How to train to bottom?

pdm8705

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I didn't find anything so if this has been answered before, forgive me, but I also wanted to speak my case.

I really want to bottom. I have always wanted to bottom. But in my 20 years now of being sexually active, I have maybe bottomed 10 times and have maybe enjoyed it once. I just don't like the feeling of being penetrated. I accepted this and get my fun elsewhere. I have a pretty big dick and dudes like to ride it but I've also accepted that I have fun being a side most of the time anyways.

But as I near 40, I've come to realize the opportunities with some dudes I have clicked with otherwise were lost because I didn't want to bottom for them. On one hand, it's absolutely normal for things to fizzle if we aren't sexually compatible. But on the other, I REALLY wish I enjoyed it and got to spend time with some really hot guys I've encountered and had interest in me.

Relatively recently, when I decided I wanted to just try it and hope I get to a point where I like it, I had an anal fissure that took forever to heal. Even healed, it's left me with an external hemorrhoid that hasn't gone away in 2 years now. The dude wasn't even that big and did all that damage and I'm afraid of doing more ON TOP of still not really enjoying the feeling of someone being inside of me.

My question is, is there a pathway or plan others have taken to get to a place where not only is bottoming enjoyable but also doesn't cause regular damage? Does anyone share the feeling of being "invaded" and not really enjoying penetration? Has anyone moved past that?

I'm of a smaller frame and I fantasize about being fucked by bigger dudes and enjoying it but I keep getting back to reality that I know my body just does not enjoy it. I really like my hole being played with. I love the sensation of a dick being slapped on my hole and teased. But as soon as it's in, I'm like "Take it out!!!šŸ˜­"

Any words of experience or help would be appreciated.
 
There's lots of threads here about easing into bottoming, how to use butt plugs to help you slowly ease into larger sizes, and how to clean out. Do a little searching for "douche" and "butt plug" and you'll find lots of messages on this topic
 
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