He came back with a box of latex gloves and a bottle of Gun Oil lube asking me, “Did you clean out?” I told him I did and that I was “like a goo... scout, always prepared” when it came to bottoming, which made him chuckle. After gloving up his right hand and applying more than ample lube, he instructed me to relax as he took my right leg, put it over his shoulder, teased my hole and then slid his finger inside of me and applied some gentle pressure on my prostate, just holding it for a few. I hadn’t ever sent pictures like that to a man but he now had many of them and I wanted to give him more. We texted all the next day and I could feel myself falling deeper and deeper into feelings for him. He assured me that he was feeling the same. Two days later I received a text from him in the morning. “I’ve been thinking quite a bit.” My heart dropped into the pit of my stomach. I knew what this was before he could even go on, but with a painful glimmer of hope that it wasn’t, I asked him. More

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