Crossdressing Stories: A Flight to Remember (Crossdresser Stories Book 9)

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Then Aunt Lily opened the pit for me to fall in. “Morgan dear, Miss Martin would like to be shown the new range of dresses from Avventura. If you can be ready as and when, mmm, yes?” Ma’am, they are industrial grade, we need to cut them, they are on the way ; she explained. Mom was crying all the time, and tried to console me as well. Ma’am, you need to see this; she showed my tattoo to mom and she busted into tears.

But aunt, I have lots; I told her with a surprised face. Because I was too innocent, and couldn’t recognize the fact that, they were nothing other than panties, the girls undies. What? Did something happen? She asked me. I came to my senses, and there were nothing. She was just cleaning my bums. You can cry when it’s done; she said.

Do I Pass?

My phone was almost dead, so I hoped it lasts long enough to continue communicating with him, that is if he’s really coming. About 20 minutes later he texts me again…he’s pulling in the long driveway. He finally arrived at the doorstep, I went to greet him, a bit nervous but excited at the same time. He seemed to be excited and a bit nervous to see me as well. He was looking hot in a beautiful red flouncing dress with nice heels. He was slim and looked quite feminine indeed. I was happy with what I was seeing. Then Bob comes really close to me and holds my hand. I look at him, I was nearly about to cry with guilt. Then with a smile on his face, he says “Well, actually.. I did fantasize about making out with a crossdresser someday. Are you up for it?” |I took a deep breath, and was about to ask how I could help when Aunt Lily swooped – and swished. “Miss Martin, how nice to see you. How can we help today.”

It is targeted to a small group of people, who can actually relate and enjoy these kind of stories. That’s why said this, ‘Painful pleasures are for the gifted, if you can embrace them, you are gifted as well’. Aah, aunt, please; I cried aloud and jumped. The soft panties covered my bums did nothing to reduce the pain.As always the dressed up episode had to end and after an hour or so I was putting Tina’s items away where I’d found them and headed down to water the garden. I was stunned to see that they had just been watered. Tina’s brother was also charged with watering the plants while Tina was away, and had stopped by on his way home from work to undertake the task. It still gives me jitters to think of how close I came to getting caught. I even had the radio on up in the loft room whilst I was dressed which is maybe why I didn’t hear him come in but it amazes me that he didn’t hear music coming from the upper floors and go to investigate. I knew him and we always got on well. I had been in the pub with all of them in the past and Tina’s brother was always very friendly towards me so it might have finished well had he caught me. It might be that he sneaked up and saw me otherwise engaged and oblivious and decided to let me get on with it. Maybe that’s why he was always very friendly to me. It if is I wish he’d say something or make a pass at me. Thirteen, fourteen, fifteen, you should have said it before; aunt continued the beating. By the time the counting has reached seventeen, my balance was lost, legs slipped and the whole body hanged just on the hands. One more day passed. After my bath, I came out and took my new purple briefs and wore it. When I searched for my undershirts, I couldn’t find them anywhere. Thus, after wearing one of my shorts, I went downstairs and asked aunt about them.

Wear it now; aunt shouted, and handed me the bra. Without much option left, I took it from her, and wore it reluctantly.No, no need to do that, because that’s the way you are going to spen d your rest of the days; she said. That afternoon, I relaxed and took the weight of keeping my crossdressing secret off of my shoulders. I was happy, thankful that Katie was there with me, talking me through the stages of getting dressed up, the fabrics used to create every outfit and what they meant to me. Katie explained everything. Amazingly, I was expecting something a little stranger and longer, but Katie dressed me in every outfit, explained what it included, and why they were being used and what for. A lot of it I had a vague idea, I remembered the cruise and what my sister had worn was for the formal evening dinners.That was just one of the gowns she wore, and as much as she looked, Katie couldn't find the other two evening dresses she wore, which, in all honesty, wasn't much of a problem. I had tried on numerous clothes at that point and there were other times in the future that Katie and I did similar activities.