Painful Penetration

Kuiper

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Joined
Aug 12, 2013
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For the longest time, I've had a fixation on painful penetration - specifically, being stretched open to a point that is physically painful, or fucked when sore, or pounded too hard for comfort. Sometimes this fantasy manifests as imagining myself as tiny or a partner who is massive - occasionally, when I'm really wound up, a combination of both. I love the fantasy of being fucked so painfully that I'm sobbing, but only with the element that my pain is arousing to my partner.

Other types of pain - nipple twisting, spanking on my pussy or bottom, labia-yanking, etc., can also be arousing, but nothing to me is as hot as the idea of being stretched too far, pounded too hard, by someone who just loves seeing the tears on my face and hearing me cry about how much it hurts.

I also love the idea of fucking someone else this way with a strapon -- watching them struggle to take it all and crying at the painful stretching is a ridiculously arousing thought, to me.

Does anyone else enjoy this fantasy? Do you like the thought of it hurting when someone enters you, or causing pain when you enter someone?
 
I don't think I'd be into being stretched myself, but fucking you with a massive strap-on sounds pretty hot.
 
I was once with a girl who has a very tight pussy (not necessarily in a good way). Penetration literally hurt her every time, but she got off on it.

It was hot hearing her beg me to fuck her harder as she whimpered from the pounding her cunt was taking.
 
I was once with a girl who has a very tight pussy (not necessarily in a good way). Penetration literally hurt her every time, but she got off on it.

It was hot hearing her beg me to fuck her harder as she whimpered from the pounding her cunt was taking.

I have that same problem. And I love it.
 
i wonder, does it have to be a hugely hung man, or will a big dildo also do the trick?

Have you ever tried an inflatable dildo? those have captivated my imagination the few times I saw them.
 
i wonder, does it have to be a hugely hung man, or will a big dildo also do the trick?

Have you ever tried an inflatable dildo? those have captivated my imagination the few times I saw them.

I don't actually have to use anything very big to get the painful sensation when masturbating - I can put it in at the right angle to make it hurt, and I think I have more control over my pussy muscles when I'm just masturbating. I always imagine it's a big forceful guy jamming it into me.

I can't bring myself to inflict too much pain on my poor little pussy, though - I don't have the self-control not to stop when it really hurts.
 
I don't actually have to use anything very big to get the painful sensation when masturbating - I can put it in at the right angle to make it hurt, and I think I have more control over my pussy muscles when I'm just masturbating. I always imagine it's a big forceful guy jamming it into me.

I can't bring myself to inflict too much pain on my poor little pussy, though - I don't have the self-control not to stop when it really hurts.

Mhm, well the woman who like a little pain mixed in with their pleasure is FAR greater then I ever thought it would.

But this kind is new to me, but you're saying the "big" is more in comparison then it is really about being a size queen?

Is it something to do with being conquered perhaps?
 
Mhm, well the woman who like a little pain mixed in with their pleasure is FAR greater then I ever thought it would.

But this kind is new to me, but you're saying the "big" is more in comparison then it is really about being a size queen?

Is it something to do with being conquered perhaps?

The conquered/helpless feeling is part of it, as is the stretching feeling. Just the idea that a guy is enjoying the pain he's inflicting by stretching out my little pussy is extremely hot to me. His pleasure at fucking me being magnified by my pain trying to take him. It's sort of hard to explain, and I've had a hard time finding others who share it.
 
You can actually get ripped. Then it stings a lot like a paper cut until you heal.
So you can have multiple daily reminders of the event if you wanted.
 
The conquered/helpless feeling is part of it, as is the stretching feeling. Just the idea that a guy is enjoying the pain he's inflicting by stretching out my little pussy is extremely hot to me. His pleasure at fucking me being magnified by my pain trying to take him. It's sort of hard to explain, and I've had a hard time finding others who share it.

Well from a male point of view, I can imagine its a rather basic empowering feeling.
Beeing "too large" for her is a compliment to the size of your manhood, which perception for some reason seems to be hardwired into the male ego.
So the pain you suffer, is a direct compliment to his ego, or am I seeing that wrong?
 
You can actually get ripped. Then it stings a lot like a paper cut until you heal.
So you can have multiple daily reminders of the event if you wanted.

*wince* I have had that happen, and that was not fun. For me, there's got to be a balance between "painfully big" and "literally tearing skin". Stretchy, not rippy, is what I'm after.

Well from a male point of view, I can imagine its a rather basic empowering feeling.
Beeing "too large" for her is a compliment to the size of your manhood, which perception for some reason seems to be hardwired into the male ego.
So the pain you suffer, is a direct compliment to his ego, or am I seeing that wrong?

I guess that's part of it, but the sadism itself sort of gets me off too. The feeling of helplessness, that crying and begging will only spur the guy on, because he's actively enjoying my pain.
 
*wince* I have had that happen, and that was not fun. For me, there's got to be a balance between "painfully big" and "literally tearing skin". Stretchy, not rippy, is what I'm after.


Glad to hear it!
 
I will say that being a larger woman, I'm pretty tight. Because of that, it hurts every time. It only hurts for the first stroke or two though. The groan of pleasure from my partner always makes me look forward to it though. And besides, once I get past that first push, it's great. ^_^
 
Have to admit that the fantasy if her telling me I'm hurting her as she cries and I keep pounding away. Then switching to her other, tighter hole. Mm, now I need a moment.
 
Have to admit that the fantasy if her telling me I'm hurting her as she cries and I keep pounding away. Then switching to her other, tighter hole. Mm, now I need a moment.

Yeah, the tighter hole is all pain and discomfort, but still exciting because I know he enjoys it.
 
Reading this made my panties wet, I love a woman using a strap on on me anyway, but when it is so big that it stretches me to the point of tears is very erotic. Like you said though, only if it is erotic for the other one too.
I enjoy pain and being brought to tears is fun, it is not just the pain I enjoy but it is humiliating when I am made to cry in front of someone, especially when I am in a humiliating position like on my back with a rubber cock in me, or bent over a chair or something.
MMm my panties are wet.
 
My ex had a shallow pussy, I had to be careful or I'd end up pounding her cervix. With my current gf it happens occasionally if she pulls her knees to her chest while on I'm top or if I take her from behind.
 
Reading this made my panties wet, I love a woman using a strap on on me anyway, but when it is so big that it stretches me to the point of tears is very erotic. Like you said though, only if it is erotic for the other one too.
I enjoy pain and being brought to tears is fun, it is not just the pain I enjoy but it is humiliating when I am made to cry in front of someone, especially when I am in a humiliating position like on my back with a rubber cock in me, or bent over a chair or something.
MMm my panties are wet.

Damn, this was hot to read! I don't often play with people into being made to cry with a strapon. It's an incredibly arousing experience to have that much power over someone.

My ex had a shallow pussy, I had to be careful or I'd end up pounding her cervix. With my current gf it happens occasionally if she pulls her knees to her chest while on I'm top or if I take her from behind.

Someone touching the cervix hurts so bad! My whole body jerks and all my muscles tense. It feels like I'm being punched, inside. All the same some twisted part of me sort of likes the pain, some of the time.

I try to avoid it though, because after my cervix has been touched too much I feel sort of nauseous, which is not sexy.
 
I fantasize about watching as another woman (18+) fucks and dominates my mother with an enormous strapon. The dildo is 11 inches long and so thick she struggles to fit it in her mouth. It's the dildo style that squirts a liquid. The liquid me and this other woman has prepared is my own semen. I've masterbated ahead of time and prepared a pint of my sperm for this event. All properly stored and still potent.

I sit by the bed hacking off as this woman rides Mom hard and stretching her cunt out wide and deep.
 
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For me, being with someone really really big is a fun change of pace, but I still prefer my every day guy to be, ummm, not huge :eek:
 
Once, a long time ago, a partner and I decided to go for it even though we were expecting a mutual friend to arrive at her house shortly.

We undressed, there was maybe a second or two of foreplay; then, no time for anything but to do the deed. As I pushed into her - and I do mean pushed - I saw her wince; then we were doing it.

I still remember the expression on her face in that moment when urgency overcame nicety and the only thing important was to do it right NOW. :devil:
 
Had an RP daughter a while back who I introduced to anal sex. She had an unbelievably tight muscular ass. It took a lot of lube and patience to enter her, and it hurt her every time, but she still wanted it. I'm not into hurting people but she just did not want me to stop.
 
Had an RP daughter a while back who I introduced to anal sex. She had an unbelievably tight muscular ass. It took a lot of lube and patience to enter her, and it hurt her every time, but she still wanted it. I'm not into hurting people but she just did not want me to stop.

RP as in role play as in not real life?
 
Someone touching the cervix hurts so bad! My whole body jerks and all my muscles tense. It feels like I'm being punched, inside. All the same some twisted part of me sort of likes the pain, some of the time.

I try to avoid it though, because after my cervix has been touched too much I feel sort of nauseous, which is not sexy.

Agreed I try to avoid it! Although it was pretty frustrating that my ex's pussy wasn't able to take all of my dick. Sometimes when she was on top she would get a little too excited and bounce too hard on it.
 
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