When me and my husband startet having anal sex, he could barely get it inside me without it hurting too much, so i startet using buttplugs from first a small one to now a large. You can buy them in a set with 3 (small, medium, large) and start traning with them everyday.

Make sure you use lots of good quality proper lubricant

Astroglide.

Works every time.

I'm straight but want another guy to fuck my arse.
...
Mate, you ain't straight.

Start with a finger. Then eventually two fingers. Then a small toy. Then a slightly larger toy, etc. over a few weeks you a be able to take a real dick. Use way too much lube, can’t have too much but you sure as fuck can have not enough. Having help is nice. I’ll say a real penis is much easier to take than most toys. If your hole can handle a big dildo you’ll be able to handle a huge penis. I wish I had friends with huge penises! Good luck.

Like all the others said, lots of lube and try to relax. Butt plugs help. Try wearing one as long as you can and get different sizes. Nothing feeld quite like a hard living cock sliding in and out of your asshole. I know I really like cumming that way!

On the off-chance that you're using a condom on the toys, you might have a latex allergy. I didn't figure that out until much later in life when I started trying anal.
Try a non-latex condom and see if that helps.

Also, In my experience, bare cocks are WAY easier than toys, but of course that's kinda risky, you should be on PrEP and make sure the other guy is tested for other STIs.

First off, lube lube lube lube. You will need a lot of it.

Second off, start with small toys. For a beginner you’ll problaby want to go with something 1 inch in diameter or less and work up from there. Once you’re used to the size, you can start with something a bit larger, and so on and so on.

Third, RELAX. Get really turned on. It’ll go easier.

Push it in as far as possible then push like your taking a shit and push it on in.

Yep. As gay as AIDS

You can never have enough lube. I started small and got to something bigger and enjoy the full feeling. Take it slow until your arse gets used to it.

Like others said, start slow and work your way up using plenty of lube. I also love Astroglide. Also finger yourself with the lube to be sure you get it inside you. When your ready, feeling that first cock forcing his way inside you is AMAZING! I love it when his knob first pops inside me, then he grabs my hips and starts to fuck me, nice and slow. I tighten me ass around him once in a while as he's fucking me. When he starts to moan and he's getting close the feeling of him cumming inside me is so erotic I sometime cum without even touching myself. Try it, you'll love it!!

Every time I violate my gf's anal crater with my cock, I always use plenty of petrolatum to ease the friction!

For a pleasant experience, it's all about the prep. Plenty of lube. Loosen up the rim with the one finger, two fingers exercise. Butt plugs are fun to practice with. Start with the small beginners and work you way up. Dildos work too, start with the skinny ones. Take your friend's love in the position you are comfortable with

I use a bulb syringe with warm water and clean out first, I was at the ABS and got a syringe for lube, it is designed to be inserted then press the plunger to send lubrication into your rectum, I would rather have too much lube then not enough, I start with a finger then gradually move up to dildos or butt plugs, it is very satisfying! I hope you give us an update on how your experience goes!

True. But amazing how many men out there feel the same way.
I've been one nudists sites and get hit on by "straight" men all the time.
Out and about I get stares from men out there all the time who are pushing a baby stroller with their wives right next to them or guys walking hand in hand with their wives/girlfriends. Etc. etc.
A lot of denial out there still.
I've often said that if a man who has had sex with another man, or has thought about it, turned purple for 24 hours, there would be a lot of shocked girlfriends, wives, buddies, etc.
I know this is a swingers-open site so many women on here know what their men like, but there are a lot more women who don't know their husband's or boyfriend's predilections.