Crossdressing Strapon Stories

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Orientation
Length
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Celebrating in San Francisco

by candjs on Sep 16, 2017
Toys & Masturbation

Dinner & Wine at the Warf: Fresh seafood and a bottle of red wine was the perfect aphrodisiac for the evening. Their 10-year anniversary weekend was just what they needed -- some time to relax and focus on one another. They both had the feeling that tonight was a perfect night to get a little tipsy and then get a little crazy back at the hotel. Flirting o...

Becoming a Sissy Maid & Slut Vol. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Title: How I became a Sissy Maid and Slut for a Dominant Master. Preface: I would like to begin by thanking all who will read my story here. This is a sissy story based on many thoughts I have imagined, many times throughout my life. These erotic thoughts have been enjoyed for a long while in my life. Like many sissy girls, stories like the one I will wri...

Mandy's New Man Pt. 01

by Newnubianqueen on Oct 16, 2018
BDSM

Mandy tried her best to leave behind her old life 6 months ago. She deleted all of her fetish accounts, threw away her strapon, and informed all of her subs she hat she was leaving the lifestyle. As CEO of an active lifestyle app she needed that release of energy, but her domme lifestyle began to take over. She was no longer dating and had a list of submissi...

The Mistress Reward

by stain69less on Sep 14, 2017
Fetish

He knew how to fix it – the urge that is. It would be simple and probably only take three minutes or so. He could probably do it anywhere, the bathroom, the car, maybe even at his desk. He'd taken care of the urge many times in all of those places and more. But there was a new feeling this time that kept him from it. He liked this new feeling. It drove him...

Domination Road Trip

by humbleslave on Sep 12, 2017
BDSM

My name is Staci. I hang out with Michelle and Alexis and Andrea. I'm a submissive lesbian, so when I say we, "hang out," I mean that I spend a lot of time tied up and at their mercy. Michelle is about 5'10" athletic build, with red hair, pale skin, and C cup tits. She is the leader of our group. Alexis is short, slim, tan and blonde, with big fake DD tits (...

You Never Know

by Shady_Lady on Sep 16, 2017
Letters & Transcripts

Note from the Authoress: For any one who has read the Julie Journals they will know I always mention that my stories are a mixture of fact and fantasy. The content of this story is pure fantasy but the characters are fact. For that reason I have not included this as part of the Julie Journals. It is dedicated to a woman who I know and love very dearly. * *...

Lena et Tatiana Ch. 04

by Eltee84 on Jun 15, 2020
BDSM

All three girls were panting hard, catching breath. Bright red cheeks. Sweat on their brows. Delighted, devilish smiles on two faces. The face of panic then orgasm then a harsh smacking evolving a tired confusion on the third. Miss Lena stepped back; Miss Tatiana looked with devilish desire on the once Maitresse. Bound on the pillow her restraints pulling h...

Church Strapon Femdom

by Dyllarydoo on Sep 14, 2020
BDSM

Today you were giving zero fucks. You were so in charge. You were so sexy. You were dressed like a Satanist and had your strapon out in the open and you had put me in a slutty nun costume. I drove us to a church you had picked out for this. I got out of the car ran around and opened your door and helped you out. You pushed me down so I was on hands and knee...

Gigi Breaks in the Bellboy

by Newnubianqueen on Oct 3, 2018
Interracial Love

Matt the bellboy stepped into the room. His boss Susan was naked, while the guest was laying on the bed wearing lingerie and a strapon. He thought that this might be night that he gets to fulfill his fantasy of his first threesome. Gigi saw the excitement in his eyes and thought boy did he have another thing coming. "Thank you so much for bringing my lugga...

Trapslut

by Alexia Wright on Aug 20, 2015
Fetish

Today is the day. Your erotic crossdressing blog videos have earned you your first practical job as an escort. Being the famous online sissy slut Annie, you used to pay the bills selling your horny pictures and masturbation videos to guys on the Internet. You got out of bed, still in your pink babydoll nightie complete with a baby blue thong and head for the...

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