He did a lot of anal stretching on his own as we are long distance. He spent lots of time plugged with large plugs, using a cone line toy to constantly stretch himself, and he used special lube that was made especially for this type of activity. Once we were in person, I used toys, and slowly worked up to more fingers.
. It was an amazing experience. I did a ton of work getting to that point. Lots of stretching and taking things slowly. It is such an intense feeling when it finally slides to the wrist and you can feels them inside it's euphoric as heck.