Just like any time you’ve tried something, pegging may initially appear intimidating or fear-inducing. We want to assure you that pegging is not as scary and otherworldly as it you may think it is.

For those of you that have already crossed the threshold from normalcy and boring to the venturesome and kinky world of pegging, I say congratulations. And for those of you doubting Thomases who wonder what it feels like to get pegged, I say congratulations to you too.

Why, you ask? Because most people’s first step toward actually experiencing pegging is to read articles about it. So you are on your way!

The best way to get comfortable with any new endeavor is to research the wisdom needed to avoid the potholes that you may encounter. In this article, we’ve teamed up with our Pegging Advisory Board for their guidance. We asked all of them: “What do you wish you knew before you started pegging”?

Foremost, don’t leave anything to chance – do your research and discuss it with your partner. For it to be an experience that you’ll come to enjoy, you cannot be ignorant. Fortunately, we have loads of articles on our site for you to read about positions, lube, etc.

I think that my biggest regret is that I would have pursued it much earlier in life. While we haven't pegged a lot yet, my wife has become very accepting of the idea and I can see it getting much more frequent in the near future. The times that we have done it, she has been able to see how good it makes me feel and now she suggests it herself. Some of the things I did to help put her mind at ease in the early days were to point out or forward her articles about pegging and how good it feels. I also sent her articles about how it doesn't make you gay to want to be pegged. It's the gender that you have romantic feelings for that make you straight or gay and I personally could never imagine myself romantically kissing a guy (but that's just me). Don't procrastinate, find a way to bring up the subject and see where it takes you. I'm not real experienced (yet) but looking forward to where we're headed. – Anonymous

There should be lots of pre-pegging communication. Not only should you research this subject, you should share all this information with your partner. You two need to sit down and discuss every detail and anxiety exhaustively. Discuss all your probable fears and doubts before you take the plunge. There may be a lot of incremental ways you can experiment with anal play before you take the leap into actual pegging. Keep in mind: this experience is meant to be enjoyable for both of you, so discuss what both of you want to get from pegging.

Honestly, I wish I would have known how good it was going to feel. Not only is it some of the strongest orgasms I have ever experienced, but also the pleasure my girl gets from it. How, you may ask, can a girl get pleasure from pegging? Well, she loves being in control of me. She gets off on having power over me and gets off knowing that she is making me feel so good. The mental and emotional experience is as great as the pegging itself. The hardest thing was talking about it before it ever happened. We had jokingly talked about it a little and even bought the strap on for her but never did anything. We both kind of shied away after mentioning it, until I finally one day texted her and told her I wanted her to come fuck my ass. No talking, no questions. I said I will be waiting naked and bent over the bed, just come in and fuck me. It was the best thing we ever did. So, I guess my advice would be to talk to each other seriously about it, concerns, turn-ons, worries, fears, whatever. It is a very pleasurable experience for both partners involved. Builds trust in a relationship like you would not believe. – Brandon, NC

Never underestimate the power of foreplay. Foreplay is very important if you want to get yourself in the right frame of mind for pegging and for your body to be primed up. It’s especially important for the man to be relaxed so he isn’t tensed up which can cause a lot of pain. This is where you need the help of your partner. Since it is normal to be nervous, your partner should involve a lot of kissing, touching, teasing, even tickling. When playing anally, always start small with a finger and work your way up as you become more relaxed. In addition to the physical stimulation, dirty talk and romantic talk can be great foreplay too. Anything that can help them to show you that all they care about is giving you pleasure.

I wish I had known the importance of teaching a man to relax prior to pegging via touch, kissing, anal foreplay. I also wish I had known how mind blowing it can be for a man to be pleasured in this way! – Pegging Princess

Try to be on an anal-friendly diet. Remember, you’ll be poking around inside the part of the body used for excretion. You want to ensure you’re on a good diet that is full of fiber in order to avoid incontinence of the belly. You’ll know your diet is appropriate when you are having regular, solid bowel movements. Its recommend to have a bowel movement at least an hour before your pegging session to ensure you are cleaned out.

The first time I tried pegging, I wish I had considered the choice of food I put in my stomach. I could barely keep myself from visiting the loo. Not until I checked with the doctor who advised me on what kind of meals that I needed to stick to in order to keep the kinkiness at its best. And hey, me and my man have been enjoying it ever since. No fears, no challenges and most importantly, no incontinence after. – Mabel, Chicago There are many ways to prep. Clean out depends on a person’s health and what is comfortable for them. You can do an all-liquid diet beforehand, or douche. I know a few guys that using a butt plug at night to help them clean out and stretch the sphincter and help with relaxing it. It's finding the balance of what works for you and your partner. I also recommend helping them to relax prior to starting pegging by using fingers to get them to relax. Ask them if they are okay and to give feedback. Keep on adding fingers until they are relaxed enough to begin pegging. If you don't do it right you can hurt someone really bad by causing a rip in the lining of the intestinal track or even on the sphincter itself. - Mistress Saundra Kitty

Lube. Lube. More lube. We’ve stated many times that you need a lot of lube, but we’ll say it again: the anus isn’t a self-lubricating part of the body. It is unlike the vagina and the mouth that are trained to take whatever is thrown at them. This is especially important if the man gets nervous easily. The rectum can get dried up easily which means you need enough lubrication down there at all times. And that is why it is important to select a lube that will work for both of you. If you’re ever wondering “Am I using enough lube” – you are probably not using enough. Sensitivity and allergies are also important which is why we always recommend Sliquid brand lubricants.

One of the things that I found is to find the right lube. The anal area is quite sensitive, and some brands either dry up or get tacky, or the person has an allergy to it. I know that I am very lube sensitive myself. – Mistress Saundra Kitty

Clean up! It’s not only enough to get the right lube and the perfect sex toy, you’ve got to ensure you clean well before and after pegging. You never know what lurks around there. Even though the act itself is safe, the absence of good hygiene may just make you vulnerable to a lot of health hazards.

Be it pegging for a man or a woman, you never can be too careful where anal sex is involved. Lots of bugs might be down there, so to prevent STDs, plan to clean and sanitize; before and after. Putting a condom on a toy might be a good idea for easy clean up and to avoid smells. – Lovely Rita

Last of all, but not the least important, the size of the dildo, butt plug or strap-on matters. This may be a problem if you’re not careful. In order to avoid experiencing more pain than pleasure, it is advisable that you start with a small and comfortable sex toy. It isn’t written anywhere that for you to enjoy pegging, the size of the dildo has to be commensurate to the size of a biological penis.

When I found out that I could enjoy pegging with the size of a dildo that’s barely thicker than my middle finger, I was rhapsodic. I also tried out one with a diameter that was less than two inches in girth. Afterwards, I convinced her to try out a small dildo and voila, the rest is history. I’m having the best fun of my life. Can’t imagine this ever stopping anytime soon! – Anonymous

All in all, you need to find out what’s best for you as a couple. You both have your preferences, your desires, and your fantasies. Even for experienced peggers, there’s a constant need to discuss new ideas, explore new approaches, and keep the conversation going. For those still in the pre-pegging phase: I assure you, fun and intense pleasure awaits – so go for it!