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Both the gay one as the crossdressing. My only way out were my dildos and the chat rooms. On a chat room i met a guy who sounded really interesting, after several hours of talkinh we both decided to proceed with our cameras on. He was cute and funny. Not the best you can find but the fact that i did not had a single date for several months made him look even better. Feeling really horny i decided to be "aggresive", i asked to meet him in a hotel on the coming weekend. He agreed and i started to make all preparations needed :)On Saturday morning i checked in at the hotel (as a serious businessman) and went up to my room. I started with a hot bath to relax and some special cleaning that had to come first before the meeting. I was all waxed and my body was very smooth. I dressed up (a secretary look) and put my favorite black wig. It was almost 14:30 when i heard the knocking on the door, i was ready and very anxious. I opened and there he was. After a welcome kiss and a glass of wine. Mom now had this big smile on her face saying oh yes I think she willtake first prize for sure. She was talking to Mrs. Miller like I wasreally a girl, and didn't care. Aunt Judy gave me a big hug then put meback down, as Mom told me to go find Lynn and play, while the rest of usgirls get set up for the party.Aunt Judy told me that Lynn was in the playroom. So, I started for theplayroom, but that's when I heard mom whisper to Sarah. Oh Sarah, can youdo me a big favor today dear? Would you mind looking after Jilly all daytoday for me please?I stopped, as I turned into the playroom, because I wanted to hear more.I made sure I stepped just out of sight behind the door to listen. Iheard mom saying to Sarah. I know Jack has this really big crush on you,and he likes you a lot. I just know even being dressed as; Jillian shewill do whatever you tell her, and won't mind you watching over her.Sarah told mom, I like Jack Ops, I mean Jillian a real lot too Mrs.Baker, and I would love to watch.
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