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lonelyandhornycrossdresser

Absolutely.

queen-momma

yes

In my teens and beyond l only ever met men who only wanted me for one thing. I would have loved to have had a Sissy Gurlfriend.

pussyfree94

Another old favorite. And in my experience, I’ve found this to be so true! It’s why chastity is such a must for me 🔒🤭

So true.

joetis

rachaelbicduk

Super cute outfit goal 😍🩷

I recently watched a teenage girl stepping down a double wide flight of steps in a short dress purposely bouncing her bra-less titties as and a group of much younger boys stared at her. At first the boys were looking down at their phones until they saw her and started nudging each other as one boy secretly filmed her. She knew of course and smirked as she past them by in the full knowledge that those boys would be sharing that video and in all likelihood would be masterbating over her the night. My thought was, how l wished l could have been like her and have all that adulation. She could have had any one of those boys wrapped around her little finger. So envious 😔

bbbudweis

How many sissy maids spend such quality time performing this task? Such is the life of this sissy maid.

I hope you've been a good sissy for me today and you've done the list of chores I left for you. Have you finished all the ironing and put it all away neatly? Yes Mistress. Is my wardrobe arranged properly how I like it, trousers, blouses, skirts and dresses all facing the same way and in length order? Yes Mistress. Did you polish all my shoes and leave them out in a nice neat row ready for me to inspect? Yes Mistress. Very well, you may have three kisses on each shoe and thank me for each one. And don't forget how privileged you are to be my sissy and spend the day in my home serving me. I know how much you love dressing up and being the girl you always wanted to be so don't forget i have lots of sissies just begging me to take your place. You may begin kissing Susan. Thank you Mistress.

Sam Samantha’s come a long way since his drab days living a ho-hum life as a teenage boy. He could never get the girl. This depressed him to the point of needing psychiatric help. But blessings do come in the strangest ways! As luck would have it, his therapist was Transgender and able to gently introduce and guide Sam to a life of bliss and meaning to his meager existence.

Here you see him finishing his makeup. Every detail checked twice. Tonight was a special night not soon forgotten as his sissy virginity will soon be taken by his handsome athletic husband in their honeymoon suite!

He’d been trained for this very moment. You can see he doesn’t hesitate to drop to his knees and find his prize. The Facility had taught him well. In a few minutes he’ll have his husband‘s cock in one hand and his husband‘s full sac in the palm of the other.

As his husband’s cock rises to the occasion with ease, Samantha’s instincts will take over and soon, he’ll be bobbing up and down on his man’s hard shaft.

This is Samantha’s life now and he wouldn’t trade it for anything in the whole world!

Omg that was soo me, standing in front of the mirror in my mothers bra panties and tights having tucked my boy bits between my legs. Looking at myself, imagining what it would be like to be a girl. I so wanted to be a girl.

I so love that look.

cfgtgl1

Lovely, very pretty, now dont be nervous, he's seen the little videos l posted on my website and he's promised to be gentle with you. It might hurt a little bit at first but you'll soon get used to it, I know its what you really want. Just do what he tells you to do and he'll keep coming back for more. Don't forget that I've spent a lot of time and money investing in you and its time l got some reward. Ah, there's the door bell, now go and greet him, don't forget to curtsy and ask him what he'd like to drink. Now off you go and be a good gurl for me.

secretpantyplay

Oh i love those panties, so so pretty. Mmmmm want!❤️

shinedentelle

pantyboy999

Lovely lacy ones!

Oh girls just get to wear the prettiest most cutest panties. I so wish i could have been a real Girl just as my Mother always wanted.

pantyhoney

Yeah, you like that, is that what you wanted to see. Hahaha giggle. Now go get me that money you got for your birthday and I'll let you choose a pair of my panties from my washing basket.

I get the feeling he’s excited to play “House” together with his new friend this afternoon! It appears he’ll play the wife/mommy!

True confession. Positive Reinforcement. I was about 8 or 9 when my older cousins decided to dress me up like a girl. I was reluctant at first but they made it fun as normally they were not very nice to me because I'd told on them for smoking. Anyway, they had put on one of their old confirmation dresses with white tights and lace gloves. They put makeup on me and thought it hilarious having me go through all the girly actions of sitting crossed legged and curtsying ect. I loved the attention and that they were being nice to me for a change. When they babysat me again the following week I wanted to do it all over again but they weren't interested. So the pleasure and excitement of that day lay dormant until my Mother ran off with her lover and I discovered some of her clothes. Trying on a bra panties and tights all those positive feelings of fun and excitement came rushing back, and more so because in the excitement I had my very first orgasm. How did you get started, id be interested to hear from you. Love Susan xx

the-modern-whiteboi

•The Sweet Bloom•

Watch what happens when you finally let go…

Soft chest slowly swelling, filling out, becoming heavy and sensitive. The most natural, feminine, nourishing transformation.

This is what dedication feels like. This is your body finally becoming what it was always meant to be.

So soft. So full. So perfectly yours.

Just let them take space, just let them grow.

💕

Oh how utterly wonderful that would be.

Yes, I so love wearing a bra, the pull of the straps on my shoulders and tightness of the wings is a constant reminder of feeling so gurly.

destination-girl

And there it is, most men would think 'I'd love to do that' where as a Sissy thinks 'l wish l was her'.

delightfulpuppycupcake

sissinpink1974

🙋🏻‍♀️🙏🤗