Cuckold And Stockings And Heels And Boots Stories

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A Sissy Cuckold to another Sissy

by Gemsissy on Sep 26, 2017
Fetish

"Christ, Bob!" snaps Julie. You just sigh as you feel your skinny cock throb and spurt into the condom next to her bottom. "What about me?" "I'm sorry, honey. You're just too sexy! I came so fast!" you say, blushing in embarrassment that you couldn't fuck your own wife for more than 30 seconds. "Are you some fucking teenager dweeb?!" She spits as she glare...

Booty Call

by batman66 on Sep 17, 2017
Loving Wives

It was about one in the morning when her phone rang. We had been asleep for a couple of hours. We normally go to bed at eleven. Debbie reached for the phone. "Hello baby," she said. "I hoped you would call." Sitting up, Debbie turned on the lap. With the light, I could see the sparkle in her eyes as she talked on the phone. "Sure baby. I will come right ov...

Cuckold Chronicles: Rick Pt. 03

by deltonaman2man on Sep 17, 2017
Loving Wives

I tried to spend my day like it was any other. I did the yard work I had planned on. I tidied up my workshop and cooled off in the pool for a while. I took my shower and cleaned up, just as if expecting Heather home at any time. But this wasn't like any other day. Heather wouldn't be home tonight. That thought was even more evident as I got dressed. I wore u...

Sexy Cuckold Hubby

by Luvnlass on Sep 13, 2017
Transsexuals & Crossdressers

When we were first married I found that my husband had a penchant for womans clothing. I also discovered that I found his little fetish pretty hot myself. I not only encouraged his dressing but also helped him with it. I took him shopping for lingerie, skirts, shoes, boots, camisoles,wigs etc... With increasing frequency I asked him to come to bed in his sil...

Penny's Promiscuity Ch. 06: Copulation

by JennyGently on Sep 26, 2017
Loving Wives

As I drove home from work that Wednesday evening - the day our lives changed - all I could think was how extraordinary my husband really was, and of course of the incredible events of the last few weeks. I'm not sure how I expected to feel the day after I told Pete that after over twenty years of faithful monogamy, I had been having an affair with a close f...

In The Cupboard

by rocketskate on Sep 12, 2017
Erotic Couplings

This is a pure fantasy story compared to others of mine that are based on real life happenings. Part of this is a fantasy of mine and part of it is inspired by wanting to write about a cuckold fantasy but with a difference. * I stood there naked in front of him. He turned me around roughly and wrapped the silk cloth tightly around my eyes as a blindfold....

The Happy Cuckold Ch. 02

by 62_goo on Sep 16, 2017
Transsexuals & Crossdressers

My beautiful wife Danielle has a new boyfriend. His name is Jason. Jason has a really big cock. He also likes me to watch them together. I get to watch her satisfied and then I get to clean them up afterwards. It's a perfect arrangement. I get to dress up in my prettiest lingerie and watch my wife get a good screwing. Then I get to taste the results of thei...

He Fucked My Girl Ch. 08

by xleglover on Sep 25, 2017
Loving Wives

The next weekend Ricky came to our place for dinner. I didn't want her to spend all evening with him at a party like last weekend, but I also didn't want to forbid her from seeing him again. This seemed like the best compromise. She wore her wedding and engagement rings, but not his high school ring. Also, she dressed casually, just jeans and a loose shirt....

Little Dicklet Club Ch. 03

by jealouscuck on Mar 23, 2020
Loving Wives

Annette and Nathaniel were the ideal couple in so many ways. They both were considered 'geeky' in school. They were both virgins when they got married. In modern society, that is almost unheard of, but it was true. And rather painfully true to Nathaniel. Annette was wrapped up in her studies and was very religious growing up. Her father was a preacher and sh...

Dear, We Have to Talk Ch. 02

by dr13bone on Sep 25, 2017
Interracial Love

My wife had found my cuckold porn on my computer, rather than freak out about it she had incorporated it into our sex life, but how far was she willing to go. She had said at the end of our first fantasy session that she was going out with her girlfriend and some of her black friends to a club. I did not know whether to be worried or turned on... The next d...