Sissy Chastity Stories

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Length
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Infinite Scroll

Caught by my Daughter and Wife

by rickiee_2002 on Sep 12, 2017
BDSM

It was Saturday morning and I heard the door to the garage close. My wife and daughter had just departed for a weekend in New York City. I was excited for them because they need some girl time together. I call her my daughter, but she is actually my step daughter and had just turned 21 years old on Friday. The two of them got along like oil and water ... the...

Demeanor School Ch. 02

by dan57 on Sep 15, 2017
Fetish

Kira had finished her night sleeping on the billiard. Her bag was filled up with condoms tied to their base. The bouncer had obligingly given her a plastic bag to transport the rest. She woke up at a quarter to seven. God she would be late at the school! She didn't take the time to shower or even comb her hair and run to the school. She arrived at ten past...

Sweet November Ch. 11

by azrael13 on Sep 14, 2017
BDSM

Sunday, November 17th I was lying in my bed sleeping soundly when I heard the clicking sound of my hotel room door being opened. My initial thought was that it must be maid service and that they did not realize I was still here. I rubbed my eyes as they began to focus and I realized it was still dark outside. It was very unlikely that the maids would be com...

Andrea's Guinea Pig

by spanishfly50 on Sep 14, 2017
BDSM

My name is John and I suppose I've lived a fairly quiet life, a few wild experiences when I was young but nothing too exciting ever happens to me nowadays, until recently that is. I'm in my late 50's and moved to the valley three years ago with my wife Rosa, an attractive lady in her early 50's standing at 5 feet 2 inches with big tits 40D they were the firs...

Millers Road Ch. 02

by Tin Man on Sep 16, 2017
Mature

It a lonely drive heading back to town, when I arrive home, Lynn is out in the yard rolling away the garden hose. Standing up she asks, “How was your swim today Colin.” “I do not want to talk about it at the moment.” “Why, you can tell me,” Thinking quickly I tell her a lie. Looking down at the ground where she turned over the soil, I tell her, “Well f...

The Story of Vicky Ch. 02

by drlove1968 on Sep 12, 2017
Transsexuals & Crossdressers

After getting a total makeover by Suzie and Amy at the salon, Ms Angela was very pleased how well I passed as a girl. The trip back to the car didn't get as many stares as the trip into the mall. I was really feeling like a girl dressed in a skirt along with the bra and hose. The nails and new hair do did wonders to make me look and feel like a real girl. I...

What the Hell's Happening Ch. 12-13

by next2ArchStanton on Sep 19, 2017
Loving Wives

Yeah, I know about the editing issues. I'm trying hard, honest. Thanks for persevering, cheers, Arch. The light dawns... ***** 12. LIGHTS, CAMERA... "Kevin, come here baby!" Kevin jumped to his feet and ran to the bedroom. His beautiful hot wife beckoned. She was sitting on the bed passively sucking Matt's cock. Her mouth was full so Kevin waited politel...

For the Whored Ch. 073

by Thatawfulwowporno on Sep 15, 2017
Sci-Fi & Fantasy

A couple of days later, Elunara stood nervously in the field, hand linked with Grogek, and other with Tulani. Tulani was holding Darguni and would transfer him into Elunara's arms before they stepped through the portal. Tyrande handed Grogek a bundle. "Please put this on, it will make things easier." "What is it?" He held it up before pulling it over his...

Brazilian Discovery Ch. 06

by dan57 on Sep 15, 2017
Transsexuals & Crossdressers

By Dan57 and Riya Mr Gupta had left for England and Joan felt sad remaining alone in Brazil. She had become quite used of having her small flat crowded and submitting to a dominant man's wishes had fulfilled Joan's dreams. She couldn't wait to see again Susan although she dreaded the outcome : would their long separation have consequences on their couple?...

Joanna's Contribution Ch. 03

by clarepanties on Sep 13, 2017
BDSM

Part 7 We drove to Swindon with me thinking of the rest of the day to come. My mind was totally fixed on sex and cocks and I could feel my dildos stirring in my pussy and arse. Some forty minutes later, we parked on this street in a nice neighbourhood, just on the outskirts of Swindon. I didn't really know where I did not know the town. Duncan came over to...