Stockings Heels Stories

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The Girls from Work Ch. 02

by lulu_dools on May 1, 2018
Transsexuals & Crossdressers

I woke up to two giggling girls. They were lying on the bed with me in the middle and they were smoking a joint. Annie lying there like a goddess in her black negligee and Denise in her red outfit. I was already hard and this is what they were giggling about. As soon as they realised I was awake Annie was first to speak as she said "Lulu, your panties look...

College Bound: Summer to Remember Ch. 04

by shoguy on Sep 13, 2017
Mature

Chapter 4: Allison's Rock Star Uncle. The BIGGEST of the BIGGEST! My Uncle Jimmy is a member of a very famous rock band from the late 70's. Although he is 62 now, he is still extremely sexy, and I do mean very HOT! He stands 5'11" tall and has a slim, tight body, weighing just 150 pounds. He still has his rock style long hair and has tattoos all over his a...

Submissive Stocking Slut

by Hosieryboy on Sep 16, 2017
Fetish

You read about Internet romances all the time but I wanted to share this one with the readers because this exceeded my wildest expectations. I love discussing the subject of stockings, garter belts and spiked heels on net. End up talking with more men on the subject than women. You should also know that I love wearing them myself. I am not a true cross dress...

Reversing Rolls

by MyCuteCherry on Sep 16, 2017
Transsexuals & Crossdressers

"Wakey wakey sleepy-head." I hear as I wipe the sleep from my eyes. "Did you sleep well honey?" "Yes thanks Sophie. I always sleep well when it's by your side." "Aww. I do too. We should be getting along. It's 8am, and we have a meeting to attend to." Like a puppet on strings, jumping to Sophie's command, I promptly swung my legs out of bed - I know how...

Boy Scout Mothers Ch. 06

by mangrove jack on Sep 18, 2017
Mature

Jackie had told me Ron wanted to see me at his office. When I arrived Jackie was there. His office staff consisted of young beautiful girls two of them were the cheer leaders for my footy team. Jackie grabbed my arm when she saw me staring and hustled me into Ron's office. Ron's plans for the parents to chip in and build a den for the Boy Scouts were lai...

The Red High Heels

by PrincessErin on Aug 30, 2017
Fetish

Tally stood in front of her full-length mirror and smiled. As she spun around her dress barely moved. It was clinging to her body in all the right places and she loved it. Tally was five and half feet tall with long blonde hair. She had curled her hair and the beautiful blonde ringlets framed her face perfectly. She had dark eye make up and the perfect shade...

Caught at Lunch

by BmthAdmirer on Sep 13, 2017
Transsexuals & Crossdressers

Only so long can you hide, if you are wondering what the hell I am on about then let me explain. As a part time transvestite dressing is always a thrill as is the joy of turning myself from a very average looking guy into a sexy cock loving slut, but due to where I live the chances to fully dress and enjoy the company of other trannies or guys was difficult...

Do I Want To Leave My Wife?

by Gretatv on Sep 16, 2017
Transsexuals & Crossdressers

Dear Readers, hope you enjoy my little fantasy. * I sat there thinking, turning my glass between my hands, not listening to what was happening around me. Why did it happen? Once again I had had a quarrel with my wife. This time it was too much. I knew I shouldn't have raised my voice and yes I should have been calmer and maybe even docile to her. I mean it...

The Office Sissy XX

by pennyjonestv on Sep 15, 2017
Transsexuals & Crossdressers

It had been one of those days where you wish you had chosen flats and support tights. But no, that wouldn't have felt appropriate for the new head of human resources. Impressions are everything in this business. Back to back meetings from nine am to seven pm had taken its toll on my calves, my back and for that matter my mood. It was one of those days I get...

Janice Falls in Love

by Cexylady on Sep 16, 2017
Transsexuals & Crossdressers

Janice is a thirty year old sales executive, she has risen thru the ranks of the corporate world by hard work and dedication. Janice has a nice tone body as she regularly works out in her home workout centre. She eats right keeps fit, she loves the theatre and taking long walks with no particular destination. She loves being a feminine girl you usually fi...