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She looks up at me with a wide grin as her finger pushes up against my sphincter. Before I know it, her finger pushes past the entrance of my asshole. I tense up at the weird sensation of being anally penetrated. It doesn’t hurt as bad as I thought it would, of course, it’s only her finger. “I think it’ll be easier for you if you get on your hands and knees,” she suggests as she pulls out her finger.I obey and get up on all fours. She gives my ass another slap and this time I feel her shove two fingers up my ass. I couldn’t help but tense up at the surprise. “Remember to relax, it’ll hurt more if you don’t. Just breathe.”I suck in as much air as I can and just let it out slowly as she starts to finger fuck my asshole. Finally, she pulls out her fingers and gives my ass a kiss. “Okay, I’m going to try and put my dick in. Remember, just relax.”I hear her squirt out some more lube and I see her rub it all over her fat dick as I look over my shoulder at her. She gives me a smile as she. "Little did I realise the consequences of that sentence...As I went on stage, this time in third place of the four, I felt like I'dnever felt before. Mrs Thompson helped all four of us up the stairs atthe back of the stage, but I sensed she gave me special help - which Inaively put down to me being the only boy with heels on.Naturally the audience was thin as it was only the other officers andboys of our company that were taking part in the performance present, butit did not matter to me. My smile had never been so wide and my steps soprecise. The last thing I wanted was to fall over and ruin this dress,which had brought back so many memories of wearing the frilly dresseswhen I was younger.My lines had been rehearsed so often with my mum that I could have beendistracted by a bomb and still remembered them, hence my performance wasapplauded by all present. Up to the dress rehearsal we were not told whowas going to "win" the contest, although the one boy who looked nothinglike a.
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