They need more foreplay, and more lube. Both sphincters need to be totally relaxed.
What is going in, is not as big as what comes out. They can do it, but they must be ready.
I've always been a bit into anal, but your pics even made me go . Having said that, I'd still give it a go. I've found with anal that the deciding factor in whether I can or can't do it is my mind. If I'm determined to do it and convince myself that it's possible, then I'll be able to relax at lot and it will happen. If I'm convinced it's too big, I'll tense up and it won't happen. Of course all the usual stuff applies too - lube, gentleness and taking it slow.
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