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Dressing up when she was out and playing with her dildo's in secret. After several attempts, I began to enjoy the feeling of anal play and even managed to come a few times without stimulating my penis.One afternoon, my girlfriend (Leanne) was out shopping. I thought I would be alone for hours so I dolled up, grabbed some lubricant, and one of her dildos, and settled down for some sexy alone time. Of course, I knew it was only a matter of time before I would get caught but that didn't lessen the shock when it actually happened.Her face was a mixture of both surprise and confusion as she opened the bedroom door, finding me dressed in her bra and stockings, riding her dildo, and moaning like a girl. I leaped off the bed, covering my tiny penis, shaking with fear and shock. After a long silence, she spoke softly."Is this something you're into? It's ok, I'm not mad. Why didn't you tell me?"I finally decided to open up to my girlfriend about my desires and newfound sexual kink. She was. When the girl who was bringing them turned up she didn’t have the skirt or blazer with her as her mother had taken them to be cleaned so instead she took hers of and I got into them.With some subtle light makeup and my wig firmly attached I went with the other girls (apart from the one who had lent me her clothes) to the assembly. I don’t remember what was said and anyway I was so damned exited by the adventure I probably didn’t hear a word. All I do know is that it overran because of some announcement or other and everyone had to rush like blazes to get to their classrooms in time for the first lesson of the day.Of course I couldn’t as I had to go back to the Common Room to let the girl have her clothes back so she could go to class. I was going to have to wait until it was all clear and try and creep out unseen. By the time I arrived back the girl was getting very agitated about being late and was desperate for me to get out of her clothes. Remember she was in her blouse and undies.
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