Sometimes when I’m sending or receiving texts and/or photos to others with Android they don’t go through from my iPad or iPhone. Sometimes those being sent to me , don’t come through. I have WiFi on both but only iPhone has cellular too.

Starting here:

About iMessage and SMS/MMS - Apple Support

An iPad, whether a Cellular model or not, is not capable of directly accessing Cellular Voice or SMS/MMS Messaging features. An iPad with either WiFi or Cellular connectivity alone can only access IP-data services.

However, If paired with an iPhone, the capabilities of iPad significantly broaden to include access to Cellular Voice and Messaging services of the associated iPhone - relayed to the iPad over WiFi using Apple’s continuity features.

More information about Continuity and the relevant Cellular services can be found here:

Continuity

Use Continuity to connect your Mac, iPhone, iPad, iPod touch and Apple Watch – Apple Support

SMS/MMS Messaging

How to forward SMS/MMS text messages from your iPhone to your iPad, iPod touch or Mac - Apple Support

WiFi Calling

Make a call with Wi-Fi Calling – Apple Support

If you have an iPhone - and both iPad and iPhone are signed-in to iCloud with the same AppleID, to send SMS/MMS messages from your iPad you must explicitly enable Text Message Forwarding for your iPad on your iPhone...

On your iPhone:

Settings > Messages > Text Message Forwarding - set to ON - and explicitly enable your iPad from the list of devices.

Also ensure that Messages in iCloud is enabled on both your iPhone and iPad:

Settings > [Your Name / AppleID] > Messages - set to ON

This does not solve the issue. I too, am unable to send android users photos from either my iPad or my iPhone. Sometimes (on rare occasions) they go through, but most of the time they don’t go. This happens when I am connected to Wi-Fi, or when I’m out using cellular data. I would love a direct answer on why this is happening, and better yet, a solution so it doesn’t continue to happen!