Category: cross-dressing

Sissy Jerk Off Competition

Mama Felicity 1844-332-2693 Ext 270

I love getting my sissies together and making them compete for my attention. Not only is it entertaining for me, but it amps up the humiliation level of both bimbos. Yesterday, I brought in two girls who didn’t know each other. Sissies meeting for the first time is so cute. They try to be polite, but each has a hidden agenda. Wanting to be Mommy’s favorite girl.

Jessy and Britney, dressed in matching lingerie sets (minus the panties) and tall heels, stood in my living room as I lounged back on the couch. Jessy’s clitty was bigger and harder than Britney’s as it stood out proud and tall from under her garter belt, but I know Brit has a quick trigger clitty, so the jerk-off competition was going to get interesting.

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Mommy's New Office Secretary

Mama Felicity 1844-332-2693 Ext 270

Awe shucks! My secretary quit on me at the last minute! I have an incredibly important board meeting with the founding female committee members today, and I will need a second pair of hands to take notes and keep everyone on task! As we all know, finding good help is near impossible these days, so I’m going to have to turn you, my little submissive loser, into my new office (sissy) secretary!

I’ll dress you in the whole nine: thick, suntan nude pantyhose, a pencil skirt, heels, of course, and a button-up blouse. A blonde wig so no one knows who you are and, of course, lots of makeup to define your feminine features. Hurry and get ready. You don’t want to be the reason we’re late to the meeting and then have to explain to the other ladies, do you?

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sissy slut in training

Sabrina (844-332-2639) Ext 440

Sissification process begins

My sissy slut in training was getting dressed up to be used. I bought her a pretty sexy pink dress. She barely covered her ass as she bent over and touched her toes when commanded to do so. Continue reading “Sissy slut in training gets a surprise” →

Gym Bro Wears My Panties

Lea 1844-332-2639 Ext. 244

Now most of you dumb bitches think that hot guys don’t fuck with BBWs, but that ain’t true at all. Most of the dudes I fuck with are Gym Bros. Men who dedicate hours to the gym, who eat right in the kitchen and take really good care of themselves just love to fuck fat women. Sure, I’m mostly all tits, but ignorant assholes call me fat. It is what it is, I don’t give a fuck especially when a gym bro wears my panties.

There is this one guy, Brayton; he’s six-five, has the darkest skin I have ever seen and is ripped. His body is so sexy it almost hurts to look at him but he loves to come over and peel off whatever panties I been wearing all day. It’s hot as fuck to watch him pull my silky French cut britches up over his massive anaconda.

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Freaky Deeky

Belle 1844-332-2639 X 444

Like Doja says, “I’ve been feeling freaky deaky. You’re on the way to see me, and you’re in the mood to please me.” I’m in the mood for some weird ass phonesex. As a slutty Teen Domme, I’m craving a filthy little submissive to do nasty things to. I’m talking stuff food in your asshole, slather your whole body in Vaseline and see how many Q-tips we can fit in your cum hole kind of freaky deeky.

I want a slut filming themselves dressed in pantyhose and ready to cum on a black plate so I can force him to slather his face in the mess he made for me. Are you as freaky deeky as me?

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*LUCY* 844-332-2639 xxx- 221

Have you ever had a lap dance from a kinky panty boy? A lot of my sissy friends really love to strip for the men they fuck. But, I have one in particular who lives for it. This kinky panty boy has been lacking cock lately, so I planned a surprise. Some local guys had heard about her appetite for cum and her lap dance skills. So they asked if I could arrange to have her as the entertainment at their bachelor party. Of course I said yes. I’m basically this little sissies pimp and I love it!

As soon as she arrived at my place, I started dressing her in the sexiest little outfit. Once her hair & make up were done & she looked sufficiently slutty we headed to the party. My sissy still had no idea what we were doing! The only clue I would give her was that she was going to be doing plenty of grinding and swallowing. I could see her little clit start to bob under her skirt.

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Welcome To The Salon

Kayla Cumsalot 1844-332-2639 Ext 357

Welcome, welcome! Come in, sit in the pink and rose gold salon chair, and welcome to the Salon!

CSalonlist Zoey and I have been wishing and waiting for just the right client to wander into the salon. Someone who we could feminize and turn into our little salon sex slave. You heard that right; we needed a sexy little fuckdoll who we could wrap in vinyl miniskirts and then strap down with bimbo boobs!

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Kayla Cumsalot 1844-332-2639 Ext 357

I forgot I had a really sexy story to tell you, and I know what you’re thinking because of the title. Yes, Alfie is my one true dark Knight, but this story is about another knight in shining armor!

A few weekends ago, a small town near me hosted a Renaissance fair. My friends asked if I wanted to dress up and go with them. I was SO excited because I’d been to the Tournament of Kings in Vegas, but never an actual fair. We each wore little beer-wench dresses with corsets that had my tits nearly choking me out and elf-tipped ears. It felt like stepping into long-ago fantasy lands; everyone looked incredible as we wandered through the street. Deep into the ally, I heard a clash and clang of metal on metal and looked over to see a ring with REAL Knights fighting!

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sissy slut

Jenna (844-332-2639) Ext 304

Fun sissy slut experimentation has really turned me on lately. I have found my own personal sissy slut. She likes to be humiliated and I enjoy degrading her in the most degrading way possible. I bought sissy slut Lacy the cutest outfit to put on. I was going to explore my dominant side and she was going to be my whore whom I could do whatever I liked with.

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For The Love Of Daisy Dukes

Ronnie 1844-33-CANDY Ext 443

Chad was visiting the farm on a lovely spring morning when I was wearing my favorite Daisy Dukes. Like most boys, Chad couldn’t keep his eyes off the scrap of denim tugged up between my legs that I was calling shorts. However, I could tell the reason he was staring wasn’t the same as most of the other boys.

When I wore my daisy dukes, all the farmhands wanted to get in, but I could tell Chad wanted to be in them without me. I devised a little plan to give him just what he wanted.

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