I crave being able to mess around with an older woman

r/

Now, this isn’t the most groundbreaking confession I know, but it’s something I figured many others are feeling right at this instant. I’m 21 and I’ve always wanted to mess around with an older woman, preferably early 30s to 50s. The entire nine yards, her cheating on her husband, keeping me a secret and the desperate secret hook ups we could have, the power dynamic and experience. Especially if they’re a professor or even a mom or relative of a friend, that just turns me on to the max and I NEED to experience it at least once, or a few times lmao. I feel like I’ve experienced so much of my age group over the years and have had this fantasy stuck swirling around my head lately, driving me insane.

Now that I think about it, I remember what caused this: a friend of mine I had who had an entire phase of fucking her professors and relatives of a guy she liked, we would talk about it and get off to it together, while I thought about all the teachers and professors and relatives of friends I was into myself, and it sorta spiraled from there 😭

Comments

  1. Resident-Fly-4181 Avatar

    Stacy’s mum has got it going on …….

  2. KuntaWuKnicks Avatar

    OP waiting for that chat notification to light up

  3. Relevant_Touch5459 Avatar

    Stop getting your ideas from porn or you may end up like Ron Goldman. Find the single ones and have a ball………..

  4. oliowashere Avatar

    They’re definitely out there dude! I’m sure you’ll find one eventually! Godspeed dude

  5. mathusal Avatar

    You can try clicking on these “milf in your area” pop-ups if you want, see where it leads you (you’ll get some trojan, but maybe not the condom brand, the other type of trojan)

  6. qo0ch Avatar

    Hit fetlife and find an older, willing, single older lady near you. The married ones on there already have permission from their spouses so you won’t be a home wrecker but can still role play

    But it’s close to what you’re asking for, the power dynamic, age play, and possibly cucking another guy

  7. nakedandapex Avatar

    Yes god gift it to me right now please happy birthday to me forever 🎁💝🖤 mature women I’d like to – meet xx

    abcdefghijklmnopqrstuvwxyz0123456789

  8. Mistehsteeve Avatar

    Gotta be some American swinging websites hanging around. Not those that advertise as women in your area. Actual genuine swinging websites.

  9. sugar_xx_ Avatar

    ugh man, before it was daadddy, now it’s cougar😩

  10. SecretYou0109 Avatar

    If you’re hot and hung you will do just fine 😉. Coming from a 32f with a 23m fwb

  11. hpmcbroom Avatar

    OP such fantasies while I’m sure for you they’re quite the turn on. The reality is so much more complicated. So best option would be to settle down with someone more your age, and build a family of your own. The irony is not lost on me now in my 50’s. Pussy is pussy, your in your prime enjoy it but be respectful, and responsible.

  12. Limp_Donut5337 Avatar

    I did this couple of times, can’t say the old sayings are true.

  13. amidja_16 Avatar

    RIP your inbox. It starved to death…

  14. PlasteeqDNA Avatar

    I had one like you when I was approaching 40s

  15. morose4eva Avatar

    The porn-addled young male brain.

  16. ajg3199 Avatar

    If you’re anywhere near Atlanta, go to Johnny’s Hideaway on a Saturday night.

    Total cougar bar, or so they tell me.

  17. ReplacementLevel2574 Avatar

    I do too.. and she’s sleeping in the other room… ( married 44ys)

  18. techerous26 Avatar

    I doubt the authenticity of posts like this, but if it is it’s brilliant insight into the brain of a next level sociopath. It’s as if we read a monologue by a young Dennis Reynolds in a prequel.

  19. macnchze Avatar

    I had (have) this same desire when I was your age. It’s ALL I wanted. I’d look at almost any older woman and visualize in my mind what it would look like if we were hooking up.

    As I got older (I’m 32 now), my sexuality has evolved/matured in a way. That has a lot to do with my wife. I’ve always been a very sexual being, and luckily I found my wife who is willing to try different things at least once.

    Although I’m still very much into older/powerful women, I’ve evolved, matured and learned what the core desire is for me, and that’s femdom.

    This discovery also revealed my interest in hotwife/cuckold scenarios.

    I brought it up to my wife, and it took her a minute to understand. It made absolutely no sense to her (which is understandable). She told me she married me and only wanted to be with me.

    After a couple years, she came to me and told me that a somewhat distant work acquaintance/colleague was showing interest in her, and asked what I thought. I asked how it made her feel, she told me it felt good. I told her she’s welcome to explore it. Long story short, they form a sort of FWB arrangement. She had a great time, I enjoyed it, it was a win win win.

    This led to a friend couple catching wind of it and started becoming flirty with us, and eventually led to us doing a full swap with the couple. Amazing experience.

    Now, we’ve got this other friend couple who just turned 50, they’re both very attractive, and want to hook up.

    So here I am, 32 years old, about to live out my early adult sexual fantasy with a sexy 50 year old woman, only even better, because I’m sharing the experience with the woman I love.

    All made possible because of having great communication with my wife. We say what we’re thinking, what we want, we don’t shoot down each others ideas. We’re open to each others desires.

    So I guess what I’m saying is don’t get too fixated on making it happen RIGHT NOW, unless the opportunity comes up, then hell yeah, go for it lol.

    Also, don’t bother anybody lecturing me. My wife and I have an incredibly strong and loving relationship, and any sex outside of our marriage only enhances our own relationship.