Cock In Stockings Stories

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My Friend Becky

by JhMcKn on Sep 19, 2017
Erotic Couplings

My wife and I were sitting in the parlor of the church when Becky came in, kissed me on the lips and asked my wife if she could borrow me for about ten minutes or so. She explained she needed something done right now for her parents' fiftieth wedding anniversary and her brother was busy with something else. My wife agreed and off we went. We got as far as...

Halloween Crossing

by DrLuverotica on Sep 18, 2017
Transsexuals & Crossdressers

It all started off so innocently... My wife Jo, tall, slim, blonde, aged 40 with 34DD tits and the sexiest big ass imaginable, works as a doctor. Her hours are long and arduous. She often comes home completely worn out. Only during the holidays does she tend to recover her sparkle. She is gorgeous, but recently our sex life has become a bit humdrum and mund...

You Always Wear Seamed Stockings?

by Jack Gates on Sep 12, 2017
Fetish

I was in a foul mood, I had just snagged an expensive pair of my best stockings and because of the mood I was in and because I was late for work it could happen again. When you turn forty years of age we all look back on the things we have cocked up in our miserable lives and vow to make things better in the last half. My biggest mistake was Andrew, my phil...

Grandma Changes My Life

by JhMcKn on Sep 14, 2017
Fetish

I was sitting in the kitchen casually eating my breakfast when Agnes walked in. She was wearing a wrapper and I could see she was wearing stockings , so I guess she was also wearing a girdle. I asked her where she had been as I had looked for her in her bedroom and also on the sofa in the living room. She said she had been in the downstairs bedroom sleeping....

Ultimate Sissy Fail

by cdbrittany4bbc on Feb 12, 2019
Transgender & Crossdressers

This is the story of the perfect sissy getaway. This story contains subjects of crossdressing and interracial male sex acts if this offends you please don't read. Everything except one or two events happened, Now, there is some embellishment. I had to tell someone. I decided to tell everyone. A little bit about myself. I am in my late 50s. My adventures in...

Do You Want To...?

by iloveladiesundies on Sep 14, 2017
Erotic Couplings

One of the best things about Tara was the fact that she wore stockings. Sometimes when she perched herself on a high stool at work, you caught a glimpse of them under her skirt and being a fan of underwear, this was a major turn on. Unfortunately, Tara wasn't a great lover of underwear, often eschewing a bra. In bed we'd talked about things we liked, experie...

The Girl Next Door

by grgy56 on Jan 20, 2020
Transgender & Crossdressers

(All characters are age 18+) I always loved wearing women's apparel. Looking at Playboys and Penthouses with near naked models wearing sexy bras, panties, stockings with garters, high heels, etc., was always a great turn on and never failed to make me spurt huge amounts of cum. Then thanks to Larry Flint, publisher of Hustler Magazine, harder core pictorial...

Mistress Kristen Ch. 06

by EricShunGreen on Sep 19, 2017
BDSM

"Ding!" Adam heard his phone alert him to an incoming email. He briefly glanced towards his phone, halfway across the living room and wondered what work emergency he was ignoring. He thought better of it and returned his lips to Mistress Kristen's shoes. Adam applied small kisses from the toes of her pumps, all the way up the side and down the heel before...

Emily's Photoshoot

by Emilyplaying on Oct 26, 2020
Group Sex

My husband had been dropping hints for several months that he'd like a set of professionally taken boudoir photographs of me for his 40th birthday this summer. He'd show me websites of photographers in the area and offer to pay. Most just seemed sleazy. I wasn't against the idea per se, we've fooled around plenty in the bedroom (and outdoors too) with a dig...

Hot Valentine's Evening

by NaughtyDreamer on Aug 31, 2017
Erotic Couplings

It was the day before Valentine's Day and I really wanted to make it a special evening for my boyfriend John and for myself. John would have dinner reservations at our favorite restaurant. John is a wonderful man, so I knew it was up to me to plan what would happen after dinner. A smile crossed my face as I put together my plan. I had the perfect dress, but...