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She love your taste in panties Sissy TG Caption

She love your taste in panties Sissy TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
That incredible moment when you realize that your girl has found your sissy stash and she love your taste in panties.

Featured video at my Youtube Channel: A lovely crossdresser
Wow! Beautiful Women Who Were Born As Males

Monday, March 28, 2016

Periscope session Sissy TG Caption

Periscope session Sissy TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
That awkward moment when your drunkenness is over and you realize that all the college has joined to your periscope session

Featured video at my Youtube Channel: A lovely crossdresser
Wow! Beautiful Women Who Were Born As Males

Sunday, March 27, 2016

Me in curlers Sissy TG Caption

Me in curlers Sissy TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
You really like me in curlers, don't you?

Yes, and you are so pretty. I don't want you to ever go back to dressing as a guy.

Featured video at my Youtube Channel: A lovely crossdresser
Wow! Beautiful Women Who Were Born As Males

A complete photoshoot Sissy TG Caption

A complete photoshoot Sissy TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
I have spent a lot of time at the beauty salon for only taking the photos I need for my new driving license.
How much do you charge me for a complete photoshoot?

Featured video at my Youtube Channel: A lovely crossdresser
Wow! Beautiful Women Who Were Born As Males

Friday, March 25, 2016

What I have learned from YouTube Sissy TG Caption

What I have learned from YouTube Sissy TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
OK, I have seen a lot of videos but I still have a lot to learn about walking in heels.
But one thing I have learned from YouTube is to transform a fall into an interesting pose for an Instagram pic.

Featured video at my Youtube Channel: A lovely crossdresser
Wow! Beautiful Women Who Were Born As Males

Transformed by your flatmate TG Caption

Transformed by your flatmate TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
What the hell is this?
Could you explain me why I’m a girl now.
I dammed the day that I thought that a boy with a chemical research grant could be a liable flatmate.

Featured video at my Youtube Channel: Hypnosis tapes had no effect on me (Well, that's what I think)
Wow! Beautiful Women Who Were Born As Males

Thursday, March 24, 2016

Mom fixed it Sissy TG Caption

Mom fixed it Sissy TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
I lost a bet and I have to go out with my sister and friends dressed in whatever they want.
I complained about that the look chosen was too girly for a boy like me.
Mom fixed it.

Featured video at my Youtube Channel: Being caught and dressed as a girl as punishment
Wow! Beautiful Women Who Were Born As Males

Alien Conections Transformation TG Caption

Alien Conections Transformation TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
OMG! I have been transformed into a girl.
All these alien connections and mystery rumors about Tesla findings were true.

Featured video at my Youtube Channel: A lovely crossdresser

Wednesday, March 23, 2016

Getting ready under equal conditions Sissy TG Caption

Getting ready under equal conditions Sissy TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
Come on honey! We are in a hurry!
Even now, under equal conditions, you need double time than me for getting ready.

Featured video at my Youtube Channel: A lovely crossdresser

Sissy Contract TG Caption

Sissy Contract TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
By signing this contract you admit that I am now in charge, and from now, you are going to live as my submissive sissy maid.
Don’t be afraid hubby, this is what you have always wanted.

Featured video at my Youtube Channel: A lovely crossdresser

Monday, March 21, 2016

Sunday, March 20, 2016

Spring is coming! Sissy TG Caption

Spring is coming! Sissy TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
I know that winter means wearing more clothes, more women clothes of course.
But spring clothes are ever more sexy!

Featured video at my Youtube Channel: A lovely crossdresser

Working in drag as sissy assignment TG Caption

Working in drag as sissy assignment TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
Your mistress makes you work in drag in the McDonalds of a friend of her as sissy assignment.
After two weeks, you are still wondering why the clown is mobbing you.

Featured video at my Youtube Channel: A lovely crossdresser

Saturday, March 19, 2016

Running a business following docu-reality series instructions TG Caption

Running a business following docu-reality series instructions TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
What kind motivation techniques are these?
If my sale figures are not good, fire me or send me to a course.
But this is humiliating!!!
Please boss, stop watching docu-reality series on TV!!!

Featured video at my Youtube Channel: Roadmap, being a sissy is a hard travel

Friday, March 18, 2016

The transgender elixir

The transgender elixir - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
I gonna share with you my secret if you keep quiet.
This bottle contains the transgender elixir that makes me look this good.

Featured video at my Youtube Channel: Roadmap, being a sissy is a hard travel

Thursday, March 17, 2016

Wednesday, March 16, 2016

Partying hard - Going Crazy Sissy TG Caption

Partying hard - Going Crazy Sissy TG Caption - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
You know champagne makes you go crazy.
But you never imaging ending dressed as a girl ready for being gang-banged.

View more unbelievable male to female transformations 

Tuesday, March 15, 2016

What a difference a close shave can make!

What a difference a close shave can make! - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
I was fed up of my beard and wanted a great image change.
I asked my sister where to go and she gave me a coupon of a hairdresser.
This is not what I have in mind, but I'm impressed about how a close shave can make a difference!

View more unbelievable male to female transformations 

Expectation VS Reality



The naked truth about your makeup skills.

Sissy, you need to practice more.

View more unbelievable male to female transformations 

Monday, March 14, 2016

Going to a job interview dressed like a girl

Going to a job interview dressed like a girl - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
Mom, I confess that I have had a lot of fun as every time we play dressup.
But I can’t go to a job interview dressed like a girl.
What? That it is for a secretary position at the company of a friend of you.
Well, that changes it all.
Tomorrow we have to do some shopping.
I have seen a skirt that could look good with this jacket.

View more unbelievable male to female transformations 

Saturday, March 12, 2016

Working at mistress beauty parlor

Working at mistress beauty parlor - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
You beg your mistress to she lets you to work at her beauty parlor.
She order you to makeup yourself as a test.
You think, you nailed it.
She thinks how much fun she is going to have showing you to all her friends.

Featured video at my Youtube Channel: Being caught and dressed as a girl as punishment
Wow! Beautiful Women Who Were Born As Males

Friday, March 11, 2016

Sissy Academy Theory Exam

Sissy Academy Theory Exam - TG Captions and more - Crossdressing and Sissy Tales and Captioned images
You have spent so much time preparing for the practical exam that you don’t have enough time for studying for the sissy academy’s theory test.

Featured video at my Youtube Channel: Being caught and dressed as a girl as punishment
Wow! Beautiful Women Who Were Born As Males