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Beginner's Guide To Pegging

Jul 5, 2024 Uberkinky

Have you always been curious about pegging, but wouldn't have a clue where to start? Well, we know that curiosity killed the cat, but by following this detailed guide we promise that you will only FEEL as though you have died and gone to heaven!


First thing's first; what exactly is pegging? Well UberKinky fans, pegging is the practice of a man being anally penetrated by a woman wearing a strap on dildo. The term 'pegging' was coined in 2001 when Dan Savage, an American journalist, held a naming competition as part of his 'Savage Love' sex advice column. He himself thinks that every man should try pegging at least once in their life.


So why choose to peg? Well, whether you want to enjoy a bit of role reversal, intensify your BDSM play, or simply deliver orgasmic anal action, pegging promises to cater to all of your naughty needs. Simply strap it on and prepare for the ride of your life!

Reasons You Should Try Strap Ons

 

Stumped by strap ons? Think those that play are in too deep? Well strap ons happen to be one of the most versatile sex toys around, and here are 5 UberKinky reasons why;

If controlling someone else as part of BDSM play, you’ll notice that your submissive becomes much more attentive to your needs.

Gain a new perspective in your sex play...

Fancy a little gender-bending? Well a strap on guarantees to give you a whole new perspective in your play! Whether perfect pegging (female penetrating male partner) or lesbian loving, now you can both experience what it’s like to be penetrated and deliver the penetration hands/tongue free. Discover all new sensations and learn what feels good for your partner, so you can always stay on top of your game!

Give in to your desires and achieve complete intimacy...

This certainly won’t be bottom of your list! For many, allowing someone to penetrate them in this way is a form of submission, demonstrating just how committed they are. It is a decision that is made together, not a position assumed because of a predetermined gender role. Handing over control brings with it a whole new level of intimacy and trust. So get your fill of submissive satisfaction!

Trust us, you’ll connect on an entirely new emotional level...

Didn’t think your relationship could get any better? Well the trust and respect required for this shared experience will inspire an all new, incredibly deep emotional connection. Plus, a new perspective in your sex play will ensure that all your future fun caters better to each other’s needs. That’s certain to enhance any relationship. Just a couple of reasons to give it a try!

Have an intense orgasmic experience that’s always ‘spot’ on...

Looking for something to really hit the ‘spot’? Perfectly contoured to hit that illusive G/P spot, a strap on promises an intense, orgasmic experience. Many women find that this is the only way they can reach climax through penetration, and for those men that have never experienced a prostate orgasm; you’re in for a real treat! Additionally, the pressure from wearing a harness provides intense clitoral stimulation. What could be better?

An impressive package that guarantees to give you a hard on...

Is all this talk giving you a hard on? Well, your new strap on will certainly give you one! The look of someone donning this substantial package will, in itself, be extremely arousing. Merely looking at that phallic work of art, ready for action whenever you are, will evoke all new feelings of anticipation and pleasure. So get ready, because all eyes will be on that plentiful prize!

Safety First!

 

Here at UberKinky, we care about you! That's why we want to help you get the most out of your extracurricular activities, without compromising on safety. Follow these useful tips and we promise that your man will experience all of the pleasure with minimal pain when losing his pegging virginity! Remember; some discomfort is fine, however it is important to stop if you experience any pain.

 

The Do's

  • Use plenty of anal lubricant
  • Go slowly, start by inserting the fingers and work your way up
  • Experiment with butt plugs and anal beads beforehand
  • Use a condom on your dildo

The Don'ts

  • Choose a really large dildo, start small
  • Force the dildo in, you need to insert it gradually and gently
 

Getting Started

So, you like what you hear and want to experience the pleasure first hand? Well, simply follow this step by step guide and you'll be well on your way to achieving perfect pegging in no time.

 

Preparation

The bottom should take a deep douche/enema 3-4 hours before pegging, or a quick, gentle douche just beforehand. It is important that they have emptied their bowels before starting too.

Assume the position!

Choose from the three favourites; bent over a surface slightly lower than waist height, kneeling down & bent over the edge of the bed OR lying on the back in a missionary position (the most comfortable choice for pegging virgins, however less favourable in a sub/Domme relationship.)

Wrap it up!

Make sure you keep your sex play safe by using a condom, particularly if you plan on using the same toy with mutiple partners. An added bonus of using a condom is that it will allow for quick and easy clean up.

Apply plenty of lubricant to the toy and anus

Don't be stingy; you need to look after that sensitive area! We recommend ID Glide Lubricant

Precise penetration

Guide your back door buddy to its destination and slowly push inside. Don't force it! Insert a couple of centimetres at a time allowing him to get used to the sensation.

Perfect those moves!

Place your hands on his hips for support and push forward slowly and gently. Again allow him to familiarise himself with his new friend. Then pull back half way and thrust back in. Gauge your playmate's reactions and experiment with what works best for you both.

Repeat as required

...And give your man the ride of his life!

 

Which Strap On Should I Choose?

 

Decisions, decisions! With so many to choose from, how do you even begin to find the perfect strap on for you? Well, here at UberKinky we like to make things easy. That's why we've broken down the different styles of suitable strap ons into two main categories, and listed some pros and cons for each one. There's no need to thank us!

Strapless Strap On

For life-like play, fantastic feel and incredible durability, it is easy to see why silicone is the most popular choice when it comes to sex toys. Not only do they look and feel fantastic, they are non toxic and can last you a lifetime with minimal care.
Pros

  • Clitoral stimulation
  • Vaginal stimulation
  • Shaft is perfectly contoured to deliver incredible prostate stimulation
  • Condom safe

Cons

  • Your PC muscles may not be strong enough to hold the strapless strap on in place without a bit of practice first

Strap On Harness

The favourite type of strap on harness is the O-ring design. This keeps the dildo in place using the ring on the front. However, there are also a number of jock straps with attachments to choose from.
Pros

  • Keeps dildo in place for perfect penetration
  • Boast stunning features which will add to the aesthetics in your sex play
  • You can choose your dildo (as long as it has a flared base)

Cons

  • May still need to guide with the hand for perfect positioning and to stop rotation
  • Dildo attachment must be flared at the bottom to ensure that is stays attached (O-ring)
 

What Type Of Dildo Should I Choose?

 

Size DOES matter! So start small and choose a smooth dildo for optimum glide and comfort. It's best to choose a silicone dildo as they are body safe, non porous and easily sterilised, so you can feel confident with your new anal acquaintance. Rubber, latex, jelly and PVC are also good choices, but steer clear of the hard stuff as you may struggle on your first try. Remember, if you've decided on an O-ring harness, make sure that the dildo flares out at the bottom; you don't want your toy to get lost in the moment!

Lubricant

 

UberKinky wants you and your playmate to enjoy some supreme back door pleasure. That's why it's important that you choose the right lubricant to accompany you on your anal adventure. Trust in your lube, it is there to protect the most intimate areas. We recommend water based lube for your pegging pleasure, but make sure that you reapply consistently, as it tends to be absorbed by the body quite quickly.

The Do's

  • Apply generously in and around the anus
  • Apply generously to your dildo
  • Reapply regularly ensuring that you are always well lubricated

The Don'ts

  • Use a silicone based lubricant if you have chosen a silicone dildo
  • Use an oil based lubricant as it may damage your new toy
 
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