Pegging: Pleasure or Punishment?

My cuckold and I attended a fetish fayre recently, where we met and chatted to another HotWife. She told me that when she got home she was going to peg her cuckold, who had, at some point during the morning, annoyed her. She said that her cuckold hated being pegged. Pegging is something my cuckold and I indulge in regularly. We both enjoy it. My conversation with my fellow HotWife got me thinking. Is pegging a pleasure or a pain in the arse?
100% pleasure
 
Wish the wife was into it but it totally destroys in her mind what she wants her husband to be. She wants macho, masculine men.
 
We were watching Hunting wives on Netflix. There is a scene where a red head is pegging her big hubby.
It opened up a discussion between my wife and I about it. I told her I’m not opposed to getting my ass played with or fucked by her with a strap-on.
We have a date night coming up at the toy store.
 
We were watching Hunting wives on Netflix. There is a scene where a red head is pegging her big hubby.
It opened up a discussion between my wife and I about it. I told her I’m not opposed to getting my ass played with or fucked by her with a strap-on.
We have a date night coming up at the toy store.
Splurge on a leather duel thigh harness. It's costs a slight more up front but the fit on the body is way more stable and comfortable.
 
My cuckold and I attended a fetish fayre recently, where we met and chatted to another HotWife. She told me that when she got home she was going to peg her cuckold, who had, at some point during the morning, annoyed her. She said that her cuckold hated being pegged. Pegging is something my cuckold and I indulge in regularly. We both enjoy it. My conversation with my fellow HotWife got me thinking. Is pegging a pleasure or a pain in the arse?
Total pleasure when done lovingly.
 
Fantasy-wise and in femdom stories, I like scenarios where the guy is forced into letting himself get pegged and the dominant female makes a point of forcing him to enjoy it, to add to his humiliation.

This could happen as a result of blackmail, lost bar bet or just getting physically overpowered by one or more women.
 
Who doesn't like pressure on your PSpot as the cum loads and then passes through that pressure spot...?...It's an addictive orgasmic high...
 
Fantasy-wise and in femdom stories, I like scenarios where the guy is forced into letting himself get pegged and the dominant female makes a point of forcing him to enjoy it, to add to his humiliation.

This could happen as a result of blackmail, lost bar bet or just getting physically overpowered by one or more women.
Agreed. Getting pegged while a group of women watches can be very humiliating. Especially if the guy starts cumming and they tease him about it.
ES
 
Total pleasure when done lovingly.
precisely. My wife pegged me again last night and "lovingly" is the best way to describe it. I'll say it yet again... I feel bad for any guy who is too homophobic to give being pegged a try. Once she's in me and the initial discomfort has subsided (maybe a minute or two) I think to myself, "who on earth would NOT enjoy this feeling?" as she glides in an out of me, and I reach back and fondle her breasts...
 
This post makes for some fascinating reading.
Pegging is something that I have thought about for some time but not had the opportunity, or perhaps the courage, to experience.
A have finally bitten the bullet and this coming weekend will be making my second ever visit to a professional dominatrix where we have decided to expand my knowledge on the subject.
 
I think I can answer for Mr also.
I think its all Pleasure. we do use it as a power exchange and both enjoy the switch. He enjoys it more than I physically.
Not at all Cuck in the way we play. Femdom. . . . possible. . . . switch defiantly.
during our sessions, i might be a little forceful but not beyond playing
 
And?? How’d it go ?? Did she cum???
It was great! We started by watching a little MMF porn. She gets pretty hot watching porn though she prefers to watch MFF's.
Got some foreplay in to get us started. She rode my face for a bit which always gets me hard. Then she started lubing up my cock and balls, with an occasional tease of my ass. She knows when she plays with my ass it's like a switch for me.
Then after some more play time, so instructed me on to my hands and knees. After she got her strap on cinched up, she continued to spread my ass open and rub her finger over my ass to help loosen it up while slapping my ass with her cock. She pressed her finger in first to make sure there was plenty of lube, and she started to reach for my prostate.
Eventually she gently pushed that dildo in. She started slow, but eventually started going a bit faster and harder. She usually doesn't push that hard, but this time my head was nearly banging against the head board and my semi hard cock was flopping back and forth! Fuck! I loved hearing her skin slap against my ass, but fuck that dildo was deeper than I've ever felt it. Was definitely tickling my prostate and I started leaking precum pretty liberally. She fucked me doggy for a good bit before she had me flip over since I didn't cum yet. In missionary she was able to grab and stroke my cock to get me hard again while fucking me. She wasn't pounding me as hard as before, but definitely deliberately and deeply. She fucked and stroked and I came big. I'm older these days, so I can't shoot as far as I used to, but needless to say we made a mess.
She usually doesn't cum when she pegs me, so afterwards we pulled off the strap on and I ate her while I fingered her. That got her the orgasm to finish the night.
 
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