My 50 Years Old Wife Cheating Stories

347,853 results
Orientation
Length
Source
Infinite Scroll

Alii Drive

by Gumbo25 on Aug 31, 2020
Loving Wives

I powered the small inflatable towards shore. Glancing back at the horizon I took in the beautiful pinks, purples and oranges of the sunset. White sand and black rocks contrasted on Makalawena beach. I saw no one on the beach and I was glad, I didn't expect anyone, after all it was Thursday. This just made my mission easier. As the sun set the darkness would...

Pam's Pain

by JennyGently on Sep 25, 2017
Loving Wives

"If you don't like it we don't have to see them again," my husband insisted for the umpteenth time. We were lying in bed after a pleasant but somewhat unsatisfying Sunday evening lovemaking session. "We're doing well but we can't take it for granted," he continued. "You said yourself that you were ready to try something a bit edgier, didn't you? You agree...

Magic Dress Pt. 03

by SlightlyRude on Feb 11, 2019
Transgender & Crossdressers

I had been wearing dresses at home for quite a while now, with my wife's encouragement. The first one I tried was very special and we called it The Dress. It just made me happy. On Wednesdays I was sucked off while wearing it. On Fridays I dress up as Sexy Sally and fuck her. On Saturdays, for her entertainment not mine, she would dress me in various outfits...

Tight Fittin' Jeans Ch. 07

by Tara Cox on Jul 27, 2020
Novels and Novellas

Rose brought the old wooden spoon towards her lips. The homemade spaghetti sauce was steaming hot, so she took a moment to blow on it. The garlic bread was ready to go into the oven, and she had made the salad earlier. She smiled, pleased that this, their first day here, had gone better than she expected. Not only had Grace done most of her studies without...

Sue's Awakening Ch. 03

by InsatiableSteve on Nov 25, 2017
Mature

It was 9am on a sunny summer Saturday morning. Sue had been awake for more than an hour, brought herself to climax twice while watching porn in bed on her tablet, then gotten dressed and eaten her morning toast. She was pouring herself a second cup of coffee when the doorbell rang. She topped off her mug, put the coffee pot back on the machine and walked to...

My Adventures with a Sexy Wife

by Bakeboss on Sep 17, 2017
Loving Wives

She was my second choice and the only reason I asked her out was that my first choice canceled out the day of our date. She was not only cute and fun to be with but on our first date, I took her to my place and we fucked all night. We've been together ever since as she has sent me to sexual heights I never knew existed. She was just a child, just out of high...

The transformation of Mary

by Abikinkymind on Mar 31, 2020
Loving Wives

Mary couldn't believe what she was looking at. Her husband Dave had been called into work for an emergency and had left the house so fast he had left his laptop open. There on the screen was a porn video website. It wasn't the porn that shocked her, she wasn't naive enough to believe her husband didn't watch porn. The shocking part was the fact that there wa...

Left Behind Ch. 01

by Hypoxia on Sep 19, 2017
Mature

Author's note: This fictional romance includes mature, bisexual, and multiracial elements, and coersion. The few sexual acts in this chapter involve conscious live humans of age 18+. For readers' convenience, most non-Anglish language communications are presented in loose Anglish translation. Your feedback is appreciated. If you like this, VOTE, dammit! Your...

Clementine in Hand-me Downs

by Clementine_TV on Sep 16, 2017
Transsexuals & Crossdressers

Clementine was quite eager to see 'M' again at his house. Their time together at the office was so impersonal, no-one there could have guessed that Clementine had any type of off-hours relationship with "the boss!" Clementine rang 'M's doorbell and he quickly opened the door and let her inside. At first he did his usual (what she called "inspection") routin...

Between the Mines

by mitchfren on Sep 17, 2017
Loving Wives

INTRODUCTION I hadn't intended to write this story yet – it was one that was in the back of my mind – but the recent attack on Camp Bastion in Afghanistan made me want to complete it. I just hope I haven't rushed it too much. I also hope it will be accepted as a very small tribute to those who serve their countries in faraway and dangerous places. Naturall...