Never Been With Another Man

Jim Spriggs

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I am middle aged and spent my life having ordinary sex with women, but over the past few years I have realised more and more how much I love to see naked men and watch them having sex. I have the possibility of actually meeting up with a like minded guy with whom I have been chatting for months and who really turns me on and I am sure I want to have sex with him. Advice? Am I being stupid? Any help greatfully received.
 
I am middle aged and spent my life having ordinary sex with women, but over the past few years I have realised more and more how much I love to see naked men and watch them having sex. I have the possibility of actually meeting up with a like minded guy with whom I have been chatting for months and who really turns me on and I am sure I want to have sex with him. Advice? Am I being stupid? Any help greatfully received.
Get it done. Go find a big cock.
 
Trying gay sex with someone you have a friendship with who you can feel comfortable to experiment and chat after is ideal.

Like the first time you had sex with a woman, there will be a bit of awkwardness.

I'd approach it as adult playtime fun. Forget about performance or perfection. You won't be great the first time. Some things take time to master and only become pleasurable with experience.

Most people are a shade of bisexual, it's just that social conditioning prevents people from speaking openly about it.

I can remember as a teen how none of my male friends would admit to masturbating yet I'm sure they all did it on a regular basis.
 
I have the possibility of actually meeting up with a like minded guy with whom I have been chatting for months and who really turns me on and I am sure I want to have sex with him. Advice? Am I being stupid? Any help greatfully received.
I think it will help that the guy already knows your experience level. My advice would be to go for it. Talk about what you like, or want to try and listen to what interests him and be safe.
 
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I am middle aged and spent my life having ordinary sex with women, but over the past few years I have realised more and more how much I love to see naked men and watch them having sex. I have the possibility of actually meeting up with a like minded guy with whom I have been chatting for months and who really turns me on and I am sure I want to have sex with him. Advice? Am I being stupid? Any help greatfully received.
I feel the same way omg you feel how I feel hope you find great men to experience with .
 
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I am middle aged and spent my life having ordinary sex with women, but over the past few years I have realised more and more how much I love to see naked men and watch them having sex. I have the possibility of actually meeting up with a like minded guy with whom I have been chatting for months and who really turns me on and I am sure I want to have sex with him. Advice? Am I being stupid? Any help greatfully received.

Multiple people have asked this question before. It's one thing to see naked men having sex on the internet and it's another thing to want to dick a guy and enjoy doing it. And I always say that you can break the ice by going to your local jerk off club. There are plenty of men and cocks for you to enjoy. I would go that route instead of meeting a stranger over the internet.
 
Let me endorse the encouragement you’ve already received, @Jim Spriggs. I was once in your shoes, having OK sex with women, thinking my low satisfaction level was a character fault rather than a matter of sexual orientation. When I started having sex with men, it wasn’t perfect. But I knew instinctively that it felt right. The world changed for the better.

You might be gay, you might be bisexual, you might be a straight who hasn’t found exactly what kind of sex makes him happy, you might be whatevs. But you’ll never know for sure until you try. Having sex with a guy—or indeed, with anyone new—can teach you a lot about yourself. Lessons we generally can’t learn any other way.

Go in with an open mind, and put words like “stupid”, “silly”, or “should/shouldn’t” on the back-burner. Sex makes us all stupid; straight, gay, or any flavour of erotic fun we happen to like. Sex couldn’t work if it didn’t infantilise us at least a little. It’s funny; the fact that sexy men made me stupider than almost anything else kinda proved it was right for me.

It helped that I got good sex education from my local gay men’s health centre before I embarked on any homosexual adventuring. It helped me set boundaries, both emotional and physical. (I kinda wish someone had shared the same level of frank, sex-positive wisdom with me before I started sex with women). Beyond that, I could give myself license to enjoy anything I pleased, with whomever I pleased, in a spirit of adventure, experimentation and novelty.

As a result, I’ve had plenty of fantastic surprises, and come to know some awesome men on a profound level I could never have reached with a non-sexual friendship. Even sauna encore unters and one-night-stands taught me a thing or two, and provided satisfactions well beyond the physical sensations. And even bad sex taught me useful lessons.

Enjoy!