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Start with larger toys (and get good quality squishy silicone ones). Use a good thick lube like j-lube or x-lube and take your time working your hole open.

Once you can manage toys/plugs that are as wide as a coke can then find a good (and patient) top who's happy to spend his time slowly working you wider and wider. Most importantly, take your time. It took me months before I could even manage a small fist just passed the knuckles. And then a year before I could get really fisted 'easily'.

You'll need to keep 'training' with toys and plugs to keep getting used to being opened up. Good luck!

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Patience. It took over a year for me to take my 1st fist.

1st rule is too much lube is not a thing. More lube the better.

2nd rule Patience

3rd rule trust the top

4th rule Patience

Ignore all the porn and stories about I took a fist first time without practice, bull shit. Patience.

Unless you're sloppy gang bang bottom with a loose hole already and a small fisted top, it ain't going in 1st time, even if you're spun out of your mind. Patience

Lots of toys, lots of stretching, butt plugs increasing I size, fuck yourself with the butt plugs and progress up.

Did I mention Patience

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On 6/9/2023 at 5:59 PM, UKFFBBBtm said:

Patience. It took over a year for me to take my 1st fist.

1st rule is too much lube is not a thing. More lube the better.

2nd rule Patience

3rd rule trust the top

4th rule Patience

Ignore all the porn and stories about I took a fist first time without practice, bull shit. Patience.

Unless you're sloppy gang bang bottom with a loose hole already and a small fisted top, it ain't going in 1st time, even if you're spun out of your mind. Patience

Lots of toys, lots of stretching, butt plugs increasing I size, fuck yourself with the butt plugs and progress up.

Did I mention Patience

I would second all of this, but I'd add from a top's perspective, the good fisting tops (like me!) know the process for newbies and understand the way to get a cherry taken - slowly. It's also the case that we're never, ever disappointed if we don't get the fist in - the entire thing is a process that can take months between two new play mates to develop trust and a bond, and good tops value being a part of that process of discovery. It's incredibly erotic to have a guy slowly submit and give more and more over a number of months or years. So don't rush, thinking you need to please the top. 

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A couple of thoughts. I used toys to get up toa 3in diameter.  An inflatable plug helped a ton. Pump it up and push it out and it really opens you up. After that it took about 15 times with a patient top before the fist finally popped in. Now I usually tell tops to use fingers to open me up. Once they can hold their hand flat and push 4 fingers all the way to their thumb I know I'm good to go. A word of caution,  be careful what you put on your profile.  A few times I've had guys see I'm into fisting and just start push their hand in when I was only looking for cock. I was able to stop all but 1 he was so excited when he saw my used hole he just walked up and slid his fist in. It hurt like hell at first and I freaked out but told him just to leave it in and let me relax. Since it was already in I let him fist me for a bit. 

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On 6/12/2023 at 7:49 PM, slaveboi said:

A word of caution,  be careful what you put on your profile.  A few times I've had guys see I'm into fisting and just start push their hand in when I was only looking for cock.

I've had this, some less experienced (or just arsehole) tops think there's no warmup required and just try to dive right in. I've kicked someone out because they were almost going to do serious damage if I hadn't stopped them.

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On 6/9/2023 at 9:59 AM, UKFFBBBtm said:

Patience. It took over a year for me to take my 1st fist.

1st rule is too much lube is not a thing. More lube the better.

2nd rule Patience

3rd rule trust the top

4th rule Patience

Ignore all the porn and stories about I took a fist first time without practice, bull shit. Patience.

Unless you're sloppy gang bang bottom with a loose hole already and a small fisted top, it ain't going in 1st time, even if you're spun out of your mind. Patience

Lots of toys, lots of stretching, butt plugs increasing I size, fuck yourself with the butt plugs and progress up.

Did I mention Patience

Definitely patience! My Daddy was very experienced and took his time getting me accustomed to taking large toys beforehand … all the while making sure I was ok.

He was well known for his fisting and even let me watch him fist a guy as part of my initiation. I got to see how he interacted with the guy. 

We discussed it at length and he answered any questions I had. He allowed me to lead and when I was ready, I let him know… It made me trust him even more. 

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