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Ricky Larkin has been friends with trans women for years but has never gone out with one. Hes a little nervous about his upcoming date with a hot trans woman he is extremely attracted to, so he seeks advice from one of his friends, Casey Kisses. Casey is very happy Ricky is trying something different but is a little shocked when Ricky asks if she could break his trans cherry. Well...what are good friends for?Casey agrees to train Ricky on how to pleasure a trans girl and is quite impressed with how quickly Ricky catches on. He is definitely into the oral aspect of pleasuring a trans girl and his big cock makes for a very appetizing date. Ricky plows Caseys sweet hole all over the place, soon getting her to erupt in orgasm. This big dick clit action is really getting to Ricky as he finds out that he loves sliding dicks together. Soon Ricky is squirting all over Caseys pretty face. Looks like Rickys ready for his date!