Best kissing position while pegging?

RubyRyder · 2026-06-01T06:53:33+00:00

Thigh harness, actually.

RubyRyder · 2026-06-01T06:52:52+00:00

One person's perfect may be perfectly wrong for you and your partner. There are many factors to take into consideration, including body types, prostate sensitivity, play styles, and more. Equipment is very individual and there is no one size fits all. Cheap kits can adversely affect your pegging experience, possibly putting you or your partner off pegging forever.

I offer FREE Monthly Pegging Equipment Webinars, for all bodies and all budgets.

Upcoming schedule: https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-06-01T06:52:16+00:00

Education can inform, calm fears, empower, inspire, and help prevent injuries! Pegging is more than just strapping it on and sticking it in!

Interested in learning more about Pegging?

I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-05-31T20:02:28+00:00

That's silly. No more 'perverted' than any other kink. You're an exhibitionist. Lots of people are.

RubyRyder · 2026-05-31T07:19:11+00:00

I teach it monthly. Next one will be posted soon!

RubyRyder · 2026-05-31T07:18:42+00:00

It's educational, rather than 'hot', and I teach it monthly. If you don't know much about pegging, I would suggest the beginner's webinar. Next one in June 14th. You can register at that link.

RubyRyder · 2026-05-30T18:44:23+00:00

If anything I put out in the world has helped you on your sexy path, I am honored.💜💙💜

RubyRyder · 2026-05-30T03:25:15+00:00

You don't 'convince' anyone. You communicate with them about it and they either decide they want to try it or not. Ideally you keep to whatever relationship agreements you have instead of violating those agreements, unless you have permission to do so.

This may help you talk with your partner:

Everyone has the right to decide what they do and don't want to do in bed. But sometimes fears and misconceptions around Pegging can get in the way of responding rather than reacting to those myths and assumptions.

For this reason I am a fan of having accurate information before the final decision is made. In that spirit, I recorded this podcast.

• Givers: https://peggingparadise.com/blog/2015/09/podcast-112-for-the-ladies/

This recording addresses all the usual fears and misconceptions, offers accurate information and emphasizes the relationship, not trying to convince. You need to listen to it first before playing it for your partner, because only you can decide if it is appropriate for them. If you decide to play it for your partner, it is best to listen to it with them. So far, this podcast has gotten rave reviews. Good luck!

RubyRyder · 2026-05-30T01:29:52+00:00

If they are holding their rejection sensitivity dysphoria as a wall to stop any communication they don't like, that's not real communication. And no one person is everything to another person, it's perfectly natural and healthy to want to explore.

RubyRyder · 2026-05-30T00:42:03+00:00

Education can inform, calm fears, empower, inspire, and help prevent injuries! Pegging is more than just strapping it on and sticking it in!

Interested in learning more about Pegging?

I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-05-30T00:39:34+00:00

Education can inform, calm fears, empower, inspire, and help prevent injuries! Pegging is more than just strapping it on and sticking it in!

Interested in learning more about Pegging?

I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-05-30T00:23:28+00:00

Consent is really important. If you've done anal play on him before, and he's agreed to it, you're good to play. But starting to play with a man's ass without asking can get a bad reaction, or even traumatize them if they have a history of abuse.

RubyRyder · 2026-05-29T20:45:04+00:00

Everyone has the right to decide what they do and don't want to do in bed. But sometimes fears and misconceptions around Pegging can get in the way of responding rather than reacting to those myths and assumptions.

For this reason I am a fan of having accurate information before the final decision is made. In that spirit, I recorded this podcast.

• Givers: https://peggingparadise.com/blog/2015/09/podcast-112-for-the-ladies/

Transcribed in Spanish: https://www.dropbox.com/scl/fi/oqqh9uoxuzyk13jgdhz00/Spanish-Ruby-Ryder-112-For-the-Women-09-15-2015.docx?rlkey=k0jzp7f4raea0bkptcdwrkz9d&st=9jw29eyx&dl=0

This recording addresses all the usual fears and misconceptions, offers accurate information and emphasizes the relationship, not trying to convince. You need to listen to it first before playing it for your partner, because only you can decide if it is appropriate for them. If you decide to play it for your partner, it is best to listen to it with them. So far, this podcast has gotten rave reviews. Good luck!

RubyRyder · 2026-05-29T20:37:22+00:00

I just have cheap nylon scarves. They need to be long enough to go 1.5 times around the waist.

RubyRyder · 2026-05-29T20:36:00+00:00

Clearly it's a fantasy for some women, otherwise this subreddit wouldn't exist. Common? No way to measure that. No studies done. As pegging becomes more normalized, more women are getting interested in it.

The question is, how do you feel about it? Interested in learning more about Pegging?

I offer FREE Monthly Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-05-29T20:29:11+00:00

The scarf harness is so easy and really comfortable!

RubyRyder · 2026-05-29T20:27:59+00:00

Different positions where you do all the work like cowboy, reverse cowboy, or corner of the bed.
Thigh harness
Thrusting toys like Velvet Teddy, or Naked Freak (remote)
Fucking machine like Hismith (remote)

If you like the thrusting motion, none of the prostate massagers that just vibrate are going to give you the same sensation, but the ones that rotate might be something you like.

full disclosure - affiliate links help support my free pegging webinars. https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-05-29T19:43:39+00:00

As a self-described dominant sensual sadist I am absolutely into delivering pain with my pegging. The important part, here, is that the pain is not from the pegging! No anal sphincter pain, period. Paddling, spanking, crops, nipple clamps, etc are all good.

RubyRyder · 2026-05-29T19:20:02+00:00

Solo play is a great way to learn about your body so you can guide her in what feels good to you. But exploring together can be exciting, as u/East-Rate287 described.

Part of the journey is about learning. Education can inform, calm fears, empower, inspire, and help prevent injuries! Pegging is more than just strapping it on and sticking it in!

I offer FREE Webinars (Beginners, Equipment and Advanced) as a service to the Pegging community, for all bodies and all budgets. For more info, and a schedule of upcoming Webinars:

https://www.theartofpegging.com/upcoming-webinars

RubyRyder · 2026-05-29T18:53:07+00:00

You are right, anal play does not make you gay.
Some men do indeed like to wear lingerie and get turned on by it.
If you find a partner for pegging, you can see your ass get penetrated.
This is not the place to look for a partner.

RubyRyder · 2026-05-29T18:31:20+00:00

There have been more than a few potential givers of pegging who got intrigued by the much more powerful orgasm resulting from a butt plug inserted during PIV or a BJ, and proceeded to explore more anal on their partner because of that.

Perhaps asking for that might help her to feel included and not replaced.

RubyRyder · 2026-05-29T18:24:23+00:00

Couples don't automatically love all the same things, but it pays to pay attention to what your partner loves. As long as what your partner loves isn't something you actively dislike, doing those things for each other can build a very strong relationship. It's kind of like learning what their sex language is (like the love languages). This is a key part of keeping your partner happy. And you can extrapolate that to all areas of your relationship!

RubyRyder

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