Strap On Sissy

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Strap on sissy playtime is the absolute best! I used to always assume that every sissy slut wanted to be fucked by a real, hard cock. But that’s not the case with you, is it? You told me very early on that you didn’t want to be fucked by a real cock. And I think it’s really sweet that you only feel safe sharing that side of yourself with me.

Continue reading “My Strap On Sissy Is Craving Playtime”

Cock Obsessed

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A few weeks ago I told you about a cock obsessed sissy in my town who is totally addicted to glory holes and sucking dick. During the day he was a powerful member of my community who seemed to hate everything about people with sexual fetishes. But, one night I caught him at the glory hole and quickly realized he had a sexual fetish of his own that he had been keeping a secret. Our straight-laced man was really a cock obsessed sissy slut.

Continue reading “My Cock Obsessed Sissies Can’t Get Enough Part 2”

Forced Sissy Makeover*LUCY* 844-332-2639 xxx- 221

I really don’t understand why so many of you are pushing me to give you a forced sissy makeover lately. You always SAY you want to be sissies, but when push comes to shove, there’s some excuse about why you can’t.

You can’t have your nails done because of work. Or you can’t buy a bunch of panties to keep at home because of your wife. You’re too scared to buy make up because what if someone in the community sees you doing it? Blah blah blah! I’m really tired of your excuses.

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Secret Sissy

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We have lots of sissies here at Tomsin, but I need to know, are you a secret sissy or are you out to the world? One of my favorite visitors to my kinky red room is a powerful businessman in my town. He’s also a well-respected member of our local religious community. This makes him especially enticing to spend intimate time with.

He loves the kinkier side of life. Anything taboo. We play often and when he’s out of town, he calls, and I drive him wild with Panty boy stories. Our most recent play time got a bit kinkier than usual when he shared something with me he never had before.

Continue reading “No Limits Fun With My Secret Sissy Part 1”

Real Sissy

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I can spot a real sissy from a mile away and last weekend was no exception. I first met Nick at a party. Now I call her Nicole. That’s because “he” was trying to pass as a gentleman that was masculine and into women. I sniffed out this sissiness right off the bat. Like I said, I know a real sissy when I see one.

I didn’t say anything immediately, but I just listened to him all night. I got his number, and he got mine. He texted me and asked me out for drinks. I accepted, but I picked a local gay bar that had a drag show scheduled for the night. It was time for me to drag the real sissy out of my sweet “Nick”.

Continue reading “2023 Is When You Become A Real Sissy”

*LUCY* 844-332-2639 xxx- 221

It’s back to school which means it’s time for another sissy shopping spree. I can’t let my little sissies head into a new year with old clothes!! You need to dress like a sexy schoolgirl and then I’m going to get one of my friends to play the naughty teacher in his classroom with you after school hours.

I know you must have had a fantasy or two about being the nasty little schoolgirl who must suck cock and let her teacher fuck her to get a passing grade. Well, let’s make this one a reality.

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Avery  1-844-332-2639 ext. 228

Today I was thinking about some fun times with my lingerie wearing sissy boy toy. The time I created a sissy boot camp for her was one of my little sluts favourite days with me.

At the time, I had a friend who owned a gym so I rented it out for a day. I went in early and decorated it and set it all up with special sissy stations, each one with a certain activity. They started out simple. At the first station my sissy got a makeover. Hair and make up done to perfection. At the second station, she was challenged to go through three bags full of clothes and find the blue sequined dress, then put it on. It looked amazing! She was transforming before my eyes.

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