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Practical Pegging: How Does it Feel to Wear a Strap-on, Are You Aroused, and Can You Reach Orgasm

Let me begin by saying that every women’s pegging experience is different and just as varied as our bodies, turn-ons, wants, desires, and preferences. The following observations and experiences are mine alone, but they may provide some useful information to you and/or your partner.

If you want to get to the good stuff (getting off while pegging), feel free to scroll down a bit, though everything I say in between will be useful to you at some point I’m sure.

I absolutely love pegging and I feel powerful, sexy, and feminine wearing my strap-on. The feeling and rush of strapping in alone is enough to arouse me and make me wet. A comfortable and snug fit is essential to feeling sexy and confident in your strap-on. Unfortunately, finding the right style and fit can be intimidating and expensive for new pegging princesses. Sex toys and accessories are expensive, can’t be returned or exchanged, and in my experience, are best purchased online as brick and mortar stores do not carry the highest quality brands. You get what you pay for when it comes to harnesses and dildos. Don’t rush the purchase: better to do your research, understand your body, and save your pennies for the best equipment.

Some men make the mistake of purchasing a harness and dildo for their partner as a gift or as another accessory to have in the toy chest “just in case.” Avoid this with new pegging princesses, please. Purchasing your own harness is important to pegging princess empowerment. You can make it a fun activity to do together, but I recommend your princess is always involved until both of you are more experienced. Dildo shopping, on the other hand, is important to do together. Size is important to both partners. I find that I need decent length in order to feel comfortable wielding my equipment. And obviously girth is important to my male partners.

Another bit of advice: know when to call it quits. This really sucks because this shit is expensive, but if you’ve purchased a harness or dildo, tried it a few times and aren’t happy, give it up and don’t feel bad about the money spent. Pegging is fun as hell, but it’s hard work. You need a lot of stamina to fuck ass, trust me, and working with equipment that is less than comfortable for either partner is going to lessen the quality of the experience. Do some research, make the best purchase you can, and be “okay” if you have to kick that equipment to the curb.

My number one recommendation for new pegging princesses is anything from the SpareParts Hardware® line. Here’s a link to their website, which features their product line, though you must purchase from a qualified online or brick and mortar retailer: https://www.myspare.com

One of my personal favorites is the Bella, which you can view here: https://www.myspare.com/product/bella. The Bella is sweet, sexy, provides a very snug and comfortable fit, and includes a vibrator pocket for clitoral stimulation using a bullet or We-Vibe® (my personal choice): http://we-vibe.com.

SpareParts Hardware is well-made, luxurious, and available in plus sizes. Know your measurements well and if in doubt, I recommend purchasing a size larger than you need, especially in the Bella model. Dildo selection is another topic, which I will address in a separate post at a later time.

Moving on to orgasms. Sometimes I enjoy clitoral stimulation using the We-Vibe while I’m pegging but more often than not I go without a vibrator. I am always aroused while I’m pegging and I prefer a lot of length to my dildos so that I can suck cock while simultaneously pegging my partner in the missionary position. This is my favorite pegging position, but I personally love sucking cock and taking a load full of cum down the back of my throat while pegging…and let’s face it…really anywhere at anytime. Call me a slut, what can I say. This position also provides some stimulation to my hard nipples as my breasts are large enough that my nipples sort of rub against my partner’s stomach and thighs in this position. I have very sensitive nipples and can orgasm from stimulation to them alone, so this works well for me.

Plenty of arousal and stimulation is possible while pegging, trust me. The biggest challenge to orgasm while pegging, for me personally, is that I’m too focused on the task at hand. I orgasm best when my mind is specifically in that place. It’s a head game for me, and while I’m pegging, I’m focused on my partner’s body language, vocal queues, and his pleasure. It doesn’t mean I’m not enjoying myself, but my own orgasm is not my main concern.

Also, pegging is very hard work. It can be strenuous when we are really fucking at a fast and hard pace, which in my experience, is what most men want. There is a time and place for gentle seduction, but in the end, they want to get ass fucked like a little bitch. I’m kidding about being bitches, but…seriously, men like it hard and fast. We do not have a natural feel for what’s happening down below because there are no nerve endings in our dildos. And, we are paying mind to lubrication, adding more lube as appropriate. All this work might seem obvious, but for those new to pegging, it might not be as inherently understood.

I have no problem delaying my own orgasm for my partner’s when I’m pegging. Every women is different and will want different things, but I personally like to orgasm after my partner has finished and is reduced to puddles. My favorite way to orgasm after pegging is to pull out, clean up a bit, give him a minute to compose himself, and then lay next to him and masturbate while he sucks my nipples or just plays with them softly with his hands. Usually he is so exhausted he can’t really do much, and that’s okay with me. For whatever reason, I find it a huge turn on to make him cum hard and then take my pleasure and orgasm into my own hands right next to him. It’s another layer and level of control I suppose.

So, as you can see, it’s a tough question to answer for all women because every woman’s orgasmic responses are different. I like what I like and your pegging princess will like what she likes. The key is open communication, trust, and trying it all until you find the combination that clicks for both of you.

Good luck out there, and keep the questions coming! Thanks again to Follower 20 for this thoughtful question.

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8 years ago