Spanked Milf Stories

23,902 results
Orientation
Length
Source
Infinite Scroll

MILF and Friend's Son Ch. 01

by Blondefeet on Sep 25, 2018
Mature

I never expected to be in this position. I am a successful 49 year-old law professor; although I look much younger with my still taut 125lb 5'9" 40C-23-34 frame. The only give-away is that my long blonde hair has a few streaks of grey running through it. How could I find myself over the knee of my friend's 22 year-old son being mercilessly spanked on my bare...

Fatima Sayyid of Vanier Ch. 05

by Samuelx on Oct 15, 2017
Interracial Love

"So, this is what you're looking at when I'm not around," Fatima Sayyid said to herself as she looked at certain items saved under the 'private' folder on her lover Raul James personal computer. The tall, burly and handsome young Haitian was not around, and she was spending the day at his place. And what a day it was turning out to be! "Make yourself at hom...

Black Bulls Can Be Cuckolds Too

by Samuelx on Mar 6, 2018
Interracial Love

"Black Bulls can be cuckolds too," Vivian Black said, and the tall, busty, wide-hipped and statuesque, forty-something Black woman smiled wickedly as she snapped the chastity device onto her bull's eleven-inch Black cock. Brutus Noir, one of the most legendary Black bulls in the worlds of swinging and cuckolding was about to experience the other side of cuck...

Banged Indian TV star Shweta Tiwari

by Spreadthoselegs on Oct 22, 2019
Celebrities & Fan Fiction

Hey folks, Its Shoaib again to share a story of how I had sex with one of the most famous and sexy Indian television actress Shweta Tiwari, who is very popular for her role in the TV serial 'Kasauti Zindagi ki'. Shweta was 39 years old Milf with one broken marriage and was currently married to another rich guy but recently the news was coming about their uns...

Wardrobe Malfunction Pt. 04

by L0tsaluck on Oct 9, 2017
Loving Wives

Part 4: The Shared Obsession As you may recall from reading Wardrobe Malfunction parts 1 - 3, my beautiful wife Kara managed to evolve from experiencing an embarrassing wardrobe malfunction to becoming an accomplished exhibitionist who enjoyed it more than she would admit. The chain of events culminated in an extraordinary night where she was a boytoy for f...

Pete and MILF Donna, Finally

by thekidsalami on Sep 13, 2017
Erotic Couplings

My heart raced the moment I saw her. Donna, my adolescent crush, my neighbor's wife, had just packed up her groceries and was headed home, no doubt. I only occasionally visited my home town even though I only lived 25 miles away now. Today, I had just finished lunch at one of my old haunts when there she was. Donna wasn't just a MILF when I was growing up,...

My Wife, the Feminist

by dimaggio5 on Sep 17, 2017
Loving Wives

It all began when my wife Shelly went back to school. She had grown tired of being a stay-at-home mom, and when our daughter, Alicia, began high school, Shelly figured that it was time for her to finish her degree and join the workforce. She had never been much of a student in the first place (which is why she dropped out of college during her freshman year)...

Holly Makes My Day Better Pt. 04

by ObsessedWithWomen19 on May 20, 2019
Celebrities & Fan Fiction

*WARNING!! This story is in no way based on anything real and is completely fiction. Do not take this story seriously as it is only for your enjoyment. Anyone below the age of 18 is not allowed to read as it is rather explicit, leave reviews please and I hope you enjoy* *This story is continued straight Kinky Khaleesi Pt. 02, but involves Holly more in the...

Frat Party MILF Ch. 02

by hamgod on May 21, 2018
Exhibitionist & Voyeur

Pain. So much pain. I woke up, eyes barely able to crack open, and all I could feel was pain. My head was on fire, submerged in ice, expanding to huge size, and being crushed in a vice. My stomach turned, making noises I had never heard before. It felt like I had been eating hot sand last night, the way my throat crackled as I breathed. When I had reminisced...

Diaries of a Bisexual: MILF Boss Pt. 01

by Daryljones on Feb 6, 2018
BDSM

Talk about a workplace romance gone wrong. I'm 22 doing my job in my new company. I'd just been appointed and I really wanted this job to stick. I'm a bisexual, I sucked several dicks before to get this job. I'm not generally into guys, but I just like thick black cocks. They are so pleasing and juicy. I like my women usually with big bouncy tits and a jui...