Since the beginning of our relationship, my fiancee has indicated her fear of anal sex. She really didn't want it, and we have had long discussions about it. She has never had anal sex ever, and at one point vowed that she would never give up her "bum" to anyone.
Through our discussions, she realized that I wanted to have anal sex with her. I wanted it not because it would turn me on, but because I know no one has ever gone there before, and she must really love me if she gave me her bum. A few months into our relationship she started to give me full oral sex and swallow, which she never did with anyone before. To her it was the most intimate thing, and she enjoyed it.....mostly because I enjoyed it. I was most appreciative, but for some reason she saw that I was never going to be content until we had anal sex. I don't know if that's true, but that's how she saw it.
After we got engaged last year, she agreed that we would have anal sex on our wedding night. I told her it really doesn't matter to me because I love her and I would never put her through it if she's so afraid of it. We were supposed to be married this Friday, but due to logistical issues, we postponed wedding till next year. I already put $8,000 deposit for the wedding, so there is no turning back...hahaha.
Anyway, this past saturday we had our 2-year anniversary of our relationship. We went to a nice restaurant, and I reserved a room at a nice hotel so we could spend a romantic evening. After some drinking, I accidentally said something hurtful (another story), and made her feel inadequate. I felt terrible....so I apologized, and we went on with the evening. That night when we got to our hotel, she demanded that we have anal sex. I mean she aggressively demanded it! We had anal sex, she didn't like it, but did not freak out either, and went to sleep. I felt awful...because I knew she did it to satisfy me, and to make sure I didn't see her as being inadequate. She did it all for me. I am such an asshole... I feel soooo guilty.
Has anyone ever felt guilty after getting what he/she actually wanted?