I'm 51 years old and living in Mexico semi-retired and I love it. The weather is beautiful, the food is amazing, and the women are pretty. What's not to like?! In fact, I met my wife Essi (short for Esmerelda) here shortly after arriving and we have been married 3 years now. She is 39, fit, and very beautiful and I love her to pieces.
We have a great sex life, and a very healthy relationship because we are always honest with each other. When we were dating, she confessed to me that she had done some "things" when she was younger just to make ends meet. She was cleaning houses back in those days, but sometimes struggled to pay the water and electricity bills for her apartment. Many of her male clients were always suggesting with a wink that she could "get a big tip" if she wanted. It's no surprise since I had seen photos of her back then and WOW... she was very sexy in her late 20s, the same as she is now. When she was desperate to not have her lights and water turned off, she would selectively take them up on the offer. She told me it was always her decision which client she chose and what they did together.
I appreciated her honesty, and I understood why she did it. For those reasons it didn't bother me or cause me to run away from her. Quite the opposite, I found myself aroused sometimes by thinking about how well she must have taken care of those dirty old men. I have no doubt they probably had the biggest orgasms of their lives. In fact, thinking about that eventually led me to fantasizing about watching her take care of other men. I had never had this fantasy with any of my prior girlfriends, or my ex-wife. So I was confused why I would have it with this beautiful woman that I loved much more than anyone before. And yet, there it was and it wouldn't go away.
I found myself fantasizing about her with other men while we were having sex, and I asked her if she enjoyed doing "favors" for her clients. She said sometimes yes, and sometimes no but she always made them happy. One day she asked why I was so fixated on talking about the times when she did sexual favors for her clients. With a deep sigh and remembering our honesty pact, I confessed that I fantasized about her having sex with other men while I watched. Her lovely brown eyes opened wide and she paused for a moment, then giggled and asked me why. I told her the truth: that I really didn't know why but I suspected it stemmed from her being the most amazing woman I had ever known and I was curious about how other men would react to her. Also, my fantasy always included me "reclaiming" her as my wife afterwards. She said the fantasy was ok, and she would even help me with it, but couldn't do it for real. The chance of it affecting our relationship was too much of a risk for her. I completely understood her point and told her so.
So time went by and she did her part. While we were having sex sometimes she would whisper in my ear something like "I'm sorry for being tired honey, but two men took turns with me this afternoon" or "could you feel the cum inside me when you pushed your cock in", etc. That always made me shoot my load much to her delight. We also incorporated various dildos and she would ride them while sucking me, or suck them while I fucked her. A couple of times she even treated me to a DP with a dildo in her ass and my cock in her pussy. OMG that woman knows how to make a man blow a huge load when she wants to.
I was quite satisfied with our fantasy sex and our marriage was going great. Then came the visit from my friend John. I had known John since grade school and he was one of my oldest and most trusted friends. For quite some time he had been planning a trip south of the border to visit and finally pulled it together. I was really glad he was coming because I knew John needed a break. He was 49 years old and the nicest guy ever, but had never married and had broken up with his girlfriend 4 months earlier. He was in a rough spot.
John had arranged a few days vacation to spend with us, and I was so happy to see him and for him to meet Essi at last. The first day we just relaxed, and the second day we showed him around our small village and took him out on the boat. That evening we were having dinner and talking when Essi asked him about his life back in the US, if he was dating anyone, etc. She knew he had never married but I forgot to tell her he had broken up with his girlfriend. John got a bit misty-eyed telling her about the breakup and that he hadn't dated anyone for over 5 months. Essi is a natural caregiver and is always looking for ways to help people, so her heart immediately went out to him. John is a very charming person so it didn't surprise me. After dinner when we were getting ready for bed, she shared with me how horrible she felt for him and his situation. Immediately my naughty imagination started working. I told her I was really worried about him and his state of mind. Then I sheepishly suggested that maybe she could cheer him up with a simple hand job. I followed up by saying he found her extremely attractive and really envied our relationship, and maybe it would help his self esteem and get him back on track. She was shocked and said it seemed really weird, but he had been my close friend for like 40 years so maybe I knew best? After some discussion she eventually agreed to it.
We decided it would be best to set it up as a surprise, and if Essi or John, or me for that matter, didn't feel like going through with it we could easily abort. I told John he needed to feel a woman's touch and I was going to take him to a happy ending massage place I knew about, my treat. He laughed and quickly said yeah I'll take you up on that! So we planned on leaving the house at 2pm that afternoon and I told him to take his viagra or cialis or whatever beforehand.
John was eager to go because at 2pm sharp he knocked on our bedroom door saying he was ready. I told him to come on in as I was still getting dressed. Essi was on the bed wearing a short sundress with nothing underneath as I had asked her to. I came out of the bathroom putting my shirt on as John entered the bedroom. He saw Essi in that dress with her perky tits and hard nipples jiggling about and probably had an immediate boner. I told him to relax on the bed while I looked for my sandals. While I was in the closet Essi went to work.