Sissy Training Phone Sex Archives - Page 2 of 2

Jun 28

2024

Sissy Training Phone Sex with GypsySissy Training Phone Sex with Gypsy

I have a question – is there anyone out there who is in absolute desperate need of sissy training phone sex? If you are brand new and you just aren’t really not sure exactly where you should start, then I am definitely the woman you need in your life. You could call a younger girl and I am sure she would do a great job. But I’m more mature and I definitely have had a lot more experience to draw from when it comes to guiding you on your feminization journey. I have done so many things and I have watched so many things happen that I know I’m the right one to help you out. If you are ready to get started on the sissy transformation journey that will take you to places you could never have even imagined, that means you need to get on the phone with me.

Sissy training phone sex is about a few different things – your mindset, your physical appearance, and your ability to take a cock in your slutty holes. Sure, they might not be slutty yet, but I promise you that by the time I am done with you, they will be. You will be a dirty whore that men are happy to see walk into the bar they are in. I bet cocks will even start to get hard when you walk in because they know they can take you in the bathroom and pound you in whatever hole they want. You can either hike you dress up over your hips and bend over or you can squat and open your mouth to get your face fucked. When you are ready to begin your sissy journey, get on the phone and dial 1 888 72 KINKY and ask to talk to Gypsy!

May 05

2024

Feminization Phone Sex with MadelineFeminization Phone Sex with Madeline

There are so many of you out there who want to be sissified and that’s definitely doable, but you have to get on the phone and call me for feminization phone sex if you want to do it well. Sure, you could probably go online and find all the tips that you need, but there’s nothing like having a friend help you out. I can’t even tell you how many guys call me up and tell me that they’re so thankful that girls like me exist because they’re totally clueless. And when you’re talking to a younger girl like me, you can be sure that you’ll look fresh and updated with all the latest trends and all that stuff. I won’t let you leave the house looking like a drag queen from way back in the old days. You will look like you walked out of a fashion magazine, sissy!

You are probably going to have to do a little bit of shopping after our first feminization phone sex call. It depends on what you already have there with you when you call me. I hope that you’ll at least have some panties and a tube of bright red or pink lipstick to wear while you talk to me. But if not, don’t worry, we will take care of all of that – I’ll tell you what to buy and you’ll buy it. Are you ready to talk more about how the feminization process works? Don’t worry, your sissy transformation will be complete soon and then we can get started on the next phase. You’ll have to call me to find out what that is. Just dial 1 888 72 KINKY and make sure you ask to talk to Madeline for feminization phone sex. I’ll be waiting for you, cutie pie!

Jun 29

2023

Sissy Phone Sex with AnnalieseSissy Phone Sex with Annaliese

Hello, This blog is for the sissies out there. When I find a girly boy on the phone wanting to have some sissy phone sex, it puts me in the most fantastic mood. Sissies are fun; that’s just the way it is. As a woman that enjoys lingerie, makeup, and male attention, sissies are right up my alley. Not all sissies like all of the same aspects of feminization. I find it very important to find out what sort of sissy is on the phone with me. This MILF has had lots of experience with men that dip their toes (or a lot more) into gender play and sissy experiences. A woman can never have too many girlfriends or feminized kinky submissives. When you have that all in one package? It’s even better. You can tell me about your wardrobe, real or fantasy; there are no phone sex roleplay restrictions.

The first part I think about with sissies is making your imagined look a reality to the best of our ability. Why does a Mistress want her sissy to look her best? You should always strive to be pleasing to her, and you should endeavor to impress her. After your Mistress, you work to look nice for the ones you’re longing to fuck. Mistress wants you to rock your assets and get that dick. You might need a firm touch of persuasion. If you’d rather roleplay that you’ve lost all control and I’m driving you to destination penetration, by all means, give me the wheel. This sensual MILF will turn you into the filthiest, sluttiest cock whore you’ve ever seen and then push to make you even more of a sloppy jizz bucket. I’ll be right there in your ear with sissy phone sex telling you precisely what to do.

Apr 17

2023

Sissy Phone Sex with AbbySissy Phone Sex with Abby

Hello to all of you sissy phone sex faggots! It’s nice to freaking meet you…well, it will be once you call me. See, sissies are probably my very favorite kind of caller. It’s not that I don’t want to hear from anyone else. That’s not the case at all. I just happen to have quite an affinity for sissies since that was the first kind of phone sex call I ever took. I’ll never forget it, and in a lot of ways, it kind of shaped who I’ve become as a bratty dominatrix. I don’t think I’d ever be able to give up feminization calls. I love helping all of you sissies get dressed up and ready to go out on the town. We can talk about what kind of colors you’d look good in, what styles of lingerie might fit your body type, and any number of other things.

But what I really can’t wait to get to is teaching you to suck cock properly. If you’ve ever had a blow job, you have a pretty good idea of what to do, but there’s nothing like actually having the experience of sucking a cock yourself. Once you do it, you’re never going to want anything else, so I want you to really be aware of that, sissies. There’s no turning back once you fully give in to your sissy faggot side. Do you think that you are ready to be trained and feminized by one of the best sissy trainers around? I hope so, because I love molding sissies into the women they were always meant to be. Get on the phone right now for sissy phone sex and begin the transformation process today! Just dial 1 888 72 KINKY and make sure you ask to talk to Abby.