Biggest mistake of my life Three years ago, I married an older woman. I knew she was beyond wild, and that she was far better in bed and knew far more about s** than anybody I'd ever been with. I thought I'd hit the jackpot, finding somebody so skilled and who wanted to settle down and have a family, neither of us having been married before. Last year, through a series of unbelievable coincidences, I discovered that she had worked for over twenty years as a prostitute. First, at a brothel in Nevada, and then at two secret call-out services in Florida. I exploded and moved out of the house, and then filed for and got a divorce. I wanted an annulment, because I thought the marriage had been conceived in fraud and consummated in deceit, but the factual circumstances didn't allow for that, so I settled for divorce, which was finalized in December. J and I became good friends to the point of sharing our innermost feelings. She told me her husband was a player, traveled alot, and was shady. I told her I crossdressed. One Saturday night, she showed up at the drag bar I hung out in. She actually bought me a drink, and we hung out and talked and danced. Long story short, starting that night, we started an affair. S** had never been as good as with J. Her mom and daughter, who lived with her in her home, knew I crossdressed, and her mom knew of the affair. We had to break it off, as her husband was spending more time in NY and had a temper. He never knew of the affair. 2 years ago J called me and told me she divorced her husband. We immediately rekindled our affair and we became lovers. By now her mom, daughter, and her best F friends had seen me crossdressed, and accepted me fully. Her mom and daughter loved me. And since J and I are close in size (she's 5'6" and I'm 5'7"), I 'inherited' her old clothes and shoes from when she was 25 lbs heavier. cutting this story short but many women don't mind crossdressing men. and yeh I am bi curious but they don't mind that either so long as I stick to protocols.
Biggest mistake of my life Three years ago, I married an older woman. I knew she was beyond wild, and that she was far better in bed and knew far more about s** than anybody I'd ever been with. I thought I'd hit the jackpot, finding somebody so skilled and who wanted to settle down and have a family, neither of us having been married before. Last year, through a series of unbelievable coincidences, I discovered that she had worked for over twenty years as a prostitute. First, at a brothel in Nevada, and then at two secret call-out services in Florida. I exploded and moved out of the house, and then filed for and got a divorce. I wanted an annulment, because I thought the marriage had been conceived in fraud and consummated in deceit, but the factual circumstances didn't allow for that, so I settled for divorce, which was finalized in December. J and I became good friends to the point of sharing our innermost feelings. She told me her husband was a player, traveled alot, and was shady. I told her I crossdressed. One Saturday night, she showed up at the drag bar I hung out in. She actually bought me a drink, and we hung out and talked and danced. Long story short, starting that night, we started an affair. S** had never been as good as with J. Her mom and daughter, who lived with her in her home, knew I crossdressed, and her mom knew of the affair. We had to break it off, as her husband was spending more time in NY and had a temper. He never knew of the affair. 2 years ago J called me and told me she divorced her husband. We immediately rekindled our affair and we became lovers. By now her mom, daughter, and her best F friends had seen me crossdressed, and accepted me fully. Her mom and daughter loved me. And since J and I are close in size (she's 5'6" and I'm 5'7"), I 'inherited' her old clothes and shoes from when she was 25 lbs heavier. cutting this story short but many women don't mind crossdressing men. and yeh I am bi curious but they don't mind that either so long as I stick to protocols.