First married guy I ever played with was a guy I had been having sex with for years. We started fooling around young and never stopped.
But he told me before he got married that he was going to be faithful and not cheat on her - I told him I would miss our fun but that I understood and respected his position and I would never try and get him to cheat unless he wanted to.
Fast forward a couple of years and he was in town and we met up for dinner. He kept talking about how great his wife was but hinting that she was not the best cock sucker he ever had...
After dinner I took him back to his hotel and he asked if I wanted to come in for a few - he flopped down on the bed and started talking about hotel porn channels.
What he wanted was clear - but I also did not want to be blamed if he started feeling guilty. So I told him I always loved our fooling around but I had told him before he got married what he was or wasn't comfortable doing would be up to him. He unbuttoned his pants and said that if he just received it isn't like really cheating...
And each time I have seen him since then it has been easier and easier...
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