Category: sissy phonesex

Mercedes 844-33-CANDY Ext 423

 I knew you were weak when I first met you. You were so eager to please me, to do anything to get in my pants. And now, I finally have you right where I want you: on your knees, begging for my cock. You have it in your head that it’s my pussy you’ll finally be tasting… but you won’t be getting that tonight. Oh no, I have something much better in store for you. I pick up the strap-on I bought earlier today, the one with the thick, veiny dildo attached to it. I slip it on and adjust it, making sure it’s just right.

Continue reading “Wanna Have a Taste?” →

Zesty Zoey 1-844-332-2639 Ext 403

Sweet young Mommy Zoey knows how important it is for sissy babies to get in their tummy time.  It’s important for your proper development.  Laying on your tummy helps you build up those neck muscles to keep Mommy happy.  It also makes sure that my Daddy friends have easy access to that sissy bottom.  When you’re on your tummy, you can multitask like a good little sissy girl.  Especially when I’m sitting spread legged in front of you.  You know your task is to lick Mommy’s pussy to completion.  Then you feel Daddy’s hands on those sensitive little cheeks just below your back.

Continue reading “Tummy Time for Mommy Zoey’s Sissy Babies” →

clothes

Anna 844-332-2639 EXT. 203

Mommy Anna sat her Sissy Slut Bob down. She said they needed to talk. She told him that he needed a new wardrobe. ‘’Gotta look the part baby, your clothes are tattered and torn’’. ‘’You’re right,’’ said Sissy Slut Bob, ‘’my clothes have gotten torn up and ripped from being such a good Sissy Slut for you. I could use some new outfits.’’ ‘’That’s right,’’ said Mommy Anna ‘’And you gotta look nice so you can go out there and make me lots of money!’’

Continue reading “Sissy Slut Bob’s Shopping Spree” →

                                 young boy                                   Anna 844-332-2639 EXT. 203

Miss Anna had gotten a new neighbor. He was a tall, dark, handsome man and had a young son, who was in his 20’s. He often worked long hours, but Miss Anna would try and catch him any time she could, while gardening outside, smoking, or simply bringing in her groceries. One day, that tall, dark handsome man had to go away for a couple days and asked Miss Anna if she could watch over his son. Simply pop in to say hello, make sure he was going to school and eating properly, as well as doing his chores.

Continue reading “Miss Anna’s newest recruit” →

Mercedes 1844-332-2639 Ext. 423

Some days your sissy self may feel a little down, and there may be a day you won’t pick up the makeup brush…. But don’t you worry, I can make sure to help you feel as great, and beautiful as you deserve. Maybe you were looking forward to going shopping, but couldn’t muster up the courage to go out and look your best. Well, let’s put on that make up together and start turning heads, cutie!!!

Continue reading “Encouragement for Sissies” →

Sherry 1844-332-2639 ext 399

I whispered into his dreams putting him at ease. As I turned him into the little girl he wanted to be he giggled even though my friends startled him. He was still happy. I looked over to my son when he finished twirling I said Baby your girl’s name is going to be Tiffany. Today is your birthday to become a little girl. How do you like your new name? Tiffany ran to me with open arms, giggled, and just gave me the biggest hug and said thank you, Mommy, I love my name.

Continue reading “Chronicles of Sherry- Training Day – Part II” →

Miqala 844-332-2639

Every PSO has calls they really enjoy. I had an amazing call recently, and I want to share. I love Breastfeeding my Baby. Sometimes I get babyboys, other times, babygirls. My recent call was a babygirl.

He came to me as a man, so I started by stripping away his clothes one item at a time. Reminding him how I am stripping away his adulthood and his manhood. I could feel him surrendering to my soft Mommy voice, his voice becoming softer and lighter, and I started seeing the babygirl coming out.

Continue reading “Breastfeeding my Baby” →

Mila 1-844-332-2639 Ext. 220

As I am sure most of you noticed, I was on a little vacation! And to nobody’s surprise, I never stop hunting for a silly little boy to play with. Where do I look for these boys? Everywhere! You know the drill. But of course, I had to take a little trip to the beach for some me time, and I can spot a sissy from anywhere. Her little bikini did a poor job of hiding her little clitty! Sissy sluts in itsy bitsy bikinis get me going, of course. So I was going to have my fun! I ended up being able to lure her to my towel quite easily.

Continue reading “Vacation Specials For Sissy” →

bob

Anna 844-332-2639 EXT. 203

I called my Sissy Slut Bob over. I patted the bed and signaled for him to come sit. ‘’What is it, Mommy Anna?’’ said my Sissy Slut. ‘’We’ve been invited to a Swinger’s Party, and you’re going. I’m going to dress you up in something special, because I have to show you off as MY Sissy Slut. Sissy Slut Bob became overjoyed. I reached into my boudoir and dressed my Sissy Slut in a mini skirt, fishnet stockings, high heels, a top to match,  and my Sissy Slut’s favorite dark-haired wig. The top was patterned with upside down pineapples, the known symbol of swingers.

Continue reading “Sissy Slut Bob’s Swinger’s Club Party” →

The Park Bench

Posted 1 year ago by Writer

Sherry 1844-332-2639 ext 399

It’s in the middle of spring walking along the parkway. I am wearing a stunning purple strappy sundress and tan wedged heels. My hair was all curly and pulled up in a sexy bun wearing my glasses. I can smell the manly musk in the moonlight air, wondering where it will lead me too. The night is still so young, should I give in to my urge or should I wait?

 

Continue reading “The Park Bench” →