The Big Day – How To Prepare For Pegging

Preparation Tips

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• Communicate openly: Communication is key in any sexual activity, but it’s especially important when exploring new forms of pleasure. Make sure you and your partner are comfortable with the idea of pegging, and discuss any concerns or boundaries beforehand.
• Take it slow: Pegging can be an intense and unfamiliar experience, so it’s important to take it slow. Start with smaller dildos, and work your way up as you become more comfortable.
• Use Lubricant: Lubricant is essential for pegging, as it helps to reduce friction and increase comfort. Make sure to use a water-based lubricant, as it will be compatible with most types of sex toys and condoms.
• Cleanliness: Cleanliness is important for any sexual activity, but especially so for pegging. Make sure that the dildo and any other sex toys you plan to use are clean and free of any dirt or bacteria.
• Test the dildo: Test the dildo before you begin pegging to make sure it’s comfortable and secure. Make sure that the harness is properly adjusted, so it’s not too tight or too loose.
• Have a safe word: Having a safe word is important when exploring any form of BDSM or kink play.

Body Stretching

This is a good time to stretch your body all around, especially if you’re the receiver. Use this time to stretch legs, back, hips, and neck! Keep in mind you might find yourself in positions you aren’t used to being in, and it may cause pain or cramping.

Anal Stretching

Like the rest of the body, your ass will tighten up if it isn’t played with often. Depending on the dildo your partner will be wearing, now is a good time to either use it on its own (ask your partner before you do this!) or use a small set of butt plugs to get things loose back there.

A small butt plug set like this silicone set even comes with an enema bulb and a lube injector. This particular set has a 1 inch diameter starter size with a 4 inch insertable length. The diameter size is key though, because that is the stretch we’re worried about most.

Start small, pick whatever plug fits best and work your way up. If you’re actively getting ready for a session in a few hours, wear the plug for about 30-45 minutes, and then try to size up closest to the toy is that dildo you’re about to take. The bigger the better as you want smooth insertion, and to generally limit the amount of time wasted with your partner.

Start With Anal Exploration

While the idea of anal play can be tantalizing, it’s often accompanied by apprehension and unease. Worries about potential mess, discomfort, and uncertainty about how it feels can be overwhelming. One of the best ways to dispel these concerns is to embark on some solo exploration. Engaging in self-play allows you to take control and alleviate anxiety. It also eliminates the fear of embarrassment in front of a partner. This self-discovery process helps you become attuned to your body’s signals and sensations, enabling confident communication of your preferences when you’re ready to involve a partner.

Open Communication

After gaining familiarity with solo exploration, it’s time to have a candid conversation with your partner. Sit down together and start laying the groundwork for your pegging adventure. Essential topics to cover include fears, boundaries, turn-ons, logistics (like time, place, equipment), and technique. Establishing a solid foundation of communication makes it easier to discuss concerns or share ideas as you progress on this exploration.

Selecting a Harness and Dildo

Before embarking on your first pegging experience, you’ll need a harness and a suitable dildo. For beginners, I recommend starting with a simple, adjustable harness that allows you to experiment with fit, angle, and dildo positioning. Opt for a small, smooth dildo to begin with. It should be firm enough to facilitate easy and comfortable penetration. The size should be modest, similar to a finger or two. Remember that you can always upgrade to a larger toy or a more intricate harness later. Look for dildos with a flared base for safety and compatibility with the harness. Avoid textured toys or those with pronounced heads for your first time. A smooth design eases penetration. One option for newcomers is the Bend Over Beginner Kit from Tantus. It comes with an adjustable harness and two Silk dildos in small and medium sizes, both made from body-safe silicone.