After many weeks of discussing and me losing my nerve at the last minute, we finally managed it. We had anal. It was a lazy rainy day, sitting on the couch, watching porn, I asked him if he wanted to fool around. By the large bulge in his pants and the wet spot spreading across the front I took it as a yes. He took his impressive member out while massaging my pussy through my panties. It was dripping precum and I felt a huge jolt run through me and centre at my clit. I leaned over and took him in my mouth. I lapped up all his precum and sucked him enthusiastically. Very quickly he pushed me off, telling me he was close. He went down on me. I was so sensitive by that stage! I tried to reach for his cock and he pulled it away from me. He leaned me back on the couch and entered me. It felt really good. He then started to finger my ass. It felt really really good and I was moaning as I rubbed my clit. Before I knew it a huge orgasm ripped through me. He, by that stage, had stopped moving alltogether. As my pussy pulsated over his cock I could see him starting to lose control. He gave up and started thrusting again. He came deep in me and I came again as I watched his whole body being rocked by huge shudders. He was quite disapointed but I assured him it was sexy and told him to keep massaging my ass. He licked my pussy as he made my ass relax. I took his cock in my mouth a tried to make it hard again. I felt it start to twitch as he grew hard in my mouth. Once he was hard enough again he flipped me over into doggy and covered, I mean covered me and himself in lube. He rubbed his head on the opening while I rubbed my pussy. He managed to get the head in and it really hurt (he is not a small boy!). I concentrated on relaxing and rubbing my clit. He gently moved around, it started feeling really good again. I could feel another orgasm comming on, I told him I was about to cum and he pushed, he slipped right in and made me explode in another huge orgasm! I was cumming with his cock deep in my ass. I could feel his jerky strokes and knew he was not far off. He leaned over me and grunted that he was about to cum and asked me if he could cum in me. I told him he could and he did. He is very sheepish about cumming so quickly both times but I thought it was really sexy. He hardly ever cums quick and it is a turn on when he does. So, yeah, I managed it, I had anal with SO for the first time. He is pretty please with me as well. I really liked it too, so a little more practice and hopefully we will have it down! So that is my true story from the weekend.