Cum In Heels Stories

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High School Fuck Slut

by TonyaTV69 on Sep 25, 2017
Transsexuals & Crossdressers

I grew up out in the country as a boy with my mother and 2 sisters. My dad was never around since he was always off working or as we found out some years later running around cheating. If we saw him at all it was on the weekends for a quick family outing to the mountains or park. Once in a while mom and dad would get all dressed up and go out to dinner. This...

My New Life in Lingerie

by Everyday2 on Jul 14, 2020
Transgender & Crossdressers

It started innocently enough. There was that time many years ago when I saw a pair of my wife's panties in the laundry hamper. I couldn't help myself and decided to try them on. They were amazing! The way they hugged my ass and balls is impossible to describe. I left them on most of the day as my wife was gone to work. Walking in the panties made me hard, an...

Nylon Femdom

by BlkNYLONS on Sep 18, 2017
Fetish

This took place in 1964... A time when the fashion called for women too wear girdles, garters, and shiny ultra sheer reinforced heel and toe stockings, spike heel pumps/mules daily! A time when my fetish for nylons was young and in full bloom! A FANTASY STORY.... As she stood in her bathroom she could almost still feel his presence. Joan would know just...

Bead Slut Ch. 05

by evals22 on Sep 13, 2017
BDSM

The rest of the day at the conference passed in a foggy blur. All I could think of was Lori and Frank, or rather what Frank was having Lori do. When I arrived at the hotel I went to the front desk where I was given a note and a room key. The note was from Frank saying I was to get ready for dinner and knock on the connecting room door at seven o'clock. He su...

New Job, New Life as as Sissy Slut Ch, 02

by sdbottomslut on Sep 25, 2017
Transsexuals & Crossdressers

I was left lying on the floor, my face completely covered in cum. I was wearing lingerie and a dog collar and I had just been fucked long and hard by my "boss." My virginity had been forcefully taken. The thing is that I loved it. I loved being manhandled by this muscular man and I really had become his bitch. I got up and began cleaning, very much aware of...

Dianne in Panties

by eliasroticatwo on Sep 12, 2017
Fetish

If you're lucky, every once in awhile you fall for someone. Sometimes its love, sometimes its lust but its usually some sort of mixture. I was more than lucky when I first met a woman named Dianne B. Dianne was working at the company I'd just joined. She was assigned to mentor me and we got along well. I was pleased to have made a new friend, one I continue...

Older Sister's Nylons Ch. 01

by BlkNYLONS on Sep 18, 2017
Fetish

This took place in 1966. A time when the fashion called for women too wear girdles, garters, and shiny ultra sheer reinforced heel and toe nylons, spiked heel pumps/mules daily! A time when my fetish for nylons was young and in full bloom! You little pervert! I jumped up, dropped the high heel pump in my hand that I had held over my nose and I turned around...

Trained to Have Transvestic Fetish

by Everyday2 on Sep 12, 2017
Fetish

A Problem to Solve I have known for years that my husband of 17 years was intensely interested in panties and just loved seeing panty lines or exposed lace on women when we were out and about. It kind of made me mad that he would so blatantly stare at other women like that, especially since I usually wore sexy panties myself that I wanted him to notice. I w...

Deep Throat Wife Pt. 02

by pfanv on Sep 5, 2018
Fetish

As it says in the title just a wild fantasy. I hope you enjoy it. Pfan. ***** I woke slowly sun streaming into the room. Still buried in Sam's hot ass. I started to pound away still turned on too much to hold back on my orgasm, so I came quickly. Pumping a massive load of cum into Sam's bowels. I slowly worked my semi-hard cock out replacing it with her...

Discovering Amber

by Ms_Allison on Sep 25, 2017
Transsexuals & Crossdressers

Author's Note: This is My amber's foray into telling her recent life story. I have decided that her reward for this is an orgasm, feel free to let Me know if she is worthy of getting one. * I have always enjoyed women's lingerie. From looking at catalogs to seeing girlfriends wearing it I have loved the look and feel of sexy, silky lingerie but for me it h...