Step Mum Stories

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Halloween with Step-mum

by Tavish on Mar 14, 2021
MILF

Weeks before Halloween I was home early from college, my step-mum was still at work and so was my dad, so after an hour or so I started having a wank. I was enjoying a scene that I found when my door opened and my step-mum came in "Hey sweetie.... Oh my god!" I quickly covered myself while trying to close my laptop, she quickly stepped back out apo...

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A Mother's Memoir Ch. 01

by Risktaker48 on Sep 14, 2017
First Time

This story has been adapted from entries from diaries entrusted to me after my mother's death. I have 'changed names' to protect the innocent or guilty depending on your point of view and I have added a little bit of poetic licence to add substance. This is by no means meant to denigrate her memory but to share a little of the real sensuous, broad-minded wom...

Not Sick Maid In Heaven

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

Many years ago my Mum worked as a bridal consultant for a well-known wedding dress shop. One day to get off College so I could bunk rugby I complained of having a stomachache. The situation was ridiculous. I'm a young man of 19 who had volunteered to continue with my education and study accounts so why the authorities insisted I had to do Rugby as part of th...

Maid in Heaven

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

Many years ago my Mum worked as a bridal consultant for a well-known wedding dress shop. One day to get off College so I could bunk rugby I complained of having a stomachache. The situation was ridiculous. I'm a young man of 19 who had volunteered to continue with my education and study accounts so why the authorities insisted I had to do Rugby as part of th...

Christmas Cracker

by Tomsparty on Sep 18, 2017
Transsexuals & Crossdressers

It was Christmas 2005. I sat on the lounge floor with my sister surrounded by family and friends. The Christmas tree sparkled and after our dinner we had gathered round the tree to open our presents. As I felt Aunties soft parcel Mum whispered in my ear. 'Be grateful for what ever you receive. We all know Aunties a bit kooky. I've no idea what she's bought y...

Shrunken Situation Pt. 01

by 003_hunter on Sep 26, 2017
Fetish

This erotic story is purely fictional. All characters are 18 or over. ***** Mike awoke suddenly... Something was different. He stretched, trying to take in his surroundings with tired eyes. Light streamed in through the open curtains - he'd forgotten to close them last night - and he could hear birds outside, chirping and singing to one another as they...

Julie and Her Family Ch. 12

by Pretty_Sissy_Julie on May 4, 2020
Transgender & Crossdressers

My sister Becca and I were cuddled together in our nightgowns. Becca is 21 and I am 18. Becca is a beautiful and dominating woman. My name is Julie; I am her submissive sissy "sister." I have been living as a woman for weeks now since my Mum and sis decided I would look better as a woman and not my former life as a very effeminate man. At this point it wou...

The Man of the House

by FartInMyFace on Aug 16, 2017
Fetish

My name is Jake. This is the story of the best day of my life so far. It started like any normal day, I woke up, got dressed and headed off to school. I was in my last year at secondary and was waiting to go into college. It was nice that my step-sister and step-mother were both out of the house before me, allowing me to do as I please. They were literal g...

New Year, New Career

by Tomsparty on Sep 14, 2017
Transsexuals & Crossdressers

The new year came round very quickly. Christmas was seemingly over as it begun. Auntie had gone home and the infamous Christmas Day dress my dear Auntie had given me hung in my wardrobe lonely amongst my male clothes like a fish out of water. Mum and my sister hadn't mentioned it again and it was with a tinge of sadness that I looked back at the events of Ch...

Matrimony with Mother & Her Sister

by jackjill8 on Sep 19, 2017
Loving Wives

I have a wonderful relationship growing up with mother and her younger sister. They took great care of me. As years passed, I developed an affection for them. It was something I kept to myself. As fate had it, opportunities inadvertently arose to move us to adult behavior relationship. For our case, it was going to nudist sites and partake in nudist activiti...