PEGGING: Punishment or Reward?

I love a nice slow pegging. We've been doing it for years. Now that we are starting chastity and growing our FLR, she has also used pegging as punishment. When she does this, I am cuffed to the bed and she fucks me really hard and spanks my ass. She is fit and can go for a long time. These peggings don't make me cum and leave me sore for a while. I try to avoid these and stay well behaved.

 

REWARD! Big time! I was think about asking for this for Father's day. It is something I enjoyed long before chastity.

My wife thinks it is to much work for a queen. So, she rarely does it, but DAMN is she good at it. If I am tense in any way it is uncomfortable, not painful, but that feeling when I let my mind go... Pure bliss!

It has been more than a year, and she has never pegged me while caged. It would be the perfect gift.

 

I tried pegging before the term was coined. A former Domme and I discussed anal sex and we felt if she was going to receive it, I should know what it felt like. Needless to say, I was open to trying and OMG I love it. Since then, I've been very much a lover of being a receiver of anal sex. So I enjoy pegging.

 

We’ll it depends on the person honestly some love it others don’t me personally I love it and cum every time I’m fucked so

 

This is CONSTANTLY on my mind and is something I occasionally mention. I really don’t want to sound like I’m pushing her into doing that for me. At the end of the day, I’m caged for a reason - too much getting myself off and not enough paying attention to my wife. I’ve always been a selfish git, so this is now my penance I guess. She is loving the control and she makes a point of telling me it’s all about HER now… so asking for such a thing directly, I am pretty sure I would get told off for asking since it’s something for ME! One can still fantasize and I’ll continue to casually mention it in passing…. (See… I’m STILL selfish!! Lol!!)

 

As humans, we are naturally selfish!

On the topic of pegging, I've never done it but have seen videos and it seems incredibly hot, especially with the dirty talk through the whole ordeal as well as the aftercare involved. I've always been interested in achieving that infamous prostate orgasm and am guessing those who enjoy pegging probably are able to reach a prostate orgasm and those who don't aren't? Doubt its completely black and white as described as there are many factors involved, but just something I've always had on my mind in terms of those receptive to pegging.

 

It depends on which dildo she’s using.
She has her go-to reward dildo and her go-to, ahem, message dildo, according to circumstances.

 

It's always a big reward for me. Of course, it could be a punishment, but she's not used it that way. I love what she does and crave way more than she gives. But that's the life of a chaste person!

 

We did it one time many years ago. I wasn’t prepared, it made a mess, and she wasn’t thrilled. We have not tried it since, but there has been some vibrator play, and my vibrating butt plug with remote that she enjoys using on me. I’ve brought up the subject a few times, but so far no luck.

 

I love pegging.
My Wife of 15 years has been pegging me for 14.9
Part of the reason I introduced chastity was in hopes that I would get pegged more.
But only in the last couple of weeks have we achieved what I now consider the gold standard of pegging.
She pegs me, and SHE cums.
All it really took was a little vibe in between Her clit and the harness.
We had just never done it until last week. And it happened again last night.
She came so fast once I started riding Her cock, it makes me feel so sexy. If I can keep having sex like this, I wouldn’t care if my little dick stayed in the cage permanently.

so you get a thumbs up on pegging from this guy

 

To us it's never been a reward or punishment kind of thing. It's just "the way we have sex" in the words of my GF. On our first date, she literally told me that she "fucks her boyfriends." I of course said, sure. And she was like, no I mean I "fuck" them, with a strap-on. She was just a firm believer in, if you get to fuck me, I get to fuck you, and that's the way she expected her BFs to engage in sex with her. As I've explained in other posts here, I've been pussy-free for the entire 6 years of our relationship, so our sex has been her fucking me (aside from the very rare HJ or BJ). It's an incredible dynamic, though. When I do get to "fuck" her, I wear a strap-on and use a dildo to fuck her while my cock remains locked up. So it's literally the inverse of what most sexual relationships are like.

 

I am only allowed orgasams through pegging and milking since the begining this year so for me it is a reward

 

I’m only allowed to cum from pegging so it’s a big reward for me. My Mistress/KH says that pegging is her way of being intimate with me by giving me pleasure. PIV is strictly for her to use me and I’m never allowed to cum from it. I’m also usually in restraints during PIV sessions.

 

In our case, it's never been used as a punishment. Like choosing the panties I wear for the day and keeping me locked in chastity, pegging me is another way of my wife expressing her role as the authority figure.

 

Depending on the use or lack of lube and depending on the size she chooses

 

Definite punishment. Absolutely horrible.

 

Pegging for us is a form of intimacy. It's a dominating act but my Wife never goes hard on me at all. She takes care to use lots of lube and let me loosen up for her. The closest analogy would be to 'making love' rather than a BDSM act. Once she's done taking me she will often tell me to sit on top and ride her. She enjoys watching me in that position and will sometimes give me a hand job to completion if she is particularly pleased. Having me cum while she's buried in me is one of her favorite things. She is very much my Dominant and I give myself to her totally and pegging takes the form of relationship-enhancing sex for us.

The only time pegging takes more of a BDSM-theme is when she is preparing to meet a 3rd. She will sometimes peg me before bedding a bull to remind me where my place is in our relationship. Those times are all about power and domination and humiliation. I am taken doggy style and in no other positions, and I'm definitely not permitted a release.

 

Definitely a reward! Absolutely love a good pegging or dildo session, Madam finds it highly entertaining to have begging for a bigger toy! Also enjoy fisting to.

 

We play it as reward.

 

Reward all day long. I'd rather have a good pegging over an orgasm if I'm honest. Orgasms physically feel better but pegging gives me a quiet hum. I know that probably doesn't make sense but that's the only way I can describe it. Like I'm at peace afterwards.

 

I love it, feels so good!

 

It's definitely a reward for hubby, and I enjoy it a lot more than I thought I would. I'm sure hubby would like me to peg him more frequently, but I really have to be in the right mood. So it has remained in the "occasional special treat" bucket.

 

For me and my KH - pegging came a long time before chastity - so its neither a reward or punishment for being in chastity.

My KH will peg me about once a week - I get very needy for it and love her fucking me as much as I love fucking her.

I like being pegged in chastity and being pegged out of chastity

I guess I just like being pegged

 

Just curious, do you cum while getting pegged in chastity? I have been trying but no luck. Any tips? Maybe I’m doing it wrong?