I had been in a relationship with Stef for nearly a decade, we started out hot and heavy at first but as we moved in together and eventually got married our sex life had severely deflated. I found myself watching porn and taking care of my own needs much more often than for us actually sharing a night of passion. The sex was never what I would call amazing with Stef, in fact she never seemed interested in sex as is the cliche it seems in many a relationship. Stef was a larger girl, with big natural tits, plenty of sexy curves and a fat juicy ass but she was self conscious about her size and appearance. Over the previous few years my interest in porn had moved me into the realm of taboo, transgender and then into full male on male scenarios. As that curiousity flourished in the absence of real connection, I found myself on KIK joining in on collaborative erotic stories that would range from regular fantasy scenarios to homoerotic and everything in between. It was no longer enough to watch porn and join in on chats, I decided I would see if Craigslist had any merit. I would search for times and never make the move for a connection, I was too nervous of the scenario, too worried I'd get caught. I even answered and ad and went as far as making a plan for a man to come over, although I cancelled before he could arrive as my nerves just weren't ready for that leap. Time continued, and the sex in my marriage had slipped even further away.
Another year and some months had passed, I had began getting suspicious that Stef was doing what I was already doing. The difference in my mind that I was actively trying to have a sexual relationship with her and she would just blow me off saying she just wasn't that sexual. I had managed to look through her phone one time, finding a few pictures that I had never recieved of her wet panties and even a few pictures of people I had never met. I took it a step further and looked through her diary and found out she had been wanting to experience other men despite her love for me. Maybe this was an opportunity not a problem, I had gained the nerve to approach her about the situation. I told her that I was curious about other connections as well, that I would like to experience being with another man, that perhaps we try to open up the marriage and explore our sexuality a little bit. This would ultimately be the beginning of the end for our marriage but I can't say that I regret any of the situations that came from it.
Now cuckold porn had been something of a interest for me already, and Stef saying she wanted to try to be with a black man was just icing on the cake as far as that scenario went in my head. I had convinced her to open up chat with a very sexy BBC who would occasionally give me updates that she was very open to his messages and pictures, she was still shy about sharing with me but I was excited for where this would all lead. While she was exploring that I had finally made a Grindr account and began my own search to sate my curiosity. Her story will come later, this tale is about my journey.
I quickly found out Grindr was a very thirsty place, the sheer amount of dick picks I received in that first 24 hours was crazy. Some were nice dicks attached to sexy men, some were less so... Now I had to figure out what I was even curious about, did I want to fuck a guy myself? Or did I want to get fucked. I looked for a while, had some chats and shared some pictures with a handful of other men. I decided that I wanted to be dominated, to be made to feel like the object of lust for one of these men, but what kind of man was I searching for. There were plenty of big belly bear types, but one stuck out as most interesting during this time. He was fit and muscular, longer hair and an proud member of the local LGBTQ community. We had made an arrangement to meet up, I told Stef in the interest of open communication and the date was set.
I was very nervous as the night of the encounter approached, he had told me he would come pick me up and so I waited until I saw the car park in front of the house. I took a deep breath and told Stef I was off and nervously walked to his car. His name was Leo and he indeed looked just like he had shown on his Grindr profile, that was atleast a good start I thought as we made polite chit chat on our way to his place. He took me towards the downtown area of the city a short drive away, I hadn't realized he had lived above a salon that I had walked passed numerous times in the past. We headed up to his suite above the Salon and he broke the ice by giving me a tour of his space, it was a pretty impressive home I must say, he had a pretty good view of the area from the third story and it was obvious that he had some money.
We went to his living room and took a shot of tequila to smooth the nerves, I sat next to Leo on the couch and fidgeted nervously not sure where to start. He leaned in and moved his lips close to mine, I closed the distance and let our lips touch for the first time. This man knew how to kiss, his tongue snaked out and ran around my open mouth, tangling with my own as we made out on his couch. He grabbed my hand and moved it down to his crotch, I felt the steel shaft under his pants and let my hand squeeze around it and feel it's hardness. His kiss intensified and I found him leaning me back into the couch his hands roaming my body, he smelled so good this close.
