Thread: Shemale Fantasy
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Old 04-05-2024, 10:52 AM   #20
Paladintwk
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Join Date: Jan 2014
Location: Sunshine State
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Default Shemale Fantasy

MY GLORYHOLE SECRET FANTASY (Nightmare):

I go on line to a Femdom Escort site and set up a date with a beautiful Femdom named, Mistress Vanessa. When she arrives at my apartment she looks at me and she tells me I am dressed wrong for our date and to strip naked. She proceeds to dress me as follows. First, she lubes me up and inserts a remote control 10 function prostate massager but doesn’t turn it on Then, she locks me in a chastity cage she brought just for me and puts the key in her purse. She slips a sexy shear neon pink thong on me. Then she redresses me in my silky black pants, my silky white dress shirt and my black slip on dress shoes with no socks.
We get in her car and she drives us to this adult store. I figure she is getting some toys. Once inside she takes my hand and pulls me into the gloryhole booth section and we find two adjoining booths. She ask me if I have ever been to one and I answer truthfully that I haven’t. Once in the booth she takes out wrist restraints and cuffs my wrist behind my back. Then she takes out and puts on my neck a leather collar with “SISSY” on it with a leash attached to the collar, She then takes off my pants, pulls down my thong around my ankles, pushes me to my knees in front of the gloryhole and turns on the prostate vibrator.

She tells me if I ever want to get out of that chastity cage I have to suck a cock. I tell her I won’t suck a man’s cock. “You’re not”, she replies and she pulls up her skirt, pulls down her thong and out drops a perfect thick limp 6 inch cock. “You’re going to suck mine if you ever want out of that cage.” Then she goes to the adjoining booth, grabs the leash through the gloryhole, pulls my face and mouth tight against the gloryhole and says, “Suck it until I say stop”. After I choke and finally swallow her huge load I try to pull away and she says. “Where do you think you’re going? Did you hear me say stop. I think you are good for two more loads. Now suck me hard my sissy boi.” Thirty minutes later after I have sucked and swallowed her third load she pulls away and let’s go of the leash. I open and close exercising my aching jaw from all that sucking waiting for her to return with my pants. She doesn’t and I am left with my hands cuffed behind my back, a “SISSY” collar and leash around my neck, a thong around my ankles wearing nothing else but my shoes, a silky white dress shirt and oh yeah a vibrating prostate massager in my ass and a chastity cage locked on my cock and balls. Then I realize my phone and wallet were in my pants too. I sneak and shuffle with the thong around my ankles out to the girl at the sales counter covering myself as best I can by crouching over and the clerk says she left you this note and your phone. Then she un-cuffs my wrist and I quickly pull up my thong.

The note says “I will leave your pants, wallet and keys in front of your apartment door. I took out my fee plus a generous tip from your wallet for showing you such a good time. Use your phone to call a friend for a ride home.”

P.S. That last two times you sucked my cock were great. At least according to the two guys I charged $50 to get their cocks sucked dry by a shackled sissy locked in a chastity cage.

P.P.S.S. “I took a bunch of pics of you with my I Phone when you were on your knees, locked in a chastity cage, with a prostate massager in your ass, with a pink thong around your ankles and in a “SISSY” collar and leash in front of a gloryhole. I also took pics from my side of the gloryhole booth showing you sucking my big hard cock and the two cocks of the guys who paid me $50 each. If you don’t want them showing up on the internet or copies in plan envelopes with your name and address taped to a number of your neighbor’s doors, they are for sale too for the bargain price of $500. You have my phone number obviously and I do take Pay Pal.”

P.P.P.S.S.S. “Oh, after I get the $500 I will mail the key to that chastity cage to the address on your driver’s license you should get it in about a week.”



Mistress Vanessa
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Likes: Creative Dares, Femdom chastity dares, Femdom humiliation dares, bondage, Fendom forced sissification, post orgasm handjobs, bound handjobs, risky dares panty dares, semi public humiliation, masturbation, new sexual adventures. sex toys.

Dislikes: Piss, scat, diapers, baby, sophomoric stupid dares, blackmail, personal information

Curious: Forced Bi, Gloryholes, shemales, anal prostate orgasms, sex dolls, bound gay cock milking

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