diff --git a/src/Logic/Tags/TagUtils.ts b/src/Logic/Tags/TagUtils.ts
index 94c60522b..91ce6c5e1 100644
--- a/src/Logic/Tags/TagUtils.ts
+++ b/src/Logic/Tags/TagUtils.ts
@@ -132,6 +132,9 @@ export class TagUtils {
 
     /**
      * Given multiple tagsfilters which can be used as answer, will take the tags with the same keys together as set.
+     *
+     * @see MatchesMultiAnswer to do the reverse
+     *
      * E.g:
      *
      * const tag = TagUtils.ParseUploadableTag({"and": [
diff --git a/src/Models/ThemeConfig/TagRenderingConfig.ts b/src/Models/ThemeConfig/TagRenderingConfig.ts
index 2039022e8..dafdd4e59 100644
--- a/src/Models/ThemeConfig/TagRenderingConfig.ts
+++ b/src/Models/ThemeConfig/TagRenderingConfig.ts
@@ -243,7 +243,10 @@ export default class TagRenderingConfig {
                 if (txt === "") {
                     throw context + " Rendering for language " + ln + " is empty"
                 }
-                if (txt.indexOf("{" + this.freeform.key + "}") >= 0 || txt.indexOf("&LBRACE" + this.freeform.key + "&RBRACE") ) {
+                if (
+                    txt.indexOf("{" + this.freeform.key + "}") >= 0 ||
+                    txt.indexOf("&LBRACE" + this.freeform.key + "&RBRACE")
+                ) {
                     continue
                 }
                 if (txt.indexOf("{" + this.freeform.key + ":") >= 0) {
@@ -645,6 +648,16 @@ export default class TagRenderingConfig {
     /**
      * Given a value for the freeform key and an overview of the selected mappings, construct the correct tagsFilter to apply
      *
+     * const config = new TagRenderingConfig({"id":"bookcase-booktypes","render":{"en":"This place mostly serves {books}" },
+     * "question":{"en":"What kind of books can be found in this public bookcase?"},
+     * "freeform":{"key":"books","addExtraTags":["fixme=Freeform tag `books` used, to be doublechecked"],
+     * "inline":true},
+     * "multiAnswer":true,
+     * "mappings":[{"if":"books=children","then":"Mostly children books"},
+     * {"if":"books=adults","then": "Mostly books for adults"}]}
+     * , "testcase")
+     * config.constructChangeSpecification(undefined, undefined, [false, true, false], {amenity: "public_bookcase"}) // => new And([new Tag("books","adult")])
+     *
      * @param freeformValue The freeform value which will be applied as 'freeform.key'. Ignored if 'freeform.key' is not set
      *
      * @param singleSelectedMapping (Only used if multiAnswer == false): the single mapping to apply. Use (mappings.length) for the freeform
diff --git a/src/UI/Popup/TagRendering/TagRenderingQuestion.svelte b/src/UI/Popup/TagRendering/TagRenderingQuestion.svelte
index 8f0979dad..0522baf0e 100644
--- a/src/UI/Popup/TagRendering/TagRenderingQuestion.svelte
+++ b/src/UI/Popup/TagRendering/TagRenderingQuestion.svelte
@@ -1,76 +1,114 @@
 <script lang="ts">
-  import { Store, UIEventSource } from "../../../Logic/UIEventSource"
-  import type { SpecialVisualizationState } from "../../SpecialVisualization"
-  import Tr from "../../Base/Tr.svelte"
-  import type { Feature } from "geojson"
-  import type { Mapping } from "../../../Models/ThemeConfig/TagRenderingConfig"
-  import TagRenderingConfig from "../../../Models/ThemeConfig/TagRenderingConfig"
-  import { TagsFilter } from "../../../Logic/Tags/TagsFilter"
-  import FreeformInput from "./FreeformInput.svelte"
-  import Translations from "../../i18n/Translations.js"
-  import ChangeTagAction from "../../../Logic/Osm/Actions/ChangeTagAction"
-  import { createEventDispatcher, onDestroy } from "svelte"
-  import LayerConfig from "../../../Models/ThemeConfig/LayerConfig"
-  import SpecialTranslation from "./SpecialTranslation.svelte"
-  import TagHint from "../TagHint.svelte"
-  import LoginToggle from "../../Base/LoginToggle.svelte"
-  import SubtleButton from "../../Base/SubtleButton.svelte"
-  import Loading from "../../Base/Loading.svelte"
-  import TagRenderingMappingInput from "./TagRenderingMappingInput.svelte"
-  import { Translation } from "../../i18n/Translation"
-  import Constants from "../../../Models/Constants"
-  import { Unit } from "../../../Models/Unit"
-  import UserRelatedState from "../../../Logic/State/UserRelatedState"
-  import { twJoin } from "tailwind-merge"
+  import { UIEventSource } from "../../../Logic/UIEventSource";
+  import type { SpecialVisualizationState } from "../../SpecialVisualization";
+  import Tr from "../../Base/Tr.svelte";
+  import type { Feature } from "geojson";
+  import type { Mapping } from "../../../Models/ThemeConfig/TagRenderingConfig";
+  import TagRenderingConfig from "../../../Models/ThemeConfig/TagRenderingConfig";
+  import { TagsFilter } from "../../../Logic/Tags/TagsFilter";
+  import FreeformInput from "./FreeformInput.svelte";
+  import Translations from "../../i18n/Translations.js";
+  import ChangeTagAction from "../../../Logic/Osm/Actions/ChangeTagAction";
+  import { createEventDispatcher, onDestroy } from "svelte";
+  import LayerConfig from "../../../Models/ThemeConfig/LayerConfig";
+  import SpecialTranslation from "./SpecialTranslation.svelte";
+  import TagHint from "../TagHint.svelte";
+  import LoginToggle from "../../Base/LoginToggle.svelte";
+  import SubtleButton from "../../Base/SubtleButton.svelte";
+  import Loading from "../../Base/Loading.svelte";
+  import TagRenderingMappingInput from "./TagRenderingMappingInput.svelte";
+  import { Translation } from "../../i18n/Translation";
+  import Constants from "../../../Models/Constants";
+  import { Unit } from "../../../Models/Unit";
+  import UserRelatedState from "../../../Logic/State/UserRelatedState";
+  import { twJoin } from "tailwind-merge";
+  import { TagUtils } from "../../../Logic/Tags/TagUtils";
 
-  export let config: TagRenderingConfig
-  export let tags: UIEventSource<Record<string, string>>
-  export let selectedElement: Feature
-  export let state: SpecialVisualizationState
-  export let layer: LayerConfig
+  export let config: TagRenderingConfig;
+  export let tags: UIEventSource<Record<string, string>>;
+  export let selectedElement: Feature;
+  export let state: SpecialVisualizationState;
+  export let layer: LayerConfig;
 
-  let feedback: UIEventSource<Translation> = new UIEventSource<Translation>(undefined)
+  let feedback: UIEventSource<Translation> = new UIEventSource<Translation>(undefined);
 
-  let unit: Unit = layer.units?.find((unit) => unit.appliesToKeys.has(config.freeform?.key))
+  let unit: Unit = layer.units?.find((unit) => unit.appliesToKeys.has(config.freeform?.key));
 
   // Will be bound if a freeform is available
-  let freeformInput = new UIEventSource<string>(tags?.[config.freeform?.key])
-  let selectedMapping: number = undefined
-  let checkedMappings: boolean[]
-  $: {
-    let tgs = $tags
-    mappings = config.mappings?.filter((m) => {
+  let freeformInput = new UIEventSource<string>(tags?.[config.freeform?.key]);
+  let selectedMapping: number = undefined;
+  let checkedMappings: boolean[];
+
+  /**
+   * Prepares and fills the checkedMappings
+   */
+  function initialize(tgs: Record<string, string>, confg: TagRenderingConfig) {
+    mappings = confg.mappings?.filter((m) => {
       if (typeof m.hideInAnswer === "boolean") {
-        return !m.hideInAnswer
+        return !m.hideInAnswer;
       }
-      return !m.hideInAnswer.matchesProperties(tgs)
-    })
+      return !m.hideInAnswer.matchesProperties(tgs);
+    });
     // We received a new config -> reinit
-    unit = layer.units.find((unit) => unit.appliesToKeys.has(config.freeform?.key))
+    unit = layer.units.find((unit) => unit.appliesToKeys.has(confg.freeform?.key));
 
     if (
-      config.mappings?.length > 0 &&
-      (checkedMappings === undefined || checkedMappings?.length + 1 < config.mappings.length)
+      confg.mappings?.length > 0 &&
+      (checkedMappings === undefined || checkedMappings?.length < confg.mappings.length + (confg.freeform ? 1 : 0))
     ) {
+      const seenFreeforms = [];
+      TagUtils.FlattenMultiAnswer()
       checkedMappings = [
-        ...config.mappings.map((_) => false),
-        false /*One element extra in case a freeform value is added*/,
-      ]
+        ...confg.mappings.map((mapping) => {
+          const matches = TagUtils.MatchesMultiAnswer(mapping.if, tgs) 
+          if (matches && confg.freeform) {
+            const newProps = TagUtils.changeAsProperties(mapping.if.asChange());
+            seenFreeforms.push(newProps[confg.freeform.key]);
+          }
+          return matches;
+        })
+      ];
+      
+      if(tgs !== undefined && confg.freeform){
+        const unseenFreeformValues = tgs[confg.freeform.key]?.split(";") ?? []
+        for (const seenFreeform of seenFreeforms) {
+          if(!seenFreeform){
+            continue
+          }
+          const index = unseenFreeformValues.indexOf(seenFreeform)
+          if(index < 0){
+            continue
+          }
+          unseenFreeformValues.splice(index, 1)
+        }
+        // TODO this has _to much_ values
+        freeformInput.setData(unseenFreeformValues.join(";"))
+        checkedMappings.push(unseenFreeformValues.length > 0)
+      }
+      
+      
     }
-    if (config.freeform?.key) {
-      if (!config.multiAnswer) {
-        // Somehow, setting multianswer freeform values is broken if this is not set
-        freeformInput.setData(tgs[config.freeform.key])
+    console.log("Inited 'checkMappings' to", checkedMappings);
+    if (confg.freeform?.key) {
+      if (!confg.multiAnswer) {
+        // Somehow, setting multi-answer freeform values is broken if this is not set
+        freeformInput.setData(tgs[confg.freeform.key]);
       }
     } else {
-      freeformInput.setData(undefined)
+      freeformInput.setData(undefined);
     }
-    feedback.setData(undefined)
+    feedback.setData(undefined);
   }
-  export let selectedTags: TagsFilter = undefined
 
-  let mappings: Mapping[] = config?.mappings
-  let searchTerm: UIEventSource<string> = new UIEventSource("")
+  $: {
+    // Even though 'config' is not declared as a store, Svelte uses it as one to update the component
+    // We want to (re)-initialize whenever the 'tags' or 'config' change - but not when 'checkedConfig' changes
+    initialize($tags, config);
+  }
+  export let selectedTags: TagsFilter = undefined;
+
+  let mappings: Mapping[] = config?.mappings;
+  let searchTerm: UIEventSource<string> = new UIEventSource("");
 
   $: {
     try {
@@ -79,10 +117,10 @@
         selectedMapping,
         checkedMappings,
         tags.data
-      )
+      );
     } catch (e) {
-      console.error("Could not calculate changeSpecification:", e)
-      selectedTags = undefined
+      console.error("Could not calculate changeSpecification:", e);
+      selectedTags = undefined;
     }
   }
 
@@ -91,53 +129,53 @@
       config: TagRenderingConfig
       applied: TagsFilter
     }
-  }>()
+  }>();
 
   function onSave() {
     if (selectedTags === undefined) {
-      return
+      return;
     }
     if (layer.source === null) {
       /**
        * This is a special, priviliged layer.
        * We simply apply the tags onto the records
        */
-      const kv = selectedTags.asChange(tags.data)
+      const kv = selectedTags.asChange(tags.data);
       for (const { k, v } of kv) {
         if (v === undefined) {
-          delete tags.data[k]
+          delete tags.data[k];
         } else {
-          tags.data[k] = v
+          tags.data[k] = v;
         }
       }
-      tags.ping()
-      return
+      tags.ping();
+      return;
     }
 
-    dispatch("saved", { config, applied: selectedTags })
+    dispatch("saved", { config, applied: selectedTags });
     const change = new ChangeTagAction(tags.data.id, selectedTags, tags.data, {
       theme: state.layout.id,
-      changeType: "answer",
-    })
-    freeformInput.setData(undefined)
-    selectedMapping = undefined
-    selectedTags = undefined
+      changeType: "answer"
+    });
+    freeformInput.setData(undefined);
+    selectedMapping = undefined;
+    selectedTags = undefined;
 
     change
       .CreateChangeDescriptions()
       .then((changes) => state.changes.applyChanges(changes))
-      .catch(console.error)
+      .catch(console.error);
   }
 
-  let featureSwitchIsTesting = state.featureSwitchIsTesting
-  let featureSwitchIsDebugging = state.featureSwitches.featureSwitchIsDebugging
-  let showTags = state.userRelatedState.showTags
-  let numberOfCs = state.osmConnection.userDetails.data.csCount
+  let featureSwitchIsTesting = state.featureSwitchIsTesting;
+  let featureSwitchIsDebugging = state.featureSwitches.featureSwitchIsDebugging;
+  let showTags = state.userRelatedState.showTags;
+  let numberOfCs = state.osmConnection.userDetails.data.csCount;
   onDestroy(
     state.osmConnection.userDetails.addCallbackAndRun((ud) => {
-      numberOfCs = ud.csCount
+      numberOfCs = ud.csCount;
     })
-  )
+  );
 </script>
 
 {#if config.question !== undefined}