diff --git a/app/src/main/java/org/thoughtcrime/securesms/sharing/DistributionListMultiShareTimestampProvider.kt b/app/src/main/java/org/thoughtcrime/securesms/sharing/DistributionListMultiShareTimestampProvider.kt
new file mode 100644
index 000000000..ff595a41d
--- /dev/null
+++ b/app/src/main/java/org/thoughtcrime/securesms/sharing/DistributionListMultiShareTimestampProvider.kt
@@ -0,0 +1,38 @@
+package org.thoughtcrime.securesms.sharing
+
+import androidx.annotation.Discouraged
+import kotlin.time.Duration
+import kotlin.time.Duration.Companion.milliseconds
+
+/**
+ * Timestamp provider for distribution lists, which will reuse previous
+ * timestamps for identical indices.
+ */
+class DistributionListMultiShareTimestampProvider(
+  getCurrentTimeMillis: () -> Duration = { System.currentTimeMillis().milliseconds },
+  sleepTimeout: Duration = 5.milliseconds
+) : MultiShareTimestampProvider(getCurrentTimeMillis, sleepTimeout) {
+
+  private val timestamps = mutableListOf(getCurrentTimeMillis())
+
+  override fun getMillis(index: Int): Long {
+    fillToIndex(index)
+    return timestamps[index].inWholeMilliseconds
+  }
+
+  private fun fillToIndex(index: Int) {
+    if (index in timestamps.indices) {
+      return
+    }
+
+    (timestamps.size..index).forEach {
+      timestamps.add(it, waitForTime())
+    }
+  }
+
+  companion object {
+    @JvmStatic
+    @Discouraged(message = "This only exists because of Java.")
+    fun create(): DistributionListMultiShareTimestampProvider = DistributionListMultiShareTimestampProvider()
+  }
+}
diff --git a/app/src/main/java/org/thoughtcrime/securesms/sharing/MultiShareSender.java b/app/src/main/java/org/thoughtcrime/securesms/sharing/MultiShareSender.java
index d014e9f0c..18273a1bd 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/sharing/MultiShareSender.java
+++ b/app/src/main/java/org/thoughtcrime/securesms/sharing/MultiShareSender.java
@@ -101,7 +101,7 @@ public final class MultiShareSender {
       return new MultiShareSendResultCollection(results);
     }
 
-    long distributionListSentTimestamp = System.currentTimeMillis();
+    DistributionListMultiShareTimestampProvider distributionListSentTimestamps = DistributionListMultiShareTimestampProvider.create();
     for (ContactSearchKey.RecipientSearchKey recipientSearchKey : multiShareArgs.getRecipientSearchKeys()) {
       Recipient recipient = Recipient.resolved(recipientSearchKey.getRecipientId());
 
@@ -123,8 +123,9 @@ public final class MultiShareSender {
                              multiShareArgs.getLinkPreview() != null ||
                              !mentions.isEmpty() ||
                              needsSplit;
-      long    sentTimestamp      = recipient.isDistributionList() ? distributionListSentTimestamp : System.currentTimeMillis();
-      boolean canSendAsTextStory = recipientSearchKey.isStory() && multiShareArgs.isValidForTextStoryGeneration();
+
+      MultiShareTimestampProvider sentTimestamp      = recipient.isDistributionList() ? distributionListSentTimestamps : MultiShareTimestampProvider.create();
+      boolean                     canSendAsTextStory = recipientSearchKey.isStory() && multiShareArgs.isValidForTextStoryGeneration();
 
       if ((recipient.isMmsGroup() || recipient.getEmail().isPresent()) && !isMmsEnabled) {
         results.add(new MultiShareSendResult(recipientSearchKey, MultiShareSendResult.Type.MMS_NOT_ENABLED));
@@ -209,7 +210,7 @@ public final class MultiShareSender {
                                                             int subscriptionId,
                                                             @NonNull List<Mention> validatedMentions,
                                                             boolean isStory,
-                                                            long sentTimestamp,
+                                                            @NonNull MultiShareTimestampProvider sentTimestamps,
                                                             boolean canSendAsTextStory,
                                                             @NonNull List<OutgoingMessage> storiesToBatchSend,
                                                             @NonNull ChatColors generatedTextStoryBackgroundColor)
@@ -242,7 +243,7 @@ public final class MultiShareSender {
         OutgoingMessage outgoingMessage = new OutgoingMessage(recipient,
                                                               new SlideDeck(),
                                                               body,
-                                                              sentTimestamp,
+                                                              sentTimestamps.getMillis(0),
                                                               subscriptionId,
                                                               0L,
                                                               false,
@@ -253,7 +254,7 @@ public final class MultiShareSender {
 
         outgoingMessages.add(outgoingMessage);
       } else if (canSendAsTextStory) {
-        outgoingMessages.add(generateTextStory(context, recipient, multiShareArgs, sentTimestamp, storyType, generatedTextStoryBackgroundColor));
+        outgoingMessages.add(generateTextStory(context, recipient, multiShareArgs, sentTimestamps.getMillis(0), storyType, generatedTextStoryBackgroundColor));
       } else {
         List<Slide> storySupportedSlides = slideDeck.getSlides()
                                                     .stream()
@@ -269,14 +270,16 @@ public final class MultiShareSender {
                                                     .filter(it -> MediaUtil.isStorySupportedType(it.getContentType()))
                                                     .collect(Collectors.toList());
 
-        for (final Slide slide : storySupportedSlides) {
+        for (int i = 0; i < storySupportedSlides.size(); i++) {
+          Slide     slide         = storySupportedSlides.get(i);
           SlideDeck singletonDeck = new SlideDeck();
+
           singletonDeck.addSlide(slide);
 
           OutgoingMessage outgoingMessage = new OutgoingMessage(recipient,
                                                                 singletonDeck,
                                                                 body,
-                                                                sentTimestamp,
+                                                                sentTimestamps.getMillis(i),
                                                                 subscriptionId,
                                                                 0L,
                                                                 false,
@@ -292,7 +295,7 @@ public final class MultiShareSender {
       OutgoingMessage outgoingMessage = new OutgoingMessage(recipient,
                                                             slideDeck,
                                                             body,
-                                                            sentTimestamp,
+                                                            sentTimestamps.getMillis(0),
                                                             subscriptionId,
                                                             expiresIn,
                                                             isViewOnce,
diff --git a/app/src/main/java/org/thoughtcrime/securesms/sharing/MultiShareTimestampProvider.kt b/app/src/main/java/org/thoughtcrime/securesms/sharing/MultiShareTimestampProvider.kt
new file mode 100644
index 000000000..ec5462bab
--- /dev/null
+++ b/app/src/main/java/org/thoughtcrime/securesms/sharing/MultiShareTimestampProvider.kt
@@ -0,0 +1,30 @@
+package org.thoughtcrime.securesms.sharing
+
+import androidx.annotation.Discouraged
+import org.signal.core.util.ThreadUtil
+import kotlin.time.Duration
+import kotlin.time.Duration.Companion.milliseconds
+
+/**
+ * Default multi-share timestamp provider, which will return a different timestamp on each invocation.
+ */
+open class MultiShareTimestampProvider(
+  private val getCurrentTime: () -> Duration = { System.currentTimeMillis().milliseconds },
+  private val sleepTimeout: Duration = 5.milliseconds
+) {
+
+  open fun getMillis(index: Int): Long {
+    return waitForTime().inWholeMilliseconds
+  }
+
+  protected fun waitForTime(): Duration {
+    ThreadUtil.sleep(sleepTimeout.inWholeMilliseconds)
+    return getCurrentTime()
+  }
+
+  companion object {
+    @JvmStatic
+    @Discouraged(message = "This only exists because of Java.")
+    fun create(): MultiShareTimestampProvider = MultiShareTimestampProvider()
+  }
+}
diff --git a/app/src/test/java/org/thoughtcrime/securesms/sharing/DistributionListMultiShareTimestampProviderTest.kt b/app/src/test/java/org/thoughtcrime/securesms/sharing/DistributionListMultiShareTimestampProviderTest.kt
new file mode 100644
index 000000000..797fad9bc
--- /dev/null
+++ b/app/src/test/java/org/thoughtcrime/securesms/sharing/DistributionListMultiShareTimestampProviderTest.kt
@@ -0,0 +1,18 @@
+package org.thoughtcrime.securesms.sharing
+
+import org.junit.Assert.assertEquals
+import org.junit.Test
+import kotlin.time.Duration.Companion.milliseconds
+import kotlin.time.Duration.Companion.seconds
+
+class DistributionListMultiShareTimestampProviderTest {
+
+  @Test
+  fun `When I ask for index 4, then I expect to fill 4 new items`() {
+    val generator = mutableListOf(1L, 2, 3, 4, 5).map { it.seconds }.toMutableList()
+    val testSubject = DistributionListMultiShareTimestampProvider(getCurrentTimeMillis = { generator.removeAt(0) }, sleepTimeout = 0.seconds)
+
+    val actual = testSubject.getMillis(4).milliseconds
+    assertEquals(5.seconds, actual)
+  }
+}