r/Pegging 7d ago

Monthly Megathread Monthly Question and Discussion Megathread - September 2026 NSFW

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Hello all, and welcome to the r/Pegging monthly question and discussion megathread.

This is the post for asking any questions you may have about pegging such as toy suggestions, preparedness tips, or advice on how you and your partner(s) can get the most out of pegging!

You can also discuss pegging with other members. Have a particularly good pegging session and dying to tell it? Wondering about health and safety? Or maybe you just want to share a funny or embarrassing story? We'd love to hear it all!

Please remember that all other subreddit rules still apply here:

  • We ask that you be civil and respectful with other members.
  • Do not kink-shame or belittle the stories or questions of others.
  • Do not use this megathread for hookups or requests.
  • Do not post any links for selling or advertising services.
  • Questions and discussions should be pegging-related. Refrain from general discussions.

Need to ask the moderators something instead? Click here to message us.

Looking for megathreads from previous months? Click here to check them out.

Looking for some useful videos and information on pegging? Check out the following links:

Looking for Health Resources? Check out the following links:

Prostate Cancer Canada | American Cancer Society | US Medical and Health Organizations by state | International Committee of the Red Cross

If you think you're having a medical emergency, please do not leave a question in this thread. Seek immediate medical help from your family doctor or nearest hospital.

All medical advice given in this thread—even by those individuals claiming to be actual medical professionals—should not be taken as accurate medical advice. You should always speak with a licensed medical professional in person for accurate diagnosis and health care options.

Thank you everyone, and happy pegging!


r/Pegging 3h ago

Gif Ready for a bigger one? Or do you prefer smaller one NSFW

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r/Pegging 10h ago

Gif Waking him Up. Our morning rutine . NSFW

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r/Pegging 3h ago

Gif He told me not to get carried away. Anyway… NSFW

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r/Pegging 4h ago

Gif Tell me how much you fucking love it when I put it in you NSFW

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r/Pegging 1h ago

Gif Deeper the better in his ass NSFW

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r/Pegging 1h ago

Gif Do you prefer pain or pleasure? NSFW

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r/Pegging 9h ago

Gif He takes it so well NSFW

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r/Pegging 2h ago

Gif Pegging can sometimes be gentle. NSFW

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r/Pegging 1d ago

Gif her first time topping 🙇 NSFW

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r/Pegging 14h ago

Gif What do you like to be called during pegging? Slut, bitch or something else? NSFW

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r/Pegging 19h ago

Gif This could be you NSFW

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r/Pegging 1d ago

Gif Momma is going to the gym, but first I need to cum 😩 bend over and spread your cunt NSFW

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r/Pegging 1d ago

Gif He was laughing before this. He was also laughing after. The middle was more complicated NSFW

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r/Pegging 1d ago

Gif You sure you’re ready for this? 😈 NSFW

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r/Pegging 1d ago

Gif Love it when I’m fucking him from behind and he reaches back to pull me against him. NSFW

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r/Pegging 1d ago

Gif Hubby swears chastity turns him into an anal-obsessed whore… Who’s with him? NSFW

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r/Pegging 19h ago

Gif Fucked my sissy bondage slut all night long NSFW

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r/Pegging 15h ago

Image Captain, we celebrate the fruits of our labor by shoving a strap-on in your asshole. NSFW

Post image
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r/Pegging 20h ago

Gif Who else loves making their boy fill a glass just so he can swallow it all like milk? NSFW

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r/Pegging 1d ago

Gif Warning: my strap creates a lifelong cock craving... NSFW

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r/Pegging 1d ago

Gif Petite sluts always get what they want. NSFW

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r/Pegging 1d ago

Gif Ever dream about getting double teamed by two hot alt girls? NSFW

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r/Pegging 1d ago

Gif Dweebs always lose this game 😈🤣. Would you play too? 😏 NSFW

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r/Pegging 23h ago

Gif See what he sees... NSFW

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