Woohoo, it’s that time of year again! You know what that means, don’t you, girlfriend? Happy Sissy Halloween! It’s the very best holiday of the year for pretty girls like you. Why, you might ask? It’s time to SHINE, baby… in all of your beautiful, sissy glory! Or, do you identify as a crossdresser or pantyslut or femmeboi instead? That’s perfect too. Either way, Halloween is the perfect holiday for you, missy!
How can I be a true girl on Halloween, you’re wondering? Oh, that’s easy. While it’s not a simple process, it’s definitely easy! Seriously, you can get there with a little preparation. First of all, remember that gorgeous lingerie that (until now!) you’ve worn only in the privacy of your own bedroom, with the shades drawn? Find your favorite set, then put it all on. Yes, the pretty pink open-cup bustier, those matching panties and pushup bra, a lacy garter belt, and of course, be sure to put on your silky, sheer stockings! Oooh, what do you think about the satin bows adorning the tops of your thigh-high stockings? Anyway, after that, you’ll want to slip on those sleek, black platform peep-toe pumps.
What’s next? Oh yes, how about that cute schoolgirl outfit that you bought last Halloween? It’s super adorable, but until now, you’ve never quite worked up the nerve to wear it anywhere. And no, wearing it around the house doesn’t really count, does it? No, it’s high time that you showed the world who you really are.
That’s right, we’re doing this. After all, you haven’t been able to stop thinking about it, ever since you read about my Sissy Training 101 plan, right? Let’s get you perfectly prepared for the Halloween party we’re attending tonight, my love. We’ll make you the most feminine, sexiest sissygirl ever! There’s no backing out now, baby! And finally, you didn’t think I’d forgotten about your accessories and makeup now, did you? Shimmery clip-on earrings, a jeweled choker, sparkling rings, and even a sleek, gold anklet with two cute cherries. Wow, don’t you look amazing!
False eyelashes topped by mascara, smoky eyeshadow, shimmery blush, and of course, let’s not forget to luxuriously paint your lips with a deep pink, very glossy lipstick. No mani-pedi? Since you gave yourself a pedicure just the other day, those pretty toes are ready. As for your hands, that’s what press-on nails are for! Hmm, how about a shiny fuchsia that matches your lips? Ah yes, that’s perfect.
Now, look at yourself in that full-length mirror. Yes, examine yourself from head to toe.
Can you see how ultra-feminine you are now, sweetheart? When we arrive at that huge, crowded Halloween party downtown, I’ll introduce you to everyone as my new girlfriend. Do you think anyone will recognize you? Even if they do, there’s no need to worry. It’s Halloween, after all!
Indeed, just imagine what it would be like if you could dress as you truly are, 365 days of the year. But at least for tonight, we’ll revel in your femininity together, my sexy darling! But tomorrow? So, this could be the first night of the rest of your real sissy life!
Ready for your own Happy Sissy Halloween adventure? Call my uncensored, private sissy hotline NOW!
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I had a great time with my two beautiful and sexy ladies Carmen and Kayla. It has been a while since we played together. It was definitely worth the wait!
I had a great time with my two beautiful and sexy ladies Carmen and Kayla. It has been a while since we played together. It was definitely worth the wait!
Ariel is truly amazing. Her voice is seductive and she really knows how to bring out the dirtiest version of me, hehe!!
Aileen is hot as they cum. She really knows what she is doing and is always the most satisfying!
WOW, I had an absolutely wonderful and memorable call with Jade! She listened to the role play that I wanted to work through with her and she was beyond perfect. She was able to step into her role as my milf neighbor growing up and really made my phone sex fantasy come to life! I can’t wait till I am working out of town again and have another chance to call her as I have other role plays to do with her.
Joey OUTSHINES everybody!! She is the ABSOLUTE PERFECT combination of everything. Sweetness ✔️, Compassion ✔️, Sincerity ✔️, Intelligence ✔️. And her Sexiness. . . OMG!!! Joey makes my life AMAZING!!!
Bailee was super enthusiastic and rolled right into playing out the fantasy I had. She is phenomenal.
Amber is kind and understanding of my needs. She would make a good friend!
This was only my second call with Addison, and I am already addicted to her sexy voice. She knows exactly how to command and control me. Love the way she takes me all the way to the edge, before she gives me the hands off command. Looking forward to obeying her more often.
Vanessa is simply amazing. She can be so precious or be so fucking wicked. Her oral skills are insane. She will make your cock cum, cum and cum again. If you want a spicy and wicked good time, Call Vanessa!!
Had a super hot call with Gracie! Her voice sounds so innocent and seductive at the same time. She is so sexy and we always conclude with an explosive finish.
Brittany is Amaaaaaazing! I don’t think she has said no to any fantasy I have. She always plays roles I come up with to perfection and with realism, sexiness and intelligence. It feels organic, like it’s really happening. In addition, she is enjoyable to talk to casually about my life, hers, or miscellaneous stuff. I hope it is not naïve that I consider her to be my friend. I feel special and fulfilled with my conversations with her, not limited to but certainly including sexually. I believe that my life has become enriched through calling her. Please give her the highest possible praise.