I was at the gym on a Saturday morning, getting my lift in when I noticed a sexy blonde woman working out on a machine across from me. I would check her out in between sets and thought I noticed her checking me out a bit as well, but it’s always hard to know for sure in a gym setting. She eventually stood up from the machine and I immediately was drawn to her big butt outlined by her black yoga pants.
She was blonde with shoulder length hair and brown eyes. Pretty in a mom next door kind of way. I knew she was significantly older and I had always had a thing for older women. I was feeling extra horny and I was determined to try and get her number, which is not something I ever cared to try in the gym setting.
She was leaving the gym so I followed her to the parking lot and asked her if she’d be interested in meeting me for a drink. She smiled and chuckled and said she was flattered but that she was older than I probably realize. I was 24 at the time and turns out she was 52. I knew she was older but I didn’t care to explain or offend her. I told her “I’m comfortable with it if you are”.
She kept smiling and making small talk so I told her to take my number and if she decides she wants to give it a try then she can reach out to me. My phone rang later that night. She said she was unsure due to age difference but was so turned on by how brave I was to confidently approach her.
Turns out we both worked in the same area of the city, so she suggested meeting up in person in a public area just to test out the chemistry. I met her the next week while we took lunch breaks. It was cold so we were the only people at this typically crowded park. I arrived and saw her sitting on a bench in a brown fur coat. She looked so warm and inviting. We made small talk for 15 mins before we had to go out separate ways back to work. She gave me a quick kiss which I took as a positive sign.
I was in the city the following week for my work Christmas party. I had met up with a friend after the party for a drink while I waited for the last train back to the suburbs. That was when I got an unexpected call from my new friend from the gym, Diane. She explained she also had her work Christmas party that same night and she was spending the night at a hotel in the city. She asked if I was around and wanted to meet her.
She texted me the address and I could not walk to the hotel fast enough. It was a 15 minute walk before finally arriving and finding my way to her room. My heart was pounding as I knocked. She eventually answered, opening the door in a light purple satin gown. She told me to come in and get naked. I took my dress shirt and slacks off and hopped on the bed.
She came over and asked why my briefs were still on. I pulled them off and lied naked on her hotel bed. My muscular 6’2 frame there for her to admire. She crawled onto the bed and started blowing me. I was impressed how she almost immediately began deep throating my thick cock.
I told her I needed to fuck her so she stopped sucking and climbed up on my lap. I told her I didn’t have a condom as I wasn’t planning on meeting up with her that night. She told me it’s not a problem as she hiked up her satin gown and guided my cock inside her. The view of her was incredible. I was not used to seeing such a big jiggly ass riding me.
I had drank a good amount that night and that helped my stamina. After a while of her riding I flipped her on her back and and got on top of her. I was living my fantasy and it was better than I imagined. I could tell from her facial expressions that she was loving it as well.
The more she moaned the harder I pounded. She told me to cum inside her. I’d never done that before but i didn’t think twice. After another minute or so of pumping I shot my load deep inside her. She laid there shaking in ecstasy.
We fucked again that night and once more in the morning. She demanded creampies both times. I became very happy with how this Christmas season was turning out.
Source: reddit.com/r/gonewildstories/comments/x7gmum/first_time_with_an_older_woman_turned_into_my