My dildo dilemma

Phillyguy28

Experienced
Joined
Jun 7, 2013
Posts
95
Hello to all you horny people. Here is my dilemma. When I decide to use my suction cup dildo (not sure of the make), I cant stop stroking my cock when I attempt to slide down on it, makes me cum almost instantly. He's a short fat one, who really is tough to get in. I have been fucked by a strapon, the (mistress 2) numerous times and the feeling is fantastic, but my girl is really wanting to fuck me with this other realistic looking dildo, but its hurts to get in, and I have to stroke to lessen the hurt. I cum so hard from even attempting to get the first few inches in. What advice can you pro's out there give me? And when I can get him all the way in, I am hoping for a Super O.
 
I suppose that by "Super O" you mean a prostate orgasm? I think you should learn to achieve it first by a thinner toy that's meant for prostate stimulation. Being secure in the knowledge of how to orgasm by prostate stim only will help you reduce that over-excitement and also to relax, which is crucial when you try to get something bigger inside you.

You need to go forward step by step, one goal at a time. First - learn to know your prostate. It will make you understand that prostate o and stroking the penis have nothing to do with each other. Second - once you know how to prostate o, forget about it for a while. Now it's time to focus on getting that big dildo in, so along comes stroking. Keep it up as long as long as you want (so that you're madly aroused) but stop while you try to get the toy in. If you stop working it inwards, you can return to stroking. Then stop it again at the moment when you start pushing it in again.

Pain and anal penetration do not go hand in hand. If it hurts the dildo is either too big or you're not relaxed / aroused enough. And I really mean it: keep those paws off your dick! Stroking will only excite you more, which will lead you tensing up and add to the need to have your behind filled quickly, which means that you will haste and it will hurt. Not good. So relax, go slowly, stay aroused but _do not_ stroke while trying to insert.

Once the dildo's fully in and you're comfortable moving and grinding on it, you should focus on lighting up your prostate. This should be quite easy if you've done your homework with a spesific toy earlier. Again avoid combining prostate stim and penis stim, for it will probably pop you right then and there. I'd say go hands free, don't worry if your dick flops, just grind on savouring that pressure inside you. I've watched my husband do that about a million times (with a thick suction cup dildo!) and he looks like he's melting. Eventually when you feel like your brain is a puddle and your whole body receives tingles from that prostate of yours, go ahead and grab that shaft - you've earned your ejaculation. And I guarantee it will blow your head off.

(The one thing I didn't mention in this post is lube. I trust that you know how important it is. Once you think you've lubed enough, lube some more. And then add more a bit later. Only to add more further on.)

Disclaimer: Yep, I'm a girl. Nope, I don't have a prostate. But I've got a husband who is well trained by me.
 
Get a smaller toy, and maybe also a cock ring of the type that makes it difficult to orgasm until you take it off. The kind that are safe to wear for 20 minutes, then you're supposed to take it off. Think they come in leather with a snap or rubber solid ring. And yes, lots of lube. It's possible to get lube in a squirt bottle so you can squirt it directly into your butt. Among thin lubes, silicon lube is super-slippery. Or for some things a thicker grease-like lube works better - Vaseline for example, but you have to be using it on a toy that is compatible with oil lubes, and can't use it if you are using condoms. KY is compatible with almost everything, but it dries fast, which can be a problem.
 
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As Miss JW stated. The prostate orgasm and the penis orgasm are not one in the same. Relax , relax, relax, and relax some more. Then lube, lube, lube, and lube, and in your case stop touching your dick. Get yourself aroused, then stop touching your dick.

You will most likely go limp, not a problem, just relax, if it hurts, it is to big, and you are not stretched enough to take that yet, get a smaller toy.

Once you get a toy you are comfortable with, go slow, go so far and stop, let your ass get used to it, then go a little further and stop. Once you have it all the way in, get comfortable, and ride it. if the toy is long enough and arched just right to massage the prostate, it will happen. Arch your back, this also helps in finding the right spot.

Again as Miss JW stated, when you start feeling yourself losing control, grab that dick and stroke away. A little advice, stroke slowly, let the orgasm build.

Also you could refrain from stroking, and just let yourself orgasm without touching yourself.

Also, you could ask your girl to suck you off while you are on that Dildo. Just a thought.

Hope this helps.

PS, get ready for the amount of cum you are about to unload.
 
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Thanks for the replies. I do understand the importance of lube and going slow, and I do that. I think I am just trying to go bigger. The mistress 2 is great, but too thin. As soon as its in, I want bigger. lol.
 
Impatience is a killer of orgasms! The bigger it is, the more time it may take. Just saying.

I had a woman tell me once, I am not in it to hurt you, I want to teach you to love it, not just enjoy it.
 
Your attention to detail in your response made me appreciate reading this thread. I'm neither into anal, nor pegging but it made me aroused to read your step by step. Great writing and bravo on making me wet!
 
I suppose that by "Super O" you mean a prostate orgasm? I think you should learn to achieve it first by a thinner toy that's meant for prostate stimulation. Being secure in the knowledge of how to orgasm by prostate stim only will help you reduce that over-excitement and also to relax, which is crucial when you try to get something bigger inside you.

You need to go forward step by step, one goal at a time. First - learn to know your prostate. It will make you understand that prostate o and stroking the penis have nothing to do with each other. Second - once you know how to prostate o, forget about it for a while. Now it's time to focus on getting that big dildo in, so along comes stroking. Keep it up as long as long as you want (so that you're madly aroused) but stop while you try to get the toy in. If you stop working it inwards, you can return to stroking. Then stop it again at the moment when you start pushing it in again.

Pain and anal penetration do not go hand in hand. If it hurts the dildo is either too big or you're not relaxed / aroused enough. And I really mean it: keep those paws off your dick! Stroking will only excite you more, which will lead you tensing up and add to the need to have your behind filled quickly, which means that you will haste and it will hurt. Not good. So relax, go slowly, stay aroused but _do not_ stroke while trying to insert.

Once the dildo's fully in and you're comfortable moving and grinding on it, you should focus on lighting up your prostate. This should be quite easy if you've done your homework with a spesific toy earlier. Again avoid combining prostate stim and penis stim, for it will probably pop you right then and there. I'd say go hands free, don't worry if your dick flops, just grind on savouring that pressure inside you. I've watched my husband do that about a million times (with a thick suction cup dildo!) and he looks like he's melting. Eventually when you feel like your brain is a puddle and your whole body receives tingles from that prostate of yours, go ahead and grab that shaft - you've earned your ejaculation. And I guarantee it will blow your head off.

(The one thing I didn't mention in this post is lube. I trust that you know how important it is. Once you think you've lubed enough, lube some more. And then add more a bit later. Only to add more further on.)

Disclaimer: Yep, I'm a girl. Nope, I don't have a prostate. But I've got a husband who is well trained by me.

Wisdom should always be passed on, especially if it can lead to such pleasure.
 
I suppose that by "Super O" you mean a prostate orgasm? I think you should learn to achieve it first by a thinner toy that's meant for prostate stimulation. Being secure in the knowledge of how to orgasm by prostate stim only will help you reduce that over-excitement and also to relax, which is crucial when you try to get something bigger inside you.

You need to go forward step by step, one goal at a time. First - learn to know your prostate. It will make you understand that prostate o and stroking the penis have nothing to do with each other. Second - once you know how to prostate o, forget about it for a while. Now it's time to focus on getting that big dildo in, so along comes stroking. Keep it up as long as long as you want (so that you're madly aroused) but stop while you try to get the toy in. If you stop working it inwards, you can return to stroking. Then stop it again at the moment when you start pushing it in again.

Pain and anal penetration do not go hand in hand. If it hurts the dildo is either too big or you're not relaxed / aroused enough. And I really mean it: keep those paws off your dick! Stroking will only excite you more, which will lead you tensing up and add to the need to have your behind filled quickly, which means that you will haste and it will hurt. Not good. So relax, go slowly, stay aroused but _do not_ stroke while trying to insert.

Once the dildo's fully in and you're comfortable moving and grinding on it, you should focus on lighting up your prostate. This should be quite easy if you've done your homework with a spesific toy earlier. Again avoid combining prostate stim and penis stim, for it will probably pop you right then and there. I'd say go hands free, don't worry if your dick flops, just grind on savouring that pressure inside you. I've watched my husband do that about a million times (with a thick suction cup dildo!) and he looks like he's melting. Eventually when you feel like your brain is a puddle and your whole body receives tingles from that prostate of yours, go ahead and grab that shaft - you've earned your ejaculation. And I guarantee it will blow your head off.

(The one thing I didn't mention in this post is lube. I trust that you know how important it is. Once you think you've lubed enough, lube some more. And then add more a bit later. Only to add more further on.)

Disclaimer: Yep, I'm a girl. Nope, I don't have a prostate. But I've got a husband who is well trained by me.
giggle i am GIRL and I love your message...Training is a lifelong venture
 
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