Not that enjoyable the times Ive done it with my ex-bf. Although, I have to say, he had a large penis (8.5 inches and very girthy) and that thing just wasnt meant to be in the ass, well not mine anyway. It felt very uncomfortable even when he was go real slow and be very gentle, I just couldnt tolerate it most of the time. There were a few times I felt ok about him really going at it but mostly because I wanted to please him, but it was far from enjoyable for me and mostly uncomfortable during the act and then after of course. I WISH i liked it. Would make things more exciting to be more willing to do anal. My husband is aware of how uncomfortable it was when I did it with my ex-bf, and so he has never really asked for it, but we joke about it. He'll say I'll give it to him on our 25th wedding anniversary or something. He doesnt feel like he's missing out either because he says he would never want to feel like he pressured me into somethnig I didnt like or was uncomfortable with or something painful, he would want to do it only if I had the desire