When my girlfriend Claudia and I graduated from college we started living together. We both found jobs pretty soon but we were not in a good financial position at the time. We had been together for a couple of years by then and we were desperate to find a way to make more money. Things changed one day as Claudia was approached by an older guy at the gym. She told me about it and I didn’t gave it much thought as she was very hot and it wasn’t that surprising that another man found her attractive.
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In the next days he started talking to her more and more to the point she told him she had a boyfriend and that she wasn’t interested in anything. His name was John, he was 57 and he told her he doesn’t want to bother her and that he just wanted to meet new people. In the next weeks Claudia being a nice girl decided not to avoid him and she got to know him a bit. I wasn’t jealous about all that because I knew she wouldn’t cheat and that she didn’t liked man that age and I was a bit turned on by the fact that other dudes were hitting on her.
Anyway, one day Claudia told me that since she had told John a bit about our situation he basically offered her to be her sugar daddy. She got very mad at him at first but he insisted he wanted to help, in exchange for her to spend some time with him, chat and maybe turn him on with some pictures and videos. He offered her 2K a month and insisted he was not asking for sex. We both laughed a bit about the idea, but later that night the topic came out again and reflecting about it we really could use those extra 2k a month.
Long story short after thinking about it for a while we decided to go for it.
That first two months Claudia started spending some time with him after gym, she had dinner with him some times and she would also send him hot pictures of her although none of them were full nudes. To be honest the whole situation didn’t stop being but we got used to it a bit and we were very much relieved from the money she was getting. John was also buying her nice gifts which weren’t a problem for him as he owned several small businesses and he seemed very wealthy.
Both me and Claudia knew that at some point he would probably ask for sex and what surprised me was that Claudia wasn’t hating the idea like she did at first. I told her how this situation was turning me on quite a bit and that the choice was hers.
I also got to know John a bit as we invited him to dinner one night and he was a real gentleman. Very in shape for his age and very well dressed. After dinner Claudia gave him a small good night kiss on his lips which made him very happy.
At one point John invited Claudia to spend a weekend with him in a very nice hotel a couple of hours from our city. The hotel was next to a very beautiful lake and by checking it online it was very expensive.
Claudia thought about it for a while and decided to go. We both knew that would probably be a way for him to convince her to have sex and she told me she would do it only if she feels comfortable at the moment.
I was very exited, nervous and also turned on by all that and I could’t stop thinking about it once she left.
Claudia texted me later that afternoon telling me she got to the hotel and that they would have dinner in an hour or so. He reserved a separate room for her and also had brought her a gift. She told me it was a designer short dress and an extra 3K in the box. She put the dress on and sent me the picture and my god, it was a very short and very tight black dress. The dress was something she would’ve never wore as it was so short her ass was almost out. She told me she felt embarrassed to wear it in public but it was also turning her on.
I couldn’t resist jerking off as she was sending me the pictures. She kept me updated during dinner showing me the noce dishes and everything and after that John invited her in his room for a drink. She accepted and for a couple of hours I didn’t get any news. Around midnight I suddenly got a video call from Claudia and as soon as I opened it I saw her naked in a hotel room. She told me she thought I would like to see the show and then she positioned the phone where I could see the bed and started making out with John.
After a while he god down on her and then proceeded in a 69 position. I could see my girlfriend sucking his cock very passionately. My cock became hard as a rock. The whole thing lasted 35 minutes and I saw them fucking in different positions. I jerked off watching them and it took me just a few minutes to get hard again. At the end John came on her boobs and belly. John picked up the phone and asked me if I enjoyed the show and that told me they would need some privacy now. They said good night and I didn’t hear more from her until the next morning when she called me telling me how he was way better than she thought and that she really enjoyed having sex with him.
From that weekend quite a few things changed and Claudia started having sex with John quite often. He was giving her large sums of money and pretty nice gifts constantly and in exchange she would please every desire he had. She would role-play with him dressing up in slutty outfits and she would also bring him to our place sometimes so I could see them fuck. It was clear John was enjoying the idea of being dominant and making me watch how he banged my girlfriend.
Our relationship became a clear cuckold relationship and John would like me to kiss her after he finished in her mouth or ask me to clean her after he finished on her body.
As Claudia got very comfortable around him she was down for everything he wanted and she was very passionate in bed with me also. The three of us would discuss about new ideas to spice things up even more. We had threesomes multiple times and we also tried for one moth to leave me out of it without even being allowed to jerk off.
Both me and John enjoyed watching Claudia having fun and she also enjoyed the attention she was getting. After some time when things calmed down a bit John came up with an idea that would push things much much further…