He told me to keep going and cum inside him. Not wanting to disappoint, I let myself go, and felt myself start shooting my sperm deep into my best fri...nds ass. The pleasure was clearly mutual, as Joe began releasing his cum for the third time today, but there was not so much this time round. Joe collapsed on top of me, as I sat there panting. We stayed like this for what felt like an age before my limp dick popped out Joe’s ass. We were naked, covered in sweat and cum, and sitting on top of one. It was a moment of connection. We didn't touch besides our foreheads and noses together. It was a moment that made me feel safe and protected, I was his, he was mine, all that mattered was each other. Suddenly, he kissed my lips, breaking our moment.We shared a few small kisses. After a minute, he asked, "Are you ready for me to be inside you?"I kissed him, smiled back, and said, "Yes."He placed himself inside with the greatest of ease. Once inside, he paused to share another kiss with me. My heart thumped in my chest, I had no idea why but I rubbed the satin against my face, it was like liquid velvet against my face and slipped through my fingers as I dropped it into the suitcase, or what was left of the beat up exterior. My thoughts went back to the feel of my dress shirt against my expanded nipples, I just had to know! I had never been attracted to such thoughts, crossdressing was something I had snickered about when it was mentioned, “a real guy would never…..” was the. I felt pain but enjoyed every bit of it .He laid me down and climbed on me, pinning me to the ground. I feared, I may be suffocated to death, but endured. He positioned his penis near my vagina and pushed suddenly in to me .I felt the pain as though my whole lower part of body was torn and gave a cry. That could not stop him. He was too excited and went digging into me. My hole gradually became wider and I felt nothing.At that time, I thought, probably anything in the world could have passed.