Well I had a hot shemale chat at a hotel one night and planned to meet back later that month to surprise my man. I told my boyfriend we were going to a party at a hotel, but instead, I had arranged for the shemale to be waiting in our room. When we got there, I told him to wait in the hallway while I “freshened up.” I went into the room and started undressing, making sure to leave the door slightly ajar so he could see what was happening. The shemale and I started making out on the bed, and then I pulled out my boyfriend’s cock and made him watch as we took turns sucking it. Once he was nice and hard, I told him it was his turn to fuck me. He hesitated at first, but I pushed him onto the bed and told him it was what I wanted. He reluctantly got on top of me, and as he started to penetrate me, the shemale grabbed his hips and guided him deeper inside me. We took turns riding him until we all cummed together. It was quite the surprise for him, but he couldn’t deny how hot it was.
After we were all satisfied, we collapsed on the bed, panting and laughing. My boyfriend looked at me with a mix of shock and arousal, and I couldn’t help but feel a rush of power knowing that I’d pushed him out of his comfort zone. The shemale leaned over and kissed him on the cheek, saying it was nice to meet him before leaving the room. As we got dressed, my boyfriend kept glancing at me with a newfound respect. He asked if I’d ever do something like that again, and I just smiled and said, “Maybe.” The rest of the night was spent exploring the hotel and enjoying each other’s company, but there was an undercurrent of excitement between us that hadn’t been there before.