Sissy Samantha Sex Stories

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Miss Samantha's Guest

by Sissy_Desire on May 11, 2020
BDSM

After the last text from Miss Samantha, I've been waiting anxiously to see her again. After getting home that night a few weeks ago watching the video she sent and reading "See ya next time for some more fun, sweetie" I've been wondering what our next encounter has in store. A knock at the door snaps me out of my daydream. Opening the door I see a small bo...

Surprised by Samantha

by Sissy_Desire on Mar 17, 2020
BDSM

A little kink can go a long way. This is something I tell myself while waiting on a special package. A couple of months ago, a site I've been browsing posted a huge sale for ready to ship versions of their custom products. Being able to hardly contain my excitement with little patience, I decided to do some yard work while awaiting the scheduled delivery....

Samantha's Panty Boy Ch.02

by PinkPantysBoy on Sep 13, 2017
Fetish

Special thanks to Angel Love for editing. Samantha opened the front door and slammed it hard so Jack would know she was home. He had drifted off to sleep with his pink panty still on and her panty crotch on his face. He heard the door shut and immediately got up. He heard her coming up the stairs and did not have time to change back into his own underwear s...

Auntie Jean Drummond Lloyd Ch. 4

by Sissy Adele Howells on Aug 31, 2017
Fetish

The final humiliation by Auntie Jean Drummond Lloyd was reaching its very kinky conclusion. I was looking really cute in Karen Lloyd's pink pyjamas. I could smell Karen's perfume and bodily juices on them. Karen had even left her shit stains in the ass part. I was now paraded in Auntie Jean's bedroom. Kimberley Holmes, laughed at my blushing face. Her black,...

The Sexy Cuckold Couple Pt. 09

by cuckcpl4play on Sep 19, 2017
Fetish

Part 8: The Ceremony We arrived home and almost like clockwork, a text came in to Miss Jenny's cell as we pulled up the drive. Master's text read...time is fleeting slut so you will have visitor's at your place shortly to help with your final task before dressing and officially submitting and devoting yourself to me as my owned slut Oh, and make sure slave...

Sissy Shopping

by Candour on Sep 25, 2017
BDSM

My first story, finally edited and tidied up. I hope you enjoy it, I enjoyed writing it. --------- You were standing in your local department store in the make up section, looking for foundation. Not too sure what you are doing, and must have looked a little lost as one of the sales girls came up quietly behind you. She was a delightfully pretty 18 year ol...

On Love and Sex

by aubmat05 on Sep 16, 2017
Reviews & Essays

By an Apprentice of the Erotic Arts Well, our sexuality is such an important part of our being that discussion of it is bound to be complex: there are as many sexualities as there human beings. We are by turns tender, controlling, lascivious, manipulative, insecure and surprisingly fragile. Do I believe in love? Yes definitely, whatever love may be, as Pr...

Samantha's Panty Boy Ch. 01

by PinkPantysBoy on Sep 13, 2017
Fetish

Special thanks to Angel Love for editing. * Waking up to the smell of bacon and eggs I looked at the clock flashing 7:30AM and for a second thought I was going to be late for work. Remembering it was Saturday morning I got up, put on my robe and walked to the kitchen. My beautiful wife Samantha was already awake, had taken a shower, and was dressed to kill...

A Sissy Saga Ch. 05

by Snurge on Sep 15, 2017
Novels and Novellas

Miriam opened the door and poked her head through the gap into her daughters bedroom. "Sorry to call on you at such short notice darling, but the water boiler's buggered and I have no other choice but to ask Hardwick to go and have a look at it. I've no idea how long he's going to be, so could you take his first session?" Jennifer roused herself from the bo...

The Sexual Adventure Pt. 08-11

by bankshot1993 on Sep 16, 2017
Loving Wives

Once again fair warning for those about to read. This installment has act of bisexuality/homosexuality, group sex as well as humiliation and people that go outside their marriages for sexual contact. If you are uncomfortable with this subject matter please find something else to read (after all this is the loving wives section). Reading this and then protest...