Wanting to get fisted, but need guidance

[Hungryred87]

Been a closet bi guy for a long time. Have plugs and some bigger plugs but I don't know how to going about stretching my tight hole to become a wrecked cunt for cocks fists and hopefully 1 liter bottles.  Could really use guidance, other than be a cum dump for poz men. That's a later fantasy.

What toys do you suggest?

How long/ when should I move to a bigger size?

Is it hard to work on prolapse?

[ffabbian]

It's all about the journey and learning how to keep your mind, body and hole relaxed. Training your hole for depth aswell as stretching. Dildos with a soft to medium texture rather than firm are easier to maneuver deep into your hole.  When you can fuck your hole with ease your ready for an upgrade. I bought an anal vac pump a couple of years ago and it did wonder to stretch my asslips making them slack, swollen and puffy and pulling pulling out my hole. It now rosebuds in full bloom  

[Sfmike64]

My suggestion is ....TAKE IT SLOW. TAKE IT SLOW. TAKE IT SLOW.  It's going to take some time (and many sessions) to get to the point where your hole is 'wrecked.'

Just relax, take it easy, do this with someone(s) experienced at fisting and enjoy yourself. If you use chems, I would advise doing it a few times without being high FIRST. You want to know what it feels like before you are chemically altered so that you understand the feeling.

Don't be afraid to tap out and take a break. Make sure that the person playing with your hole stops if there's more than a little blood. You don't want to have a tear when you're inexperienced. 

[phukhole]

Lube, patience and trust.  Toys are good to open you up, but nothing beats a patient top to get you there.  Most of it is in your head. You need to relax, but you also need to be in control. I do not recommend enhancements until you've taken a fist sober.  Some disagree, but that's MY rule.  Patience and communication have gotten my fists into many virgin holes. You may not get it in the first time (or the 10th time), but practice and relaxation WILL get you there.  In no time, you'll have the cavernous hole you desire!  

[bareback-flipflop]

I join all the comments above. 
It takes time, but it worth. It’s no rush. You must be patient and careful. If you are impatient you can hurt yourself and it takes you back at least with one stage. 
 

You can believe me because I did the same. I was in a good progress. I had a dildo I could pump up and with I could go slowly but surely and I became impatient. I pumped ip it to the maximum, it worked and I became so intense and fast that I started to bleed. I was scared and for months I couldn’t try again. Not because of the pain but because of the fear. 
It was right two years ago and I learnt that lesson. I stayed patient and slow (except one case). Now I can be double fisted and produce a nice rose. 

[Westlonlad]

Echoing much of what has already been said, enjoy the journey. The destination is absolutely incredible, but getting there provides it's own unique experiences too.

I learned a lot about myself on my journey, what I was capable of, heightened confidence to name just two.