Update: My (f)irst wild fuck with a coworker..with pictures [M/F]

This is a follow up to my first wild encounter with my coworker that I posted last weekend:

http://www.reddit.com/r/gonewildstories/comments/3378b3/my_first_wild_fuck_with_a_coworkerwith_pictures_mf/

After that encounter, we sexted, texted and fooled around a few times. We did not do it again until I met him on the last Friday of March for happy hours. He broke me the news that he was leaving. He went on a vacation in February to meet his daughter who stays with his wife. Apparently he wanted to be more closer to her. So, he took a job in the nearby city so that he can meet his daughter more often. I told him that he made the right decision.

Then he asked me if I want to do it again. I said yes. He told that he wanted to do anal and like he said during our first fuck, he would regret if he didn't do that. I told him that I have never done it and I am not sure if it is right or wrong. Actually, I never had to even think about it before as none of my previous boyfriends wanted it. He said that it might be something I should thin as my next boyfriend might ask for it. He suggested that it might be a good idea to try with him and come to an opinion. I suggested jokingly that we should do it in the trial room. We both laughed and had drinks and chatted with our colleague.