The attached video shows that once the mouse click is being performed in the window using the touchpad, the widget no longer receives "enter" events, therefore it does not know that it needs to react.

My xinput is
⎡ Virtual core pointer                    	id=2	[master pointer  (3)]
⎜   ↳ Virtual core XTEST pointer              	id=4	[slave  pointer  (2)]
⎜   ↳ SynPS/2 Synaptics TouchPad              	id=10	[slave  pointer  (2)]
⎜   ↳ TPPS/2 IBM TrackPoint                   	id=11	[slave  pointer  (2)]
⎜   ↳ Bluetooth Mouse V1                      	id=13	[slave  pointer  (2)]
⎣ Virtual core keyboard                   	id=3	[master keyboard (2)]
    ↳ Virtual core XTEST keyboard             	id=5	[slave  keyboard (3)]
    ↳ Power Button                            	id=6	[slave  keyboard (3)]
    ↳ Video Bus                               	id=7	[slave  keyboard (3)]
    ↳ Integrated Camera                       	id=8	[slave  keyboard (3)]
    ↳ AT Translated Set 2 keyboard            	id=9	[slave  keyboard (3)]
    ↳ ThinkPad Extra Buttons                  	id=12	[slave  keyboard (3)]

touchpad info is
$ xinput list-props 10
Device 'SynPS/2 Synaptics TouchPad':
	Device Enabled (132):	1
	Coordinate Transformation Matrix (134):	1.000000, 0.000000, 0.000000, 0.000000, 1.000000, 0.000000, 0.000000, 0.000000, 1.000000
	Device Accel Profile (254):	1
	Device Accel Constant Deceleration (255):	2.500000
	Device Accel Adaptive Deceleration (256):	1.000000
	Device Accel Velocity Scaling (257):	12.500000
	Synaptics Edges (258):	1771, 5453, 1653, 4667
	Synaptics Finger (259):	25, 30, 256
	Synaptics Tap Time (260):	180
	Synaptics Tap Move (261):	243
	Synaptics Tap Durations (262):	180, 180, 100
	Synaptics ClickPad (263):	0
	Synaptics Tap FastTap (264):	0
	Synaptics Middle Button Timeout (265):	75
	Synaptics Two-Finger Pressure (266):	282
	Synaptics Two-Finger Width (267):	7
	Synaptics Scrolling Distance (268):	110, 110
	Synaptics Edge Scrolling (269):	1, 0, 0
	Synaptics Two-Finger Scrolling (270):	0, 0
	Synaptics Move Speed (271):	1.000000, 1.750000, 0.036160, 40.000000
	Synaptics Edge Motion Pressure (272):	30, 160
	Synaptics Edge Motion Speed (273):	1, 442
	Synaptics Edge Motion Always (274):	0
	Synaptics Off (275):	1
	Synaptics Locked Drags (276):	0
	Synaptics Locked Drags Timeout (277):	5000
	Synaptics Tap Action (278):	0, 0, 0, 0, 0, 0, 0
	Synaptics Click Action (279):	1, 1, 0
	Synaptics Circular Scrolling (280):	0
	Synaptics Circular Scrolling Distance (281):	0.100000
	Synaptics Circular Scrolling Trigger (282):	0
	Synaptics Circular Pad (283):	0
	Synaptics Palm Detection (284):	0
	Synaptics Palm Dimensions (285):	10, 200
	Synaptics Coasting Speed (286):	20.000000, 50.000000
	Synaptics Pressure Motion (287):		... of unknown type CARDINAL

	Synaptics Pressure Motion Factor (288):	1.000000, 1.000000
	Synaptics Resolution Detect (289):	1
	Synaptics Grab Event Device (290):	1
	Synaptics Gestures (291):	1
	Synaptics Capabilities (292):	1, 0, 1, 1, 1, 1, 1
	Synaptics Pad Resolution (293):	84, 51
	Synaptics Area (294):	0, 0, 0, 0
	Synaptics Soft Button Areas (295):	0, 0, 0, 0, 0, 0, 0, 0
	Synaptics Noise Cancellation (296):	8, 8
	Device Product ID (249):	2, 7
	Device Node (250):	"/dev/input/event3"