Sissy Phone Sex for panty boys – Page 3 – Feminization – training

Panty boy phone sex

Panty boy phone sex, is great. I enjoy talking to panty boys. I have always been attracted to guys I who I could dress up like I wanted to. I can promise you one thing, and that is that I will want to dress you up from your panties to your heels. Your dream will come true as I turn you into my little girl! Plenty of sexy girlie clothes, lingerie, panties, makeup and perfume to top it all off. Perhaps you are looking for a cross dressing phone sex session. I need to know exactly what type of feminization you desire. Would you only want to be dressed up, and then have lesbian sex? Or wouldo you like to or want to suck dick, do you like only real girl pussy? Would you like your pussy to be used. Even though I am in charge, it does not mean, the session goes my way. It goes my way in the fact that I do it as I see fit, but will custom tailor your session to suit your fetish needs.

I could have you out all night making you the biggest cum whore in town. You might be sucking, licking, and fucking and your pussy will be so sore by the time we are all done with you! How many loads of Cum can you swallow in one night? Oh let’s do find out! My feet are wonderful. I bet you’d just love to have them pressed against your face or cock. Licking and smelling them before I use you.

Ms. Audrey 1-877-368-7505

Look in your wife’s panty drawer and call me for panty boy phone sex!

By Sissyplaytime February 4, 2024 panty boy phone sex, sissy husband feminization

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Amy

I am in the mood to play during a sissy phone sex fun playtime call, with someone wearing sissy panties for me, who maybe thinks he isn’t a real man, most likely with a small penis, and a fascination for womens’ clothing. When your wife is not around, that is the best time for some sissy husband feminization phone sex. Let’s dig through your wife’s drawers together, maybe even through her dirty laundry. Report back on your findings, what colors, fabrics, and cuts of panties does she have? While bras are great, does she happen to own any corsets? Any sexy lingerie? Revealing, sexy clothes? Let’s get you all dolled up and looking your sexiest.

Call Amy for sissy phone sex at 1-877-368-7505

Humiliation and some masturbation techniques during sissy phone sex

By Sissyplaytime February 3, 2024 Feminization phone sex, Humiliation phone sex, panty boy phone sex, sissy feminization, Sissy panty boy phone sex

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Panty boy phone sex

Would you enjoy having a sissy phone sex call with some cock control added in? Would you enjoy being humiliated, dressed up in women’s clothing, and instructed on how to masturbate by a sexy and seductive Mistress? I routinely speak with sissy sluts who enjoy masturbating for me, and since I love it when a sissy slut strokes for me, I love to give them masturbation commands, after I have told them what to wear during our session, of course. Would you like to explore your own submissive sissy slut panty wearing guided masturbation fantasy with Ms Jennifer?

Schedule a session for sissy fantasy phone sex, or call me out of the blue, I absolutely will be thrilled to speak with you regardless of the forewarning that I receive. Let us play together, while we are both dressed in pretty feminine outfits, and you can stroke your clitty for me while I tell you exactly how to stroke it, and while I verbally humiliate you, letting you know that your little clitty is perfect to be a sissy penis, it wouldn’t be good for much else. You may feel empty inside and strange when you cross-dress, even guilty, but I can promise you your face will light up when I tell you how much I approve of your cross-dressing ways.

For masturbation techniques phone sex call Jennifer at 1-877-368-7505

Debbie loves sissy phone sex and loves to be feminine and wants breast enhancement

By Sissyplaytime February 2, 2024 Feminization phone sex, sissy phone sex

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Debbie is exceptional, not only does she love to be feminine, she loves sissy phone sex, and all the things that might help her to become a girl. We spoke at great length, and she is very much still interested in having a boob job. Debbie broke up with her old bf because she did not want to live with him or get married, and now is dating a new guy. She is very popular. Her old bf fixed her up with the new guy. She is adjusting to a different way of dating. I think her first bf was great because he liked to take her a lot of places, and they had a very active social as well as sex life.

Debbie is a beautiful blonde, and she loves to be feminine, she has more clothes then I do, and that is saying a lot. We talked about different dating scenarios and she is very interested in knowing about what is going on out there.

I can’t wait to hear about her new guy, what he might do next. I suggested she take a zumba class or dance, or cooking, so she can be with other girls. She thinks like a girl, and wants to fully embrace it all!

xox’s Jennifer

1-8773687505

Cum eating is fun for dress up sissy during a phone sex call

By Sissyplaytime January 22, 2024 Feminization phone sex, Humiliation phone sex, sissy phone sex

Vanessa

I have noticed several of my callers whom are cuckold husbands are also into being sissies. I think it’s the natural progression of little dick losers, to go from small penis humiliation, to cuckolding and then onto, to sissy phone sex. maybe even some cum eating phone sex or strap on phone sex, too! Dressing sissies up in cute outfits and calling them by their female name, letting them know that they are not a real man, is one of my favorite types of calls.

Some sissies are even enjoy cum eating. I like to be the first girl that guys talk to when they try a taste of their own jizz. I even love to role play that a group of men with big dicks are surrounding a little dick loser, fucking his face, forcing him to deep throat and worship their large cocks. And of course, I’ll be there to make sure you are dressed up all pretty, and sucking cock like a pro even if you are just a sissy looking for my attention.

Many sissy’s are into many forms of phone humiliation, I like to talk about all of them, do not be shy, let me know what fantasy you would like to indulge in.

Ms. Vanessa for your sissy fantasy phone sex at: 1-877-368-7505

Panty boy phone sex for the kinky guy wanting to have some sexy fun

By Sissyplaytime January 21, 2024 panty boy phone sex, Sissy cuckold phone sex, sissy feminization

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Carmen

Far too many people seem to have misconceptions and misunderstandings about sissy husband feminization phone sex. Some people just are not sure what panty boy phone sex is really like. Well, to put it simply and bluntly, panty boy phone sex entails men who enjoy wearing women’s underwear. It doesn’t get any simpler than that, now does it? It makes them feel kinky, naughty, and it increases their erotic pleasure. It does not necessarily mean that you enjoy sucking cock, or you are submissive. Perhaps you want to have a mutual masturbation call, you just enjoy wearing panties throughout the duration, which hey, that is perfectly fine (and hot!) to me.

So don’t get sissy phone sex confused, I won’t necessarily be having you completely feminized or demean you. It really depends on what your needs, fetishes, and fantasies are. My sole purpose is to leave you feeling pleasured and fulfilled. Some men do want to have a cuckold fantasy with their sissy phone sex call, some want it to involve strap on phone sex, and still others want it to be a complete domination phone sex call or total feminization transformation call, but no matter what, all that matters at the end of the call is that you have orgasmed and you feel like you had a bit of a kinky time with me.

For feminization phone sex call Carmen at 1-877-368-7505

Sissy feminization phone sex with Ms. Vickie

By Sissyplaytime January 20, 2024 Feminization phone sex, sissy feminization, Sissy panty boy phone sex

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Sissy training

Sissy feminization phone sex. My sissy vicki is spring mode, ready to be dressed up and party with Auntie Kate, and I always enjoy buying her a new Easter Outfit.. read on..

Vicki writes….”Dearest Auntie, I hope this finds you doing well. I have an idea for a two lady call and would like to get your thoughts. It is near Easter again. Mommy has a new Easter dress for me, yellow and white, lace and bows, with a crinoline slip that makes it a little poufy, with white stockings. She wants me to look good and go to church with the rest of her girls. I have matching yellow shoes with a 2 and 1/2 inch heel. I’m older now, and I can wear a higher heel. Mommy also took me to get a new bra and silicone breast forms in a 32C. I feel even more womanly with my bigger boobies. I called you to tell you about the new outfit. You said you were seeing a friend soon, but would stop by later in the afternoon to take a look at me. Mommy and my sisters were out of the house and not expected back for a long time In anticipation of seeing you alone, I decide to make myself up like Taylor Swift, my ideal of a young woman, with red lipstick, light makeup and a long wig Mommy bought for me. I put on my bra, garter belt and stockings and then my padded pantygirdle, all in virginal white. Next goes on my crinoline slip and my pretty yellow and white dress. I feel so feminine while wearing this dress! I am getting more and more excited about you seeing me in my new dress! The scene opens when you come to my house. I am surprised and a little disappointed that you are not alone, but graciously welcome you both. You introduce me as your niece, Victoria. Your friend is complimentary about my appearance. You explain you have talked to your friend quite a bit about me and she asked to see me. You then ask your friend that if she saw me on the street, would she think I was a sissy? I am shocked and humiliated! I say “Auntie, please, no!” Mention all the things you have told about me, things we have done together. I am so humiliated!! You friend says what she would like to do. (have me do some activity) Mention how big Vicki’s cock gets when she is excited. Have me take off my dress, crinoline and girdle. How I come is up to your decision. Love, Vicki

Ms. Kate for sissy feminization phone sex 1-877-368-7505

Sissy cuckold play with Mistress Ronnie

By Sissyplaytime January 19, 2024 big cock, cuckold wife

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Ronnie

I am looking forward to doing this cuckold phone sex fantasy request by this new caller..
I am here today to take your calls!

Dear Goddess Ronnie,
i’m new to cuckolding and being a sissy and i’m not sure how this works. i have a wedding night fantasy with You wearing Your white leather Vera Wang wedding dress with long white leather gloves, matching pearl bracelets, a pearl necklace, white stockings with lots of garter attachments, and thigh high white leather boots. You tell me You only married me for my money and won’t ever sleep with me (You told me before the wedding You wanted to wait and put me in a chastity device to keep me from masturbating). You tell me the only thing You love more than my money is Big Cock (which would explain all big cock Guy friends). You tell me all the times You had me go down on You i was cleaning Cum out of Your pussy. Then You invite Your Lover in the room and tell me i’m going to have to wear pink panties, garters, stockings, heels, and nighty. Then You tell me i’m going to have to suck his Big Cock. Then You grab my hair with Your gloved hands and “force” my head on His Big Cock. And that’s just the start.
Would You do a call like that? Thanks.
-matt

Mistress Ronnie 1-8877-368-7505

http://pinkpanties.org

Sissy panty boy, cuckold, sph training and more with sissy trainer Audrey

By Sissyplaytime January 18, 2024 Feminization phone sex, panty boy phone sex, Sissy cuckold phone sex, sissy training phone sex

Phonesex slut Audrey

Sissies be ready for me, as I adore sissy phone sex – whether it be cuckold fantasy phone sex, small penis humiliation phone sex, domination phone sex, sissy boys phone sex, I truly love it all. Dressing you up in pretty little panties because you have a small penis , humiliating you as I have you on your knees sucking on my strap on is great, (not that all sissies have to suck a strap on) and gives me power and control. But what I REALLY love is big dick – I can’t get enough of big cock, and one of my callers knows that all too well, she just like me, because sissy missy LOVES big dick, even though missy is totally straight, and she seems to have aa big dick of his own, too!

She likes to call me up regularly for sissy training phone sex. W/we watch pornos together on line, missy jacks off on webcam, and I stroke on my clitoris and finger my pussy. We both have a fantasy that she and her friend are in a room with me , all three of us are naked, and I get down on my knees and take turns sucking on their big dicks. Then, I go to get one of them a glass of water, and I let them know to keep their cocks hard for me. While I’m out of the room, missy’s cock starts to get a little limp, so the other sissy gets on her knees and sucks her off to keep her hard. When I come back into the room, I let missy know how much of a faggot she looks like, how gay she looks, even though I know he’s straight – I make sure she finishes sucking that dick, and swallowing her load down his throat, while missy strokes on his own big dick and cums for me.

For sissy panty boy phone sex call Audrey at 1-877-368-7505

Sissy training phone sex |Debbie | Ms. Jennifer 1-877-368-7505

By Sissyplaytime January 17, 2024 Cross dressing phone sex, sissy training phone sex

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Sissy training phone sex with my new cross dressing gf Debbie. I have a wealth of information about a new trainee she is very willing to embrace being feminine. I am going to be posting in a few updates – starting with the very beginning. This is so you wannabee sissies will be able to learn and possibly dress up like Debbie does.

She contacted me originally wanting to know what I thought about her dressing up for the first time. She is lucky because she already has a boyfriend in mind. She told me that she called him and informed him to get her some lubricant and I also mentioned some lipstick (I had suggested these). He did. Afterwards, she told him, if he wanted me to do so again, I would need more lingerie and clothes. He agreed and said he would get some more. I will call to inform you how it all went.

I was so happy when I found out that she told her bf to get the items I had suggested to her on the phone. After her bf came over, she said “Oh, what I didn’t like, I had cum dripping out of my sissy butt while working last night. I had to go to the restroom and put paper towels in my underwear. I wasn’t prepared for that. Does the seeping normally happen? If I continue, should I get some panty liners like women do?”

That is pretty funny. I had to laugh when I heard that, but told her it was perfectly normal. I also suggested that she start getting some female things, like lingerie and makeup. This is what I heard back, He called and informed me, he has some cosmetics (eye liner, mascara, a small box eye shadow, lip liner) bra, panties and a peignoir set (I had to look it up). I asked him where he got them, he said he asked his sister to pick up. She is aware that he likes his guys in lingerie but doesn’t know who I am and that he pays her back for her expenses. I told him to get some panty liners from her. He agreed and said he will be over around 6. We both have to be to work at 11pm.

I was very excited when I heard this. I think Debbie is moving right along. That night he came over to visit Debbie, this is what she had to say “He helped me put the bra on and now I have to try and put the makeup on. I feel so excited. I can’t help it.”

I will keep all you sissy’s posted on Debbie’s progress.

Ms. Jennifer 1-877-368-7505