/Pagefiles.php

@@ -109,6 +109,12 @@ class Pagefiles extends WireArray implements PageFieldValueInterface {
 	 */
 	protected $formatted = false;
 
+	/**
+	 * @var Template|null
+	 * 
+	 */
+	protected $fieldsTemplate = null;
+	
 	/**
 	 * Construct a Pagefiles object
 	 *
@@ -117,6 +123,7 @@ class Pagefiles extends WireArray implements PageFieldValueInterface {
 	 */
 	public function __construct(Page $page) {
 		$this->setPage($page); 
+		parent::__construct();
 	}
 
 	/**
@@ -917,6 +924,44 @@ class Pagefiles extends WireArray implements PageFieldValueInterface {
 		return $this->formatted;
 	}
 
+	/**
+	 * Get Template object used for Pagefile custom fields, if available (false if not)
+	 * 
+	 * #pw-internal
+	 * 
+	 * @return bool|Template
+	 * @since 3.0.142
+	 * 
+	 */
+	public function getFieldsTemplate() {
+		if($this->fieldsTemplate === null) {
+			/** @var Field $field */
+			$field = $this->getField();
+			if($field) {
+				$this->fieldsTemplate = false;
+				/** @var FieldtypeFile $fieldtype */
+				$fieldtype = $field->type;
+				$template = $fieldtype ? $fieldtype->getFieldsTemplate($field) : null;
+				if($template) $this->fieldsTemplate = $template;
+			}
+		}
+		return $this->fieldsTemplate;
+	}
+
+	/**
+	 * Get mock/placeholder Page object used for Pagefile custom fields
+	 * 
+	 * @return Page
+	 * @since 3.0.142
+	 * 
+	 */
+	public function getFieldsPage() {
+		$field = $this->getField();
+		/** @var FieldtypeFile $fieldtype */
+		$fieldtype = $field->type;
+		return $fieldtype->getFieldsPage($field);
+	}
+
 	/**
 	 * Debug info
 	 * 

wire/modules/Fieldtype/FieldtypeFile.module

@@ -9,19 +9,20 @@
  * /wire/core/Fieldtype.php
  * /wire/core/FieldtypeMulti.php
  * 
- * ProcessWire 3.x, Copyright 2017 by Ryan Cramer
+ * ProcessWire 3.x, Copyright 2019 by Ryan Cramer
  * https://processwire.com
  *
+ * @property array $allowFieldtypes Allowed Fieldtype types for custom fields
  * @method string formatValueString(Page $page, Field $field, $value)
  *
  */
 
-class FieldtypeFile extends FieldtypeMulti {
+class FieldtypeFile extends FieldtypeMulti implements ConfigurableModule {
 	
 	public static function getModuleInfo() {
 		return array(
 			'title' => __('Files', __FILE__),
-			'version' => 105,
+			'version' => 106,
 			'summary' => __('Field that stores one or more files', __FILE__),
 			'permanent' => true,
 		);
@@ -95,12 +96,40 @@ class FieldtypeFile extends FieldtypeMulti {
 	 */
 	protected $defaultInputfieldClass = '';
 
+	/**
+	 * Default fieldtypes allowed for custom fields
+	 * 
+	 * @var array
+	 *
+	 */
+	protected $defaultAllowFieldtypes = array(
+		'Checkbox',
+		'Datetime',
+		'Email',
+		'FieldsetClose',
+		'FieldsetOpen',
+		'Float',
+		'Integer',
+		'Page',
+		'PageTitle',
+		'PageTitleLanguage',
+		'Text',
+		'TextLanguage',
+		'Textarea',
+		'TextareaLanguage',
+		'Toggle',
+		'URL',
+	);
+
+
 	/**
 	 * Construct
 	 * 
 	 */
 	public function __construct() {
 		$this->defaultInputfieldClass = str_replace('Fieldtype', 'Inputfield', $this->className);
+		if($this->className() === 'FieldtypeFile') $this->allowFieldtypes = $this->defaultAllowFieldtypes;
+		parent::__construct();
 	}
 
 	/**
@@ -214,7 +243,11 @@ class FieldtypeFile extends FieldtypeMulti {
 			if(isset($v['modified'])) $pagefile->modified = $v['modified'];
 			if(isset($v['created'])) $pagefile->created = $v['created'];
 			if(isset($v['tags'])) $pagefile->tags = $v['tags'];
-			if(!empty($v['filedata'])) $pagefile->filedata = json_decode($v['filedata'], true);
+			if(!empty($v['filedata'])) {
+				$filedata = json_decode($v['filedata'], true);
+				unset($filedata['ix']);
+				$pagefile->filedata = $filedata;
+			}
 			$pagefile->setTrackChanges(true); 
 			$pagefiles->add($pagefile); 
 		}
@@ -238,6 +271,8 @@ class FieldtypeFile extends FieldtypeMulti {
 		if(!$value instanceof Pagefiles) return $sleepValue; 
 	
 		foreach($value as $pagefile) {
+			/** @var Pagefile $pagefile */
+			
 			$item = array(
 				'data' => $pagefile->basename, 
 				'description' => $pagefile->description(true), 
@@ -255,9 +290,12 @@ class FieldtypeFile extends FieldtypeMulti {
 			}
 			
 			if($fileSchema & self::fileSchemaFiledata) {
+				$filedata = $this->sleepFiledata($field, $pagefile);
+				if(empty($filedata)) {
 					$item['filedata'] = null;
-				$filedata = $pagefile->filedata;
+				} else {
-				if(!empty($filedata)) $item['filedata'] = json_encode($filedata); 
+					$item['filedata'] = json_encode($filedata); 
+				}
 			}
 	
 			$sleepValue[] = $item;
@@ -265,8 +303,121 @@ class FieldtypeFile extends FieldtypeMulti {
 		return $sleepValue;
 	}
 
+	/**
+	 * Get the filedata from given $pagefile ready for placement in a sleep value
+	 * 
+	 * @param Field $fileField Field having type FieldtypeFile or FieldtypeImage (or derivative)
+	 * @param Pagefile|Pageimage $pagefile
+	 * @return array Sleep value array
+	 * @since 3.0.142
+	 * 
+	 */
+	protected function sleepFiledata(Field $fileField, Pagefile $pagefile) {
+		
+		$filedata = $pagefile->filedata;
+		$template = $this->getFieldsTemplate($fileField);
+		
+		if(!$template) return $filedata; // custom field template not in use, return filedata as-is
+		if(!is_array($filedata)) $filedata = array();
+
+		$fieldValues = $pagefile->fieldValues; // field values that were loaded
+		$fieldgroup = $template->fieldgroup;
+		$idKeys = array(); // _123 type field ID keys that are populated
+		$mockPage = $this->getFieldsPage($fileField);
+
+		// sleep values from pagefile->fieldValues and place back into filedata
+		foreach($fieldValues as $key => $value) {
+			$field = $fieldgroup->getFieldContext($key);
+			if(!$field) continue;
+			$idKey = "_$field->id";
+			if($value === null) {
+				// null to remove value
+				unset($filedata[$idKey]);
+				continue;
+			}
+			$sleepValue = $field->type->sleepValue($mockPage, $field, $value);
+			if($sleepValue === null) {
+				unset($filedata[$idKey]); 
+			} else {
+				$filedata[$idKey] = $sleepValue;
+				$idKeys[$idKey] = $idKey;
+			}
+		}
+	
+		// check for data that should no longer be here
+		// validate that all field ID keys resolve to fields in the fieldgroup
+		foreach($filedata as $key => $value) {
+			if(isset($idKeys[$key])) continue; // valid, skip
+			if(strpos($key, '_') !== 0) continue; // some other filedata, skip
+			$fieldID = ltrim($key, '_'); 
+			if(!ctype_digit($fieldID)) continue; // not a custom field, skip
+			if($fieldgroup->hasField((int) $fieldID)) continue; // valid, skip
+			unset($filedata[$key]); // at this point, it can be removed
+		}
+
+		// build fieldValues index
+		$index = array();
+		foreach($filedata as $idKey => $value) {
+			$id = ltrim($idKey, '_');
+			if(!ctype_digit($id)) continue;
+			$key = "{$id}_";
+			$indexValue = $this->filedataIndexValue($key, $value);
+			if($indexValue !== null) $index[] = $indexValue;
+		}
+		unset($filedata['ix']);
+		if(count($index)) $filedata['ix'] = implode(' ', $index);
+		
+		return $filedata;
+	}
+
+	/**
+	 * Get indexable value for filedata or null if not one that will be indexed
+	 * 
+	 * @param string $key
+	 * @param mixed $value
+	 * @return null|string
+	 * 
+	 */
+	protected function filedataIndexValue($key, $value) {
+		
+		$indexValue = null;
+
+		if(is_array($value) && count($value) && !is_array(reset($value))) {
+			$a = array();
+			foreach($value as $k => $v) {
+				if(is_array($v) || !strlen("$v")) continue;
+				$kk = is_int($k) ? $key : "{$key}{$k}_";
+				$v = $this->filedataIndexValue($kk, $v);
+				if($v !== null) $a[] = $v;
+			}
+			if(count($a)) $indexValue = implode(' ', $a);
+
+		} else if(is_int($value)) {
+			// integer index
+			$indexValue = "$key$value";
+
+		} else if(is_string($value) && ctype_alnum($value) && strlen($value) <= 128) {
+			// one word string
+			$indexValue = "$key$value";
+		}
+		
+		return $indexValue;
+	}
+	
+
+	/**
+	 * Export value
+	 * 
+	 * @param Page $page
+	 * @param Field $field
+	 * @param array|float|int|null|object|string $value
+	 * @param array $options
+	 * @return array|float|int|string
+	 * 
+	 */
 	public function ___exportValue(Page $page, Field $field, $value, array $options = array()) {
 	
+		/** @var Pagefiles $pagefiles */
 		$pagefiles = $value; 
 		$value = $this->sleepValue($page, $field, $value); 
 		$exportValue = array();
@@ -500,9 +651,32 @@ class FieldtypeFile extends FieldtypeMulti {
 		return $out; 
 	}
 
+	/**
+	 * Get match query
+	 * 
+	 * @param DatabaseQuerySelect $query
+	 * @param string $table
+	 * @param string $subfield
+	 * @param string $operator
+	 * @param mixed $value
+	 * @return DatabaseQuery|DatabaseQuerySelect
+	 * @throws PageFinderSyntaxException
+	 * @throws WireException
+	 * 
+	 */
 	public function getMatchQuery($query, $table, $subfield, $operator, $value) {
 		
-		if(in_array($operator, array("*=", "~=", "%=", "^=", "$="))) {
+		if($subfield && !in_array($subfield, array('data', 'count', 'filedata', 'created', 'modified', 'description', 'tags'))) { 
+			// match custom fields
+			if($this->getMatchQuerySubfield($query, $subfield, $operator, $value)) {
+				// successfully handled
+			} else {
+				// requested subfield does not match what's available
+				throw new PageFinderSyntaxException("Property '$subfield' not recognized in selector: $query->selector"); 
+			}
+		}
+
+		if(in_array($operator, array("*=", "~=", "!~=", "%=", "^=", "$="))) {
 			// fulltext match filename or description
 			/** @var DatabaseQuerySelectFulltext $ft */
 			$ft = $this->wire(new DatabaseQuerySelectFulltext($query)); 
@@ -511,15 +685,117 @@ class FieldtypeFile extends FieldtypeMulti {
 		} else {
 			$query = parent::getMatchQuery($query, $table, $subfield, $operator, $value); 
 		}
+		
 		return $query; 
 	}
 
+	/**
+	 * Get match query for custom field selector
+	 * 
+	 * @param DatabaseQuerySelect $query
+	 * @param string $subfield
+	 * @param string $operator
+	 * @param mixed $value
+	 * @return bool
+	 * @throws PageFinderSyntaxException
+	 * 
+	 */
+	protected function getMatchQuerySubfield($query, &$subfield, &$operator, &$value) {
+		
+		/** @var Sanitizer $sanitizer */
+		$sanitizer = $this->wire('sanitizer');
+		$selector = $query->selector;
+		$property = '';
+
+		if($selector && substr_count($selector->field(), '.') > 1) {
+			// field in format field.subfield.property
+			$parts = explode('.', $selector->field());
+			while(count($parts) > 2) $property = array_pop($parts);
+		}
+
+		$field = $this->wire('fields')->get($subfield);
+		$fileField = $query->field;
+		
+		if($fileField && !$fileField->type instanceof FieldtypeFile) $fileField = null;
+		if(!$field || !$fileField) return false;
+
+		$template = $this->getFieldsTemplate($fileField);
+		if(!$template || !$template->fieldgroup->hasField($field)) {
+			throw new PageFinderSyntaxException("Field '$fileField->name' does not have subfield '$field->name'");
+		}
+
+		if($field->type instanceof FieldtypePage) {
+			if($property) {
+				throw new PageFinderSyntaxException("Property '$property' not supported in field '" . $selector->field() . "'");
+			} else if(!ctype_digit("$value") && $sanitizer->pagePathName($value) === $value) {
+				// page path to ID
+				$p = $this->wire('pages')->get($value);
+				if($p->id && $p->viewable(false)) $value = $p->id;
+			}
+		}
+
+		if(($operator === '=' || $operator === '!=') && ctype_alnum("$value") && strlen("$value") <= 128) {
+			// we can match our index value in filedata[ix]
+			$operator = $operator === '=' ? '~=' : '!~=';
+			$value = $property ? "{$field->id}_{$property}_$value" : "{$field->id}_$value";;
+
+		} else if($operator === '=') {
+			$operator = ctype_alnum("$value") ? '~=' : '*='; // ok
+
+		} else if($operator === '!=' && ctype_alnum("$value")) {
+			$operator = '!~='; // ok
+
+		} else if($operator === '~=' || $operator === '!~=' || $operator === '%=' || $operator === '*=') {
+			// ok
+
+		} else {
+			throw new PageFinderSyntaxException("Operator $operator is not supported by $this in selector: $selector");
+		}
+
+		$subfield = 'filedata';
+		
+		return true;
+	}
+
+	/**
+	 * Get selector info
+	 * 
+	 * @param Field $field
+	 * @param array $data
+	 * @return array
+	 * 
+	 */
 	public function ___getSelectorInfo(Field $field, array $data = array()) {
 		$info = parent::___getSelectorInfo($field, $data); 
 		$info['subfields']['data']['label'] = $this->_('filename'); 
+		$template = $this->getFieldsTemplate($field);
+		if($template) {
+			foreach($template->fieldgroup as $f) {
+				$f = $template->fieldgroup->getFieldContext($f);
+				if($f->type instanceof FieldtypePage) {
+					$info['subfields'][$f->name] = array(
+						'name' => $f->name,
+						'label' => $f->getLabel(),
+						'operators' => array('=', '!='),
+						'input' => 'page',
+						'options' => array(),
+					);
+				} else if($f->type instanceof FieldtypeCheckbox || $f->type->className() === 'FieldtypeToggle') {
+					$info['subfields'][$f->name] = $f->type->getSelectorInfo($f, $data); 
+				} else {
+				}
+			}
+		}
 		return $info;
 	}
 
+	/**
+	 * Get database schema
+	 * 
+	 * @param Field $field
+	 * @return array
+	 * 
+	 */
 	public function getDatabaseSchema(Field $field) {
 
 		$database = $this->wire('database');
@@ -747,7 +1023,58 @@ class FieldtypeFile extends FieldtypeMulti {
 		return null;
 	}
 
+	/**
+	 * Return Template used to manage fields for given file field
+	 * 
+	 * #pw-internal
+	 * 
+	 * @param Field $field Field having type FieldtypeFile or FieldtypeImage
+	 * @return Template|null Returns Template or null if it does not exist
+	 * @since 3.0.142
+	 * 
+	 */
+	public function getFieldsTemplate(Field $field) {
+		$template = $this->wire('templates')->get('field-' . $field->name);
+		if(!$template) return null;
+		// prepare fieldgroup used by template
+		$fieldgroup = $template->fieldgroup;
+		if($this->className() === 'FieldtypeFile') {
+			$allowFieldtypes = $this->allowFieldtypes;
+		} else {
+			$allowFieldtypes = $this->wire('fieldtypes')->get('FieldtypeFile')->get('allowFieldtypes');
+		}
+		$allowFieldtypes = array_flip($allowFieldtypes);
+		foreach($fieldgroup as $f) {
+			$name = str_replace('Fieldtype', '', $f->type->className());
+			if(!isset($allowFieldtypes[$name])) $fieldgroup->softRemove($f);
+		}
+		return $template;
+	}
 	
+	/**
+	 * Get a mock/placeholder page for using custom fields in files
+	 * 
+	 * #pw-internal
+	 * 
+	 * @param Field $field
+	 * @return Page
+	 * @since 3.0.142
+	 * 
+	 */
+	public function getFieldsPage(Field $field) {
+		$page = new Page();
+		$page->template = $this->getFieldsTemplate($field);
+		$page->status = Page::statusOn | Page::statusCorrupted; // corrupted status prevents saving
+		return $page;
+	}
+
+	/**
+	 * Field config
+	 * 
+	 * @param Field $field
+	 * @return InputfieldWrapper
+	 * 
+	 */
 	public function ___getConfigInputfields(Field $field) {
 
 		$inputfields = parent::___getConfigInputfields($field);
@@ -891,6 +1218,83 @@ class FieldtypeFile extends FieldtypeMulti {
 		return $inputfields;
 	}
 
+	/**
+	 * Module config
+	 * 
+	 * @param InputfieldWrapper $inputfields
+	 *
+	 */
+	public function getModuleConfigInputfields(InputfieldWrapper $inputfields) {
+		
+		if($this->className() != 'FieldtypeFile') return;
+		
+		/** @var InputfieldCheckboxes $f */
+		$f = $this->wire('modules')->get('InputfieldCheckboxes');
+		$f->attr('name', 'allowFieldtypes');
+		$f->label = $this->_('Allowed Fieldtype modules for custom fields');
+		$f->description = $this->_('Types with strikethrough are not likely to be 100% compatible.'); 
+		$f->optionColumns = 3;
+		$f->entityEncodeText = false;
+		
+		$moduleNames = $this->wire('modules')->findByPrefix('Fieldtype');
+		ksort($moduleNames);
+		$names = array();
+
+		// types always disallowed
+		$blacklist = array(
+			'File', 
+			'Image', 
+			'Repeater', 
+			'RepeaterMatrix', 
+			'PageTable', 
+			'Options', 
+			'Comments', 
+			'Table'
+		);
+		
+		foreach($moduleNames as $key => $moduleName) {
+			
+			list(,$name) = explode('Fieldtype', $moduleName, 2);
+			$names[$name] = $name;
+			
+			if(in_array($name, $blacklist)) {
+				unset($names[$name]);
+				continue;
+			}
+			
+			if(in_array($name, $this->defaultAllowFieldtypes)) continue; // these are fine
+			
+			// check schema of field by finding an example of one
+			$allow = false;
+			
+			foreach($this->wire('fields') as $field) {
+				// @var Field $field 
+				if($field->type instanceof FieldtypeFile) continue;
+				if(!wireInstanceOf($field->type, $moduleName)) continue;
+				
+				// verify that field DB table is responsible for all data created by the field
+				$schema = $field->type->getDatabaseSchema($field);
+				if(isset($schema['xtra']['all']) && $schema['xtra']['all'] !== true) continue;
+				
+				unset($schema['data'], $schema['pages_id'], $schema['keys'], $schema['xtra']);
+				// if there's not any other schema required by the Fieldtype, it can be supported here
+				if(!count($schema)) $allow = true;
+				break;
+			}
+			if(!$allow) {
+				// indicate with strikethrough potential issue with this type
+				$names[$name] = "<s>$name</s>";
+			}
+		}
+		
+		foreach($names as $key => $name) {
+			$f->addOption($key, $name);
+		}
+		
+		$f->val($this->allowFieldtypes);
+		$inputfields->add($f);
+	}
+
 
 
 }

wire/modules/Inputfield/InputfieldFile/InputfieldFile.js

@@ -338,7 +338,15 @@ $(document).ready(function() {
 							}
 						}
 						
+						setTimeout(function() {
+							var $inputfields = $markup.find('.Inputfield');
+							if($inputfields.length) {
+								InputfieldsInit($markup.find('.Inputfields'));
+								$inputfields.trigger('reloaded', ['InputfieldFileUpload']);
 							}
+						}, 500); 
+						
+					} // for
 
 					$progressItem.remove();
 					

wire/modules/Inputfield/InputfieldFile/InputfieldFile.module

@@ -30,6 +30,7 @@
  * @method void processInputAddFile($filename)
  * @method void processInputDeleteFile(Pagefile $pagefile)
  * @method bool processInputFile(WireInputData $input, Pagefile $pagefile, $n)
+ * @method bool processItemInputfields(Pagefile $pagefile, InputfieldWrapper $inputfields, $id, WireInputData $input)
  *
  */
 class InputfieldFile extends Inputfield implements InputfieldItemList, InputfieldHasSortableValue {
@@ -38,7 +39,7 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 		return array(
 			'title' => __('Files', __FILE__), // Module Title
 			'summary' => __('One or more file uploads (sortable)', __FILE__), // Module Summary
-			'version' => 125,
+			'version' => 126,
 			'permanent' => true, 
 			);
 	}
@@ -109,6 +110,14 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 	 */
 	protected $labels = array();
 	
+	/**
+	 * Cached value of Fieldgroup used for Pagefile custom fields, as used by getItemInputfields() method
+	 *
+	 * @var Fieldgroup|null|bool Null when not yet known, false when known not applicable, Fieldgroup when known and in use
+	 *
+	 */
+	protected $itemFieldgroup = null;
+
 	/**
 	 * Initialize the InputfieldFile
 	 *
@@ -477,16 +486,20 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 				"<input type='checkbox' name='delete_$id' value='1' title='$deleteLabel' />" . 
 				"<i class='fa fa-fw fa-trash'></i></label>";
 		
-		$out .= 
+		$description = $this->renderItemDescriptionField($pagefile, $id, $n);
-			"</p>" . 
+		$class = 'InputfieldFileData ';
-			"<div class='InputfieldFileData description ui-widget-content'>" . 
+		$class .= $description ? 'description ui-widget-content' : 'InputfieldFileFields';
-			$this->renderItemDescriptionField($pagefile, $id, $n);
 		
-		if(!$this->renderValueMode) $out .= 
+		$out .= "</p><div class='$class'>" . $description;
-			"<input class='InputfieldFileSort' type='text' name='sort_$id' value='$n' />";
 
-		$out .= 
+		$inputfields = $this->getItemInputfields($pagefile);
-			"</div>";
+		if($inputfields) $out .= $inputfields->render();
+		
+		if(!$this->renderValueMode) {
+			$out .= "<input class='InputfieldFileSort' type='text' name='sort_$id' value='$n' />";
+		}
+		
+		$out .= "</div>";
 		
 		return $out; 
 	}
@@ -661,6 +674,8 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 			}
 		}
 		
+		$this->getItemInputfields(); // custom fields ready
+		
 		return parent::renderReady($parent, $renderValueMode); 
 	}
 
@@ -748,6 +763,8 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 	}
 
 	/**
+	 * Process input to add a file
+	 * 
 	 * @param string $filename
 	 * @throws WireException
 	 * 
@@ -822,6 +839,12 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 		}
 	}
 
+	/**
+	 * Process input to delete a Pagefile item
+	 * 
+	 * @param Pagefile $pagefile
+	 * 
+	 */
 	protected function ___processInputDeleteFile(Pagefile $pagefile) {
 		$fileLabel = $this->wire('config')->debug ? $pagefile->url() : $pagefile->name;
 		$this->message($this->_("Deleted file:") . " $fileLabel"); // Label that precedes a deleted filename
@@ -829,8 +852,19 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 		$this->trackChange('value');
 	}
 
+	/**
+	 * Process input for one Pagefile
+	 * 
+	 * @param WireInputData $input
+	 * @param Pagefile $pagefile
+	 * @param int $n
+	 * @return bool
+	 * 
+	 */
 	protected function ___processInputFile(WireInputData $input, Pagefile $pagefile, $n) {
 
+		$saveFields = false; // allow custom Inputfields to be saved?
+		$changed = false; // are there any changes to this file?
 		$id = $this->name . '_' . $pagefile->hash;
 	
 		if($this->uploadOnlyMode) {
@@ -839,8 +873,6 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 			if($input->$key === null) return false;
 		}
 		
-		$changed = false; 
-	
 		// replace (currently only used by InputfieldImage)
 		$key = "replace_$id";
 		$replace = $input->$key;
@@ -918,9 +950,16 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 				$sort = (int) $sort; 
 				$pagefile->sort = $sort;
 				if($n !== $sort) $changed = true;
+				$saveFields = true;
 			}
 		}
 		
+		if($saveFields) {
+			// save custom Inputfields
+			$inputfields = $this->getItemInputfields($pagefile);
+			if($inputfields && $this->processItemInputfields($pagefile, $inputfields, $id, $input)) $changed = true;
+		}
+
 		if(isset($input['delete_' . $id])) {
 			$this->processInputDeleteFile($pagefile); 
 			$changed = true; 
@@ -938,6 +977,48 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 		return $changed; 
 	}
 
+	/**
+	 * Process custom Inputfields for Pagefile item
+	 * 
+	 * @param Pagefile $pagefile
+	 * @param InputfieldWrapper $inputfields
+	 * @param string $id Pagefile ID string
+	 * @param WireInputData $input
+	 * @return bool True if changes detected, false if not
+	 * @since 3.0.142
+	 * 
+	 */
+	protected function ___processItemInputfields(Pagefile $pagefile, InputfieldWrapper $inputfields, $id, WireInputData $input) {
+		
+		$changed = false;
+		
+		foreach($inputfields->getAll() as $f) {
+			$f->resetTrackChanges(true);
+			$f->processInput($input);
+			if(!$f->isChanged() && !$pagefile->isTemp()) {
+				continue;
+			}
+			$name = str_replace("_$id", '', $f->attr('name'));
+			if($f->getSetting('useLanguages')) {
+				$value = $pagefile->getFieldValue($name);
+				if(is_object($value)) $value->setFromInputfield($f);
+			} else {
+				$value = $f->val();
+			}
+			$pagefile->setFieldValue($name, $value, true);
+			$changed = true;
+		}
+		
+		return $changed;
+	}
+
+	/**
+	 * Process input
+	 * 
+	 * @param WireInputData $input
+	 * @return self
+	 * 
+	 */
 	public function ___processInput(WireInputData $input) {
 		
 		if(is_null($this->value)) $this->value = $this->wire(new Pagefiles($this->wire('page')));
@@ -1080,7 +1161,13 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 	 *
 	 */
 	protected function allowCollapsedItems() {
-		return $this->descriptionRows == 0 && !$this->useTags && !$this->noCollapseItem;
+		$allow = $this->descriptionRows == 0 && !$this->useTags && !$this->noCollapseItem;
+		if($allow && $this->hasField) {
+			/** @var FieldtypeFile $fieldtype */
+			$fieldtype = $this->hasField->type;
+			if($fieldtype->getFieldsTemplate($this->hasField)) $allow = false;
+		}
+		return $allow;
 	}
 
 	/**
@@ -1094,6 +1181,90 @@ class InputfieldFile extends Inputfield implements InputfieldItemList, Inputfiel
 		return $this->wire('sanitizer')->entities(str_replace(' ', ', ', trim($extensions)));
 	}
 
+	/**
+	 * Get custom Inputfields for editing given Pagefile 
+	 * 
+	 * @param Pagefile|null $item Specify Pagefile item, or omit to prepare for render ready
+	 * @return bool|InputfieldWrapper
+	 * @since 3.0.142
+	 * 
+	 */
+	public function getItemInputfields(Pagefile $item = null) {
+	
+		/** @var Pagefiles $pagefiles */
+		$value = $this->val();
+		$pagefiles = $value instanceof Pagefile ? $value->pagefiles : $value;
+		
+		if(!$pagefiles instanceof Pagefiles) {
+			// no value present on this Inputfield
+			return false;
+		}
+		
+		if($this->itemFieldgroup === false) {
+			// item fieldgroup already determined not in use
+			return false;
+		}
+	
+		if($this->itemFieldgroup === null) {
+			// item fieldgroup not yet determined
+			$this->itemFieldgroup = false;
+			$template = $pagefiles->getFieldsTemplate();
+			if(!$template) return false;
+			$this->itemFieldgroup = $template->fieldgroup;
+		}
+
+		/** @var Page $page */
+		$page = $pagefiles->getFieldsPage();
+		$id = $item ? ('_' . $this->pagefileId($item)) : '';
+		
+		$inputfields = $this->itemFieldgroup->getPageInputfields($page, $id, '', false); 
+		if(!$inputfields) return false;
+		
+		/** @var Languages|null $languages */
+		$languages = $this->wire('languages');
+
+		foreach($inputfields->getAll() as $f) {
+			
+			if(!$item) {
+				// prepare inputfields for render rather than populating them
+				$f->renderReady();
+				continue;
+			}
+			
+			/** @var Inputfield $f */
+			$name = str_replace($id, '', $f->name);
+			$value = $item ? $item->getFieldValue($name) : null; 
+			if($value === null) continue;
+			
+			if($languages && $f->getSetting('useLanguages') && $value instanceof LanguagesValueInterface) {
+				foreach($languages as $language) {
+					$f->set($language->isDefault() ? "value" : "value$language->id", $value->getLanguageValue($language->id));
+				}
+			} else {
+				$f->val($value);
+			}
+			
+			if($f->className() === 'InputfieldCKEditor') {
+				// CKE does not like being placed in file/image fields.
+				// I'm sure it's possible, but needs more work and debugging, so it's disabled for now.
+				$allow = false;
+			} else {
+				$allow = true;
+			}
+			
+			if(!$allow) {
+				$inputfields->remove($f);
+				$this->prependMarkup =
+					"<p class='ui-state-error-text'>" .
+					sprintf($this->_('Field “%1$s” type “%2$s” is not supported in field “%3$s”'), $f->label, $f->className(), $this->label) .
+					'</p>';
+				$f->getParent()->remove($f);
+			}
+		}
+		
+		return $inputfields;
+	}
+
 	/**
 	 * Configuration settings for InputfieldFile
 	 * 

wire/modules/Inputfield/InputfieldFile/InputfieldFile.scss

@@ -87,11 +87,17 @@ ul.InputfieldFileList li .ui-icon {
 	display: none !important; 
 }
 
-ul.InputfieldFileList li .InputfieldFileData {
+ul.InputfieldFileList li {
+	.InputfieldFileData {
 		margin-top: 0;
 		margin-bottom: 0;
 		padding: 1em;
 	}
+	.InputfieldFileData.InputfieldFileFields {
+		padding: 0;
+	}
+}
+
 
 .InputfieldFile.InputfieldItemListCollapse ul.InputfieldFileList li .InputfieldFileData {
 	display: none;

wire/modules/Inputfield/InputfieldImage/InputfieldImage.js

@@ -1330,10 +1330,10 @@ function InputfieldImage($) {
 		$grid.click(toggleClick);
 		
 		if($target.hasClass('InputfieldImage')) {
-			$target.find('.InputfieldHeader').append($list).append($left).append($grid);
+			$target.children('.InputfieldHeader').append($list).append($left).append($grid);
 			defaultMode = getCookieData($target, 'mode');
 		} else {
-			$(".InputfieldImage .InputfieldHeader", $target).append($list).append($left).append($grid);
+			$(".InputfieldImage > .InputfieldHeader", $target).append($list).append($left).append($grid);
 		}
 
 		if(defaultMode == 'list') {
@@ -2041,6 +2041,13 @@ function InputfieldImage($) {
 							} else {
 								setGridSize($inputfield, size);
 							}
+							setTimeout(function() {
+								var $inputfields = $markup.find('.Inputfield');
+								if($inputfields.length) {
+									InputfieldsInit($markup.find('.Inputfields'));
+									$inputfields.trigger('reloaded', ['InputfieldImageUpload']);
+								}
+							}, 250);
 						}).css("display", "");
 						$markup.addClass('InputfieldFileItemExisting');
 

wire/modules/Inputfield/InputfieldImage/InputfieldImage.module

@@ -53,7 +53,7 @@ class InputfieldImage extends InputfieldFile implements InputfieldItemList, Inpu
 		return array(
 			'title' => __('Images', __FILE__), // Module Title
 			'summary' => __('One or more image uploads (sortable)', __FILE__), // Module Summary
-			'version' => 122,
+			'version' => 123,
 			'permanent' => true,
 		);
 	}
@@ -672,11 +672,13 @@ class InputfieldImage extends InputfieldFile implements InputfieldItemList, Inpu
 				</div>
 			";
 
-			// @todo move the following to separate method shared by the renderSingle 
 			$ext = $pagefile->ext();
 			$basename = $pagefile->basename(false);
 			$focus = $pagefile->focus();
 
+			$inputfields = $this->getItemInputfields($pagefile);
+			if($inputfields) $additional .= $inputfields->render();
+				
 			$out .= "
 				<div class='ImageData'>
 					<h2 class='InputfieldImageEdit__name'><span contenteditable='true'>$basename</span>.$ext</h2>
@@ -1063,6 +1065,7 @@ class InputfieldImage extends InputfieldFile implements InputfieldItemList, Inpu
 		$field->columnWidth = 50;
 		$fieldset->add($field); 
 	
+		/** @var InputfieldInteger $field */
 		$field = $this->modules->get('InputfieldInteger');
 		$field->attr('name', 'clientQuality');
 		$field->label = $this->_('Client-side resize quality percent for JPEGs');

wire/modules/Inputfield/InputfieldImage/InputfieldImage.scss

@@ -459,7 +459,7 @@ $focusPointCircleSize: 40px;
 		display: inline-block;
 		display: flex;
 		vertical-align: top;
-		align-items: center;
+		// align-items: center;
 		justify-content: space-around;
 		width: 300px;
 		border-right: 1px solid #eee;