Harley is at his Dads and I am here all alone reminiscing. I will never forget the first time I dressed Harley up like a little girl and took him shopping. How moist my pussy got seeing him in that pretty, frilly pink dress with laced panties peeking out from under it. It was all I could do not to rub my pussy with one hand while holding his and walking through the crowds of people.
But nothing turned me on like the first time I walked in my room and he was playing dress up all by himself. He had put on some of my sexiest panties and a bra that he had stuffed. He was at my vanity applying makeup in his little outfit. He turned and smiled at me, make up half done, lipstick spilling over his lips on to his face, rouge misplaced and far to thick and toilet paper hanging out of the top of his bra. In his little voice he said “Mommy don’t I look pretty, just like you?”
My pussy gushed and my heart skipped a beat as I scooped him up and laid him on the bed.
Laying here in my bed with my dildo working my pussy the memories are making me cum again!
I love my little sissy boy!
Tag: sissy phone sex
Memories
Fuckalicious Fairy Mascot
Our Fuckalicious Mascot loves to be outted and humiliated. As a superior female I have decided to give her a special Christmas shout out. Our Tinkerbell Transvestite Sissy loves to sing songs. She wrote a wonderful one for Ms Darla when we were on vacation, so Ms Darla wrote one for her. All of us here at Fuckalicious would love to hear her sing her FuckaliciousFreaks Mascot song to the tune of Rudolph the Red Nosed Reindeer.
You know Mommies and Cutties
And Chubbies and Slaves,
Slutties and Honnies
And Subbies and Doms.
But do you recall
The most famous Sissy of all?
Sissy the PooPoo Pansy
Liked to play with her own poo
(it’s so stinky)
And if you ever smelled it
(smelled it)
You would say it smells like poo
(like the runnies)
All of the other Females
(Females)
Loved to laugh and call her names
(like Pathetic Pansy)
They never let Prissy Sissy
(Teenie Weenie)
Play Superior Female games
(like A Big Girl)
Then one foggy Christmas Eve
Levi came to say
(I’m your Dom)
Sissy with your faggy self
Won’t you be our Christmas Sissy Elf?
Then all the Females loved her
(loved her)
And they shouted out with glee
(yippee)
“Sissy our Fairy Fag
(Fruity Fag)
Our mascot you’ll always be!”
(Fuckalicious)
Sing it loud, sing it proud, sing it for us Sissy, you know you want to!
Holiday Fun With Mommies
Since my Mommy left me when I was very young and it is Christmas time, I decided to hang out with a few Mommies that I have gotten to know really well. Hanging out with Lauren, Darla, and Devon have been such a blast with the whole Mother / Daughter bonding experience. Despite how they are all so different from each other, they all love to take me into their family to share some kinky family fun time.
When I met Mommy Lauren, she taught me a thing or two about how she makes her money. She is a sexy stripper that loves to take off her close and touch herself in front of a whole room of horny Daddies. One night she even brought me and her baby girl to the strip club where she worked at. I was so excited how she included me into her stripping act on the stage, along with her young daughter. My cunny got so wet while she stripped away my tiny, panty while her baby girl was shaking her booty on stage.
Mommy Darla has so much fun with her sissy boy son. While I spent time with them, we had a huge fashion show / dress up day in her living room. Mommy Darla and I would be the judges while her cute, sissy son dressed up in whatever we wanted her to wear. She and I giggled at the pretty lil’ dress her sissy son would model for us. She made me so happy when she kept kissing and touching me while telling me how she wants me to model for her.
There was something about the way Mommy Devon that got me acting so dirty in such a very naughty way when I am around her. She was a blast to play with in all of her trashy, Mommy ways. Meanwhile, her two pervy little ones would take right after her and start kissing, licking, and even sticking me. It felt so good that I could not stop squirting all over the place. She knows no boundaries of family fun time when it would get nasty.
So I thought I would show them all how much fun I had with them by inviting them over to my house. I know my Daddy would love to play with me and my new Mommies. Oh boy! I just can’t wait til they come over and try out my Daddy’s North Pole in all of their Mommy cream, holes. Who needs a real Mommy when I can play with three naughty, Mommies instead. Merry Christmas and Happy New Year!
Sissy Blackmail
Sissy phone sex is fun for me because the sissy that calls me wants to play with Peyton too. Peyton is a good sport about it, she is a little Princess, so she knows exactly how to handle miserable worthless fucks like him. He wants to smell her panties and make panty soup and what not, but she has yet to give him anything. She blackmails him into sending her money, but she hasn’t given him any panties, socks, nothing! I am so proud of her! Peyton is definitely turning into the perfect young lady, and she surely understands what men are willing to do for her
Peyton walked up to our sissy and let him smell her knee, then she told him she was going to tell his secretary that he gets into her gym bag when it’s left behind and he licks and smells all her clothes. She pulled her pants down and stuck her ass in his face, but moved before he could lick her. Peyton walked over to the couch, sat down and played with her tight little pussy while he stared at her. She stuck her fingers in his mouth so he could taste her pretty young pussy juices. Peyton has mastered the skill of sissy training with a small side of blackmail. I am such a proud Auntie, even though she has a lot to learn, Peyton the little Princess is certainly off to a good start.
Our pretty little Princess Peyton can be found on our sister site YoungOnesPhoneSex.
Going To Relax And Shop
This week is so hectic. Even with Sissy doing all the shopping and preparing for the holiday dinner I am a nervous wreck. I am always freaking out over if the holiday diner will go well and then if I can get up early enough on black friday to make the mad rush and get the shopping done, Which isn’t easy even with my wonderful Sissy..
And then I came up with a brilliant plan! In fact the whole thing is making me creamy wet. This year is going to be a breeze.
So i went out and bought Sissy this cute little out fir with bunny ears and me this nice comfy chase lounge chair.
Fuck black friday, and Sat and Sunday I am relaxing.
Cyber Monday (a wonderful invention) I am going to put sissy in her pretty new outfit, sit back in my chair and masturbate all day, while Sissy orders all the gifts on the computer on Cyber Monday. I am going to call it Darla’s Kinky Cyber Monday.
And there you go no fuss no muss, just cum and relaxing and Sissy dressed so pretty typing away on the computer taking care of it all!
Girls, Girls, Girls….
The boy and the sissy decided they wanted a little vacation alone. We talked about it for almost a month. I was very resistant, not because I don’t trust sissy, I trust her with my life.But who would clean for me? Who would take care of me? Who would draw my bath for me and get me midnight snacks and give me foot rubs and brush my hair and go shopping and clean house?
And what would I do in an empty house with no boy wondering around in his pretty dresses twirling and modeling and playing tea party with me.? I mean it would be such a drag to be here just me and no sissy and no boy. I don’t even have a fucking gold fish.
I know I sound like a whiny ass spoiled bitch. But I am spoiled and I love it.
A bunch of the girls and I got together and went to a strip club last Friday and as we were talking about it and how depressing it would be for me but how much fun they would have, they saw my dilemma.
How could I tell them no and ruin their fun just because I would be lonely.
As the night wore on and the drinks flowed more freely we came up with what seemed like a great solution.
Let the sissy and the boy go for their vacation and we girls would get together for a week long slumber party with all the trimmings. Sexy lingerie, pizza and beer, champagne and caviar, some male strippers, lots of sex toys, porn, what ever we could get our hands on that would be deviant , naughty and fun!
Sissy Tabatha And her Sex Toys
Oh Sissy Tabitha loves her Princess Mommy Darla. She is such fun to play with and all her sex toys are especially designed for her humiliation and pleasure just like she deserves. Last night we did an ice cold enema that gave her cramps just like her period would. And she loves her big silver hook to be inserted into her cunnie and hooked to her collar making her helpless and at the mercy of her Princess Mommy. She loves it when I make her put marshmallows in her condom before she covers her clitty so that her warm squirty squirts melt them and make her clitty all ooey and gooey. Her butt plug in her cunnie while she sits on a bench and brushes her pretty long pony tails, reciting my little phrase over and over again, “I am Princess Mommies Sissy. I will serve only my Princess Mommy. I deserve my punishment and will be her good and devoted sissy from this day forward” What a pretty and good Sissy my Tabitha is. I love playing with her and all her toys as much as she loves me using them on her.
Surf’s Up
Have you ever thought of what it would be like to fuck in the tunnel of a wave on a surf board? I woke up this morning from that very dream. All though it is likely an impossible feat, it made my pussy very wet and the dream was very realistic. I woke up wanting nothing more then a nice hard cock in my soaking wet pussy. Maybe when the weather gets warmer I will invest in a surf board and learn to ride the waves. Who knows I might meet a hot young surfer dude that will fuck my brains out on the beach while the waves crash in all around us and pound our bodies while he is pounding my pussy like a man who can’t get enough of the sweet softness deep in the folds of the lips that are in between my legs. We can make our own tunnel in the waves with the slick, cold surf board under us. The feel of it caressing my ass cheeks as the salt water covers me and his cum fills me up on the shore with my son watching and my sissy waiting to clean me up and take me home. Sounds like a dream come true to me.