These 20 Something-Year-Olds

I never knew why men my age preferred dating younger girls. Yes, they had nice bodies and the sex must’ve been fire, but they were just too different, I didn’t know what they could have in common. But those were my thoughts while I was still happily married, but soon I learned that those thoughts didn’t mean much.

My wife and I had a divorce and it was a nasty one. I felt insecure in myself and in everything I did and was having a bit of a rough patch when I decided to make a profile on a dating site. I didn’t really expect anything and didn’t even notice that my preferences were set starting with the age of twenty-one.

I was swiping, not thinking that any of those women would actually give me any attention or would want to meet, but soon I started getting message after message from younger women who wanted an older and more mature man. I didn’t know that the dating scene was so different than the one I had left behind so long ago and decided to not answer at first, but soon I realized that it was pointless. I was bored and lonely, so I might’ve as well tried.

On the first date, I went to I didn’t feel too comfortable. The girl was twenty-three, hot and blonde and I wasn’t sure that we would find anything in common to talk about.

She was acting exactly as I expected – talking non-stop about internet trends and her future career as an influencer. I wasn’t listening much but still tried to keep up. When dinner came to an end I was sure that we would go our separate ways, but it didn’t happen. She asked me to walk her home and there she asked me to come inside.

I agreed, still surprised that it was going so well for her, I walked her into her apartment, not sure of what was going to happen next. I was used to women waiting for me to ‘woo’ them and the way she was articulating her desires so openly by inviting me in like that was surprising me. I waited for her to make the next move and she did.

As soon as we both were sitting on the couch she leaned toward me for a kiss and I answered her. She was hot and I did want to have sex with her, even if it wasn’t in my plans. She put a hand on my knee and slowly went to touch my cock through my pants, while I was figuring out what to do.

“Fuck me in the ass, daddy,” she moaned out loud and I didn’t know what to do. For a moment I froze, thinking about what my life was like right now. Never had any woman said anything to me like that and certainly had they never asked for anal so blatantly.

Usually, I was the one asking and begging my wife to try anal sex, but this young woman was telling me to do it without any prepping. Well, how could I deny her such a wish?

Yes, it wasn’t usual for me to deal with a woman like her, but I still knew what to do. She wanted me to be dominant, me to be her daddy? I could do that. I pushed her down on the couch and started kissing her passionately while taking her clothes off. She moaned and asked me for more while putting her hand inside my pants.

Once I took her clothes off and saw her body I went crazy. Her skin was so soft, her tits were so perky and I couldn’t take my hands off her. I was kissing over her breasts, sucking her nipples, and teasing her clit. Her slit was fully hairless and I enjoyed the feeling of her pussy against my palm.

“Come on, let’s go!” she said, getting on all fours and giving me a bottle of lube. Once again I was surprised by how prepared she was. It was an experience so new and yet so exciting that I was losing my mind just thinking about it.

I lubed her asshole and started pushing inside her slowly. She moaned, taking me in and I loved the feeling of her tight hole on my cock. It was new and so amazing I just wanted it to last forever. I fucked her, long and hard, hearing her moans and her calling me daddy until I finished inside her and we both laid down to rest. It was as if I was a new man now. There were so many possibilities ahead of me and I was planning to explore them all.

I kept meeting with young women in their twenties, seeing more and more new things and experiencing them, feeling more and more alive. I didn’t care about my divorce anymore, I was too busy having sex with young hot women that were just so much more fun. I learned many new things with them that I didn’t even know about before. I loved how open they were, and how ready to have sex anywhere they were.

Their shaven pussies and complete shamelessness were making me crazy every time and I wasn’t ever planning to stop dating younger women.

There was one though, that made me stop and pick her, at least for now. I met Alana, like all of my other encounters, on a dating site. She seemed even more fun than the others that came before her and I knew we would get along very well. Alana liked all the things that I did and we had a lot to talk about, but when it came to sex it was just even more amazing than it had been with the others.

The first time I went to her house we didn’t start fucking right away, we were talking and joking with each other before anything serious started. I flirted with her, a skill that I learned on many dates I had that year, and soon she was leaning toward me close enough for a kiss. I was pulling her close and touching her ass while she put her tongue in my mouth. I could feel that she wasn’t wearing any underwear and it was turning me on. She was so free and so hot, I couldn’t resist.

We went to bed and started undressing and that was when I saw that she had piercings both in her nipples and on her clit. It was something new for me and I lay her down and kissed passionately her everywhere where her jewelry was.

She whimpered as I put my mouth on her pussy and sucked her piercing in. I wondered how it felt for her and hoped that it was good. I made it feel good for her until she was shaking and then she went to return the favor. She pushed me down and went to suck my cock, letting it go in her throat until I just started fucking her mouth. She took it very well, pressing tight around me and I soon finished in her throat.

Alana went to pull something out of her nightstand and soon I saw what it was. She pulled a butt plug and gave it to me, asking me to put it in her asshole. She spread her cheeks for me and I started pushing it inside hearing her delighted moans. When it was done, she pushed the button and the plug started vibrating.

She straddled my hips and got my cock inside her pussy. I could feel the plug vibrating so close to my cock and it was a new sensation that I loved a lot. Alana rode my cock like she did everything, fast and rough, smiling at me as she was taking me deep. I could see at that moment how special she was and that I just needed to stay with her.

Her pussy, tight and wet with the added vibration of her butt plug made me cum faster than I would’ve liked, but Alana kept riding me until she finished herself falling to my chest. From that moment on, we kept experimenting with each other and I don’t want it to stop any time soon.

Authors note: We have learned by now that beauty and promiscuity aren’t just reserved for the young, they can be appreciated and exuded by everyone, however, for this story I wanted to capture the fantasy, the silver fox, and the pretty young woman on his arm. Did you like it? -Tamsin.

I'm Tamsin (also known as Tammy), I'm the writer of all of these erotic stories. I write what turns me on and it used to be just for my personal use, but I decided to release it publically. I hope you enjoy and if you do remember to leave a comment and if you want more become a private member. If you want to know more about me, this is my personal page.

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