Sissy Lesbian Stories

25,865 results
Orientation
Length
Source
Infinite Scroll

Steph's Descent Ch. 09

by 62_goo on Aug 31, 2017
Fetish

Steph woke up and looked at the sleeping form next to her. Her first thought was of her husband, Phil. But a split second after that thought entered her head she realised that it was Amanda her girlfriend sleeping next to her. She thought about how much in love with Amanda she was and also of the situation she found herself in. It had started when she was f...

I Visited My Sister In-Law

by SarahCD on Sep 13, 2017
Transsexuals & Crossdressers

I went over to my sister-in-law, Alison, for a casual chat. We had always got along really well. She was my wife, minus my wife's attitude towards me. We sat in the living room and chatted over a glass or two of wine. Then the buzzer on her clothes dryer went off. She said, "I need to fold my clothes while they're still warm." I followed her into the laundr...

Discovering Amber Ch. 08

by Ms_Allison on Apr 23, 2019
Transgender & Crossdressers

Mistress notes: After 8 or so months of going to the club twice a month amber became a welcome regular and a great dancer. Actually, she danced better in 5" heels than in men's dress shoes, which I obviously teased her about often. I also made sure to keep her embracing her comfort level with being groped while dancing. Her dance partners soon learned her li...

The Hardest Kind To Be Ch. 01

by Joe Wordsworth on Sep 16, 2017
First Time

In the offhand chance that you don't find the setting clear on the issue, all characters are eighteen and legal. This is also a madly different story genre than I'm used to writing, so be kind. . . .. ... ..... She hated her. Hated... though strong and dramatic, it was the only word that summed up their relationship. Nobody would have guessed it, but i...

Life With Miss Ida Ch. 04

by Sheermistress on Dec 2, 2017
Transsexuals & Crossdressers

As mentioned in Part 1, all Mistress and I had been waiting on was for the lease to run out on my place, so I could sort everything out and finally move into her place for good -- I had practically been living over the past few months anyway, so it really wasn't as big a move when it all came down to it. The entry way to our home, which was on the ground f...

Real Life: The RPG

by Katnaace on Nov 25, 2019
Fetish

Having logged in, you get to the biggest question of all - who are you going to play? It's not like this is a big deal. You can just create your character and be on your way.What's next? Danny Hopkins - Dude with a sister Lydia Onava - Widow waking up in an unknown place Claude Rogers - On his way to visit his Aunt Henry Wells - Protesting H20 What's next...

Open in Reader

Sissy Meets Master's Lady Friend

by sissysubTiffany on Jul 18, 2018
Transsexuals & Crossdressers

This is part four in my continuing story of meeting a Master and changing me into his sissy. The next morning after Friday night of Master Gene abusing my body for his sexual favors and turning me into his sissy girl Tiffany I was awakened by a text message from him informing me to check my emails for further instruction. I immediately checked to see what M...

Candy's Bukkake Moment

by Stillherer on Sep 17, 2017
BDSM

She had been so kind, so understanding of his needs, so nonjudgmental that he found himself gratefully allowing her to make him into the girl he had always wanted to be. When she hadn't freaked upon discovering his stash of female underwear and had honestly tired to understand what it was about them that excited him so he couldn't believe his luck. His bigge...

Power of Panties - The Beginning

by satinmarabana on Sep 12, 2017
Transsexuals & Crossdressers

When I was growing up, underwear was just one of those details of life. Always wear a clean pair in case you get in an accident! Sure it was nice to get sexy pairs as I got older. I still remember my first satin bra and panty set from Victoria's Secret, a gift from my older sister who delighted in showing me the ways of the world. But I never understood wha...

My Wife and I Became Sluts Pt. 01

by mandiejune on May 22, 2018
Transsexuals & Crossdressers

My wife Carol was away for a week due to business conference. She was blonde 25 years old 5' 5" with very sexy body and 36C breasts and very sexy bum. We had been married for 3 years and had no children. I was called Tom and 28 years old and 5' 6" and thin. I was IT systems designer and worked from home. I was also a crossdresser that my wife and Mistress al...