Author: Ruby Ryder

Strap-on Fears for the Giver

What strap-on fears prevent a Giver from exploring pegging? First of all… Pegging, this thing we love and indulge in with such passion and excitement, requires equipment. Indeed, much has been discussed here at Pegging Paradise about the necessary equipment; lube, harnesses and dildos. Let’s back up a step,…
Read More

Best Pegging Positions

Ruby Ryder shares woman pegging man in one of the best pegging positions
The best pegging positions depend on many factors; body type, height, fitness, and more. Here are some to try! They vary in degrees of intimacy, eye contact, cock accessibility, kissing, comfort, and giver/receiver effort required. Enjoy! Many Missionaries – to Convert You to Pegging! Missionary rates high for eye contact…
Read More

Introducing Your Partner to Pegging

Introducing your partner to pegging can be scary, but worth it!
Introducing your partner to the idea of Pegging can be a challenge. The conversation can be really scary to have; it is a difficult subject to broach precisely because there are so many myths and misconceptions around pegging. Everyone has the right to decide what they do and don’t…
Read More

Anal Bleeding

What to do When There is Bleeding A man found my website with the search words: “I bled after being pegged” This situation always concerns me. Anal tissues are much more fragile and subject to tearing than, for example, vaginal tissues (where babies are born from). So many people…
Read More

Doesn’t It Hurt?

One of the first questions I hear from Givers who are new to the concept of Pegging is, “Doesn’t it hurt?” Now these might be Givers who have yet to explore posteriors in any serious fashion – either their own or the posterior of their partner. Yet sometimes I think that…
Read More

The Basics of Rimming

Ruby Ryder shares woman rimming man, using her tongue on his anus
What are the Basics of Rimming? Rimming, as sexy and hot and intimate and delightfully nasty as it is…is not everyone’s cup of tea. Yet some people love the feel of teasing their tongue into their partner’s ass and feeling them squirm with pleasure. And many people love the sensation…
Read More

The Risks of Rimming

Ruby Ryder shares woman rimming man, using her tongue on his anus
Know Your Rimming Risks While rimming can be a wonderfully intimate, hot experience to give and to receive, please know the risks before diving in to that adorable, inviting puckered hole… Consider carefully the exposure you are risking. Unprotected analingus is like unprotected sex and can expose you to…
Read More

Do Women Love Pegging?

Ruby Ryder shares example photo of women who love pegging
Yes, there are indeed many givers who love pegging. All givers are different and their specific reasons for enjoying strap-on sex are as many and varied as the individual givers are. Some givers enjoy pegging as another tender, sensual addition to sweet lovemaking. Some like to combine it with…
Read More

No…He’s Not Gay

Ruby Ryder shares man laying on side, caressing his ass with one hand
He’s not gay. Okay, everyone listening? Two common misconceptions about pegging: If a man likes pegging, he must be gay. If you peg a straight man, he will become gay. Cue Laughter and Eye Roll Both of these are so ridiculous as to be laughable on so many levels….
Read More

The Chairman Position

Ruby Ryder shares woman sitting on chair and being mounted by partner in the chairman position
The Chairman position requires a sturdy chair (because you will both be on it), with no arms and a high back. The giver sits in the chair and the receiver mounts themselves. Then the receivers arms go above the giver’s shoulders to hold on to the top of the…
Read More

Search

Tag Cloud

beginnersbigger is better?cleanlinesscommunicationdatingdildosdoes it hurt?doubledouble-ended dildosenemasequipmentfinding a partnerforeplayfor the giversfor the receiversharnessesharnessless dildosher orgasmshygieneI need a woman to peg me!interviewintimacyIs he gay?longer is better?misconceptionsorgasmspeggingpodcastpositionsprostatereassurancerectal doucherelationshipsrimmingsafetysex toysstrapless dildostalking with your partnertestimonialsthe learning curvetoxic toystoy carevagus nerve
Donate to Ruby
FAQ
Education
Toy Store
Contact

Pegging 101 is run by Ruby Ryder (she/her), a sex educator, sex worker, and community organiser. Ruby is renowned for her extensive expertise in pegging and delights in providing shame free, equal access sex education.

Services

Learn

Erotica

Instagram Twitter Reddit