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sissysamantha1

8 stories  ·  0 listens

All (8) TS / CD (5) Couples (2) Straight (1)
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A Unique Encounter with a Charming Daddy
I have answered many adds over the years, and done super humiliating things for cock, but by far my favorite ones was one of my first daddies. He had gotten out of prison a few months back or so he

Posted by a TS / CD

By sissysamantha1

Unexpected Meeting During a Business Trip
I met up with an older top daddy and he hit all of the markers, he told me what to wear, how to wear it, and where to meet him. He was in town for business and when I met him he instantly had me on

Posted by a TS / CD

By sissysamantha1

An Evening of Roleplay and Exploration
Like most women my wife loves seeing male on male, and I am more than happy to comply with her kink. We often host as we have a small play area for various men and some rather kinky fetishes. The man

Posted by a couple

By sissysamantha1

An Unexpected Visit in a Pink Teddy
I had made a post a while back that I was a sissy looking for a man have me suck him off and possibly be fucked by. I found a guy quickly and he had chosen a cute pink teddy for me to wear, and to

Posted by a TS / CD

By sissysamantha1

A Couple's Unique Exploration of Roles
So I have been getting a thrill in posting, and letting others know I am a kinky sissy as well, and some of my stories that I have made over the years. So this next story comes from several years

Posted by a straight woman

By sissysamantha1

An Unexpected After-Work Encounter
I am a very kinky sissy and I have served quite a few people from men, women, and couples. I have done quite a bit as well. My favorite man was an older black man who was one of the first men I was

Posted by a TS / CD

By sissysamantha1

A Unique Encounter at the Coffee Shop
This was back in the days of CL and at the time I was 20 or so and I had answered an ad looking for young twink who wanted to do some sissy play with a husband and wife. I would first be meeting with

Posted by a TS / CD

By sissysamantha1

Unexpected Meeting at a College Hotel
So this was a while ago when I was in college and I had met this guy online. We had met at a hotel and he paid for it all and I was to bring a night bag and a few other things with me. I was super

Posted by a straight woman

By sissysamantha1