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At my witt's end with anal...

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This seemed like the best place to ask, although if it needs to be moved elsewhere I'd understand, seemed like the best place though.

Anyway, ok so I've been in my relationship for a year now (2 years come May) and I'm still having the utmost difficulty with anal. I'm a versatile bottom, with a preference for bottoming. And I find anal sex to be extrememly hot, but at this point it seems almost like a fetish or a fantasy.

And we've tried what seems like everything... Originally we used Astroglide, but then the people over at Castle (adult store) told us that since it's a j/o lube, it wouldn't work well; so they recommended this H2O lube which is specifically for anal. We had better results, but nothing like we'd wanted. So, we bought Anal Ease, which as it says basically numbs the hole a bit. That's helped, but still not much progress. I should also add that we've used two dildos, neither have helped a great deal.

So what's the problem? My record, after almost two years, is 2 minutes... if I'm lucky. Normally in less than a minute I'm forcing him out. Most of the time, it just plain freaking hurts. The best way I can describe it is it feels like he's taking a corkscrew, or sharpened pencils, and twisting them into my hole. Don't get me wrong, he goes slow and is very gentle, but even that isn't helping.

Other times, when I'm lucky, that pain isn't very intense and subsides after a few seconds. Then after that, usually a minute and a half, I start complaining because it feels like I have "a giant turd stuck in my butt". And then, even though there's no pain, it's just pure uncomfortable. I'd think that it should be hitting my "G-Spot" by now, but I've never felt that "orgasmic pleasure" that everyone talks about.

Another thing is that apparently, when he first sticks it in, I guess I tighten up. That's subconsious, until I realize I'm doing it, then I relax. Also, I only seem to be able to take it laying down flat on my stomach, I tend to last only a few seconds in any other position.

And, in addition, he says that normal people do it for 15-30 minutes! ... I can't even FATHOM that! What's the secret? What am I not getting? What am I doing wrong? I just fear that, if this keeps up for another year or two without any improvements, I'm gonna be single again; and quite frankly, that scares the hell out of me. (No, he hasn't brought that up. But he has mentioned that as long as he sees that we get somewhere in time, everything's fine.)

The only suggestion he can think of is using an enema (sp?). I'm very hesitant about this because, from what it sounds like... I don't want a jetstream of water shooting up my butt, that seems like it'd hurt like heck, or at the very least feel utterly uncomfortable, like backwards diarrhea or something. But that seems to be the only possibility right now. I don't know, have you guys ever used an enema? What does it feel like?

As for me, I can only come up with three ideas, one of which is fairly whimsical. Either he just pound the heck out of me for five minutes and numb my hole that way. Use a laxative and get pretty much everything out. Or put me under with some kind of thing (like laughing gas).

I don't know, I really have no clue where to go from here.

He says that it's all in my head, that all the pain I'm experiencing is because I'm expecting pain, or something of the sort. Yet, everytime we get ready to do it I'm always thinking to myself that "this is it", "this'll be the one", "it won't hurt this time", "maybe we can do 3 minutes!". So I'm not expecting pain, I've been trying to remain optimistic this whole time.

Not to mention that one of my friend's exes said they would've left me a long time ago, so that says something about my man's patience!

Any ideas/advice? Anything we haven't tried? If you're a bottom, or perhaps even a top, what has worked for you? What hasn't? Any advice at all would be greatly appreciated.

... I don't if you could tell, but this is my first official relationship.
 
I certainly feel your pain (no pun intended). It's something I want to do but 'tight has a duck's arse' is an understatement.

In terms of an enema, I doubt that would actually help other than hygeinically. And the it's all in your head and other people would have left? That's astronomically shallow. You want to, you've got enthusiasm for it but it isn't hitting the right switches. Has your partner considering changing HIS approach or has it all been lumped on you?
 
I start complaining because it feels like I have "a giant turd stuck in my butt". And then, even though there's no pain, it's just pure uncomfortable.

The giant turd isn't it your butt, it is stuck in your head.

Of course it feels like you have a sausage crammed up your hole. If it didn't you wouldn't feel anything.

Now, if you do have a bear in the cave, it is always going to be really uncomfortable, particularly if you tend towards hard, dry shit. the enema would clear you out. but enemas are not good all the time. They strip your lower bowel of essential flora.

So, what to do, what to do....

You could try poppers but we don't like those much either.

Grass might loosen you up, but tends to dull the experience.

I suggest you get a scan of your lower GI, particularly if there is any bowel cancer in your family.

If everything is normal there, then try the enema douche....which doesn't hurt by the way. I think it is telling though that you seem to be afraid that anything that goes into your butt will hurt.

Then, forget the boyfriend's cock in the hole for now. dildo only. Maybe a vibrator with lots and lots of lube. Maybe let him give you a good rimming as well to get you over some of your barriers.

But you have to work on your head at the same time. Because if you can't get over your fear, that turd is always going to be there and you're always going to be complaining.
 
I went ahead and moved your thread over into Health & Wellbeing. In the top of this forum, there's a forum sticky called "All About Ass". It has some of the most commonly asked questions about ass issues, including anal sex.

Read through the information in the sticky and see if it helps.

There are some guys who take to having a cock up their ass like a duck takes to water. Everyone else has to learn to enjoy to enjoy anal. It takes time.

First of all, you and your boyfriend need to accept that you are inexperienced. You want to learn. You want to enjoy. But you're still running around with training wheels on. You've got a while before you're going to be doing the Tour de France of buttsex. It won't happen overnight.

Here's what you need to realize: when you were a toddler, your parents taught you to be aware when your rectum felt full. As part of potty-training, you were taught to keep your sphincters tight day and night. You were taught that when you had the feeling of something in your rectum, it was time to go to the bathroom.

What you're doing now is learning something new- that when you have a hot guy with a hardon in your bed, it's time to relax those sphincters and you have to learn that that feeling of fullness in your rectum feels pretty good when it's associated with a cock.

Where most people go wrong is that they rush things. It starts to hurt, you feel that feeling of fullness in your ass (and that old potty training kicks in), you panick and feel like you need to go to the bathroom. If you're not careful, you will start associating pain with getting fucked. That's counterproductive and it just makes you tighten up more when your boyfriend's dick is knocking at your back door.


Go buy yourself a couple of butt plugs. Buy a small one and a medium sized one (one that is closer to the size of your boyfriend, not a 2 liter Coke bottle). For now, these are your toys. Use them when you're alone, horny, relaxed and you're not under stress to perform for anyone but yourself.

The nice things about butt plugs is that they have a taper. They start small and they increase in size. And they have a base so that when you're able to insert the buttplug, you can just leave it in while you masturbate.

Just start by teasing your hole with the tip while you masturbate. Over time, you're going to work up to where you can put the entire buttplug in, jack off and then when you get close to coming, you can move the buttplug around and stimulate your anus and prostate.

Keep this up until you're able to insert the larger of the two buttplugs and you're able to leave it in while you jack off. It might take a few days or maybe even a few weeks. Be patient. Just put as much in your ass as feels good- if it burns, pull it out, whack off for a while and try putting it back in and continue wanking.

When you feel you're ready to have your boyfriend join in on the fun, start with the buttplugs. Have your boyfriend use his well-lubed fingers and the buttplugs until you're relaxed and loose. It may be that this takes a few times before the two of you are able to get to the point where you're able to do this with your boyfriend.

As you get to the point where you're able to relax with your boyfriend and the toys, then it's time to take out the buttplug and have your boyfriend put his dick in.

You might want to start with a position where you're able to control things- like cowboy or reverse cowboy. If it starts to hurt, then stop, do something else and then come back and try again.
 
Also, have your bf rim you like there's no tomorrow! That's a great sphincter relaxing exercise, and fun for all concerned (usually).
 
I certainly feel your pain (no pun intended). It's something I want to do but 'tight has a duck's arse' is an understatement.

In terms of an enema, I doubt that would actually help other than hygeinically. And the it's all in your head and other people would have left? That's astronomically shallow. You want to, you've got enthusiasm for it but it isn't hitting the right switches. Has your partner considering changing HIS approach or has it all been lumped on you?

Well we're both pretty much out of options, he's tried everything he can think of as have I, so we've pretty much exausted all of our avenues thus far. I haven't noticed him changing his approach, then again it could be the only way he knows how, I'll have to ask. It hasn't been totally lumped on me, we've both been coming up with ideas (me- anal ease, him- dildos, me- different positions, him- H2O lube, etc) But right now, I'm in charge so to speak of coming up with yet another possible solution.

The giant turd isn't it your butt, it is stuck in your head.

Of course it feels like you have a sausage crammed up your hole. If it didn't you wouldn't feel anything.

Now, if you do have a bear in the cave, it is always going to be really uncomfortable, particularly if you tend towards hard, dry shit. the enema would clear you out. but enemas are not good all the time. They strip your lower bowel of essential flora.

Now that, I didn't know... not sure if he does either, never mentioned it anyway. What would you recommend as a safe way to use the enema? (ie: once a week, once every few days, etc.)

You could try poppers but we don't like those much either.

Yeah, I've never tried them, from what I can tell they're some type of a legal drug.

Grass might loosen you up, but tends to dull the experience.

Grass? I've never heard of using that before. How exactly would that help, and how would I apply it? That sounds interesting to say the least.

I suggest you get a scan of your lower GI, particularly if there is any bowel cancer in your family.

If everything is normal there, then try the enema douche....which doesn't hurt by the way. I think it is telling though that you seem to be afraid that anything that goes into your butt will hurt.

Mmm, far as I know, we don't have any bowel cancer in the family, the only major condition is heart disease which is scary but I don't think is relevant in this case. And it's not that I'm afraid that something going up there will hurt, but I've been trying to simulate a jet force stream of water shooting up there and I imagine it like a BB gun loaded with water.

Then, forget the boyfriend's cock in the hole for now. dildo only. Maybe a vibrator with lots and lots of lube. Maybe let him give you a good rimming as well to get you over some of your barriers.

Hey! Now that's an idea, I'll have to run it past him and see what he thinks. I'm also going to look into getting that scan of my lower GI.

But you have to work on your head at the same time. Because if you can't get over your fear, that turd is always going to be there and you're always going to be complaining.

How would I go about doing that, exactly? The only thing I've been able to come up with is thinking optimistically beforehand and then when it gets uncomfortable, telling myself to keep going... needless to say it never feels better anyway.
 
rareboy said:
Grass might loosen you up, but tends to dull the experience
Grass? I've never heard of using that before. How exactly would that help, and how would I apply it? That sounds interesting to say the least.

Grass is slang for marijuana. :)
 
by "grass" he meant marijuana. smoking it. not applying it.

How big is your bf's tool? If he's large and your small that may be part of the problem. Is he helping to loosen you up before? Try lots of fingering, rimming and maybe some toys first. I've found a lube that is called "Boy Butter". That has been the best for me.

Don't give up just yet. There are lots of things you can try. I'm sure both of you are getting frustrated but that is only going to make matters worse.
 
Have you tried having your boyfriend gently finger you while you jack off? Have you ever enjoyed having something in your ass?
 
Take it slow, ease into it and you have to be relaxed.

If you're tense it's not going to be the optimal experience. Relaxation is key, take a couple of moments to calm down and get your heart back down to close to a resting state if you're getting too excited.

I know what your talking about, when I first started experimenting back there a few years ago I used a kinked up hose (no pun intended). That didn't work. "What is everyone raving about? This is frustrating and painful- and I haven't even gotten it in yet!"

Then I tried something smaller. That worked much better. "Now I know what everyone is raving about... so that's where male G-Spot is.":D

Hope that helps.
 
It really sounds to me that you're focusing entirely too much on the actual physical act of anal. When you're so focused on the act and not the enjoyment, of course you'll derive zero pleasure from it. Just learn to relax, have fun and well enjoy it. Yea, yea..I know easier said than done. Anal is very good, stick with it, and be patient and with time and copious amounts of lube you'll be bottoming with the very best of them.

Is your boyfriend large, is he thick, how big is his dick? These are also concerns as well. Likewise how tight are you? The ass is very elastic and is the second largest erogenous zone after the dick head or so I hear. I liked what another member said that some people can just jump into anal, while others have to learn to enjoy it. I'm mostly versatile and enjoy both evenly.

Also, what is your boyfriend doing to ease your very valid concerns about anal, is he leaving it all in your hands, is he pressuring you? That might also be another consideration as to why you're not able to take dick like a pro. I guess lastly, why did you state that you don't want to lose your boyfriend over anal? Is he telling you do it or else, maybe you're not ready, if so and he is pressuring you he sounds like a real fucking asshole!
 
I am a total bottom and had some of the same concerns you have now when I started bottoming. I do use an enema to clean myself out before hooking up. I learned through trial and error that I experience a burning sensation if shit is up there when I am penetrated. Also, the mess totaling turns me off.

I think KaraBulut has hit the nail on the head with the butt plugs. This is what I did before I started bottoming. I had used dildos for years to play with my hole, but I was only able to last for short periods of time. I learned on another thread on this site that I needed to train my hole to accept a cock without the urge to go to the toilet. I bought a butt plug and began using it. Then I began wearing it around the house for hours at a time. I am no longer uncomfortable having something, perferably a cock, stuck up my ass. Now, my fuck sessions last for hours. I hope this helps! Good Luck!
 
Thinking too much about it hurts you. For me its hard to enjoy it if when I don't know if I'm clean. When I'm worried that I'm not clean I tense up and its downhill from there. Making sure you're clean can take some edge off. Another thing is rimming. 69ing while getting rimmed is AMAZING! It exposes your ass, lubes you up, relaxes you, and turns you on. And when you're ready to take it, either sit on it or bend over then back up on it. Do it slowly and breathe.

Hope that helps and Happy Fucking!
 
just let him finger you and rim you. one finger. two fingers. 3 fingers. maybe 4. and voila! cock!

or, maybe it's this: is your boyfriends cock too big? not the right shape for you? in terms of sex, maybe you should try a different dick.
 
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