How to: anal sex with another man?

shove a finger into vaseline and then up his ass, work it in untill the vaseline melts , then do the same to your penis. have him push out like he is taking a big shit while you push that cock against his sphincter. at the very moment his ass opens and the moment you are lined up right with the needed pressure , you will slide right up his ass like a snake. you are now having gay anal sex. just hold it in until all pain goes away and he want to get the pumping action going. its over when you ejaculate in his ass. cause you will fall out anyway . it will be messy and stink but thats gay sex. you can fuck it up by wearing a condom same as with a woman. These are some pretty good tips. i remember them personally , i was the bottom guy.

Always have lube and start by fingering each other nice and slow...and take it from there

start with a good warm soap enema make it clean...go slow ..takes time you will enjoy it may take 3-6 months ..ebay sells different sizes of but plugs and Desensitizer Spray

It's been established that lube is important so I will say it again. Use plenty of lube, then just push it in. Once you get past the sphincter muscle it's all good from there. Just do it, that's the best way I have found.

Lube. Lube. More lube.

And start slow, especially if it's his first time

Start with one finger and increase the number of fingers until nice and relaxed. Take your time and always use a ton of lube. Really. Do not be stingy with the lube. Proper sexual lube.