Thoughts on a M52 M45 F50 threesome

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What are your thoughts on a MMF or MFM threesome? I am the 50F. Two of my former partners and I are considering a threesome. The 45M and I haven’t had sex in about 2 and a half years. The 52M and I haven’t had sex in over 10 years. For reference, the men don’t know each other. Their only link is me. 52 is an old high school sweetheart where we have been on and off again for years. Our relationship is friends with sometimes benefits. We love each other but aren’t in love with each other. 45 is a former coworker. We had a fling a few years ago but it was nothing more. While we care about each other, there’s no love. It’s never been like that between us. A few months ago, 52 and I reconnected. Just a coffee date, nothing more. Since then we’ve have been casually talking about sleeping together again. Yesterday, out of the blue, 45 texted me. He said he missed me and wanted to know how I was. He also came out of the closet to me as bisexual. I always knew he was hetero flexible. The whole conversation was about how he is coming to terms with who he is. He sounded really good. The conversation was very positive and I’m happy for him. He also asked if I would ever want to participate in a threesome with him and another man. Absolutely! I told him I had someone in mind (52). When I posed the question to 52, he said he’s not opposed to it. He’s never been with another man before but he has dated a few transgender women. Right now I’m trying to really gauge their interest. If it’s a go, I plan on creating a group text for us before ever meeting. This way we can discuss everyone’s boundaries. Does anyone else have any tips or ideas about how to go ahead with our plan?

Comments

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  2. JuucedIn Avatar

    Sounds like a dinner for three is in order. Find out if everybody clicks first.

  3. TopStructure7755 Avatar

    I feel like the circumstances you’ve described here point to a much more successful result than most of the threesome questions on here where it’s two 20 year olds in a relationship who only one really wants a third. 

    You, presumably, have enough experience to be able to navigate these waters safely without causing any damage. I think probably a get together on neutral ground is a good idea for discussing boundaries – keep the expectations clear and stated and everyone should have a good time!

  4. DifficultyFuture661 Avatar

    One thing I’d probably look out for is how much interaction is expected between the two men. M45 is bisexual, but you haven’t indicated if M52 is as well (outside of him dating a few transgender individuals before). But is M45 expecting that he will also be directly “engaging” with M52? Is M52 down for that, or is his expectation that it will be two of them mostly “engaging” with you. I’m sure your all aware of all this and will discuss it in the group chat.

    Honestly, out of all the times I’ve seen disastrous plans for a threesome on here, this comes off as the most likely to succeed. So have fun.

  5. Tlns4d Avatar

    I am picturing a candy dish beside the bed full of little blue pills maybe a pez dispenser haha. Sounds like a party you all have fun be safe.

  6. Brbnbbyw12 Avatar

    I know y’all will all be playing candy crush when you’re finished.

    But in all seriousness, this is the first one I read that sounds like a healthy 3 way. Just communicate clearly ahead of time!

  7. Striking-Walk-8243 Avatar

    What do YOU get out of it?

    Do you want them to “sandwich” you?

  8. LincolnHawkHauling Avatar

    Don’t forget STI and blood tests as the entrance fee to this dinner party.

    Have fun OP and update us on how it went.

  9. Im_Leveling_up Avatar

    ✨This sounds like a good healthy adult time. No one is sneaking and no one is cheating.
    Have fun and update us. I hope it’s everything you guys imagined it would be.