Cuckold And Stockings And Heels Stories

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Live-In Lover

by dsoul on Sep 12, 2017
Interracial Love

My name is Bob. I'm in my mid-forties with hair already starting to grow bald, and I paunchy mid-riff. I work as an executive for a food packaging company, I have my own home, and I'm happily married to my second wife of ten years, Stella. I am also a cuckold, and I enjoy being one. If there was a photo in the dictionary that introduces that word, my face wo...

Consequences Pt. 04

by xleglover on Sep 18, 2017
Loving Wives

Author's note: Wanted to remind everyone this is a cuckold story. So people who bemoan Mike acting like a cuckold, when I'm telling you it's a cuckold story... well ... okay, whatever. Next point. Just to let you know, Mike and Jen NEVER grow out of their fantasies. This whole series is about exploring how Mike and Jen's fantasies affect their lives and marr...

Cynthia's Joy

by sinisterout on Sep 13, 2017
Transsexuals & Crossdressers

Many thanks to CKQuail for editorial input and proofreading. ***** In the beginning I knew her by her screen name, Goddess4u2serve. Later I learned her name was Cynthia, but I usually called her 'My Goddess'. She knew I was a cuckold before we'd even met. She'd read the stories I'd posted here on Literotica where I explored my dark fantasies. I can't e...

Slut Wife - Roxanne and Greg

by policywank on Sep 25, 2017
Loving Wives

Roxanne had just wrapped up some meetings with the senior management of the company she inherited from her father. It was a strong team so she didn't get involved in day-to-day activities. However, she was the majority shareholder and liked to get periodic updates. As usual it was a pleasant occasion. It was 3:00 o'clock in the afternoon. It had been a good...

Are There Men Like That - Marge Ch. 01

by PattyMarie on Sep 17, 2017
Loving Wives

Authors Note: On my last epic tale I was criticized for posting such a long story in a single post. It was 40K words. This one is a shade under 30K, so I'll post it in three chapters. Hopefully, those who can't download it onto their computer (which is what I do for the most part) and read at their leisure can read it. Also, this is the first story I've wri...

Thoughts for a Cuckold

by Badboy_71 on Apr 14, 2020
Loving Wives

I saw your wife today, and I have to confess, she is a very attractive woman. Of course, I never saw her done up the way I have seen her with you in social functions. Perhaps that is why I didn't realize it was her at first. After all, I never saw her in a top like that, with a neckline plunged so low I thought I could see her belly. It gave little to the im...

Sam's Panties Ch. 02

by Quietoldie on Sep 19, 2017
Transsexuals & Crossdressers

At the end of their holiday the two couples exchange email addresses and phone numbers. Jean and Ken live in the North East part of England whilst Mike and Sam live near London. The 250 miles separating them is no bar to them meeting up from time to time when Jean can enjoy her new found desire for extramarital sex with both Mike and Sam. Her cuckold Ken is...

From Cheating Wife to Cuckoldress

by FrostShard on Oct 30, 2018
Fetish

"Don't be silly, my dear," my wife Shrutika said to me as she pulled up her full-fashioned black stockings and attached them to her garter belt. "It's just a simple work dinner. I.. just want to look good is all." I gaped at her openly. "But honey," I said, "You haven't worn stockings in over a year! Not since Valentine's Day last year." Shrutika seemed di...

Barbara's Cuckold Story Ch. 11

by HOTMOM_BARB on Sep 12, 2017
Interracial Love

This is a true story by a drop-dead gorgeous mid-thirties housewife (so I've been told) who has been proudly black owned for the past three years. Many of the details may not be as graphic as you would like, but I am putting this together from three years of memories. James came by the next night, and we spent the week-end fucking, sucking and talking. He...

Obey Thy Neighbor Ch. 06

by jealouscuck on Nov 6, 2018
Transgender & Crossdressers

When Chelsea returned from her out of town assignment she was excited above all expectations. She kissed me hungrily and thanked me profusely for letting her experience sex with a well hung man. She questioned whether I had any regrets. I did not. When she heard this, she expressed to me that the only second thoughts she had about it was if it somehow began...