Mature Anal By Accident Stories

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Senior Seduction

by pleasureandfun on Sep 17, 2017
Mature

I suppose I have always been fascinated by the more mature woman, from the very earliest stages of my sexual awareness. My high school days were filled with a whole host of detailed fantasies surrounding several of my teachers, passionate dreams that although I knew would almost certainly never be realised, helped while away many an otherwise dull English, M...

White Grandma Strapons Black Guy

by Samuelx on Sep 16, 2017
Interracial Love

Doris Wilkinson, suburban dominatrix extraordinaire, smiled to herself as she whipped Jamal Louis-Pierre. The young Black man squealed as the bossy older White lady whipped and berated him, deep inside her basement in the town of Nepean, Ontario. How she loved that sound. The blonde-haired, big-bottomed, fifty-something White woman smiled at her latest submi...

An Ordinary Man's Life Ch. 33

by FrankjrBauer on Sep 19, 2017
Romance

Dear readers, I must apologize again for the delay of this chapter. I waited a long time but then it turned out pretty_girl1996 no longer had the time to be my editor. In consequence this is another UNEDITED chapter. Please have mercy on me. Thank you. ***** Todd's housemates witnessed him as a completely relaxed guy the week after he met Kate. They reali...

Recovering with the Cleaner

by dorsetmilflover on Sep 12, 2017
Mature

My name is Oliver Brown and the following is a true story that happened during my recovery from a riding accident two weeks before. I had been at home for a week after coming out of hospital where I had been recovering from the riding accident where I had fallen off the horse and torn my kidney. It was about half past one in the afternoon and I was just si...

Breaking in Eileen

by Rod on Aug 31, 2017
Group Sex

I'm a 24 yo African American barman and one of the great perks in my job is the number of girls I can put thu my bed. However Eileen was something else. I first noticed Eileen when she came into the bar with her husband and another " business" type couple. She was wearing a long slinky red dress - low cut with a thigh high split and clinging to her curves i...

Disciplining Mom Ch. 03

by lesliejones on Sep 19, 2017
Fetish

Karen found herself increasingly annoyed at the undercurrent of resistance that her mother, Marian, appeared to show to the little lady's dominance over Marian that arose from the mother's need for shelter and support. Karen's good friend Emily had put Karen in charge of Emily's own older sisters, Leslie and Linda, largely because Emily savored the feelings...

Retirement Village Visit

by namelorb on Sep 13, 2017
Mature

Dwight stepped out of his mother-in-laws apartment and walked down the hall to the main common area. He enjoyed the times when he would accompany his wife for a visit to his mother-in-law. They had always gotten along quite well, but he knew that his wife enjoyed some one-on-one time with her mother. As he approached the common area he recognized a few of th...

Bradley Franklin Morrison IV

by LittleTommyTudor on Sep 17, 2017
Loving Wives

My name is Bradley Franklin Morrison IV. I have lived a privileged life, as did my father. We are both beneficiaries of an enormous wealth created by my Grandfather Bradley Franklin Morrison II. My Grandfather achieved his wealth in the lumber industry and a very lucky discovery of uranium on land he had acquired for the timber. The uranium was discovered a...

Sissy Lesbian Rita Meets Lisa

by maturesubmale_for_F on Apr 22, 2020
Transgender & Crossdressers

Dear readers, This is a continuation of my two already published stories: 'Miss Johnstone's Lesbian Sissy Slut' and 'Further Training as Sissy Lesbian'. I sincerely recommend reading these stories first as it provides background for this one. My stories have been well received and I would like to thank you all for the positive response! Enjoy and please ta...

Executive Chronicles Ch. 01

by CollegeProfessor on Sep 14, 2017
Mature

All the characters in this story are at least 18 years of age... * Four years ago, Professor Johnson had made the decision to leave his position as a senior executive with a Fortune 50 firm and to take a position as an Executive in Residence at a prestigious California university. His motives were good: he had only a working class upbringing but had manage...