So far the shower has been the best place to try it. We've only been able to reach partial penetration but it was nice. The water seemed to help with lubrication and the feel of the water was nice. Unfortunately, we haven't had any luck with trying anal any other times. We've both been frustrated by it to say the least. I've had experience with anal in the past. I've tried the suggestions that have been made to me. Well, everything except the enema because I'd rather not have to go that messy route. We just have to be patient.