My Qualifications to Write About Crossdressing
- 2 years ago
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Girlfriend Catches Me Crossdressing free porn video
At this point I have been crossdressing for many years. I started out with my mother’s panties and bras. I would wait till she had gone to work and then go to her room and pick out one of my favorite matching bra and panties. I would lay on her bed and stroke my cock though the soft silky material, dreaming of her walking in and catching me and telling me what a little faggot I am. It never took me long to cum. This fantasy never came to be, but wanting to get caught stayed with me.
A few years had passed. I had moved out and started to acquire my own lingerie. My girlfriend worked nights, so as soon as she left I would put on my lacy lingerie and jack off to videos of crossdressers making real men cum by sucking their big cocks or letting them fuck their panty clad asses.
I still wanted to get caught and I started to fantasize about setting up a situation where my girlfriend would for sure catch me. It was a huge turn to put on some panties and a bra and think about letting her see me dressed like this. I was not going to really do it though I would think. I would be way to nervous, and she would freak out. But the idea was a hook in my brain.
After a couple of failed attempts where I chickened out I had finally gathered up the nerve to go though with it. She had told me that she would be off work early that coming Friday as they were closing early. This is it I thought. The perfect excuse. I was so excited, I had to jack off everyday that week thinking of my upcoming humiliation.
Friday came and I knew she would be home a little after 9pm. After she left that afternoon I took a bath and shaved my whole body so I would be nice and smooth. When it was getting towards 9 I picked out exacting what I wanted to wear. First I put on a pink lacy bra, and matching lace thong and garter belt. Then I added some pink thigh high stocking and hooked them to the garter belt. Finally I put on a pair of pink stiletto heels. I looked at myself in the mirror all dressed in pink. Yes, this would do, I was sure the first would out of her mouth would be faggot. I was so excited.
At 9:00 I sat in my chair and started a compilation video on my computer of men jacking off and cumming. I turned my chair so she would have a full view of my body from the door way, but kept my face towards the monitor away from the door. So I would not “notice” her when she arrived. I put on headphones so it would look like I did not hear her come in, but the sound was all the way down.
I started stroking my cock slowly in my panties, waiting. I was so nervous I was shaking. I though, I can change clothes right now, there is still time before she gets here. But no, I was going though with it. I was not going to chicken out again.
Five minutes went by and I heard the apartment door open, no going back now. I was committed. I heard keys hit the counter in the kitchen. I knew the bedroom would be her first stop. As I heard her footsteps cross the kitchen I increased the speed of my hand from stroking to actually jacking off. I wanted to give her the perfect view of me in my pink girly lingerie jacking myself of to big manly cocks. As she was crossing the living room my insides were quaking with fear and excitment. Holy Shit! Was I really doing this? No stopping now, she was in the hallway, even if I tried to close the door she would see me.
Silence… She had to be at the doorway by now watching me. I kept my head glued to the screen while I worked my panty covered cock with my hand.
Just when I thought I could not take the silence anymore. “What the fuck are you doing!” she said.
I whipped my head around and saw her standing there looking shocked. “Your home early” I yelped.
Her gaze dropped to my lingerie and the large bulge in my pink panties. “Those aren’t mine, are they yours? You have lingerie?” She asked. I told her yes.
“You knew I was going to be home at 9. I reminded you this morning” she said.
Damn, I did not want to lie, so fuck it. “Yes, I knew you would be home. I put this on and sat here waiting for you to come home. I wanted you to see what a little faggot I am”
After a few seconds to process this the anger left her face and she laughed. “Well it worked, dressed like that you definitely look like a faggot. Well you might as well finish, you went to all this work.”
“Are you sure?” I said in surprise.
“Yeah, go ahead. You wanted to show me what a faggot you are, so cum in your little pink panties faggot!” she said.
She looked down to my feet. “Holy shit, your even wearing a pair of pink heels, you really are a fag!” Then started laughing.
At this I started shooting jet after jet of hot cum into my panties, having the best orgasm of my life.
Later after much discussing I found out she was much more into this than I ever though possible. Turns out she has a very dominate personalty...
A few years had passed. I had moved out and started to acquire my own lingerie. My girlfriend worked nights, so as soon as she left I would put on my lacy lingerie and jack off to videos of crossdressers making real men cum by sucking their big cocks or letting them fuck their panty clad asses.
I still wanted to get caught and I started to fantasize about setting up a situation where my girlfriend would for sure catch me. It was a huge turn to put on some panties and a bra and think about letting her see me dressed like this. I was not going to really do it though I would think. I would be way to nervous, and she would freak out. But the idea was a hook in my brain.
After a couple of failed attempts where I chickened out I had finally gathered up the nerve to go though with it. She had told me that she would be off work early that coming Friday as they were closing early. This is it I thought. The perfect excuse. I was so excited, I had to jack off everyday that week thinking of my upcoming humiliation.
Friday came and I knew she would be home a little after 9pm. After she left that afternoon I took a bath and shaved my whole body so I would be nice and smooth. When it was getting towards 9 I picked out exacting what I wanted to wear. First I put on a pink lacy bra, and matching lace thong and garter belt. Then I added some pink thigh high stocking and hooked them to the garter belt. Finally I put on a pair of pink stiletto heels. I looked at myself in the mirror all dressed in pink. Yes, this would do, I was sure the first would out of her mouth would be faggot. I was so excited.
At 9:00 I sat in my chair and started a compilation video on my computer of men jacking off and cumming. I turned my chair so she would have a full view of my body from the door way, but kept my face towards the monitor away from the door. So I would not “notice” her when she arrived. I put on headphones so it would look like I did not hear her come in, but the sound was all the way down.
I started stroking my cock slowly in my panties, waiting. I was so nervous I was shaking. I though, I can change clothes right now, there is still time before she gets here. But no, I was going though with it. I was not going to chicken out again.
Five minutes went by and I heard the apartment door open, no going back now. I was committed. I heard keys hit the counter in the kitchen. I knew the bedroom would be her first stop. As I heard her footsteps cross the kitchen I increased the speed of my hand from stroking to actually jacking off. I wanted to give her the perfect view of me in my pink girly lingerie jacking myself of to big manly cocks. As she was crossing the living room my insides were quaking with fear and excitment. Holy Shit! Was I really doing this? No stopping now, she was in the hallway, even if I tried to close the door she would see me.
Silence… She had to be at the doorway by now watching me. I kept my head glued to the screen while I worked my panty covered cock with my hand.
Just when I thought I could not take the silence anymore. “What the fuck are you doing!” she said.
I whipped my head around and saw her standing there looking shocked. “Your home early” I yelped.
Her gaze dropped to my lingerie and the large bulge in my pink panties. “Those aren’t mine, are they yours? You have lingerie?” She asked. I told her yes.
“You knew I was going to be home at 9. I reminded you this morning” she said.
Damn, I did not want to lie, so fuck it. “Yes, I knew you would be home. I put this on and sat here waiting for you to come home. I wanted you to see what a little faggot I am”
After a few seconds to process this the anger left her face and she laughed. “Well it worked, dressed like that you definitely look like a faggot. Well you might as well finish, you went to all this work.”
“Are you sure?” I said in surprise.
“Yeah, go ahead. You wanted to show me what a faggot you are, so cum in your little pink panties faggot!” she said.
She looked down to my feet. “Holy shit, your even wearing a pair of pink heels, you really are a fag!” Then started laughing.
At this I started shooting jet after jet of hot cum into my panties, having the best orgasm of my life.
Later after much discussing I found out she was much more into this than I ever though possible. Turns out she has a very dominate personalty...
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