Ways to make anal easier ?

BeautifulGem

What makes anal easier because and my boyfriend tried to do it but it hurt the first & 2nd attempt and we tried different positions even using ALOT of lube and a condom we thought would work too but no it didn’t try to see if it will be easier to go in but that didn’t work & he didn’t want to hurt me?

How did you make it easier if you did it or did you just keep trying until it his penis finally went in?

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