Vintage Sissy Auntie Milly

Immagine

Wow!
I thought my aunt Milly was a beautiful old lady. How could I imagine her as a young sexy woman?
I have been living near her house for about twenty years and she has always been very kind to me…
Even too much, maybe!
I was a bit embarrassed when she used to call me “darling” or “pretty Tommy”! I was so shy my cheeks became red immediately! What a shame when she called me those girlie names in front of my friends!
But what a soft sensation when she called me so when I was only with her! I felt there was something strange we shared together… but what?

fghgg56

Now I understand! She is not a woman… well, she is above and beyond… she is a sissy! That’s why I feel so linked to her! I am a sissy too, a closet sissy… but… Oh! How could I become a sissy like her?
Don’t you think she is lovely and slutty?… maybe too much a dominatrix sissy!
PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!
If you want to, please email me: [email protected]

Sweet Sissy Hooker (Happy New Sissy Year)

Immagine

I have always hated being a boy…
Boys were always violent, competitive and dirty in my neighborhood. Please, consider I was shy, submissive and perfumed! So, you can understand I didn’t want to go out and I always begged my parents to let me stay at home.
School has been a terrible hell. Always bullied by stupid students who used to call me “faggot” or some other horrible names.
I felt I was a monster… but why? Only because I was effeminate!… What was the matter with all these idiots?
Mother Nature always creates some pretty sheboys who are simply supposed to look like ladies, to be very feminine, submissive and lovingly ready to get fucked by sensible macho men! How can Mother Nature be wrong?
Everything changed when I met a charming teacher who defended me and protected me. How could I thank him? I sucked on his massive cock for weeks before he fucked me and let me know what a real faggot I was! tumblr_n2m1dkBJel1rwogq0o2_1280

Since then my life has become much more interesting. I rarely meet stupid pople. Most of the men I meet don’t want to bully me… they want to fuck me hard and pay a lot for that!
Yes, I am a sissy hooker… de luxe! As you can see I really enjoy my life and my job!!!
Why don’t you call me sometime?
PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!
If you want to, please email me: [email protected]

Forced Sissy Top Secretary

Immagine

I thought I was born to be the boss of an important company… I was sure of that… A young man full of ambition and determination I was!
Of course I did everything to manage to do it!
I studied a lot and find the right people to meet and the perfect places to be in… everything was really going well.
A yuppy young man in any respect… till I met Mr. Robertson, the unique owner of a big company I wanted to be the top chief executive officer. I told him I would accept any mansion to be his right-hand man!KONICA MINOLTA DIGITAL CAMERA

I soon discovered he needed no right-hand man!… for sure he was looking for a right-hand sissyman!
He explained me the best place after his as the owner of his company was that of his personal secretary. That was the top position. How could I refuse to accept???
I am of course his sissy bitch and he fucks me every day to let me know who is the real master.
But I am happy… a bit forced but it’s so good to be his top sissy secretary!
PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!
If you want to, please email me: [email protected]

CowSissy

Immagine

Dalton! Be a man! Be a cowboy!
That was the mindless slogan I was bombarded from all the people in the country town I was born in!
All boys will be cowboys! No other future for the boys was even thinkable!
That was the my destiny according to my family and my family friends. But I was miserable as I didn’t want to ride horses and look after cows out in the prairies!
I didn’t even think I was a real boy!

076_1000

Better now, for sure!
This is my destiny… I am more interested in men with horse long cocks and behave like a whore cow… not in the prairies in fact but in luxurious hotels where I happily work as a shemale hooker!
My new name?
I am Dolly “CowSissy” Ryder!!!
PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!
If you want to, please email me: [email protected]

Natural Born Sissy Doll

Immagine

Hi guys!
Here I am for you… just a little and gentle sissy…
I knew since I was a kid I was not a male. My family insisted I could be a real boy. But how could I?
Never had such a weird idea of being a rough macho! I have always wanted to be feminine! So good to play with dolls and then to become a sissy doll!
They sent me to a farm to change my mind and my body…

tumblr_mb3qoyj0Ec1qc3yu9o1_500

What do you think about the result? Am I really masculine?
Many men think I am more a fuckable sissy doll than a rough manly farmer… do you agree with them?
Please, let me know!!!

PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!
If you want to, please email me: [email protected]

No Erection Sissy

Immagine

When I was born everybody was happy in my family. Finally a boy! After so many daughters a son had arrived… such a wonderful present I was!
Well… I have to say I tried to be the boy everyone wanted me to be… since I was a little child I dare say!
But when I became a teenager I didn’t look like a boy at all!… And although my masculinity could seem evident because I had a big dick and proper balls, I was absolutely enable to anything with them… Not a single case of erection!No erection
As you can see I didn’t panic and made what surely I was prepared for Nature… I made myself the true sissy I was destined to be and enjoyed macho men’s erections!
Oh, I love them so much! I truly adore cocks, pricks and dicks! The sole sound of these words makes me horny! And the taste! Wow… such a sissy whore I am!
Anyway, I appreciate strong pricks in my sissy hole too… please, call me if you want to know about it!
PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!
If you want to, please email me: [email protected]

Sissy Doll

Immagine

Hi everybody!

I am a natural born sissy… never been able to think about being a true boy in my life! I always used to play with dolls… and always wanted to play the doll since I can remember!

Of course it was hard when I was a young teenager as I had to endure every kind of bullying from some brutes!

Nowadays I would like to be a kind, submissive, kinky, sissy doll…

tumblr_m94fsy955B1revhwno1_500

As you can see in the picture I am so sweet and so ready to be your loving bitch… I love lingerie and I would like to be your sissy maid.

Anyone interested?

PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!

If you want to, please email me: [email protected]

Playing a Sissy Star

Immagine

I have always wanted to be a movie star. Since I was a small kid I dreamt of a life between starring glamorous roles and having fun at elegant parties in Hollywood.

Being a star is difficult, you know… especially if you are a little boy who dreams of being the good girl in the story!

All the people helped me a lot, I have to admit. I studied drama and fashion. But how could I become a girl star?

tumblr_n81nzvgBBj1sqctyso1_1280

Well.. I became a girlie star!…  as you can see in the picture I found my way!

Now, I show my special sissy talent in a lot of sissy movies and many hunk men did appreciate my skills!

What do you think of my last performance?

PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!

If you want to, please email me: [email protected]

Sexy sissy Girl

Immagine

Being a weak boy with a strong outgoing personality is very difficult to deal with! Especially if you are not a real boy… apart from your cock!

I was born a male, that’s what the official documents proved… I didn’t feel so and I always wanted to be a girl! Even the rest of my body didn’t agree, but my parents and my family struggled a lot to convince me I could be a man.

How could I? I suffered a lot in order to impose my true self…

tumblr_netr3e2b2L1s3w5wdo1_1280

Finally, after some kind of emancipation and some surgery, I can show it to anyone interested in having fun with me, sweet sissy girl!

Am I outgoing enough?…and sexy?

PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!

If you want to, please email me: [email protected]

Cumming Styled Sissy

Immagine

Two years ago I was a skinny waiter in this wonderful Hotel in the South of Italy. Too much work for my weak body!

Although I was very fond of my job it was so hard! I went to talk to my boss in order to find a solution.

Then my boss asked me if I was gay… “What?” I answered.. “No I am not!” said I.

“It’s a pity… my dear… some special macho guests of us are very interested in you… maybe being a sissy hotel hooker could be a job you can do” he said mellifluously.

“Are you crazy?” was my answer!

tumblr_mzl17gyIj51qlikz1o1_1280

He was not… of course, as you can see!

He managed to convince me and fucked hard so many times I could only admit I was a faggot!

I started my new job a week after and started my transition according to his orders.

I am styled sissy hooker now and I love it!.. Oh, dear.. so much! And my clients too… this one in particular who always makes me cum straightway!

Why don’t you come and have fun with me sometime?

PS: don’t forget to have a look at my Sissy Pics Stories and My Sissy Art just above!

If you want to, please email me: [email protected]