Mature Crossdressing Stories

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Online Endeavor Ch. 02

by knowhergne on Jan 16, 2019
Mature

Just a few minutes later she returned from the bathroom. I hadn't moved yet, but finally felt like I was starting to recover from my last orgasm. Being 19 allowed me to bounce back relatively quick, hell, sometimes it was just a matter of minutes before I was ready to start round two. She laid down next to me on the bed, both of us still naked. An awkward si...

Professor's Pet

by 78pickup on Jan 16, 2019
Romance

It was a great pic. She was laying on the bed completely naked. She held the camera up above her head, aiming it down to snap a pic of herself, angling the camera to show a full neck-to-toe view of her nude body, her right knee bent up slightly. The lighting was soft, but her breasts were at the perfect angle to see how wonderful they were. He was at work....

Aunty's Toys Ch. 01

by novelcriss on Aug 21, 2018
Fetish

Simon rang the door bell, prompt at 2 pm, somewhere between nervous and excited and wondered quite how he had reached this point. He had met Sally in, of all places, a crowded cafe at King's Cross when all the trains were late. She'd pulled up a stool next to him , asked if it was okay to sit and started chatting. She was so easy to talk to, middle aged, n...

A Trip to the Market

by bdove196969 on Oct 24, 2018
Mature

Jim took off from his house to get a few things at the local Walmart. Just a few grocery items. It was about noon, and he was home because he had recently retired from a government job after working there almost 35 years. Since he was only 55, he still felt young, but, better yet -- his mind thought young. He may have matured and even gained some wisdom thro...

Tommy Likes Panties

by TheChadDupree on Oct 16, 2018
Fetish

He didn't know exactly when it started. He didn't know why. It started as a curiosity. It turned into a liking. One day, he looked at her lower back. He was expecting it... any second now... She was wearing low-rise jeans. It was bound to happen. What was she hiding? He was about to find out. Jackpot! His penis twitched as he saw them. His head tilted. They...

HOT FFM Threesome

by Roxelana on Aug 22, 2018
Group Sex

This is the story of Natalia. The first lover my boyfriend and I shared and the one who would lead us to invite many more beautiful women to enjoy our bed with us. You might say we are of "mature" age but our sex life is very hot! We've been together for 3 years now and the sex just keeps getting better. We never miss a day and sometimes find a way to get t...

A Much Older Man Comes on to Me

by KDLeon on Nov 26, 2018
First Time

I was 22 years old and working as a technician for a new car dealership located in a small town in PA. I had been working on cars since age 15 and working in car dealerships for a few years. I was engaged to a beautiful 18 year-old girl who was going to college. She lived at school and I was living with her parents. My fiancee's parents liked me and offered...

19 and Lusting for Ex-Lover's Dad

by bbw4youngercocks1 on Jul 14, 2020
Mature

Over the next year of Kris and Tracy's steamy affair practically under the noses of his wife and son, many changes had taken place in the household. First, Kris had gone out of town on business, leaving Tracy in a lurch and very, very horny. Since sex had all but been practically nil between her and Gus since their son was born, his father was more than c...

Tandems and Trio's

by rachelmarchant on Jul 14, 2020
Loving Wives

Wow! What a ride; and, I'm not talking about the bicycle either. It all started when I mentioned swinging to my hubby about a month ago; and, I'm not talking about swinging at the park. I had expected him to be a bit more excited about the prospect of a foursome than he appeared to be. We both have had explicit pasts and have brought a lot of X-rated exper...

The Doctor's Receptionist Pt. 02

by Windman1 on Jul 14, 2020
Mature

Michelle and I slept together that night. And it felt good to have her next to me as we slept. It was comfortable, it wasn't like a one night stand. I looked forward to her in the morning, spending time with her. Maybe I was getting ahead of my self and setting myself up for a disappointment by hoping for too much. There was still something guarded. And I gu...