A Step-By-Step Guide to Giving Your First Pegging
Whether you're giving or receiving, pegging can be nerve-racking for newcomers. However, you can make it fun for everyone by doing these things.
Pegging may be frightful.
It asks you to attach this strange appendage to your body, strap on a bizarre, foreign harness you've never used, and then make it enjoyable for your partner, who has likely been dreaming about this for a long time. What about that doesn't sound scary?
Since it's a lot of responsibility and expectation to place on someone who has most likely never "penetrated" anything else in their lives—or even considered doing so—it's no surprise that many people are reluctant to try strapping on a dildo at all.
However, you can feel much more prepared to offer your first pegging if you do a little research and planning beforehand. Pegging is not as frightening as you first thought after reading some articles, choosing the appropriate supplies, and having a helpful first partner. (I've been in your shoes before—to the extent that I cried during my first pegging session.)
I'm here to provide detailed instructions on how to prepare for your first pegging. To make the guide work for you, feel free to navigate around this site as needed.
It belongs to you. Make it your own.
Pegging: A Step-by-Step Guide
Let's discuss how to make it all come to life now that you know how to prepare.
Step 1: Buy a Harness and Dildo
You will need to purchase a harness and a dildo to enjoy your first pegging.
It is possible to purchase a beginner-friendly kit, such as the Sportsheets Strap-On & Silicone Dildo Set; however, these kits typically have lower prices for the strap-on harness. In a perfect world, your first exploration would come with a pricey, well-made harness and dildo, but it's difficult to defend spending $200 on a novel pastime.
Therefore, although starter pegging kits might be a terrific, affordable way to purchase all your equipment in one stop, be aware that their harnesses are typically of poor quality. If you enjoy pegging as you go, consider upgrading your harness en route.
For newbies, I strongly advise against using a strapless strap-on dildo! For seasoned peggers, dealing with these dildos can be challenging and irritating! Nevertheless, many bottoms dream of these double-sided dildos, so remember that you can always investigate them later!
Step 2: Understand the Basics of Anal Sex
If you plan to penetrate someone anally, you must be familiar with the fundamentals of anal sex. You should be aware of this information, particularly if you have never penetrated a butt before. The fundamental things you should know if all of the above is "TLDR" for you are:
- Begin with a tiny dildo.
- Apply a ton of lubricant.
- Take it very, very slowly.
Step 3: Communicate With Your Partner
It's time to speak with your partner now.
Since your boyfriend first suggested pegging, I'm unsure if you're considering it. It's absolutely time to discuss it with them if they didn't. Discuss why you find it appealing and what you hope to accomplish.
To start a conversation, try these sample questions:
- Does your spouse desire to be subjugated and humiliated, or are they envisioning a sweet, intimate pegging session?
- To what extent do you feel at ease?
- What dildos will work well for your partner, and how much anal experience do they have? Use this discussion to ensure that you agree with your next pegging scene.
I would strongly advise you, as a novice yourself, to avoid pegging someone who has never had anything up their butt. Recall that your fake penis is sensationless. It may be challenging to determine what is happening as a result. Things become risky when your receiver is unaware of what is happening with their body.
For a month or two, instead, spend some time enjoying anal pleasure with anal sex toys and fingers. Allow time for the recipient to become familiar with the feelings of the anal area, as well as what they shouldn't feel like. Your receiver should ideally be able to advise you on how to please them or alert you when things get out of hand.
One can distinguish between "painful stretching" and "pleasurable stretching." The difference cannot be discerned, and no feedback can be given by someone who has never done anal.
There are undoubtedly persons who, until they are pegged by a lady for the first time, will not do anything anally. If someone asks you to do something, please proceed with caution.
This is not just a serious risk of injury, but it's also a warning sign that someone is not taking personal responsibility for their own enjoyment and safety during intercourse.
After anal stretching to prepare for strap-on sex, pegging can be just as excellent because the recipient will be aware of their body's movements.
Step 4: Prepare for the Big Event
Regretfully, you will probably be expected to have everything prepared as the "giver" of this event.
I would advise, regardless of who is assembling all the equipment:
- Your harness with straps.
- Any clothing or lingerie.
- Changing clothes or lingerie.
- One or more of your dildos.
- For the dildos, condoms.
- The lubricant of your choice.
- A Few chucks or puppy pads.
- Several disposable glove pairs.
Get your fingernails clipped if you plan to play with your fingers anally.
Step 5: Be Ready for a Mess
Let's take a moment to be honest. Depending on the recipient's diet and bowel habits, things may be messier than expected.
Before the pegging, the receiver could perform a few rounds of enemas if they are comfortable with them. On the other hand, poorly performed enemas can loosen stool, increasing the likelihood of encountering it during pegging (and, honestly, making it watery). Try enemas only if you are skilled and knowledgeable about performing them.
If your receiver routinely has solid bowel movements, you shouldn't be concerned about a lot of poop unless you're deep fisting or using extremely huge toys. Smears and a little grimy lubrication may be a part of pegging with shorter or slimmer dildos.
Most people don't start dealing with a lot of "mess" until they're using enormous toys, engaging in extremely rough play, or having lengthy sex sessions.
Step 6: Put On Your Harness
Harnesses are small, delicate devices.
While you're trying to figure out where that darn strap goes, it might be challenging to make it look "sexy" unless you're highly practiced. Some of them are more difficult than others. Because of this, rehearse before you put on your harness if you want to seem gorgeous. Before wearing it, have it fitted to your body measurements. Please make sure the straps are arranged so they make sense while attempting to put the dildo on and preload it.
However, you are not required to wear the harness before your spouse. You can excuse yourself to a different room to put on your dildo and harness before your session. All you're doing is "gathering what you need."
Step 7: Move Through Your Pegging Scene: Start to Finish
Are you prepared to play? I hope you have finished all of your preparations!
Step 7.1: Foreplay
Although you can wait until you're in the middle of the scene and prepared for pegging to put on your strap-on harness and dildo, I personally like to wear them during foreplay as well. There's a certain amount of extra suspense if your partner can see the item you'll be pegging them with later, in addition to the fact that I spent a good deal of money on my harness and wanted to flaunt it.
I suggest starting with any foreplay actions you two usually enjoy. Do a passionate make-out session if that's part of the package! Engage in some service or kink activity if that's customary.
You can also use your harness and dildo in your foreplay if you're feeling comfortable doing so. Ask them to "jerk off" your cock. You can "force" them to give you a blowjob if you both want it. You can let them enjoy your genuine naughty parts orally by sliding your harness to the side. It totally depends on your comfort level and what you both like.
Step 7.2: Preparing for Pegging
Put on a glove and properly lubricate your fingers when your companion is ready. Tease the entrance softly with one finger at first. You can either let them concentrate on the anal sensations or use your other hand to caress their genitalia. Take as much time as you like to draw this out.
Gently insert one finger into your lover when you're ready. You can slide in another finger when they're pressing back into yours or when they verbally show enthusiasm in getting more. Take your time. It's OK if your partner isn't prepared for more. You can discover a dildo that your partner can take during a pegging as long as they can comfortably get two fingers in during a warm-up. You can choose a new dick at any time, which is one advantage of strap-on sex versus "biological" penis-in-vagina intercourse.
Once you've decided on a position, assist your partner in getting adjusted. After they're in position, you can lubricate your dildo by standing in your partner's line of sight or by asking for assistance. On applying a new, clean lubricant to the dildo, replace your fingering gloves if they appear to be unclean.
Step 7.3: Penetration
It's time to move behind your partner after you know everything is truly lubricated. I find this to be the most challenging aspect. It takes some trial and error to get your dildo positioned in the "right" area. Probing the hole with your lubricated hand and then holding the dildo directly to control the tip while pushing your hips into it can help.
I'll even use my other hand to grasp the dildo's back (behind my strap) in extremely challenging positions to make sure it's moving in the direction I want it to.
Push calmly and slowly into your partner's butt. This will be more difficult than you anticipate. Your first reaction will be to slide in and settle in, but receivers may find that startling and unpleasant. So enter cautiously and carefully.
You might have to pull out merely to relieve yourself from the strange posture you've been in, which could force you to activate core muscles you haven't used in years. If your partner exhibits discomfort, even if your muscles are holding up well, be ready to pause and pull out. The receiver usually only requires some time to adjust to the size of the dildo.
Step 7.4: Finding Your Flow
Once the dildo is in place, you can take off your lubricated gloves and throw them onto a bed corner. You may now explore your lover without worrying about leaving any sticky residue behind because your hands are devoid of lubrication and muck.
I advise you to begin with whatever movement seems most natural to you while the dildo is inside. The majority of vulva owners appear to prefer grinding at first. See how grinding feels by giving it a try. Pull out a little bit—just a little bit!—and glide back in once you're more at ease. Adjust to that.
You can then play with the extent of your pullout. There is no assurance that the dildo will return to the hole if you pull it out completely, particularly if it is a very small or flexible dildo. To avoid sliding your dick up your partner's back, you may pull out completely, watch the dildo move a little due to the abrupt release from the hole, and then attempt to push back in. This occurs more frequently than you might imagine. And since you don't feel anything within the dildo, you might not even be aware of it until your spouse says, "Ummmm." To slip it back in, you must follow the previous instructions again.
Because of this, I strongly advise beginning with tiny, shallow thrusts until you become familiar with the dildo's length. The two of you may want to try longer, fuller thrusts once you've found the "sweet spot"—the location where there's about an inch of dildo remaining inside them.
Step 7.5: Enjoying the Ride
Now that everything is running correctly, it's time to savor the pegging experience. In light of this, I penned a piece on how to get an orgasm when pegging. You may want to be concerned about that for future peggings.)
But for the time being, focus on becoming accustomed to wearing a strap-on harness and dildo. Don't worry if your dick comes loose! It occurs frequently. Slide it back in and go on, while taking pleasure in your receptive partner's whining sounds as they occur.
The sensations and the situation will determine whether either of you orgasms.
Remember that you can "command" your recipient to touch themselves or to touch their genitalia on their behalf. The recipient is likely to experience an orgasm as a result of all the stimulation. However, it's also OK if it doesn't.
There isn't a strict "rule" regarding pegging as the last sexual act. To make sure that everyone's sexual demands are satisfied, you can definitely go from pegging to oral or anything else.
After you pull out, just be aware of any butt bacteria that may be clinging to your harness and strap-on dildo. If at all possible, avoid getting greasy lubricant on your bed linens.
The Best Pegging Positions for Your First Pegging
For a newbie, I actually only suggest three sex positions. You can experiment with any posture—literally any position under the sun!—but these are the ones with which I've had the most success when teaching pegging to beginners.
Doggy Style
I doubt I have to describe what doggy style sex looks like.
Although this one is easy to complete, the height difference isn't always practical with pegging couples. Although it might not help, you could try having the recipient bend over the side of the bed.
Nevertheless, when it works, doggie style is excellent for pegging since it lets you see what you're doing, eliminates the need for you to support any additional weight, and provides you the flexibility to be out of the receiver's line of sight, which is very useful for beginners.
The Speed Bump Position
Although this position is similar to doggy style, the precise angles and placement will be specific to you both. (An excellent variation on this pose is the Flat Dog Style.)
Get your partner to lie on their stomach on a bed or other soft surface. Make sure their penis is in a comfortable position if they have one, especially if they are erect. After that, scale their body, press your dildo against their cheeks, and savor the teasing.
It is up to you how you decide to gain penetration, but while you are experimenting, you will most likely discover the "best" position for you (which is why I suggest the teasing). You'll probably learn how you like to hold yourself up in this position, making them tremble with anticipation.
I prefer to position my knees on either side of the receiver's body and have them close their legs together. It's up to you to do it the other way, with your knees between theirs.
The advantage of not being stared at is yours again with this job. Furthermore, the Speed Bump Position tends to result in shallower penetration, which reduces the possibility that you will inadvertently push in too far and injure your partner. It also lets you see what you're doing.
The Grand Slam Position
It seems appropriate to inform you that you can switch up your pegging position anytime.
For instance, it's simple to transition from the Speed Bump into the Grand Slam Position: To achieve shallow penetration without placing your partner's body weight on you, remain on your knees and rock your hips while kneeling upright.
You can perform a greater "humping" motion by leaning forward and supporting your upper body with your hands. You can even "grind" against your lover by placing all of your body weight on them for a closer relationship.
The Cowgirl Position
Consider the Cowgirl Position, which prioritizes the recipient, regardless of gender, if you want to relax and enjoy without much work.
Your spouse is in control of adjusting the dildo to their own comfort level while you lie down on the bed and let them be on top. For those who are unfamiliar with anal receiving, this can be pretty nerve-racking, so be sure to talk about it beforehand. The thrill of "laying back and watching" someone else fuck themselves on your appendage will be yours to enjoy. This one is relatively easy to accomplish—you need to lie there and observe—but remember to give your partner verbal encouragement and give them pleasure with your hands while they ride you.
After the Pegging
After you're finished, wash anything that requires it and dispose of any disposables.
Both you and your spouse would like a shower. I advised packing an extra set of clothes because your shirt and underwear may be covered with bodily fluids or lube, depending on what you wore when the pegging occurred. Because of the extra lubrication and air, your receiver may have a bowel movement or two after the pegging, but it all depends on how hard you were with one another.
You can immediately resume enjoying the afterglow of your sex after everyone has been cleaned up. (All right, so maybe it was "pretty hot, but could use improvements.")
However, it's OK because this is your first time! It will be much hotter the next time since you have improved and gained more knowledge. You made it through the first time, and perhaps you're eager and prepared for many more.
