pariscowboy92

Gentlemen, perhaps you have found your way here from links on the internet somewhere and you were intrigued. Or perhaps your lovely SO has mentioned that she’d like to explore your ass. Only one problem – you have never done ass play. Like, in your whole life. Never. Not so much as a finger. It’s okay. Just keep reading…

Ass Play – Where to start?

The best way to learn about your sexuality is to explore your own body. Masturbation is an excellent example. Since you have played with your cock enough to get it down to a fine art, you are much more knowledgeable about what turns you on and what doesn’t, which helps in communicating the finer points of your sexual preferences to your partner. So it stands to follow that the best way to begin finding pleasure in your ass is to explore it yourself, first.

If, at this juncture, you are sort of freaking out, that playing with your own ass somehow makes you gay, read this and listen to this.

Cleaning out to avoid a mess: Many men find that all they have to do is make sure their bowels are empty before playing, and there’s no problem. This works best if you have a good diet with enough roughage and you are relatively young – I’m going to guess, and say under 40. Typically, feces do not sit in the rectal canal. Rather, they stay up in your colon and periodically get released into the rectal canal, and your body gives you the message that you have to go.

If you want to rinse out in the shower to be sure you are cleaned out, you can just buy a fleet enema and empty out the contents without using it, then fill it up with water from your shower. Put small amounts of water (like 1/4 of the bottle) into your ass and expel it, repeating until the water you expel is clear. You are not trying to give yourself a complete enema – just rinse out the rectal canal. Then wash just the exterior of your anus with soap and water. Easy peasy. You are good to go.

If you want more  information about staying clean, read this

Fingernails: Make sure your nails are trimmed and rough edges are smoothed, and/or use gloves (which can help with clean up as well). The lining of the rectal canal is delicate and can tear easily. You don’t want that to happen, so you should never use anything with sharp edges for anal play, including your fingers!

Lube: Lube is an absolutely essential component to enjoying the exploration of your ass! (And please don’t let any stupid porn video make you think otherwise – spit is not lube.) You can use coconut oil, just be sure to put down a towel because it can stain. Also, take a small amount out and put it in a small bowl or on a plate because you don’t want to stick your fingers back in the jar when they have been in your ass and you suddenly realize that you need more lube.

Or, you can get what I consider to be the best anal lube out there – Sliquid Silk Hybrid lubricant. Completely body-safe, no bad ingredients, lasts a decently long time, doesn’t dry out and get sticky. Amazing stuff. Excellent company.

So now you are cleaned out, fingernails trimmed, and you have your lube. What next?

Position: The position that you find the most comfortable to explore your ass in is very individual. Explore a few and see what works best for you. You need to find a position that is comfortable for you so that you can really relax. Laying on your side with one leg drawn up, on your back with your legs up, on your hands and knees, or sitting back on your knees – those are all positions men talk about. Consider using pillows to support your body. I have even heard a man say his favorite position was…sitting on the toilet! That sounds decidedly not sexy to me, but it works for him. Above all, comfort is important. You need to be able to relax.

Turn On: Get yourself turned on in whatever way works best for you. Porn videos on your phone, fantasizing your favorite scene, reading erotica, jerking off, playing with your nipples or your balls, whatever works. The reason why this is important, is because once you start playing with your ass, it will feel better and you will have an easier time finding your prostate if you are already turned on. It swells with prostatic fluid and becomes more sensitive.

Outside First: Your mantra here is going to be go slow. So you want to start massaging your perineum, the area between your anus and your scrotum. Many men love having this region touched, as it is an indirect stimulation of the prostate. Next just massage your anus, around the rim and back and forth and whatever feels good. If you push on the anus without entering, it will encourage everything to relax.

Inside Next: When you are ready, make sure your finger is well-lubed, take a deep breath and as you breathe out, push out as if you are trying to have a bowel movement (don’t worry, if you have cleaned out, you won’t). This allows the sphincter to open and your finger should slide in fairly easily. If it starts to feel uncomfortable or you feel pain, back off and give your ass more time to open up. Don’t rush your ass! Again, go slow. Sit there for a while and just get used to the new sensation. Initially, the only thing you might feel is like you have to go to the bathroom. That will pass. But many of you will already be thrilled with new and very pleasurable sensations.

prostate massage

Locate Your Prostate: Your prostate is located about 2 inches inside, towards your belly button. Exact same location as a woman’s G-spot, if that helps. The prostate is about the size of a walnut, and is easier to find the more turned on you are. Some men will know as soon as they find it. Other men won’t be able to feel anything at all. Once you’ve found it, experiment with what feels good. Gentle pressure? Stroking? Rubbing in circles? Quick in and out? On and off pressure? Just remember not to aggressively poke the prostate. It is a gland and you don’t want to bruise it.

From here, just explore, and discover what feels good to you!

Some Cool Things to try:

Jerk Off: Most men report that an orgasm from combined prostate stimulation and penile stimulation feels about 10 times more powerful than a normal orgasm. Jerk off while playing with your ass and see what happens! As a side note – do not be concerned if you are unable to attain an erection while you are playing with your ass. This is completely normal. Some men have erections that come and go, some men stay hard the whole time and some men can’t get hard at all. All of those are completely normal.

Prostate Massage Only: Alternately, use your fingers or a toy and only massage your prostate. Some men say that they really don’t enjoy concurrent penile stimulation with prostate play, that it somehow distracts them from the amazing sensations they get from the prostate, because it’s a different type of sensation. You might be one of those guys! And some men can even orgasm from prostate stimulation alone, as well as enjoy multiple orgasms (so if you are still reading and were wondering why you should try this…there you go).

Butt Plugs: Will stimulate your prostate and can be worn during many activities. Intercourse, oral sex in either direction, foreplay. Watching a movie with your SO or out to dinner with her. Making a quick trip to the store and wanting to have a more fun experience! No one will ever guess the reason for that big smile on your face. You are limited only by your imagination. And by the toy. For longer term wear, I suggest the Njoy Pure Plugs or the Tantus Ryder Anal Plug. Both of these choices are designed so that the base sits between your ass cheeks more comfortably, and the differential between the widest point and the neck is large enough so that the plugs stay in more easily.

Prostate Toys: Some men find using their own fingers awkward. If you are not flexible enough, your arms are short, torso is long, fingers are short, prostate is further in – there can be a lot of reasons – your ass can be difficult to reach, which makes finding your prostate nigh impossible.

In that case, or if you just want to take your ass play to another level entirely, I recommend four different toys. The first two do not offer vibrations and the second two do. Vibrations are a matter of preference – some men don’t like them at all and say it makes everything sort of go numb. Other men say they can’t really get much pleasure from their prostrate until they use a vibrating toy. Experiment! Remember that anal toys must have a flared base to be safe, and make sure they are not toxic!

Aneros Helix Syn: When inserted, this device is designed to provide hands-free prostate stimulation by clenching your anal sphincter. It’s a great toy to wake up that area of your body to the pleasures that are possible. And some men find they can orgasm hands-free while using it! This is a great toy for beginners. And should the opportunity present itself, it can be worn during intercourse with explosive results!

Njoy PurewandThe curve, length and shape of this toy is absolutely perfect for prostate stimulation, solo or with a partner. Makes your prostate easier to reach, and longer ass play sessions are almost effortless because of the weight of this solid stainless steel toy. Designed by an engineer with a love of ass play, this toy gets rave reviews across the board (and is amazing for G-spot stimulation, too). The Purewand has a smaller end and a larger one, in case your ass starts craving something a little more at some point. The smooth metal will hold heat, and feels delicious warmed up by running hot water over it (not too hot!).

Lelo Loki and Loki Wave Prostate Massagers: If you like vibrations on your prostate, these are the Cadillac of prostate massagers. The curved design is perfect for reaching the prostate, and the variety of vibration patterns and intensity levels allow you to adjust this toy to your own preferences. Pretty quiet, too! Rechargeable – never worry about batteries again. The size is just big enough to be effective but not large enough to challenge. The Wave practically does all the work for you!

Aneros Vice: Another excellent toy that offers vibrations for anal play is the Vice. It’s a beautifully designed piece of equipment, the shape is made to rest right against your prostate. The removable vibrator is machined steel and packs a punch. Three vibration patterns with 3 levels of intensity. Uses one AAA battery. Just as quiet as the Lelo Loki. A of mine says this toy is so intense that he only uses it once a month and the neighbors hear him yell when he comes.

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Have fun playing with your ass! Just remember….

Cardinal Rules of Ass Play

No Numbing Agents!

Not Too Fast

Not Too Big

Nothing Sharp

Plenty of Lube

Anal Safe Toys

 

 ©Ruby Ryder

 

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Reassurance for the Men

Gentlemen! Are you a little concerned that you enjoy ass play? Here’s my message for you. It’s all going to be okay, really. Just click the words above and have a listen…

This comment was left on the article “Do Women Love Pegging?” This woman’s experience is not unique. I thought it needed front page exposure.

Ruby, I can’t say I enjoy this site but I am glad you give real advice, nowhere else to turn. My bf and I are having some problems with pegging. I agreed to do it once and hated it completely. I thought once I gave in and at least tried (like I’ve noticed you tell so many women to do) he would at least respect me for trying. Wrong. He talks about it constantly, even more than bjs or vaginal. I wasn’t really turned off by the anal stimulation itself, but the fact that he loved sucking on a dildo really bothered me, that’s taking it a lot further than just stimulation, that’s wanting to suck d*** which is very gay-curious.

So please Ruby as much as you want to tell women this lifestyle is healthy and normal they need to understand that once you open Pandora’s box, you can’t close it and you might not like what you find out. Finding out your bf enjoys sucking and taking something that for all purposes is a penis can be a huge turnoff, especially if it interests him more than a vagina.

Thank you very much for leaving a comment here. I’m sorry to hear that your first time of pegging did not go as well as you both hoped it would, and seemed to be very upsetting for you. Perhaps I can help.

My response is going to be pretty long, and I am going to post this on my blog as well as talk about it on my next podcast, because it’s so important for my listeners to hear. There are definitely other women out there who have had experiences just like you did; you’re not the only one.

I hope you find this information useful. Please understand that pegging isn’t for everyone, and it might not be for you. I’m not trying to talk you into it. Just trying to show you the other side of the picture a little, to hopefully help you understand his point of view.

I wasn’t really turned off by the anal stimulation itself, but the fact that he loved sucking on a dildo really bothered me, that’s taking it a lot further than just stimulation, that’s wanting to suck d*** which is very gay-curious.

So, let’s talk about your assumption that your boyfriend is “gay-curious” because he enjoyed sucking the dildo. First of all – if he is anything other than heterosexual (straight), it’s going to be bisexual – because if he’s fucking you, he is not gay. Gay is if he enjoys men only. Now…Imagine two lesbians who do strap-on sex. If one of them enjoys sucking on the dildo, does that mean she really wants a man? Of course not. I don’t know if your boyfriend is bi-curious. I assume you two have talked about it in the context of your concerns about trying pegging. If he said he’s not, I’d believe him. If you didn’t talk about it, you need to do that and to express your concerns. Pegging is an act, not an orientation. Sure, the equipment you are using resembles a penis, but go back to that lesbian example – it doesn’t necessarily mean he wants a real penis. Ask him.

Sucking the dildo could be something he did because he thought you would like it, in the context of the role reversal experienced in pegging. Let me explain. I have heard more than one man tell this exact story – that when first faced with his girlfriend/wife wearing a strap-on, it is so exciting, because usually he’s been fantasizing about it for a long time, that he doesn’t know what to do. So his first thought is, well if that was me standing there, what would I want? I’d want to have her suck on my dick! So he proceeds to do that and freaks out his partner. She thinks – what the hell? I can’t feel it and is he just pretending I am a man? ‘Cause this feels really screwed up! I get it. I’m not a fan of my partner sucking on the dildo so much. To me it seems pointless, because I can’t feel it and it does nothing for me. But if it does something for him, then it’s more fun for me.

Consider this – many of us have fantasies that are always going to remain fantasies because it’s not something we really want in real life. It could be that it turns him on to think about it but he would never in a million years want to actually do it with a guy.

Also, consider this. If he wanted to be with a man, it would be SO much easier to go have sex with a man than go to the trouble to convince you to try pegging, right? He wants to do this with you.

I agreed to do it once and hated it completely. I thought once I gave in and at least tried (like I’ve noticed you tell so many women to do) he would at least respect me for trying.

Your phrasing is painful to read. You “gave in and at least tried” but seem to have already been anticipating never doing it again and expecting him to respect you for trying and to then leave you alone about it. That’s no way to explore new sexual territory with your partner. It’s a guaranteed failure. If you are at least neutral about trying something, that can work, but it doesn’t sound like you were. And whether that was because you had fears about him being bisexual or that pegging him would fan the flames if he was, I have no way of knowing.

He talks about it constantly, even more than bjs or vaginal.

Imagine if you suddenly discovered that you could have an orgasm 10 times more powerful than anything you had ever experienced. That’s what an orgasm is like with a combination of prostate and penile stimulation. So if you discovered that intense level of pleasure, wouldn’t you want to do that…a lot? Or imagine that you discovered that if your boyfriend stimulated your G-Spot with his fingers or a toy that it could give you a total blow-your-mind, full-body orgasm. Wouldn’t you be eager to do it a LOT? And he might be sitting there going….what about my dick? What about regular intercourse?

So…when men first experience pegging, their enthusiasm for it can be an issue for some couples. And it’s not just about the level of pleasure, it’s also about experiencing sex in a completely different way that allows them to be vulnerable and to open up and receive. It does kind of blow their mind.

My advice for couples who have this issue is to schedule regular pegging, and I am not even kidding. Otherwise, every time they head to the bedroom, he’s hoping she will peg him and she’s pissed off because it feels like that’s all he ever wants. If you schedule it, he can relax and know he’ll be getting it regularly, and you can relax and not feel pressured every time you have sex. Plus, pegging requires some preparation for him, so scheduling helps that, too. Tell him that his continued interest in rocking your world sexually in all the ways he usually does is the price of admission to regular pegging land.

So please Ruby as much as you want to tell women this lifestyle is healthy and normal they need to understand that once you open Pandora’s box, you can’t close it and you might not like what you find out. Finding out your bf enjoys sucking and taking something that for all purposes is a penis can be a huge turnoff, especially if it interests him more than a vagina.

It sounds here like you are saying you now have proof positive that your boyfriend is bi-curious, because of one session of pegging where he enjoyed sucking the dildo and getting fucked by it. The dildo was attached to your body, right? Which I assume has breasts and a vagina? Unless you have talked with him about the bi-curious thing and he has said, “Yes, I am bi-curious”, you are making incorrect assumptions about your boyfriend’s orientation (remember the lesbians!). Pegging doesn’t magically turn a man bisexual and he suddenly starts craving hairy, muscular bodies. Not the way it works. If he was bi-curious to begin with, it might arouse his curiosity a little more, but straight men don’t turn bisexual because of pegging.

…Interests him more than a vagina…

I imagine that feels quite painful, and you need to tell him how it feels to you. In fact – take some time and calmly talk all this through, that would be my advice. Tell him you feel like he’s obsessed with pegging now, that that’s all he wants to talk about and he isn’t interested in your vagina anymore.  Tell him that sucking the dildo really turned you off and freaked you out and tell him why. And then talk with him about his orientation – don’t accuse him of being gay because he sucked a penis-shaped object and had it up his ass. Lesbians fuck each other’s vaginas with penis-shaped objects, too – are they straight? Talk with him about it calmly and ask him if there is any part of him that is bi-curious. That’s the only way you are going to get open communication is to…communicate openly. Otherwise, you can assume anything you want and agonize over it as much as you want, too. And it could all be for nothing.

If he is bi-curious, then you need to figure out what that means for your relationship and go forward from there. But at least you won’t be sitting there accusing him of being bisexual because of something that happened with a sex toy when you two were in bed!

Good luck to you both. And if you feel so inclined – we’d all love to hear what happens.

Ruby Ryder

In the time that I have been enthusiastically exploring and learning about pegging, I’ve learned so much about what it feels like for a man to have a woman slip a dildo inside him and fuck his sweet ass. I did learn from practice, often the best way to learn. But I also participated in many forums online where men waxed poetic about getting pegged….sharing information about how it feels, what positions are best for the most pleasure, what kinds of orgasms they have experienced and the particular sensations associated with each. In all of my explorations, conversations and discussions, the same theme kept coming back over and over. Pleasure, pleasure and more pleasure.

So let me formally and unequivocally answer the question posed by the title of this article…

Yes, Yes and Yes. Oh….and Yes.

And…OH!! YES!!

Okay…there will of course be the occasional man who does not get a thrill out of pegging…because people are delightfully diverse. Bodies are different, emotional makeups differ and sexual openness will vary. There will also be the occasional man who hates even a finger in his ass because it hurts, or even if it doesn’t hurt ass play is just not his thing. They are out there. But for the overwhelming majority of men…it feels incredible. Really incredible.

Reassuring the Women

If you are a woman reading this and you have doubts about pegging your husband/boyfriend/significant other because you can’t see how he could possibly enjoy it…please, do read on. I have become a firm believer that the only way to be good at giving anal sex is to receive it. Many women have been on the receiving end of bad anal sex. You know the kind. The well-meaning inexperienced guy shoves his spit-on cock up your ass because he doesn’t have a clue that you can’t treat an ass like a vagina (that’s what they do in the porn movies, right?)….and it fucking hurts like hell…so you never, ever want to have anal sex again…ever. I know this happens more than people realize. So maybe years go by…and now a guy is asking you to fuck him in the ass? I see how you could be confused. Here’s the secret:

Anal sex done correctly does not hurt.

Without going into the specifics of how to peg your guy (that is elsewhere on this website), what I want to make sure that you realize is that not only will it not hurt your man if you do it right, there is a very good chance he will be over the moon, singing, swooning and having orgasms more intense than anything he’s ever experienced! So if you have found your way to my website because your guy is asking you to peg him…chances are he may have already found out on his own that anal stimulation feels amazing or he’s heard that it is and would love to explore with you. Awesome – one more way to experience intimate pleasure as a couple. Keep reading.

Why does Pegging feel so good to men?

Two words. Prostate gland. Direct stimulation of a man’s prostate gland can feel as good as a woman’s G-spot feels when stimulated. Really. So yes…it can absolutely bring a man thrilling, orgasmic sensations as well as actual orgasms with stimulation of his cock and sometimes even…without touching his cock at all.

Reassuring the Men

If you have found your way to this website you may be one of the incredibly lucky men whose woman has actually approached you with the idea of pegging. And yes, you are quite fortunate. Or perhaps you have heard or read about the potential pleasure involved and just wanted to learn more. No matter how you got here, if you are at all questioning whether strap-on sex can be enjoyable, rest assured that it can indeed bring you exquisite pleasure and is well worth exploring with your partner. You have the potential to delight in orgasms ten times more powerful than anything you have ever experienced , orgasms that produce prodigious amounts of come. Some men can orgasm without touching their cock, and those “hands-free” orgasms can not only be the most exquisite of all, some men attain multiple orgasms that way as well. How could you possibly read all that and not at least give it a try?!

Yes, Pegging feels…incredible. And here’s a Newsflash:

Women can orgasm from pegging, too.

 

What the Men Say About Pegging Orgasms

“The best way I know to describe it is very close to a female orgasm. They start in my tummy/pelvis and radiate through my body in wave after wave of pleasure. No, I do not experience any kind of ejaculation either. Many times I am left lying there limp as a rag doll.”

“I haven’t had many experiences but every time a woman has used her strap-on and taken my ass…I’ll get super hard and cum very hard too.”

“I have very strong to the point of shaking orgasms and just a gusher of cum, hit the ceiling strong.”

“I absolutely can orgasm, in a very non-male way.. no ejaculate… As described by a few others, it’s sort of a mind/brain short circuiting body sensory meltdown.. I shake and quiver uncontrollably, breath very short and rapidly, and become incredibly sensitive to sounds and touch… This can go for several minutes (in one case), but usually only lasts 30-60 seconds… When it’s done I feel like I’ve run a marathon.. Exhausted and quivering… It leaves my mind cleared out like shaking an etch-a-sketch… Sign me up anytime for more :)”

Ya know, I’m very skeptical… So much BS spread around… I decided to try this and prove you all wrong… I fired up my fucking machine with a moderate dildo, and ran it for 25 minutes… Nothing… Then I recalled a few prostate orgasm videos which showed what everybody is talking about.. Watching the technique and pressure they used, I decided to try a firmer, plastic g spot vibrator…after a few minutes, the feeling grew intense, and all my muscles involuntarily tense and I let out this deep throated groan losing all control.. The muscles released, and I was panting for my breath.. A few minutes later .. The same… 4 times in 20 minutes… I can only conclude they were anal orgasms… No ejaculate.. Just extreme contractions…I can’t wait to do it again… It truly happens… Amazing experience…I’m a believer!

Kudos to those of you who allowed me to use your comments here. Thanks for sharing descriptions of your orgasmic pegging experience with us and here’s hoping it convinces a few of the curious to give it a try.

Note: Pain is an indicator. If you experience pain with anal stimulation despite slow exploration with small fingers/toys and plenty of lube, get checked by your doctor just to make sure you do not have a medical condition that needs attention.

23. October 2013 · 14 comments · Categories: Blog · Tags: ,

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Attention Anal Newbies

Is he new at receiving ass play? Are you new at giving it?

Here are some suggestions for you women who want to begin to explore your man’s ass before donning that strap-on and going for the pegging.

 

Preparation

  • Brush up on your in-bed communication skills if you need to because the most important part about all of this is to stay in communication with each other.
  • Look at a map of the prostate gland and get a general idea of where it is located.
  • Make sure your fingernails are non-existent. Or push cotton balls into the fingers of a glove with a pen and wear the glove.
  • He needs to be fresh out of the shower. Exterior – Simple soap and rinse of his anal area will leave it clean for play. At this point you need to take into consideration the sensitivities of the couple. If either of you are freaked out about encountering a small amount of fecal matter he can rinse his rectal canal with this or this (emptied out and refilled with plain water) while in the shower.  An enema is not necessary. If you are both less sensitive to that and are okay with that very occasionally being part of the territory he can skip the rinse out and just make sure his bowels are empty. Have wipes or towels handy and you are golden!
  • Don’t be drunk or significantly altered, be fully present. Limit yourself to one drink if either of you need it to relax.

 

Getting down to it

  • Remember to have fun and don’t rush.
  • Do some foreplay before going straight for his ass. (It’s his turn for foreplay!) Kissing, a little bit of a blowjob or handjob so he’s hard and excited; in a state where normally he would be ready to fuck you.
  • Then, he needs to lie down and relax. Face down with a pillow underneath his hips is usually most comfortable for him to receive and you to explore.
  • Rimming if you are into it is a great way to start. It feels amazing and is a great precursor to anal exploration. The tongue feels so warm and cozy that you just want to open up your ass and let it in. This is good because that’s exactly what needs to happen. So have fun with the rimming if you’re down with that.
  • Get out the lube and apply liberally
  • This next part use gloves if you have fingernails or if you just prefer them for anal play.
  • Play with his ass with one finger pushing in just a little ways and then back out, slowly. Do that for a while. Sometimes he will ask for more. Gradually push your longest finger into his ass all the way. Remember where the prostate is; in this position it is in and down. You should just be able to reach it with your longest finger. You are trying to feel a round firm place about the size of a walnut. It is easier to feel if he is aroused. Stroke it don’t poke it! (Credit for this line goes to The Ultimate Guide to Prostate Pleasure by Charlie Glickman and Aislinn Emirzian). Sometimes it is hard to find so don’t worry if you can’t locate it right away. The more excited he is the easier it will be to find because it begins to fill with fluid. (Rare, but some women cannot reach the prostate because their fingers are not long enough.)
  • While your finger is inside him you can put your thumb on his taint and push or rub gently there, too. This basically lets you stimulate the prostate from inside and outside.
  • Experiment gently with faster, slower, stroking in different directions, firmer or softer pressure and get his feedback about what he likes best. Try to get really good at exactly what he likes best.
  • If it is comfortable for him, gently and slowly push in another finger. When I say slowly, I mean centimeters at a time. You can use your other hand to play with his balls, rub his ass or his back. Keep it sensual.
  • Instead of continuing to push your fingers in relentlessly, stop when you sense the pressure is too much or he asks you to wait for a bit. Back out and than go back in. Tease his ass; giving him a chance to open up more.
  • If he cannot take another finger, he might want to stop there and continue exploring the next night (or day). This is perfectly okay! More time for anticipation and gradual exploration.
  • If he’s had enough ass play – then continue your play in your favorite way. Afterwards talk about how the ass play felt, what you both liked best, if there was anything that you didn’t like and ask questions if you have them. Talk about what you want to try next time.

 

If he wants to keep going

  • You can either use a small toy or a dildo, whichever you have. No larger in diameter than 1.25″, smaller is fine. Make sure the toy is anal safe with a flared base and non-toxic. Hold it in your hand – it’s too soon for the harness.
  • Reapply lube. (Do this often with fingers and toys, whenever you even think you need it. Anal penetration feels so much better with a lot of lube.)
  • When you penetrate his anus with the toy, once again go very slowly. Initial penetration technique is important so listen up – Push until you feel that resistance or he says to wait and then stop pushing. Do not back off and do not push forward, just stay there. This is important because when his sphincter opens if you are still pushing forward you can all of a sudden push it abruptly all the way inside him – not fun. Perhaps you’ve had that happen to you?
  • If you can feel him pushing back to meet you, you know that it’s okay to go forward.
  • Do not bottom out hard – this can feel bad in the beginning. Depends on how long your toy is and how much his ass can handle. Don’t be in a hurry to push it all the way inside him; his prostate isn’t that far in anyway and that’s usually where it feels the best.
  • Once in, just hold it there for a bit – 30 – 45 seconds or so. Let him get used to the feel of it.
  • Begin to stroke in and out very slowly
  • Talk to him – feel okay? Do you like me fucking your ass? Do you want more? Keep it sexy instead of clinical.
  • Remember where the prostate is. Experiment with changing the angle of the toy to see if it will feel better in different positions (this is what men who are good lovers do when they are fucking you).
  • At this point he may want to get up on his knees so that he has more freedom to move and add to the motion.
  • DO NOT WORRY if he is not hard. If you are concerned whether he is having a good time or not – just ask.
  • Talk to him. Keep going? Harder/softer/faster/slower?
  • Ask him if his cock wants attention (if he hasn’t already got it in his hand). Many men say yes – some say no because cock stimulation interferes with the sensations of the prostate for some men.

 

If he wants cock stimulation

  • Here you can decide to keep going and give him a handjob (if he wants that or wants to do it himself) or have him turn over and lay on his back for a handjob/blowjob. He may be ready to turn over if he’s been on his stomach and/or knees a while.

 

If he stays on his knees

  • You can either kneel on the bed on one side of him so that you can use the dildo and stroke his cock more easily or you can stay behind him and reach around for his cock – whatever works.

 

If he turns over

  • Your position will be on your knees with your legs spread so that your knees are on the outside of his hips and under his bent knees. This position will give you a balance point so that you can use the dildo with one hand and give him a blowjob or handjob with the other. Again – if he wants to stroke his own cock – rock on.

 

An Orgasm in Not Necessary

  • Just go with whatever feels right for him. Some men cannot get hard or orgasm when something is in their ass. Some men get rock hard the moment anything is in their ass. Don’t make orgasm the goal, have it be about the pleasure of the exploration, the fun of trying something new and the amazing sensations you can find along the way.

 

Here’s why I went into so much detail with this topic. Because when you finally strap on, ladies, the learning curve is steep because you were not born with a cock. You don’t know how to move, balance, make it do what you want. Takes practice. So if you take the time to explore your man’s ass in the manner described above, you will already have a sense of what you are trying to duplicate with your strap-on because you’ve figured out what he loves with your fingers and holding that dildo in your hand. That is why these steps are so important for pegging newbies!

Sure, you can just go down to the local toy store and get some equipment, come home and dive in and it might turn out okay or it might turn out badly. The thing is, you will both be missing so much potential pleasure. Sexual exploration is not something to be rushed. It is best done relaxed, playfully, curiously, with lots of communication and luxuriating in every moment of new sensation.

 

©Ruby Ryder

 

Strap-less Strap-ons, Harness-less Strap-ons, Double-enders or Doubles.

I’ve seen them referred to as all of the above. There are a number of manufacturers who makes these babies and they vary quite a bit. Let’s take a look at what’s out there….

 

Realdoe pic

Feeldoe/Realdoe

The Feeldoe is perhaps the most well known and has a smooth shiny finish. They also manufacture the Realdoe, which basically looks more realistic in color and shape and has a matte finish. The Feeldoe is offered in varying sizes; Classic, Slim, Stout and More. The Realdoe is offered only in Classic and Slim (same measurements). Both models are offered with vibes and without. The vibes are not strong but some women enjoy them. The material used is 100% silicone. These dildos are quite firm – too firm for some users who prefer a softer, more gentle anal experience. The firmness of the toy does make penetration easier, however and can also make it easier to stimulate the prostate effectively. Some say the angle is not quite right for pegging. (Some say the angle is better for lesbian strap-on sex.) Other users have no such complaints and love their Feeldoe! The Realdoe is about the size of the Feeldoe Classic, and Realdoe Slim is about the size of the Feeldoe Slim. Made of a softer silicone than the Feeldoes, with a matte finish.

 

 

 

 

Fun Factory Share XS
Fun Factory Share
Fun Factory Share
Fun Factory Share XL

Fun Factory Share

The Fun Factory Share comes in 3 sizes, the regular size as well as XS and XL. The matte finish on these toys means that when it’s time to reapply lube – don’t wait because it can be irritating on the tissues rather quickly. These toys are softer, have more give to them and are a bit heavier that the Feeldoe line. Some users complain about the floppiness. They are 100% silicone. The bulb insertion is larger which presents a problem for some women but is exactly what others prefer to keep it in more effectively as well as have more sensation on their G-spot. The XL seems to be quite a challenge size-wise for most receivers!

XS – Lengths of inserted parts: active part: 3.9″ passive part: 5.5″

Diameter – peak active part: 1.37″ toy-peak passive part: 0.89″

Share – Lengths of inserted parts: active part: 3.4″ passive part: 6.3 inch”

Diameter – Toy tip active part: 1.5″ Toy tip passive part: 1.38 ”

XL – Lengths of inserted parts: active part: 3.4″ passive part: 7.1″

Diameter – Toy-peak active part: 1.49″ toy-peak passive part: 1.37″

 

 

 

 

Nexus Senior

Nexus Junior

Vixen Nexus

Another softer and more flexible double-ender, the main difference between this toy vs the Share and Feeldoe is that it was never intended to stay in without a harness. It was always intended to be used with one. The Nexus is offered in 2 sizes; Senior and Junior. A vibe option is not offered. Criticisms are that it is too floppy, but some say this can be a good thing for positions that are not a “straight shot”, so to speak. This is another toy made of 100% silicone. The base of this toy where the dildos are joined can provide nice cushioning for those hard thrusting couples.

Senior: Curved side: 5-¼” x 1-¼” Straight side: 6″ x 1-¾”

Junior: Curved side: 5″ x 1-¼” Straight side: 5-¼” x 1-¼”

 

 

 

 

Happy Valley Tango

Happy Valley Tango

Tango – 6 3/4″ x 1 3/8″ and 4 1/2″ x 1 5/8″.

Love the name. I had not heard much about the Tango, but find that it’s sold in a couple of big name on-line retailers. Described as firmer than the Nexus but softer than the Feeldoe, some people say that the Tango takes all the best parts of the other models and puts it into one toy. This toy is 100% silicone and comes with a vibe. Can’t wait to hear more..

Update: It was time for Ruby to get a double-ended dildo and she chose the Tango. Partly for the reason that it is touted as taking the best parts of all the others. I used it with the Spare Parts Joque harness. My partner enjoyed the feel of the Tango and it was not either too firm or too floppy. The size was good for him, even though he tends to be somewhat tight.

The bulb end fit nicely inside me, not too tight or too loose. Felt great. The vibe placement was excellent. Between the G-spot stimulation from the bulb and the vibe I had a lovely time. I did remove the weak bullet vibe and replace it with a WeVibe Salsa (below). Pricey choice but an excellent one. Love that little vibe; it packs a punch! Plus it is easier to get out of the dildo because it’s a little longer. The Salsa is totally rechargeable, too. Forget about the batteries.

 

WeVibe Tango

WeVibe Tango/Salsa

A Word About Bullet Vibes

The bullet vibes included with these toys are not very powerful. I recommend the rechargeable WeVibe Tango/Salsa bullet vibe (3″ x .625″)as much more powerful replacement. The Tango/Salsa is a tad larger than the standard bullet (2.25″ x .5″) and will stick out a bit, but that does not get in the way, and is actually easier to pull out of the dildo when you are done. The Tango and Salsa are the top of the line bullet vibes – strongest, rechargeable (no batteries!), 8 different vibe patterns and it’s waterproof! The difference between the two is that the Salsa has a typical rounded tip and the Tango has a lipstick contour tip.

 

Not Strapless!

You have probably heard me rant about this a fair amount – but I can’t write an article about double-enders without mentioning the “strapless” part. For heterosexual couples who are using double-ended dildos for pegging, which I assume most of you reading this here at Pegging Paradise are, it is very rare to not need a harness. (This apparently is not the case with lesbian strap-on sex.) So if pegging is what you are doing, just ignore all the ‘strap-less’ or ‘harness-free’ claims…and feel free to admire those fetching pictures of women wearing a double-ended dildo and nothing else, but do not take them for reality.

Why is this so? Kegel muscles, no matter how strong, cannot compete with anal sphincter muscles. In addition, when a woman gets turned on and juicy – that is one more challenge to holding the toy in. Do not fall for the “if she has strong enough Kegel muscles she can keep it in” reasoning. The vast majority of women cannot use these toys without a harness so there is no need to feel less-than or like you don’t have strong enough muscles. Needing a harness for pegging with a double-ended dildo is completely normal.

 

A Word About Lesser Doubles

I am not going to give serious discussion to toys like a long large jelly worm that you are supposed to stick in both people. Those toys are toxic and cannot be sterilized. Do not waste your time or money…and your health. There are a few others out there that cost less but you will likely find they are made of sub-standard materials. Do your research well if you are considering buying one. Make sure it is 100% silicone, phthalate-free and can be sterilized.

Update – there are now doubles like the jelly worms but made of silicone!!

Fun Factory Wave
Fun Factory Sonic

Update – New 100% silicone Double-ended dildos!
Vamp Silicone Duetto
BSisnice Olga
Wet For Her Four

 

Whichever toy you use – please write and share your story…contribute to the collection of knowledge about pegging equipment so the next group of beginners can benefit from our trial and error.

As always – happy pegging!

 

Yes, there are indeed many women who love pegging. All women are different and their specific reasons for enjoying strap-on sex are as many and varied as the individual women are. Some women enjoy pegging as another tender, sensual addition to sweet lovemaking. Some like to combine it with other kinks (and those are many and varied as well). Certain themes rise to the top when women talk about why they like pegging. The vulnerability of the man. The taboo aspect. The pleasure of running the show. The fascination of sexually switching places. The deepening of intimacy.

I most definitely love pegging. I know, no surprise there!

But what is it exactly that turns my crank when I don a strap-on and peg my guy? My, my, my…so many things.

The Pleasure Principle

More than any other reason, I love to peg a man because it brings him so much pleasure. Some time ago I had the privilege of introducing a new  lover to pegging. After he came exquisitely hard in his hand while I sunk deep inside him…he gasped, “I had no idea!” I love the cause and effect of watching a man’s body react when I thrust inside him. I love the moans and gasps I can elicit. Pegging allows me to actually be inside him giving him pleasure, which is a thrill in itself; the only time in sexual play that I get to do that. But mostly…I just love to put a man in ecstasy with my strap-on.

Open up, Baby

There is a vulnerability that is necessary for a man to be penetrated. I don’t really see that with vanilla sex. A softness in his face. His eyes become a little unfocused or they close. I love that vulnerability. I love to see a man purely receptive and open…it is a rare and beautiful sight. That vulnerability makes me want to gather him in my arms and fuck him sweetly and continuously until he comes with cries of passion.

Happy at the Helm

I love…running the fuck. I am in control. I can tease him…or pound him…until he begs for release or respite. I can change the angle of my toy just a bit and know it’s driving him crazy with pleasure. Or I can stay still, buried inside him and drive him crazy with wanting more. I am wearing the dildo, so I get to decide.

Forbidden Fruit

I love the taboo aspect of it. I mean, as taboo thrills go – fucking a man in the ass with a strap-on dildo is like the Dubai Tower of illicit sex thrills for me. But also there is the whole ass thing. Sadly, asses suffer from widespread discrimination. People who are happy to dress up their derrière  in sexy articles of clothing designed to attract widespread attention…would never think of  undressing that ass and actually taking it for a drive to see what it can do! Asses are often thought of as a dirty, nasty place that serves only one function, period. Well, let’s see…dirty? Absolutely. Which is why you wash it really, really well before you start playing with it!  Nasty? Yes! Nasty with a capital N and an exclamation mark. The juicy, titillating, throbbing, aching, fun kind of nasty. …Serves only one function? Well there are many many gay men who would beg to differ…and thankfully a growing number of straight men who have also discovered the joys of anal pleasure. *steps off soapbox*

Deliciously Dissident

Flouting  intolerant opinions is a hobby of mine. Above and beyond the ass itself, a lot people have judgments about pegging, from both sides of the dildo. If you are a man who likes pegging, clearly you must be gay…and if you are a woman who likes pegging, you wish you were a man. I love flying in the face of all those judgments and doing what I want just because I enjoy it. Sometimes I think that I gravitate towards kinkier stuff because there is a part of me that resists anyone telling me what I  should or shouldn’t do, most especially in the realm of sexual exploration. So if people view something as taboo – damn, that might be a hot thing to try! I am a bit of a rebel at heart. Does it give me a charge to know that if I told some of my friends about my proclivity for pegging, they would be shocked? Indeed it does. *smile*

The Visuals

The delectable vision of spreading those cheeks and sinking slowly into his ass…that is one of the hottest,  most amazingly arousing visuals I have ever seen….like, ever. Now I know why some of the kinkier dating sites that have amateur videos are overrun with clips of men holding a video camera pointing straight down as their cock is sinking into their woman who is on her hands and knees…I get it, guys! And from a different position, the look on his face when I am stroking my strap-on in and out…that surprised naked passion sort of OMG-what-the-fuck-are-you-doing-to-me-I-love-this look. It’s incomparable. His hands reaching back to pull his ass cheeks apart. Riding me and stroking his cock. So many visuals! Who says women aren’t as visual as men! If more women tried pegging perhaps the numbers would change.

My Pleasure

Do I get pleasure? Oh yes. Oh God, yes. Dripping throbbing, aching, clenching pleasure…without a doubt. I’m playing with how to orgasm while I am actually pegging my guy. Some women do…and I want to join them in that singular pleasure. There are dildos that offer a vibe in the base that are slated for experimentation…I’ll let you know how it goes. Might take a lot of practice…I don’t think he will mind.

Yes indeed, some women love pegging!.

Ruby Ryder

One of the first questions I hear from ladies who are new to the concept of Pegging is, “Doesn’t it hurt?”

Now these might be ladies who have yet to explore posteriors in any serious fashion – either their own or the posterior of their partner. Yet sometimes I think that reaction is a direct result of their own ass having been at the receiving end of rushed and inexperienced fingers/cocks/toys.

It may indeed be a thrill (for both parties) after indulging in extended foreplay to thrust a cock fast and deep into a slick and wet pussy. Awesome. Just don’t try that with an ass…because all but the most experienced in anal play will probably experience pain, no matter how copious the lube. Key word for anal exploration…slow. Take your time, tease that puckered little hole until you can feel your partner pushing their ass back wanting more. You want them reaching for it, hot for it…because it feels so good. Take…your…time.

So how exactly does one go about teasing an anus? Thought you’d never ask.  Next time…”The Basics of Rimming”.

Thought for the day: Yes, a woman can fuck her man in the ass with a dildo and still be a “lady”. In fact the contradictory nature of combining the two can be seriously hot! “Madonna/Whore” much?

Some prefer their dildos to look realistic. Others enjoy finding one in their favorite color. This is the “Mistress” in shimmering purple by Vixen Creations. 100% silicone. And that’s me wearing it.

Ruby Ryder

A man found my website with the search words:

“i bled after being pegged”

This situation always concerns me. Anal tissues are much more fragile and subject to tearing than, for example, vaginal tissues (where babies are born from). So many people do not realize that care must be taken when approaching anal penetration. A LOT of care. And too many people don’t seem to realize that when I say slow I really mean slow…like half an hour of foreplay, not just sticking your finger in his ass for a minute and then two fingers for a minute and then shoving a dildo up his ass. NO!!!

If you go too fast with pegging, it can definitely cause problems. Bleeding is one of them. If you see any blood while pegging, call it a night, give his ass a rest and try in a couple of days. Usually there will be pain connected to bleeding, too. So some people wonder when to be concerned if there is bleeding. If it’s just a spot or two, no problem. You should still stop the fucking and let his ass recover. If there is more blood and/or it doesn’t stop, a trip to the doctor might be in order. These are the Mayo Clinic’s guidelines for seriousness of symptoms.

For the Newbies

Step-by-step foreplay in my article “Newbie Ass Play”