Pegging

@Natasha1984 dam it. I thought if just left it alone it would go away. This is such a tough one to answer for me. While I find the idea hot in my head, when I am told to clean up, everything changes. The anticipation drops me straight into a submissive head space, and I am a little worried about what is going to happen. While I am no stranger to things being inserted into like a plug, the in and out thrusting is an overwhelming feeling and when happening my mind almost goes blank. I don't know if I should enjoy it or just crawl up into a ball of humiliation and wait for it to be over. I have never had a punishment pegging before or been pegged with something that really pushes my limits as others have mentioned above. Either way once it's all done and over with I certainly feel like I have been push down a peg or two in the D/s dynamic and usually feel humiliated, small and like I just want to be held to sooth the mind.
 
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I just enjoy the feeling of a large cock slowly working me. We have one of those ones with the suction cup end that works great in the shower but also straps up nice. What goes through my head is just how exciting it is to get it.
 
When I had an orgasm after the first prostate massage and inserting an anal plug into my ass, the lady said that this was the only way I would be brought to orgasm. Before locktober she said that I would have an orgasm again and that I would be punished for watching porn. I thought I would have a prostate massage again and be spanked, but I didn't know it would be done in a different way.

The day before Locktober she gave me an enema (which made me very embarrassed) because I wasn't very clean after the last prostate massage. After the enema, she told me to go to her room, strip naked and wait for her. She came with a strapon on, which scared me (now I know it was the smallest size, but at the time it seemed huge to me) and she told me to kneel. She tied my hands (I am forbidden to touch her) and told me to suck it. I blushed with embarrassment and started doing what she told me, saying words like "You're doing it like a real girl", "This penis is much better than your baby pee", "Your pee won't experience such things for a long time", Now you know how she feels girls you watched in porn ". Saying this made me feel even more embarrassed and afterward she untied me and told me to kneel on all fours. She lubricated the inside of my butt with lubricant, inserting her fingers and saying "Now you will see what it's like to have a penis in your butt like girls in porn movies have" I was terrified I asked her not to do it, but she assured me that she would be gentle and that I would have to be punished for porn so that I would not watch it again. I reluctantly agreed and after a while the strapon was already in my butt, moving gently. The lady did not spare me again. embarrassing words like "You are no longer an anal virgin", "From now on this is how you will have sex, your baby pee is not suitable for it", "You do it like a real girl" and many others. I felt very humiliated and these words intensified this feeling even more. Once again I reached orgasm in the cage, which the lady noticed, and my humiliation reached its peak.

Afterwards, I was exhausted and after washing myself and putting on my pajamas, the lady told me that if I orgasm during penetration, I am seriously considering making me a good girl when I am at home and on weekends, adding that the next time will be after Locktober. The next time was yet to come and the lady still didn't tell me to change my clothes. However, I feel that it will happen and I have mixed feelings, but on the other hand I feel excited.
 
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My favorite part: The moment She passes the point of "working it in" and bottoms out inside of me. It makes me feel proud, submissive, and humiliated all at once and then my brain goes blank as I become just a hole for her to fuck and She rails me. It's heaven.

My least favorite part: The clean up. It's not usually something that can wait when I'd love to be able just bask in the glow / return to Service / go to sleep.

What makes it hot: It's always Her idea. I'm not allowed to ask for anything. So if I'm getting my ass fucked? It's because she WANTS to fuck my ass. That's insanely hot to me.
 
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Maybe it’s something weird about me, but there is just nothing hotter than seeing my wife wearing her harness. Seeing her marvel at her own penis. Shes sent me pictures and even with her back turned and the straps just framing her pert ass get me going.

Obviously I enjoy the sensations of the dildo inside me, but this is nothing compared to the excitement of knowing how much she enjoys it. I think that’s the real thrill with any activity; knowing they’re getting off on it.
My wife doesn’t talk openly about her preferences but her love of a strapon is undeniable. I will never forget the first time she tried it on, she dribbled all the way to the bed. It’s about as aroused as I’ve ever seen a woman!
 
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IB-Chaste said:
Maybe it’s something weird about me, but there is just nothing hotter than seeing my wife wearing her harness. Seeing her marvel at her own penis. Shes sent me pictures and even with her back turned and the straps just framing her pert ass get me going.

Obviously I enjoy the sensations of the dildo inside me, but this is nothing compared to the excitement of knowing how much she enjoys it. I think that’s the real thrill with any activity; knowing they’re getting off on it.
My wife doesn’t talk openly about her preferences but her love of a strapon is undeniable. I will never forget the first time she tried it on, she dribbled all the way to the bed. It’s about as aroused as I’ve ever seen a woman!
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Does her strapon have an inside part for her?
 
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Pegging is my main kink - has been since I first discovered it on a web site called Voltaire's Strap-on Sex back in the mid 90s.

My ex-wife refused to entertain it - although she was happy to receive and occasionally play with my ass.

Thankfully, my GF/KH is very supportive and I get pegged almost weekly.

What goes through my head at the time? Please f*** me! Please f*** me!
And after? I'm sad I'll have to wait another week.

I would possibly choose pegging over sex - if I had to choose one or the other.
 
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Pegging is amazing and when you can orgasm from it, amazing. Some of the biggest and best I have ever had is when I was being pounded, never wanted it to stop. When they were done, I was still horney and wanted more.
 
M@rcellus said:
My mistress sort of coaches me as she's doing it saying things like "good boy" and "you're doing good" when she gets the tip in. I fall for it everytime and am so overwhelmed I think she's kind of like a very kind nurse. Then she'll go deep or thrust fast and shout at me to relax and I think, "oh yeah, she gets a kick out of torturing me. That's what this is." Like it's the first time the thought even occurred to me. She pushes me to safe word out for a break, leaves me in the spreader bar, then goes back to "c'mon you can do this" and it starts all over again. A very small effort pushing forward can completely overwhelm me to the point I'm almost passing out and can't even think straight to remember the safe word. She thinks all of this is funny and funnier still that I want to do it again if it's been a while and I've forgotten just how terrifying the whole experience is. I bought massive dildos and a very wide beaded one for her harness which seemed like a good idea at the time.

Physically it is kind of possible to relax to take it but when I am actually genuinely scared of my mistress I tend to clench up which is extremely painful. She both loves me and loves torturing me at the same time so the experience has mixed emotions for me.
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I'd love to see a pic of your massive pegging dildo
 
Chris estim said:
I'd love to see a pic of your massive pegging dildo
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My mistress has it just now. It's used few and far between, we both know it's a bit much for me. I can ask her permission for her to wear it but may have some consequences for me, which unfortunately is not for this site. Give me a couple of days.
 
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... and she also wanted me to post this pic of remote control shock collar to show price I had to pay for sharing her photos with you all. The strap on wasn't on for just a photo shoot either. It was a very painful evening.
 

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M@rcellus said:
View attachment 69920 View attachment 69919

Mistress has given permission to show 2 of our collection. Sry for quality had to crop it to death to post on here. May be a rough night ur welcome.
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I like using large strap on’s like that on my husband occasionally. When I plan to use it, I’ll tell him he should do some stretching a couple of days before. He uses anal dilators to stretch his hole. Working up to a 2 inch dilator. It makes it easier for him to take the monster dildo or my fist. Depends on what my mood is.
 
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Chris estim said:
Brilliant but the length and plum on end scares me that would never fit in me
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It scares me too! My mistress makes it fit. It feels like a butt plug going in. I have a second sphincter there's probably a name for it but neither of us are medically trained. She can't feel it but I do. It's deep inside. She pushed it through there and that's where she fucks me. That's why we scream. It tends to pull out anything in my bowels which I part of the reason I don't get the "big boy" often.
 
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M@rcellus said:
It scares me too! My mistress makes it fit. It feels like a butt plug going in. I have a second sphincter there's probably a name for it but neither of us are medically trained. She can't feel it but I do. It's deep inside. She pushed it through there and that's where she fucks me. That's why we scream. It tends to pull out anything in my bowels which I part of the reason I don't get the "big boy" often.
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That’s what enemas are for!
 
My KH loves playing with my prostate- She knows how I react . I don't ejaculate in the normal sense - namely spurt it's just a dribble of semen. But the thing is because I haven't ejaculated in the normal sense- I feel totally unsatisfied and I can go again !
 
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Ms.Shauna said:
That’s what enemas are for!
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Enemas normally clean out the rectum. At the end of the rectum is the Rectosigmoid junction, which holds back the stool content of the sigmoid colon. You ordinarily wouldn't want to push enema water past the junction as the water will mix with the stool and things will suddenly get very messy. If you've cleansed the rectum and are passing clear water, then suddenly it gets messy, you've probably sent enough liquid in to get past the junction.

Once the enema is beyond that junction it can be difficult to fully eject all of the liquid and sometimes it can be retained and suddenly release during anal penetration. That might not be desirable.


As M@rcellus has found out, any toy that passes the junction can also cause some of the sigmoid colon contents to be ejected too.

If you're going to go that deep you need to be prepared for some "Code Brown" moments.
 
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MaggotNub said:
Enemas normally clean out the rectum. At the end of the rectum is the Rectosigmoid junction, which holds back the stool content of the sigmoid colon. You ordinarily wouldn't want to push enema water past the junction as the water will mix with the stool and things will suddenly get very messy. If you've cleansed the rectum and are passing clear water, then suddenly it gets messy, you've probably sent enough liquid in to get past the junction.

Once the enema is beyond that junction it can be difficult to fully eject all of the liquid and sometimes it can be retained and suddenly release during anal penetration. That might not be desirable.


As M@rcellus has found out, any toy that passes the junction can also cause some of the sigmoid colon contents to be ejected too.

If you're going to go that deep you need to be prepared for some "Code Brown" moments.
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That sounds pretty technical, but I agree even after his enema, and a hard pounding the dildo will come out a little dirty. I like to use a condom over the dildo for easy cleanup.
 
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