Advice for Nervous First-Time Pegged Man
Dear Mizz Geena
My wife and I are interested intrying pegging for our first time. I’m very into the idea of giving her that control, and she and I have discussed how we both want to try this. But there’s one thing I’m worried about – how do I prepare myself to make sure I’m clean enough? I mean, is something icky going to happen if she thrusts too hard, or for too long?
Sincerely,
Nervous Hole
Well hello there, Nervous Hole. You’ve come to the right place, because Mizz Geena is an expert in all things pegging. And let me tell you, there’s nothing to be nervous about when it comes to preparing yourself for a good pegging session. It’s all about communication, trust, and a little bit of dirty fun.
First of all, let’s get one thing straight – there’s nothing “icky” about pegging. It’s a perfectly natural and enjoyable activity for couples to explore. It’s all about pleasure and power exchange, and any concerns about cleanliness can easily be taken care of with a few simple steps.
The key to a successful pegging experience is communication. Before you even attempt to try pegging, you and your wife should have a frank and open discussion about your desires, boundaries, and expectations. This includes discussing any concerns you may have about cleanliness.
Now, let’s get down to the nitty gritty. When it comes to preparing yourself for pegging, there are a few things you can do to ensure you’re as clean as a whistle. First and foremost, make sure you have a bowel movement beforehand. This will help to minimize any mess and make you feel more comfortable. Additionally, you can use an enema or a douche to clean out your rectum, but this is not necessary for everyone. Some people find that simply having a shower and thoroughly cleaning the area with soap and water is enough to feel clean and ready for pegging.
If you’re interested in getting super-clean, I’ve included a great booklet at the end of this post that someone created to show you exactly how to do so safely. Again, I don’t think this is always necessary, but it might help you feel more confident.
Another important aspect of preparation is making sure you’re relaxed and comfortable. If you’re feeling tense or anxious, it can make the experience less enjoyable and can even cause some discomfort. Take some time to relax and maybe even have a glass of wine or a few deep breaths to help you calm down before getting started.
Now, let’s address your concerns about thrusting and duration. As with any sexual activity, communication is key. Make sure to communicate with your wife during the pegging session and let her know if she needs to slow down or take a break. It’s also important to use plenty of lube to make the experience more comfortable and to minimize any potential discomfort or friction. A good quality water-based lube is recommended, as it’s safe to use with all types of toys and condoms. And speaking of condoms, using one can also help make clean up easier and minimize any mess.
But let’s be real here, Nervous Hole. Pegging is a messy activity. There’s no getting around it. But that’s part of the fun, isn’t it? Embrace the mess and let go of any insecurities or fears. Remember, your wife is excited about this too and is probably not worried about the cleanliness aspect of pegging. And if anything does happen, you can always have a good laugh about it and clean up together afterwards.
One thing you can do to minimize potential mess is to use a towel or sheet underneath you during pegging. This will catch any excess lube or fluids and make clean up a breeze. Some couples even choose to purchase a specific “pegging sheet” to use for this purpose.
And finally, let’s address the issue of being “clean enough.” Here’s the thing, Nervous Hole – your anus is not a perfectly sterile environment. There are always going to be some bacteria present, just like in any other part of your body. And that’s perfectly normal and healthy. As long as you’ve followed the above steps and cleaned yourself beforehand, there’s no need to worry about being “clean enough.” Just relax and enjoy the experience.
In conclusion, pegging is a fun and exciting activity for couples to explore. As long as you communicate, prepare yourself beforehand, and let go of any insecurities, there’s nothing to be nervous about. Embrace the mess and enjoy the pleasure and power exchange that comes with pegging. And who knows, you may even discover that being a “nervous hole” is actually quite exhilarating. Happy pegging, Nervous Hole!
~Mizz Geena
PS: Here’s that information for making sure you’re super-clean.







Advice to Peg a young first-time sub
Dear Mistress Geena:
My boyfriend wants me to peg him, but I’m worried he might not be ready. He is only 19 years old and has never had anything inserted in him, let alone been fucked. I know he’ll enjoy it, but I don’t want his first time to be painful. Should I try with some toys first, or just give him what he keeps telling me he wants – fuck him hard with my strapon?
Signed,
Anxious Pegger
Dear Anxious Pegger,
Thank you for writing to me and entrusting me with such a delicate matter. I can understand your hesitation and concern about pegging your boyfriend, especially since he is young and inexperienced. However, I believe that if both of you are open, communicative, and willing to explore, pegging can be an incredibly pleasurable and intimate experience for the both of you.
Firstly, it is important to have a conversation with your boyfriend about pegging and his desires. Ask him why he wants to try it and what he expects from the experience. This will not only give you a better understanding of his desires but also allow you to express your concerns and boundaries. It’s crucial to establish clear communication and trust before engaging in any sexual act, especially one that involves penetration and power dynamics.
As for your concern about his age and lack of anal experience, I would suggest starting slow and using plenty of lubrication. You can begin by experimenting with anal play through fingering, rimming, or using small anal toys. This will help your boyfriend get used to the sensation and prepare him for a larger object like a strap-on. It’s essential to take things at his pace and stop if he feels any discomfort. Remember, pegging is about pleasure, not pain.
Another tip is to invest in a good-quality strap-on and harness. It should be comfortable for both you and your partner, and the dildo should be the right size and shape for his body. You can also try different positions to see what works best for both of you. For example, your boyfriend can lie on his back while you straddle him, or he can be on all fours while you penetrate him from behind. It’s all about finding the position that feels most comfortable and enjoyable for both of you.
Now, let’s talk about the power dynamic involved in pegging. For some couples, this is a significant turn-on, and for others, it can be intimidating. If you and your boyfriend are both new to this, I would recommend starting with equal power dynamics. This means that you both have equal control and can switch positions whenever you want. It’s essential to respect each other’s boundaries and communicate openly throughout the experience.
You can also incorporate elements of domination and submission into your pegging play if you and your boyfriend are interested. For example, you can have him wear a collar and leash while you take control and give him commands. But always remember to establish a safe word beforehand to ensure that the experience is consensual and enjoyable for both of you.
Furthermore, make sure that your boyfriend is relaxed and aroused before engaging in pegging. This will help his body to relax and make the experience more pleasurable. You can start by giving him a sensual massage or engaging in foreplay to get him in the mood. You can also try using breathing techniques and relaxation exercises to help him ease into the experience.
Lastly, I want to remind you that pegging, like any other sexual activity, requires practice and patience. It may not be perfect the first time, and that’s okay. As long as you both communicate and work together, you will find your groove and make it a pleasurable and fulfilling experience for both of you. In conclusion, I encourage you to have an open and honest conversation with your boyfriend about pegging and exploring this new and exciting experience together. Keep communication, trust, and consent at the forefront, and don’t forget to have fun! I wish you both all the best in your pegging journey.
Sincerely,
Mistress Geena

Mizz Geena
Mizz Geena is a seasoned professional Dominatrix with nearly two decades of experience in the field. Her career spans in-person sessions, phone interactions, and now, virtual domination sessions, reflecting her adaptability and dedication to her craft. Geena specializes in a unique blend of gentle dominance paired with a strict hand, a style she describes as “Gentle Therapeutic Femdom with a Sting!” This approach encourages, entices, and arouses her submissive partners, ensuring a fulfilling and empowering experience for all involved. View Full Profile
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