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Friend can't do anal???

subfer1

subfer1

.:fuck y'all:.
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Ok so, I have a buddy who has basically had 0 experience with anal sex so far, now he's in a relationship and wants to do anal with this guy. Yet, he hasn't been able to do it so far. He tried bottoming and it hurt, he couldn't relax enough, so his guy told him to forget it and to just try it the other way around (I actually like the guy, he's pretty cool and accepting). But, when they tried topping, my friend's dick goes soft as soon as he starts to penetrate the guy... Now he's really frustrated and, as I have never had this problem I was wondering if any of you has any ideas of what could help him, or what is going on...
 
Practice.
That's all he needs. Lots of lube and patience.
 
I have little experience with bottoming, but I did finally top. I thought I wasn't a top, but my bf is very understanding and helpful and now I have topped successfully.

I would tell your friend to relax and use lube for bottoming. For topping if he gets soft, it might not be for him, but I think a lot of it is anxiety.

If he can go into sex with no expectations that might help.
 
They were using a lot of lube when the guy tried to fuck him, and he has topped 2 times before. I am starting to think that the anxiety thing might be the cause of this. Besides, I went with him to get a Dildo some months back because he wanted to try anal play by himself and he thanked me about a 1000 times as soon as he shoved it up his butt...
 
So, your friend is able to take a dildo but not his boyfriend? Usually it's the other way around- a dick is easier t take than most dildos.

Your friend may want to back up a bit and let the boyfriend fuck him with the dildo or even have the boyfriend watch him fuck himself with the dildo.

A lot of guys just have an anxiety about body functions that makes it tough to completely relax with another guy. In time he will become more comfortable, but it's going to take some time and some trust.
 
One or two times isnt enough to get used to getting fucked. Most of the bottoms I fucked said it's painful for the first dozen or two fucks as the bottom gets used to getting fucked and his asshole gets broken-in and then the bottom can get fucked without pain. He needs to accept the pain and let his bf fuck him to orgasm.
As for anal Topping he can practice by fucking the guy's mouth to orgasm a few times and then fuck his mouth until he's ready to cum and then shove it up his ass and thrust until he cums in him.
If they use condoms the man can put one on before fucking his bf's mouth so he can immediately pull out of his mouth and shove it up his ass with just enough time to lube up if necessary and fuck to orgasm. If he still has trouble staying hard there's nothing wrong with using his bf's mouth to get off until he's able to stay hard fucking ass.
 
OK, so I asked and apparently, having the condom on makes his dick go soft. They don't want to bareback, so they tried having him jerk off with the condom on to see if it worked that way and he could jerk off like that, but then when he tried fucking he couldn't. So, I am guessing it is some anxiety thing. They could try your advice about fucking his bf's mouth first and then switch, but maybe the condom on will ruin it for him. I dunno.
 
Have him fuck the other guy with the Dildo until he gets hard enough to fuck that guy. Use condoms and lube on the Dildo and on your friend's cock.

Have the friend that wants to fuck figure out what turns him on a lot and have the BF do it to him so he'll get hard and be able to fuck.
 
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