Two gay virgins trying to get it on...help!

Alright so we need a little help here. We are two previously very heterosexual (as in only been with women before this) best friends who have decided to be in a relationship together. Please no judgement on us ruining our friendship, blah blah, it's actually been pretty awesome and drama free. Except in the sack....

So we are both crazy excited for sex together, but we haven't quite figured out anal sex. We got the whole BJ thing down, kissing, cuddling, all the basics are awesome. He's a little quiet in the sack, but thats another topic. But I can't get him to relax enough for anal sex (he is determined to bottom). Reading some posts here I see that i probably was a bit too enthusiastic the first time and didn't put in enough work to relax him. And he was a little too eager to get on it.

We've gone for it a few times thus far and each time he is just too tight for it to be really enjoyable for him or me (I kinda wanna go at it, but won't be a dick and just pound away).

So I got some questions.

1. How many times before you (the bottoms out there) really got used to the sensation and loved it?
2. What's the absolute best brand of lube? I'm thick so we need all the help we can get
3. I just got some toys (butt plug, dildo) to try and have a little more foreplay action to get him to relax. Is there anything else I can try?
4. What am I missing?

We're making progress, last time I had it about half way in and he finished pretty strong with me jerking him. But I wanna a porno class F**k . We're having fun and laughing at it all, but I fear if I don't get him loving it soon, he's gonna want to avoid anal. And um... I want to be good at it.

Help?

 

At times, the more pressure you put on you the worse it is.

Some dudes are naturals. They take cock, and simply enjoy the ride. But relatively few men are of that kind.

Give him a reasonably sized toy, and help him play with it, at his own speed. Do not make it a must. Show him that he can do it at his own pace.

Allow him to control the action. Do not lose your cools. Do not go for a full porn class event. He ain't a porn star. Such routine takes time to develop. And even then, you'll have a better day, and not such a good day, too.

Experiment with various types of lube. XY is good. But nothing in this world is truly universal.

Make it into a play. Recognize the fact that he has to take some pain and discomfort. Give him something in return. Like a sexy weekend somewhere. Show that you both care and appreciate what he is going thru. Most of it really happens in his head, and you want to have him on your side.

Do away with your fear that he may give up on it.

KD

 

Homosexuality is nature's way of controlling population size.

Good luck with your gotesque little freak show.







(Where's the bucket designated "vomit"?)