This bug report is probably related to #40047. I experience some weird behavior with tooltips. (progn (let* ((start (point)) (end (progn (insert "test") (point))) (ov (make-overlay start end))) (overlay-put ov 'help-echo (propertize "xxx" 'display '(image :type jpeg :file "~/foo.jpg")))) (display-buffer-other-frame (get-buffer-create "dummy"))) After evaluating this code (Do not click anywhere, this is important.) and moving the mouse pointer over "test" I get a tooltip displaying the image file foo.jpg. The tooltip appears as a box with a light yellow background color with sharp corners. But the moment I click anywhere on the desktop (not necessarily on an emacs frame) this tooltip changes it's appearance. Now the tooltip contains no image but the text "xxx". Furthermore the tooltip appears as a transparent black box with rounded corners. I suppose that the first tooltip I'm seeing is an emacs-tooltip while the second one is a gtk-tooltip. The code line creating an empty buffer is important. Without this line I never see the emacs-tooltip, but always the gtk-tooltip. The tests were done with (setq x-gtk-use-system-tooltips t). After setting (setq x-gtk-use-system-tooltips nil) the tooltip does not change any more. Now I always get an emacs-tooltip. In GNU Emacs 28.0.50 (build 2, x86_64-pc-linux-gnu, GTK+ Version 3.22.30, cairo version 1.15.10) of 2020-03-17 built on phoenix Repository revision: ac9acc1864b02b92de4eb2e98db7b5b0cd03e019 Repository branch: master Windowing system distributor 'The X.Org Foundation', version 11.0.11906000 System Description: Ubuntu 18.04.4 LTS Recent messages: For information about GNU Emacs and the GNU system, type C-h C-a. Making completion list... funcall-interactively: End of buffer [3 times] Configured using: 'configure --with-imagemagick' Configured features: XPM JPEG TIFF GIF PNG RSVG CAIRO IMAGEMAGICK SOUND DBUS GSETTINGS GLIB NOTIFY INOTIFY GNUTLS LIBXML2 FREETYPE HARFBUZZ ZLIB TOOLKIT_SCROLL_BARS GTK3 X11 XDBE XIM MODULES THREADS PDUMPER LCMS2 GMP Important settings: value of $LANG: en_US.UTF-8 locale-coding-system: utf-8-unix Major mode: Lisp Interaction Minor modes in effect: tooltip-mode: t global-eldoc-mode: t eldoc-mode: t electric-indent-mode: t mouse-wheel-mode: t tool-bar-mode: t menu-bar-mode: t file-name-shadow-mode: t global-font-lock-mode: t font-lock-mode: t blink-cursor-mode: t auto-composition-mode: t auto-encryption-mode: t auto-compression-mode: t line-number-mode: t transient-mark-mode: t Load-path shadows: None found. Features: (shadow sort mail-extr emacsbug message rmc puny dired dired-loaddefs format-spec rfc822 mml easymenu mml-sec password-cache epa derived epg epg-config gnus-util rmail rmail-loaddefs text-property-search time-date subr-x seq byte-opt gv bytecomp byte-compile cconv mm-decode mm-bodies mm-encode mail-parse rfc2231 mailabbrev gmm-utils mailheader cl-loaddefs cl-lib sendmail rfc2047 rfc2045 ietf-drums mm-util mail-prsvr mail-utils tooltip eldoc electric uniquify ediff-hook vc-hooks lisp-float-type mwheel term/x-win x-win term/common-win x-dnd tool-bar dnd fontset image regexp-opt fringe tabulated-list replace newcomment text-mode elisp-mode lisp-mode prog-mode register page tab-bar menu-bar rfn-eshadow isearch timer select scroll-bar mouse jit-lock font-lock syntax facemenu font-core term/tty-colors frame minibuffer cl-generic cham georgian utf-8-lang misc-lang vietnamese tibetan thai tai-viet lao korean japanese eucjp-ms cp51932 hebrew greek romanian slovak czech european ethiopic indian cyrillic chinese composite charscript charprop case-table epa-hook jka-cmpr-hook help simple abbrev obarray cl-preloaded nadvice loaddefs button faces cus-face macroexp files text-properties overlay sha1 md5 base64 format env code-pages mule custom widget hashtable-print-readable backquote threads dbusbind inotify lcms2 dynamic-setting system-font-setting font-render-setting cairo move-toolbar gtk x-toolkit x multi-tty make-network-process emacs) Memory information: ((conses 16 44799 5180) (symbols 48 6297 1) (strings 32 15693 1667) (string-bytes 1 509547) (vectors 16 9297) (vector-slots 8 127644 10640) (floats 8 20 31) (intervals 56 194 0) (buffers 1000 12))