True Milf Stories

123,075 results
Orientation
Length
Source
Infinite Scroll

Gretchen Carlson Sex Toy

by DickThePimp on Oct 15, 2018
Celebrities & Fan Fiction

This is a sleazy freaky fucktacular sex parody... It ain't real. I was standing on an elevator with my girl, Kathie Lee Gifford... and Gretchen Carlson. The former Miss America, turned news chick, turned female justice warrior, was standing in front of us. She was wearing a green turtleneck blouse and tight black mini skirt and black heels. She was wearing...

My Son's Best Friends

by vmredd72 on Mar 2, 2021
MILF

Hi, I'm Vanessa. A 49 year old mother of two. I'm just your average MILF next-door honestly. Standing 5'10, with shoulder length natural red hair, green/gray eyes, a long slender frame, with the right amount of thickness in just the right areas with my nice round frim ass and 36C breasts. I always make sure I maintain my body through yoga and exercise (its h...

Open in Reader

Asking an MILF for Sugar

by Mysteria27 on Sep 13, 2017
Mature

Summer vacation was just winding up. I'd be going back to Florida to attend my second year of college. I had a fantastic summer. Recently, new neighbors moved in. A gorgeous MILF and her family moved directly across the street from my parent's house. It appeared that her husband was out of town a lot. She had a toddler, but brought them to pre-school every...

Lexi Ch. 01: My MILF Landlord

by RONIN1869 on Sep 25, 2017
Erotic Couplings

Mrs. Harrington, my landlord, had flown in to SF from Newport Beach. She said she was dropping by as a courtesy since she was already in town. She wanted to collect this month's rent and last month's past due rent. The fact that I was on my knees with my face buried between her thighs leads me to believe that she had preplanned the trip, this was no casual...

Santa's Lap

by nikki_bleu on Sep 19, 2017
Erotic Couplings

It was time to do a little Christmas shopping. Exams were finally over, I had a Christmas party to go to later in the day, and I was finally in the Christmas spirit. When a friend offered me a ride to the mall I jumped at it. I was dressed in my Christmas best, a tight white turtleneck that showed off my growing boobs nicely, a Christmas red (or slut red, d...

A Woman Blossoms

by Celtic Aussie on Sep 17, 2017
Loving Wives

Like most couples who have been together for two decades, my wife Judy and I had faced many times in our relationship that tested us and our love for each other. Each time this occurred, we not only survived, but came through with a stronger and more honest relationship. Such was the case recently, when my wife was dealing with some emotional baggage from...

A Replacement for Susan Ch. 05

by petertowers on Sep 19, 2017
Erotic Couplings

My mother was predictably waiting for me when I got home. She wasted no time in asking me how my evening had gone. As you know I get a perverse kick out of doing my best to shock her and I took great delight in not only giving her a detailed blow by blow account plus photos of my assignation with Mary but I also told her about Diane wanting me to smack her b...

Be Careful What You Wish For

by MitchConnor on Feb 22, 2020
Humor & Satire

"Keep it down loser! I have an exam in the morning and I'd prefer if you didn't keep me up all night." Your stepsister Tanya shouted at you from the door to your room, dressed in nothing but a towel, her long brown hair matted down from her shower. She was 2 years older than you, and went to the local college for English. She was also a total bitch...

Open in Reader

Becoming a man

by aequeeng on Sep 21, 2017
MILF

You sit at home thinking about what a loser you are. it Friday night and you doing what you do most Friday nights, sitting at home. You just graduated from high school you and had a group of pretty good Friends but never really had any luck with the ladies. the one girl you did mange to date was cute but you never did get past even first base. you just sit t...

Open in Reader

Jilly: Hot Choc & the Puppet Master

by Silfy69 on Jan 14, 2018
Interracial Love

Jilly had been running a sort of guest house for nearly two years. She didn't need to do it but the money had come in handy and she'd been reasonably successful. After the first six months of operation, she'd only had five or six clients (which was fine) but had decided to sign up with AirBnB. In truth, she hadn't really increased her turnover of guests but...