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When the lads returned, we let them stew for a while. Sipping our drinks and talking about the area we were all in, we passed the time ignoring the reason they sought us out. As we neared the bottom of our glasses, I decided it was time. “I will be your teacher, Jackson, one night only. Josh, you must make amends, mind you, so you’ll come along with us. As before, nothing happens unless all are comfortable. Callum stays, and this must stay between us. Do you both understand?” Josh nodded quickly. Jackson was a little more hesitant. Callum merely smiled and drained his glass. “Shall we?” he asked as he stood. Talking my hand, we made our way back to our hotel once more. Once there, I put on my best teacher persona. “Take your clothes off, boys. Let’s see what we have to work with,” I commanded. Sharing a look, Josh and Jackson slowly started unbuttoning and unzipping. Finally, they stood naked. Unsure of themselves, but naked none the less. Jackson’s smooth milk chocolate skin. A few weeks ago I went to Amsterdam with a straight friend, it was not my first time so I knew that sexy trannys were available and had been with them twice before which was fun but rushed experiences and secret from my friend. This time I had promised myself I would enjoy it and be ready to take my first cock. This began a couple of days before we left with myself fingering my tight virgin ass using lube and watching tranny bareback porn videos which got my cock hard and relaxed my anus. I finished the sessions by shoving a thick carrot in a condom into my mouth to pretend it was a cock and then deep into my ass whilst wanking my rock hard cock until I shot my sticky load. I collected my cum with 3 fingers licked them to taste before swapping them with the carrot so I could feel my widened virgin ass. We had decided to have a few drinks in the hotel and then look for sex later on when it quietened down, both agreeing to go separately so we could take our time. This suited me because.
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