Pegging

Updated 2022

~Master Varii

What is pegging?

The original Wikipedia definition was "A sexual practice in which a woman penetrates a man's anus with a strap-on dildo." That definition was very narrow and has since been expanded. For the purposes of this class, I am defining it broadly as: “Anyone fucking another person anally with something other than a penis body part.” This can include either sex giving and receiving, and includes dildos, strap-ons, or hand held toys.

Why do people love Pegging?

The simple answer is: It feels good, both physically and emotionally!

From the bottom’s perspective: It is an intense physical experience, and it is extremely intimate. For most men, a prostate orgasm is more intense than a regular orgasm and can even allow for multiple orgasms (I know right!). In either sex, anal stimulation can be extremely pleasurable if properly prepped, and few sexual activities are as emotionally intimate.

From the Tops’ perspective it can also be very pleasurable even though you are using a

prosthetic device of some sort. Many strap-ons have a “pocket” for a vibrator, and the impact provides direct stimulation of the genitals. The mental and emotional factors often are even more powerful than the physical stimulation however. For some it is the control and dominance, for others it is the ability to provide intense pleasure for the bottom, or it might be the extreme intimacy and trust involved. Usually, it is a combination of all of these things in varying degrees.

Where do I start?

Prepping for anal play:.

· Cleansing (Enemas are a good idea)

· Anal training (Start slow and progress gradually)

· Desensitizers / numbing agents (not recommended!)

Have the right equipment.

· Harnesses – There are many excellent harnesses on the market. Go for comfort,

maximum control, and ease of cleaning.

· Dildos - The type of dildo will depend on the style of harness you have chosen. Things

to consider: size, material, will it fit in your harness, texture, stability (I suggest you

avoid “feeldoe” types). Variety is the spice of life!!!! You can never have too many

toys! Options are wonderful, and in pegging our cocks are changeable!! YAY!!

· The right lube, and lots of it. I strongly recommend “Elbow Grease”, but there are a

number of excellent lubes on the market. Water based lubes may not be your best choice

unless your pegging sessions are very short (they are quickly absorbed).

· Condoms - Cover your toys with a condom for safety and ease of cleaning.

· Gloves - Use gloves when initially prepping the ass with lube. This makes for a smooth

slick surface, in addition to being more sanitary for both parties.

· Have a hand towel and wash cloth handy. Lubes are messy, and there is a good chance orgasm will occur in one or both parties.

Ready, Set, Go!!

What’s the best position? Depends on what you want to achieve…Here are a few options:

· Bendy Missionary is where the bottom lays face up with legs pulled up toward their

chest or over the shoulders of the top. The top can be on their knees, or they can be

standing with the bottom lying close to the edge of the bed. It rates high for intimacy

(face to face), high for prostate stimulation if pegging a man, and high for access to the

bottom’s cock or clit.

· Doggy Style – There are many variations of doggy style. I consider doggy style to be

any position in which the bottom is face down (bent over furniture, or on all fours), and

the top is penetrating from behind. It rates high for the top’s visual pleasure, high for deep penetration, high for ass access (for spanking); however, it may be difficult for the top to stimulate the cock or clit of their bottom. (Reach around can be challenging).

· Side Saddle is where the bottom lays on their side with top leg bent and pulled up

towards his chest. The top straddles the bottom leg on their knees. Eye contact and

genital accessibility are both fairly good, but it isn’t an easy position for the top if you

aren’t in good shape.

· Cowboy puts the bottom physically on top facing their partner (the “top” can be sitting or

laying down). This position rates high for the comfort of the top, and allows the

“bottom” to control the degree and speed of penetration as well as the angle. It also

provides a high degree of visual pleasure for both people, and the “top” has easy access

to the bottom’s cock or clit. If a man is being pegged it also ranks high for prostate

stimulation; however, it has a lot less emotional vulnerability.

· Reverse Cowboy is where the bottom is physically on top, but facing the feet of their

partner. It is great for the top’s visual stimulation, and still allows the bottom to control

the degree and speed of penetration as well as the angle. If D/s is an important element

of the relationship, the reverse cowboy is often preferred over the regular cowboy

position.

There are MANY others, as well as variations on all listed above. A google search will give you lots of ideas. Practice makes perfect.

Relax, Enjoy, Make it fun.