diff --git a/src/main/java/eu/siacs/conversations/http/HttpDownloadConnection.java b/src/main/java/eu/siacs/conversations/http/HttpDownloadConnection.java
index 62fe4191d..a9c106ab1 100644
--- a/src/main/java/eu/siacs/conversations/http/HttpDownloadConnection.java
+++ b/src/main/java/eu/siacs/conversations/http/HttpDownloadConnection.java
@@ -70,7 +70,8 @@ public class HttpDownloadConnection implements Transferable {
 			String secondToLast = parts.length >= 2 ? parts[parts.length -2] : null;
 			if ("pgp".equals(lastPart) || "gpg".equals(lastPart)) {
 				this.message.setEncryption(Message.ENCRYPTION_PGP);
-			} else if (message.getEncryption() != Message.ENCRYPTION_OTR) {
+			} else if (message.getEncryption() != Message.ENCRYPTION_OTR
+					&& message.getEncryption() != Message.ENCRYPTION_AXOLOTL) {
 				this.message.setEncryption(Message.ENCRYPTION_NONE);
 			}
 			String extension;
@@ -86,7 +87,8 @@ public class HttpDownloadConnection implements Transferable {
 				this.file.setKey(CryptoHelper.hexToBytes(reference));
 			}
 
-			if (this.message.getEncryption() == Message.ENCRYPTION_OTR
+			if ((this.message.getEncryption() == Message.ENCRYPTION_OTR
+					|| this.message.getEncryption() == Message.ENCRYPTION_AXOLOTL)
 					&& this.file.getKey() == null) {
 				this.message.setEncryption(Message.ENCRYPTION_NONE);
 					}
diff --git a/src/main/java/eu/siacs/conversations/http/HttpUploadConnection.java b/src/main/java/eu/siacs/conversations/http/HttpUploadConnection.java
index a3ab8daba..c0d4455a1 100644
--- a/src/main/java/eu/siacs/conversations/http/HttpUploadConnection.java
+++ b/src/main/java/eu/siacs/conversations/http/HttpUploadConnection.java
@@ -88,7 +88,9 @@ public class HttpUploadConnection implements Transferable {
 		this.file = mXmppConnectionService.getFileBackend().getFile(message, false);
 		this.file.setExpectedSize(this.file.getSize());
 
-		if (Config.ENCRYPT_ON_HTTP_UPLOADED) {
+		if (Config.ENCRYPT_ON_HTTP_UPLOADED
+				|| message.getEncryption() == Message.ENCRYPTION_AXOLOTL
+				|| message.getEncryption() == Message.ENCRYPTION_OTR) {
 			this.key = new byte[48];
 			mXmppConnectionService.getRNG().nextBytes(this.key);
 			this.file.setKey(this.key);