Crossdressing

Halloween Romance (6)

Halloween Romance
Sequel to
Mischief Night Magic
Part Six: A Lesson on the Perils of Womanhood

Gwendoline took a deep breath as she closed the heavy wooden doors of the girls bathroom behind her. She then started to walk around every square foot of the bathroom. Once she was sure we were along she turned toward me and heaved another long, drawn out sigh.

sissygirl’s journey 4

As I handed mom her purse she always gave me that cute little smile as with her eyes too, she knew I loved her purses while giving me purse time and still being nonchalant about it, a few times she would quietly say you love it, I knew she was just having a little fun I just stood there and didn’t say a thing but yes I did.

sissygirl’s journey 3

So mom really didn’t get upset or mad about anything but she did let you know if she was not happy and her personal lipstick collection was one of them.

Being a very curious little boy and mesmerized by her lipstick I would always find myself looking through her lipstick collection.

Little boy’s can never put anything back correctly or organized we’re just too focused on the prize and her lipsticks being in a pretty tube I would twist those amazing lipsticks out of their tube and spend my time enjoying all the different and wonderful colors and scents.

Halloween Romance (5)

Halloween Romance
Sequel to
Mischief Night Magic
Part Five: A Cup Of Poison

I felt my hips starting to sway this way and that, all in tune with the music the dj was playing as I waited for my vampire to return with my requested cup of spiked punch. As I waited, I felt small beads of sweat starting to roll down my body, making my costume sticking to me. And I could feel the effects of the alcohol taking hold of me. I was sure I was starting to catch the first rising curls of a buzz.

sissygirl’s journey 2

Hi everyone, before I continue I would like to give a little view into my life at that time.

Mom, what can I say she was a wonderful mother very supportive of everything my sister and I did with all the love she had.

My sis was 3 years older than me and being a real jock she had her own group of friends and from what vibe I got from her she wanted nothing to do with me especially when mom and I were exploring my other side, of course mom always tried to kept it out of sight so nobody got uncomfortable to a certain point as you will see, she was a great mom.

sissygirl’s journey

Being about 5 or 6 I was mesmerized by my mother’s black patent purses and her lipsticks also my sister’s black patent Mary Janes, any chance I had I would go into her closet and reacquaint myself with those beautiful patent little girl shoes.

I would pick them up to get a closer look feeling the shiny smooth patent leather and playing with the buckle just in amazement of how pretty they were, if time allowed I would take them back to my bedroom to wear them.

Family Therapy

FamilyTherapy00.jpg

A father and son in crisis reach out to an online therapist who, unbeknownst to them, is actually an artificial intelligence. But after the machine mistakenly deduces that one of them must be transgender—and bound by its programming to maintain its patients' privacy—it ends up feminizing both father and son. When the truth finally comes to light, will this bring the two of them closer together, or tear them hopelessly apart?

Just Do What The Nice Man Says Honey

Just Do What The Nice Man Says Edited.jpg

Alex lives with his mother Julie and refuses to get a job or to help Julie pay the rent and household bills. When Julie sees pictures of Alex dressed as a girl she sees that Alex has potential for meaningful employment, even though Alex might not want the job.

My Time as a Wife

This is a continuation of "Life's Lottery". Steve is delving deeper into his Sarah persona.
This story contains sexual scenes.

I bit the bullet and took some pictures of myself as Sarah. Nothing
outrageous, mainly just myself in various wigs and underwear. Then I
posted them on a few contact sites. I really did not know what to expect,
and to be honest I really don't know why I did it. I think I was seeking
affirmation that I was acceptable as a woman by men.

Love Story - Chapter 9.5

Love Story - Chapter 9.4

The next morning, I woke up earlier than my wife. I had freshened up, put my hair in a messy high ponytail and then made us a pot of coffee. I sat on the couch, sipping from a cup. Waiting.

She eventually woke up and sauntered over to where I was sitting, "Last night was something magical. I didn't know we could do that"

"Mm-mmm, yes, it was great", I said, giving her a side ways glance. She was in her night wear, with bed head, hair tousled this way and that. She gave a yawn.

Driftwood #4 - Ramifications

Driftwood
Driftwood
By Alyssa Plant

Life and Love are far more complicated than we can possibly understand. For one young cop, a journey of self-discovery will teach them that true strength was inside them all along.

Life is a Drag

The London drag club was not in the least CD, sorry seedy. The audience was quite sophisticated and the ambiance friendly and gay (in the original sense of the word). The artists were top of the range. They were not only beautiful but very talented as well. If some of them wore skimpy costumes that was not the only thing they had to offer. However, the star of the evening could not be accused of wearing skimpy attire, nor was “she” young and beautiful. The only way to describe the “Baroness” was outrageous.

Love Story - Chapter 9.3

It was the weekend after our agreed on week was over. Every day of the next seven days and more, the cage on on me.

It was easy to clean, while still on. It wasn't visible from my trousers. It helped me tuck and get a smooth front. Best of all, it wasn't uncomfortable or painful during normal wear. It actually felt very secure.

But, every morning, it felt like my dick was in a very tight tube. I never could sleep in with the cage on. Every morning, I took a cold shower.

Love Story - Chapter 9.2

I was woken the next day, by the most excruciating erection I ever had. Or tried to have. I was still locked in the damn cage.

I looked around the room for the key. I searched the flat, but I couldn't find the key.

Finally, I went to wake my wife, to find her woken up, due to all the noise I may or may not have made. She smiled and it looked like she knew exactly what was going on with me.

She came to me and gave me a slow kiss, which made me curl my toes, "Frustrated much?"

Pages

Subscribe to Crossdressing