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Daddy’s A Crossdresser

709 words | 1 |4.50
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I caught my parents in a very peculiar situation when I was 11.

First a little bit about me. I am an overweight male in my mid 40’s and I am bisexual. 90 percent of the time I prefer women and when I am with a woman I am assertive and enjoy being in control. However, there is a side to me that loves dressing up as a woman and being dominated by a big strong man.

As far back as age seven, I remember spying on my parents when they had sex. I was so intrigued by what they were doing, even as a 7 year old. They had sex quite often and I had many opportunities to spy.

They almost always did their thing in their bedroom which was next to mine. I would press my ear to the wall and listen sometimes. Or when I was feeling brave and my curiosity would get the better of me, I would go out in the dark hallway and peek in their room. Most of the time their door was closed so I saw nothing but sometimes I got lucky and it was open. Of course it was still dark and I could only make out a very small amount.

Once in a while they did their thing in the living room with lights on and that was where I did my best observations. This is one of those times…

I awoke around 1am because I had to use the restroom, and as I learned quickly, I always open my door as quiet as possible because I didn’t want to alert them of me being awake.

I could see the living room lights were still on and I could hear noises coming from that direction. Our entire house was on one level so I just had to creep down a long hallway to get close enough.

Over the years I had seen them doing just about everything a normal middle age couple would do but I certainly wasn’t expecting to see what I saw this night.

As I crept further down the hall, they slowly became in my view. My mom, an overweight woman with a big ass and breasts was standing over my dad wearing a strap on dildo and nothing else. My dad, a big burly man’s man was on his hands and knees, wearing a blonde wig, and women’s lingerie.

“You ready for this?” Mom asked as she got down behind him

“I want your cock inside me so bad!” Dad mumbled back

Mom nudged herself close behind him. Pressed the dildo against his asshole and slid it inside of him. Dad let out a very primal groan and buried his face in the carpet of the floor. Mom grabbed ahold of his hips and began to thrust her dildo in and out of his hole. At the time I thought dad was in pain but now that I know what he was feeling, I know he was definitely not in pain. He was fucking loving it!

Mom thrusted her dildo in and out of him for a good 3 minutes or so before she pulled it out.

“Get up here and suck this big dick!” She demanded

Dad turned around and immediately put the cock that was just 8” inside his ass, in his mouth and sucked on it.

“Swallow every last drop of cum! Empty my balls!” She ordered keeping their fantasy alive

A major reason why I began watching and spying on my parents having sex was my mom. Of course she was the first woman I was attracted to but she was such a dirty talker when she had sex. She always said stuff things you hear in porn but your average girl doesn’t say in the bedroom. She was a big woman, not super huge but very curvy and it didn’t bother her. She knew she was sexy and it turned me on then and still thinking about it now turns me on.

Thinking back on this particular night, it really shaped me sexually. I became very interested in my mother, and I also learned that it was ok to switch it up from time to time. I like to think I’m very good at switching things up in the bedroom.

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1 Comment

  • Reply Dubya ID:2px1ogpmlqz

    Very hot story!