I made a post some time ago about our first encounter but, in the meantime, we managed to meet again a few times so this is the updated story. For a little background, one thing that I didn’t find necessary to mention in my post, is that we reside in different countries (although only a 90 minutes flight).
========================
Some time back, talking to an acquaintance about the fact that I will go abroad for two days, she told me that she never traveled to another country. Probably out of boredom, I asked, “Wanna come?” and the answer was obviously positive. A few days later we checked into a centrally located hotel where I got a very nice penthouse corner suite with a king-size bed and a couch “just in case”, but probably the large terrace was the big bonus because we’re both smokers. Soon after, I let her know that I have to leave for a few hours but suggested a shopping street, mostly because she was dressed like hell. She’s very poor, no judgment here, and I’m also no fashion critic so take it with a grain of salt. Anyway, in the rush of the moment, I gave her 500 EUR and went to solve some stuff after leaving her in that specific shopping area.
About two or three hours later, when I came back, I was next to shocked by the way she looked in her new outfit, it was like changing the frame for a random painting and discovering that the paint is gorgeous. Well… I’m a man and not the brightest star in the sky for that matter, so my first words were of admiration and the next words were an invitation to my favorite Italian restaurant in that city. I started with the full “sugar” treatment, from Champagne to the chef cooking especially for us. A few hours passed way too fast but in the evening we lazily returned to the hotel on foot, laughing and holding hands while not giving a fuck about anything else in the world. We decide to skip the hotel’s bar and I ordered more champagne from the room service and, one thing leading to another, she gifted me a blowjob and a very damn good one. After some time, with booze flowing like a river after heavy rain, I told her that I want to cum inside her before sleep and my wish was accepted with a big smile. In the morning I gave her another brief creampie and, long story short, the next and last evening when I was pumping for the “good night” creampie, she pulled out and put my cock inside her ass. It was a nice surprise but after I finished she said with that voice of “pretend to be very sad” that she didn’t want to go home, which makes me think the anal was a prelude to this, so I replied with my voice of “pretend to be joking” that for every day when I can come inside all of her holes, she’ll get another day in the limit of one week. In conclusion, that was a really special week that I still fantasize about.
Some can see it as demeaning, I get it, but the result is that we both consider that specific week as one of the best weeks of our lives, it had a therapeutic effect on both of us and we hoped to relive it once in a while if life will allow us to. My post-experience thoughts on this are that I was able to give zero fucks about anything else and, for once, I was able to care only about my pleasure. I know, it’s self-centered but I needed this, I found out how great is that feeling when you finally do something just for your well-being and nothing more. For reasons different than mine, she confessed that she needed that week too, without expecting or hoping for it. The common element for both of us was the “giving zero fucks” for a week, she also had some problems that wanted to forget for some time, she wanted to feel wanted and admired, and being used as a piece of meat was actually a fantasy of hers. Well, she used the term “cheap prostitute” but it’s more or less the same thing.
Anyway, we had the chance to get back in contact. The first time, she told me that she’ll find a reason to visit the same city and asked me if I’d be available. I accepted, of course. A thing that I found to be a little weird was that she asked me to book a room for our encounters but let me know that she won’t stay there. Now, I don’t know exactly what was that about, my best guess is that she was accompanied by a relative or a friend. Initially, I thought that she’ll be in a cheating situation but I asked if I can make her a present and it was ok, and it’s not the kind of present that can go ignored. These two days were a shorter version of our first encounter, with less drinking, but enough to make us reconnect in a very pleasant way. Now we’re into more regular encounters and, when I have some time to spare, I get her a flight and go nuts for at least half a day. We go crazy with our fantasies, we send each other everything weird that crosses our minds as fuel for the next time, and we also managed to have two threesomes (one FMF and one MFM). Anyway, nice to feel alive.
Source: reddit.com/r/gonewildstories/comments/y4g523/m44_suddenly_i_became_a_sugar_daddy