"Okay," I replied as I collapsed onto the double bed we would be sharing tonight. Selma was my best friend and we had just got back to our hotel in ce...tral London. We were staying here because we were attending our friends wedding the next morning. I knew this would be particularly hard for Sel because she had just recently broken up with her boyfriend of five years. I don't think single life is much for her, unlike me who seems to be forever alone, but let me not get into a rant about that.. I have one car; you have two. You have a house; I live in a duplex. You buy what you want, when you want; I make payments."She sat and chewed on the ice from her glass. We did have different circumstances, that fact was unavoidable. What it meant for the future, I didn't know. She made another drink, and after taking a swallow she glared at me."Money isn't everything, you know," she said."Yeah, but it's way ahead of whatever's in second place," I replied.She laughed and managed to snort Scotch. She told me she was willing to do it with me even without a condom. Without giving me time to think it over, she lay on the bed, led my throbbing cock all the way to the gate of heaven.That was my very first anal sex, without a condom, with a Shemale. Her hole was soft and tight (much better than a vagina). She seemed to know how to control her inner muscles very well as I trusted into her body. She held me very close to reach her deeper, at the same time, I could feel my balls slapping against. I stepped in a little closer for the next pass, letting the whip wrap around her legs and thighs, and even scoring a few hits on the sides of her breasts. I heard a small moan in reaction to each of these, so I knew that her skin was coming alive with the feeling.For the next pass, I stepped in front of her and studied her face as I worked over her breasts and down onto her abdomen. Her eyes were closed, her breathing steady, and she did her best to arch her back to present her breasts to me. I.