Category: sissy slut phonesex

Janine 1-844-332-2639 ext 462

It’s time, darling.  You’ve worked hard up to this moment.  Now it’s time to put all that hard work to good use.  You’ve earned yourself a trip to the local glory hole.  I know you’ve been anticipating this moment for weeks now.  You put in a lot of hard work and effort to improve your dick sucking skills with my strapon and toys.  However, you have finally graduated from toy dick to a real one.  So, let’s get you all dolled up for a night out on your knees.  I’ll dress you like whore you’ve imagined yourself becoming.  Dress, panties, stocking, and heels so you feel as slutty as you’re about to become.

Continue reading “Glory Hole First Visit for My Faggot Sissy” →

socks

Amber 1-844-332-2639 ext 404  ☏☏☏ Anna 844-332-2639 EXT. 203

Mommy Anna and Sexy little Sister Amber were downstairs talking in the kitchen. Amber went upstairs to grab her new lingerie set and show Mommy Anna, but when she entered her room she gasped: There she found their bad little frilly socks boy! He stole Amber’s pantyhose and her frilly socks and was trying them on in front of the mirror.

Continue reading “Bad Little Frilly Socks Boy gets in trouble” →

Sexy Lingerie

*LUCY* 844-332-2639 xxx- 221

For as long as I can remember I’ve been totally addicted to sexy lingerie. So, as you can imagine, my collection is now vast. Perfect for a sissy like you.

I’d love to take you on a tour in person. I could try a few things on, maybe even together since I know how much you love panties. One day we’ll make it happen. But for today, this blog will allow me to paint a picture of my sexy lingerie closet for you.

Continue reading “Sexy Lingerie For My Sissy Boys” →

Sissyboy

Anna 844-332-2639 EXT. 203

Mommy Anna was out shopping at the mall. She went into a store of gowns when she recognized her young neighbor shopping there too. He was perusing through gowns innocently and admiring them. Anna came up to him and pretended to bump into him by grazing him.

Continue reading “Mommy Anna takes home a Sissyboy” →

Melanie 1-844-33-CANDY ext 463

I just love sissy clients. Frilly little sissies that love to dress up in sexy lingerie and play with toys up their asses. Do they love being fucked in the ass more than me? We shall see.

My friend Candy came over one evening and told me she wanted to play dress up with me: my choice. I immediately took her upstairs to my walk-in closet where I had loads of lingerie hanging. This was our first time playing, so I found a frilly lacey light pink and black bra with a black thong and matching frilly lacey skirt. She looked so pretty in it. To complete the look, I gave her a pair of black fishnet stockings and black stilettos. Then we took pictures.

Candy looked delicious, so I suggested we get some toys to play with and see if we could fill her ass up. I let her look in my drawers where I kept the toys and she picked out my thickest dildo strap on and a straight purple vibrator. I started with the vibrator.

Continue reading “Candy Wants to Cum” →

Janine 1-844-332-2639 ext 462

You act like a big tough man while in the public eye.  But I know a man like you has secrets desires he’s afraid to tell anyone else.  You can tell me though.  I’m your Mistress secret keeper.  You long to let go and to regress and also to become more feminine.  That means it’s time for you to hand yourself over to me for your sissy baby transformation.  It’s time to give in and accept the real you down deep inside.  Don’t worry, this won’t hurt a bit.  At least not until the first stretching of that little pussy of yours.  But I know how to make it hurt in a good way.

Continue reading “Sissy Baby Transformation with Mama Janine” →

Janine 1-844-332-2639 ext 462

I’m hosting a holiday party for all my good little sissy faggots.  Everyone deserves to celebrate this wonderful holiday season.  Especially faggots who crave getting on their knees for dick.  A party means fun for everyone all around.  You’ve worked hard all year long to hone those sissy skills.  So, now’s your chance to show them off and have some fun for yourself in the process.  I’ll get you prepared for the festivities with a sexy holiday outfit to show off your pretty sissy body.  Put on your red and green knee pads because you’re going to be on them for quite a while tonight.  I’ve invited a lot of cocks to play with you this evening.

Continue reading “A Holiday Party for a Sissy Faggot” →

Janine 1-844-332-2639 ext 462

Mama’s little sissy slut deserves a little outing.  You’ve been such a good little girl.  Mama decided that you deserve a treat.  Where are we going today, you ask? Mama Janine set up a session at the local glory hole for my obedient sissy girl.  First, you must dress appropriately.  Something slutty and seductive is called for this outing.  I’m thinking something red, shiny, and tight.  Mama wants to show off all your little assets as we walk through the store to the back glory hole.  When the men see you, they’ll want to line up to take their turn.  So, my little sissy slut, you’re going to be very busy this afternoon.

Continue reading “Mama’s Little Sissy Slut Outing” →

Forcing A Panty Sniffer

Rita 844-33-CANDY Ext 413

AH HA! I fucking caught you! I knew someone was sneaking into my room and rifling through my dirty hamper, I just didn’t know it was a wanna be sissy panty sniffer!

Oh, what’s that? You don’t want to be a sissy? You just love how my musky scent lingers on the fabric after a full day of wear? Sure, sure. And you only slip the panties up your hips because you’re imagining humping your pathetic clit against me while I’m wearing them?

Continue reading “Forcing A Panty Sniffer” →

Zesty Zoey 1-844-332-2639 Ext 403

“Miss Zoey, can you make me a butt cake?” My little sissy girl asked me one day at my sissy daycare.  “What are you talking about?” I asked.  She took out a pencil and a little pad of paper and wrote “bukkake” and then turned the pad around to show me.  “See, butt cake!” She proudly pronounced.  “Well first, it’s pronounced bukkake.  But it’s a very special kind of cake.  You’d have to help me make it.” I told her.  Her little sissy eyes lit up and she nodded excitedly.  “I’d love to help you make bukkake, Miss Zoey!” She shouted and bounced up and down on her toes. Continue reading “Sissy Baby’s First Bukkake Adventure” →