Transform Your Health With Prostate Massage: 6 Reasons to Try It Now

prostate massage benefits

Introduction

There’s no denying that prostate massage benefits are real. But if you’re like most men, you’re probably skeptical about giving it a try. There’s a lot of stigma around putting things in your butt and enjoying it, but there are truly amazing benefits to having your prostate massaged.

In this post, I’m going to list 6 reasons why you should try prostate massage today. Trust me, once you experience prostate massage benefits as well as prostate massage pleasure, you’ll be hooked for life.

So what are you waiting for? Scroll down and find out just how amazing prostate massages are!

Also, I shouldn’t have to say this, but this post is not to be misconstrued for medical advice. If you’re having pain or other issues, go see a doctor, please!

What Is Prostate Massage?

I’ve been doing prostate massage for so long, that I almost can’t remember the first time I gave one. It was back when I first started as a pro domme, sometime between late 2011 and early 2012. A client asked me if I’d ever given one before, and when I said “no”, he happily instructed me.

At the time, I had no idea what i was doing and was nervous that I’d end up causing more pain than pleasure, but I was willing to give it a shot. We had an absolutely amazing time together, and seeing what kind of pleasure prostate massage could bring was truly a turn-on for me.

Having so much control over someone’s pleasure with such slight movement really excited me. It’s an excitement that’s never gone away!

Now, after years of experience with prostate massage, I can say that it’s probably the one thing I recommend everyone with a prostate tries at least once. Not only does it feel amazing (so I’m told), but it’s also got a bunch of health benefits that I never would have guessed.

If you’re curious about trying prostate massage, then keep reading – I’m going to list six reasons why you should give it a go.

1. The Power of Relaxation

Most people don’t realize it, but in order to really enjoy a prostate massage, you have to learn to really relax. Deep breathing and letting all of your muscles go slack are really important parts of the whole process. If its your first time receiving a prostate massage, it’s going to take some time for you to get relaxed. Generally, I like to start off with a traditional body rub so we can get to know one another. It really helps break the ice and relieve the first-time jitters.

And truthfully, let’s be real. When you’re stressed, your asshole is tight. There’s nothing worse than trying to work with a tight asshole that just won’t relax, and cutting off circulation in my fingers isn’t fun for me either. So taking our time and getting you to relax both mentally and physically is really important!

After the fact, most report that they sleep better than they’ve slept in years the night after a prostate massage. When the prostate is stimulated, it releases toxins and tensions that have built up over time. This, in turn, can improve your overall health and well-being. Releasing pent up stress is always good for our health, after all.

2. Improved Sexual Performance

I mean, who doesn’t want to have improved stamina and prowess in bed? Sounds like a pretty sweet deal, doesn’t it? Prostate massage is definitely one way to improve your stamina, and I’ll explain why.

After you cum, there’s a period of time afterwards called your refractory period. Essentially, this is the length of time you experience between erections/orgasms. When men are younger, their refractory periods are short—sometimes they’re so short, they basically don’t exist. It’s that whole “Energizer Rabbit” phenomenon. As men age, their refractory periods get longer and longer, meaning that the time it takes to get hard after an orgasm lengthens to the point where you may only be able to get hard and have an orgasm once every several hours, if not longer.

Fortunately, you can change that!

Prostate massage purportedly helps to shorten your refractory period, meaning you’ll be able to get hard again faster after you orgasm. It takes time and a bit of training, but I’ve actually done this for several clients over the years! We’ve worked on it together, and they’ve reported a lot of success in their personal lives.

3. Bladder Control and Relief From Urine Retention

In my experience as a prostate massage provider, I’ve seen how releasing the built-up tension in the prostate can lead to improved bladder control. In short, it can make it easier to pee — and not just any pee.

Better urinary flow means a bigger stream and fewer trips to the bathroom at night. Who knew that pressing a few magic buttons (on your prostate) could help you skip having to run around like a crazy person in your dreams — or worse — waking up with sore legs from standing up too many times?

Prostate massage might just be the answer to all of those bathroom headaches, giving you back some of that precious time we devote to squeezing out every last drop.

4. Prostate Massage Benefit: Pain Relief

Prostate massage is always my go-to for men who suffer with pain issues. Whether you’re dealing with chronic or acute pain, prostate massage can be a great way to manage it naturally. Not only can it help reduce inflammation, but it also improves blood circulation as well as the functioning of the pelvic muscles.

During a prostate massage, I can target pain-causing areas in the pelvic area that may otherwise go unnoticed. With this targeted pressure, I can release tension and alleviate discomfort in your lower belly. This freedom from pain is often immediate and can often last for several hours post massage.

5. Prostate Massage Benefits and Cancer Prevention

Believe it or not, prostate massage might even help prevent prostate cancer. While not thoroughly researched, there is some research that exists that shows alleviating chronic prostatitis and inflammation of the prostate can help reduce instances of prostate cancer. That’s why I always advise my clients to book regular prostate massages. Fun and health? Sign me up!

6. Learning New Ways to Experience Pleasure

Prostate massage is often a gateway into other anally focused pleasure for men. Men have a significantly larger number of nerve endings that experience pleasure in and around their anus and perineum, so anal stimulation scientifically feels more pleasurable for men. Evolution saw fit to put one of your most sexually sensitive areas up your ass, so I don’t see any reason not to fuck around and find out what all the hype is about!

Prostate massage also doesn’t require your dick be involved. Like, at all. You can experience immense pleasure solely from prostate massage and anal penetration with some training and patience. So if you experience erectile dysfunction or simply want to de-emphasize your dick in a sexual experience, prostate massage is a great option! You’d be amazed at just how erotic and sensual a sexual experience can be when you start to truly pay attention to other parts of your body that can (and do) receive pleasure (chastity training, nipple play, or strap-on, anyone)!

Conclusion

So there you have it, my top 6 reasons why you should try prostate massage as well as prostate massage benefits. I hope I’ve convinced you to at least give it a try. And if you’re in the Chicago area, I hope you’ll come see me for a session. I promise you won’t regret it!

Prostate Play 101: An Intro for Beginners.

Prostate Massage Escort Chicago

Prostate Massage 101

Prostate Massage Escort Chicago

Chicago Blonde BBW Companion Erin Black

So, you’ve heard about the magic and majesty that is the P-Spot. You’ve wondered if the pleasures are truly as legendary as professed by those who ascribe to the prostate’s wonders. Ready to meet a  prostate massage escort in Chicago?

Maybe you’ve tried on your own only to be left thinking “What the hell was that about? It really didn’t feel that great and all I really ended up with was a sore arm.” 

If you’re really interested in exploring both the pleasure and health benefits of prostate massage, you’ve come to the right place. 

Using both my hands and toys, we’ll explore the sensations of both external and internal prostate massage and pleasure.

Curious about prostate massage in Chicago? Check out the FAQ below!

You mean aside from feeling amazing? There are actually tons of health benefits that come along with regular prostate massage. Granted, the medical community hasn’t fully gotten behind it, and the research has been limited to small sample studies, in most cases.

However, there is anecdotal evidence that prostate massage can help people experiencing the following issues:

  • painful ejaculation
  • urinary dysfunctions
  • erectile dysfunction
  • prostatitis

Please note though that I am NOT a medical professional, and you should discuss any issues that cause you pain or discomfort with your medical care provider.

There are lots of sexual health benefits to prostate massage as well, but the two main ones are:

  • shortened refractory period (the amount of time between orgasming and being able to become erect again)
  • more intense orgasms

Honestly, I can’t tell you from first-hand experience since I don’t have a prostate.

However, I always ask my clients what it feels like, and most of them tell me it’s an intense sensation and often feels like an extremely pleasurable pressure that starts internally and spreads throughout their entire body. Folks who are new to prostate stimulation might take some time to adjust to the new feeling.

Some folks can feel their prostatic fluid (the fluid produced by the prostate) move up and out of their bodies, and they liken the sensation to ejaculating without orgasm.

Now, what I see in my sessions based on my client’s reactions? Prostate massage has produced some of the most pleasurable, long-lasting, and intense orgasms most of my clients have ever encountered.

That in and of itself is reason enough to try, right?

They shouldn’t be. If you are experiencing intense pain or discomfort, you should stop the experience no matter who’s performing the prostate massage. If you decide to see me for a prostate massage, I check in with your comfort level quite frequently and make adjustments to my technique based on your feedback.

Intense pain and discomfort could indicate a prostate infection or enlarged prostate. You should consult your healthcare provider for a diagnosis.

I’m so glad you asked! I wrote a blog post all about preparing for any type of anal experience, and you can read it here.

Honestly, it depends. Some people are incredibly hard during prostate massage, and others never get erect at all. There’s nothing wrong with either of these scenarios.

In fact, if you’ve had prostate cancer or have erectile dysfunction, there’s nothing to worry about. Prostate massage doesn’t revolve around having an erect penis; it’s about your prostate.

You absolutely can! However, it often takes quite some time in order for this to happen. Some of my clients experience prostate orgasm the first time they’re with me, but this is an exception and not the rule.

As I don’t have a prostate, I had to search for an analogy. I found this tidbit at Mr.Racy, and I think it’s a great explanation:

“The best way I can describe the difference is with this food analogy:

I’m a dude who loves meat. Yeah, I like my fruits and vegetables, but meat is where it’s at.

Sometimes a big fat juicy hamburger is what I crave. Load it up with cheese, bacon and Mayo and I’m a happy guy. Mmmmm, yum. Think of this as traditional orgasm.

Other times the only thing that will satisfy me is a juicy steak. Medium rare Filet Mignon is my personal favorite. There is absolutely nothing better than getting a tender slice and savoring every single morsel in my mouth before swallowing it. The filet is prostate orgasm.

Yes, the difference between the two is that significant.”

Also, you can have multiple prostate orgasms. The more you stimulate, the more you have. I have quite a few clients who experience multiple orgasms whenever we play, and it’s incredible to watch and be part of. Imagine having them yourself!

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Butt Stuff: Prostate Massage, Strap-on, and Anal Play Prep for Both Tops and Bottoms

Chicago prostate massage and strapon escort

Preparing for Prostate Massage, Strap-on Play, and Anal Play

Chicago prostate massage escort

I can remember it like it was yesterday- the first client I ever had came to me specifically because I advertised as a Chicago prostate massage escort who does strap-on play and prostate massage. I’d partaken in these activities many a time in my personal life as a top (the doer/giver of said activities), and I’d been blessed with bottoms (the receiver of said activity) who were experienced and really into it. The people I’d played with were so into these things, that they had their own prep routines, toys, preferred lubes, and puppy pads ready to go, and it made my experience as a top seamless. These folks had prepared so well, that there wasn’t any distraction from the situation at hand (heh heh).

My first-ever client though? Not so much. Not only was he ill-prepared in lots of departments (he definitely fibbed about his level of experience and to my dismay didn’t come with his favorite toys in tow or a very clean ass), and my lack of professional experience didn’t help matters for me or my bedding.

Now, almost seven years later, I’ve had my fingers, fists, and toys in more assholes than a combination urologist/proctologist, both personally and professionally. So who better to try and guide anal newbs, right?

I’ve broken this down into two sections- one section for the givers of said anal pleasures, and a section for the receivers. While there is different prep involved for both sides, I’d highly suggest reading both sections so you can build empathy and rapport with your butt buddy. Believe me; knowing what’s going on with your partner really makes the experience a whole lot better. So without further adieu:

Preparing for Prostate Massage, Strap-on Play, and Anal Play for Tops

Chicago prostate massage escort

So, you’ve finally decided to get on board with the trend and offer anal play to your clients. Or perhaps you’ve been really curious about all the fuss and why people with prostates are falling over themselves looking for willing fingers to get into their asses. Maybe you’re just really turned on by penetrating your partner anally. Trust me; I get it. I really, really do. I’m a Chicago prostate massage escort. It’s hot to me.

I’m here to dispel some myths, prepare you for worst-case scenarios, and tell you things that will make you squick, cringe, laugh, and even turn you on. Because with prostate massage, strap-on play, and anal play in general, you’ll run the emotional gamut.

Before we even get to the play date, though, you’ll need to be prepared, both with your brain and in your supply closet. Here’s a list of basics that you’ll want around if you want to make anal play a thing you do ever:

Basic supplies for prostate massage, strap-on, and anal play

  • Latex-free nitrile gloves. I buy them in black, on Amazon, in bulk. I keep them in a few different sizes at my incall location, and outside of condoms, they’re the one thing I’d never want to run out of.
  • Condoms, both latex and latex-free. Toy coverage is important, particularly if you’re sharing toys. Plus condoms can really help to contain any unexpected messes.
  • Puppy pads/Chux/Absorbent bed pads. These will save any surface your bottom is laying/kneeling/hovering above, and are just as important for catching excess lube and tossing used toys onto as they are for catching any ass leakage.
  • Lube, both water-based and silicone-based. I love Sliquid for water-based and hybrid lubes, and love Gun Oil for silicone-based. Oil-based lubes, Crisco, coconut oil, Boy Butter, and the like are best saved for large insertions, anal stretching, and fisting. Give your bottom options for their lube experience! Just remember your lube compatibilities (no oil-based with latex, use caution with silicone toys and silicone lube, etc).

The above things are really all you need, outside of your hands, to have a fucking rad prostate massage or anal insertion experience. Most of the prostate massages I give are done solely with my hands, with toys used when folks are ready to take more. If you’re anticipating playing with folks who are going to be interested in more than just your hands, or your hands are small (mine are… big, so I get away with less toy use for prostate/anal play), you’ll want to have these things on hand as well:

More advanced supplies and toys for prostate massage, strap-on, and anal play

  • Dildos of varying sizes, starting quite small in size. I personally prefer Tantus brand dildos for work purposes; they’re really great quality silicone, can be easily sanitized, and they’re durable AF. I’ve had several of their toys for well over four years and there’s little to no deterioration on them. I’m also one of those people who uses silicone lube with silicone toys (most pre-lubed condoms have silicone in the lube), and that’s been a non-issue. Also note, that all of those mega monster dildo cocks that you see in porn aren’t actually used a lot IRL. I have a few of them, and they’re truly more for intimidation/humiliation purposes and don’t serve much of a role outside of that unless I have a really greedy/hungry bottom who can actually take them.

A WORD ON INSERTABLES: Please, for the love of your body and the safety of your play partner, don’t buy cheap toys that smell like new carpet and gasoline when you take them out of the package. “Jelly” toys are full of carcinogenic agents, and anal tissue is highly vascular and super absorbent. Large dildos are often made from materials that are less than ideal to keep them affordable, and they may be so big that they can’t be covered with condoms. If your partner is interested in these, I suggest that your partner have THEIR OWN, and that these not be shared between people. The smell of these toys is often nauseating and can give folks headaches, too. High-quality insertables are not cheap, and you should only be using toys that are non-porous and can be easily sanitized/sterilized. Toys made with high-quality silicone, stainless steel, and glass are the only toys that enter me or my play partners.

  • Prostate specific toys. Whoo, these vary wildly too, and will ultimately depend on the comfort and level of intensity your bottom is looking for. My absolute go-to in this category is the Njoy Pure Wand. It’s solid stainless steel and weighs something like 2-3 lbs and can double as a weapon, but it’s prevented me from developing carpal tunnel. While there are lots of other toys like it on the market, the quality and durability of the Pure Wand is unsurpassed.

    Another prostate go-to that most people will find when looking for prostate toys is the Aneros. I personally have zero experience with this toy, as anyone who’s come to me and said they bought one used it a few times and decided they didn’t like it. Your experience may differ though!

  • A strap-on harness. These vary wildly in style, support, comfort level, and price. I personally prefer SpareParts harnesses, as they’re washable, comfortable, and really supportive. I highly recommend trying on harnesses when possible, and if you have a Pleasure Chest, Babeland, or awesome local toy store, you should be able to try them on with no worry.
  • Butt plugs of varying sizes. I honestly don’t use these a whole whole lot in prostate massage/strap-on scenarios, but they’re great to have around in case someone needs some loosening up. I find the firmer the plug, the better, and if it’s angled to do prostate stimulation, great!
  • Poppers. Yep, I said it. If you really want to get into anal play and offer your play partners an experience that they’ll definitely not forget, you’ll want to keep poppers on hand. Of course, you can always have your bottom bring their own, but I’ve turned many a person onto poppers to enhance prostate massage, strap-on, and anal play experiences and it’s changed their whole world. 

Communication with your bottom/client

Now that we’ve gotten through a supply list, we really need to go over communication with your bottom. If it’s your first time administering a prostate massage or any form of anal play, let them know! Doing something for the first time isn’t shameful, and you don’t have to be an expert in order to do it. What you do need to do though, is be up front about your level of experience, or inexperience, as may be.

You’ll also need to address your bottom’s /client’s level of experience as well. Jokes abound when it comes to the truthfulness regarding a bottom’s experience (I’ve had folks tell me they’ve never had anything in their ass and then proceed to take almost half my hand), but getting an idea of where you’ll want to start is important. It’ll inform your toy selection, positioning, and length of time you’ll need for the session. For inexperienced players, I definitely recommend a longer period of time, ninety minutes minimum, and starting out with your client on their back. It’s a position that’s easy to relax into. 

Cleanliness is next to godliness: How to tell a grown ass person to clean their ass out.

Okay! So you’ve got some basic toys, all the gloves you could want, and you’ve ditched your white comforter and thrown down the puppy pad. They’ve arrived, you’ve talked a bit, and you’re excited and ready to go. So are they! Time for your client to put their heels to Jesus, right?

NAH. Stop right there.

You’ve wrongly assumed that your client is prepped the way they should be, and you’re about to be in for a shock. Here’s why:

In this scenario, your client is probably a cisgendered, heterosexually-identified man who’s never truly thought about the cleanliness of his asshole. He may have never even considered scrubbing and washing it thoroughly, let alone cleaning inside of it. He might even be one of those guys who thinks grooming and taking care of one’s appearance isn’t “manly” and might even have some programming around ass play being identified with gayness. Or, he could just be wildly unaware of his own asshole!

While lots of men do take this into consideration, a lot of cis hetero-identified men do not.

Remember the first-ever client that I saw? I assumed very incorrectly that he knew how to prep correctly and was left to deal with all kinds of shitty mess. I was under the assumption that a grown-ass man knew how to handle his own body and asshole. I was wrong. So very, very wrong.

Before your bottom even gets to you, send them this as a homework assignment. Quiz them on it, too:

HOW TO CLEAN YOUR ASS FOR ANAL SEX

It’s a really great cartoon on how to clean your ass for anal sex, and is super applicable to any sort of anal play. Have them pay particular attention to that part about going past the sigmoid colon, lest you’d like to get the front of yourself covered in ass water. Not that I’d know anything about that or anything, or why I have a latex apron. Anyway!

In our particular situation, I’d anticipate your client needing time to prep at your space. Make sure to let them know that they’ll need to bring their own enema bulb/supplies, and that the time will be included as part of the session. You’ll be amazed how many folks come prepared once you tell them prep time is on-the-clock. 😉 

Also of note: if you’re going to supply Fleet enemas, or your client is going to pick one up, make sure you don’t use the liquid that comes with it! It’s a laxative, and we’re only looking to clean out a portion of the colon. Dump the contents and fill it with warm water instead. 

Even if your client is prepped, I’d suggest having them hop in the shower or thoroughly clean up/wash prior to getting started. Precautionary measures, after-all.

A word on hemorrhoids and anal fissures: if your client has hemorrhoids and they are currently inflamed or an anal fissure, do not pass go and do not collect $200. Anal play is only going to make the situation worse. Hemorrhoids themselves don’t have to mean no anal play, and here’s some tips for getting around that situation.  Anal fissures are notoriously tough to heal, and need to be left alone. If your client currently has an anal fissure or tear, ass play is absolutely a no-go.

You can learn more about anal fissures here.

Hey, Erin! Is there anything tops can do, hygiene-wise, to prep for giving a prostate massage, anal play, or strap-on play?

Chicago prostate massage escort

I’m really so glad you asked! Honestly, outside of your regular routine, there’s really only one major thing you should do before going near someone’s asshole with your fingers: take care of your hands!

Whether that entails getting a manicure or trimming your nails/hangnails on your own, make sure your hands are something you’d want near your own delicate places. You’ll be wearing gloves, so a lot can be forgiven, but just do a quick check and make sure you don’t have any broken nails or anything jagged that could be felt through a glove.  If you’re femme and have cute-ass stiletto or coffin nails, make sure to stuff cotton balls into the fingertips of your gloves. Trust me, I’ve accidentally poked a prostate with a stiletto nail because I forgot to do this. It’s a faux-pas that can be hard to come back from and leave your client really uncomfortable. 

The Main Event!

Now that your client/butt buddy is well-prepped and ready to go, it’s time to start the action! Lay that puppy pad down, have your supplies ready and easily accessible, and get down to it!

**Because this is an article pertaining to the basics of anal play in general, there’s not specific technique for prostate play mentioned. That’s going to be in a follow-up article!**

If it’s your client’s first time (hell, if you’re ever going to be in someone’s ass, period), they need to be turned on. You can’t just lube up and jam your fingers/a dildo into someone’s asshole. This is a one-way ticket to anal fissure town, and that’s not the kind of impression you want to leave. Chances are your client is going to be nervous, and you’ll need to help them relax in order to make this a pleasant experience for the both of you.

When it comes to getting a client turned on and not quite so nervous, I’m a big fan of massage and hand jobs, and if I’m feeling flexible enough, I’ll include oral. Paying attention to your client’s body cues, breathing, and erection will let you know when they’re ready, but definitely feel free to mix it up. You have your own methods as to how you turn a nervous client into a turned on one, and this really should be integrated into what could be considered the “warm-up phase” of your anal adventure.

It does not matter if your client booked a prostate massage, a strap-on session, or some other anally-focused experience; their asshole needs to be warmed up and prepared to take whatever you’re going to put in it. Use lots of lube, more lube, and go slowly! Remember asking about their level of experience? This is where that information comes in really handy. Newbs will need a lot more warm-up time. Folks experienced with anal play may need less. You’ll know when your client is ready for more; you’ll feel their asshole relax and become more pliable, their body will relax and cues will become apparent. When in doubt, ask! I talk to my clients A LOT during anal experiences; from making sure I’m in the right spot for prostate play to permission to insert a bigger toy for anal stretching, communication is key (even if it is along the lines of ‘is that greedy hole ready for more?’).

Also, don’t concentrate solely on your client’s ass; pay attention to their dick, balls, perineum, and general genital area. It all feels amazing and will add to their pleasure exponentially! While the experience is anally focused, it doesn’t mean all the pleasure is all anally focused; folks who are new to receiving anal play will often need more genital stimulation than those who have learned to harness their anal feelings and use them for pleasure.

I should note here something really important when it comes to anal play of any sort: your client’s dick may or may not stay hard the entire time, and chances are it will cycle through periods of being hard and being limp. This does not mean your client isn’t turned on; chances are they are super into what you’re doing. If your client starts to worry about their dick not being hard, remind them that ultimately as long as what you’re doing feels great, the hardness of their dick doesn’t matter. When in doubt, share this snippet of info with them:

The same pelvic floor muscles that contract in order to keep a dick hard are also the same muscles that need to relax in order for an asshole to open up.

OH NO! MY CLIENT HATES THIS OMG IM BAD AT THIS WHYYYYY

Chicago prostate massage escort

First off, don’t freak. This isn’t entirely a reflection on you and chances are it’s not a reflection on you at all. 

You’ve done all the right things, communicated, and your client is just not into it and not having the experience they’d hoped for. That’s okay! Everyone’s body reacts differently to new stimuli, and I’ve had a few clients over the years really dislike or not get into prostate massage and anal play at all. Unfortunately, prostate massage and anal play has gained a reputation as being a Holy Grail™ sexual experience that makes everyone feel incredible and for some people this just isn’t true. If your client is one of those folks, and you can simply drop the activity and move onto something else that you’ll both be happy with. 

I tell this story to clients whenever they’re disappointed that anal play wasn’t what they thought it would be:

 

The first time I ever had g-spot stimulation, I was NOT into it, in the least.  I didn’t like it, my body tensed up, and I couldn’t relax. It was a new sensation that neither my brain nor my body knew how to process, and I asked for the experience to end pretty quickly.  I was curious though, and with time and patience, came to understand the wonder that is that particular area of my body. Prostate stimulation isn’t much different in that sense, and can often take the body and brain some time to process.

Also, keep in mind that the more experience you gain in this area as practitioner, the more likely you’ll be to give your client a stellar experience. Your client should be understanding and empathetic towards you as someone who’s new at giving! 

Cumming To an End: The Old Faithful Experience

Chicago prostate massage escort

You’ve gotten in there, and you’ve worked your magic through a series of fingers, toys, oral, dick massage, and the like. Your client is now on the brink of orgasm! Fucking awesome! How, where, and when your client orgasms is entirely up to the two of you, but here are some things you should expect.

Cum volume/viscosity will be wildly different from what you’re used to. Oftentimes, cum will be much more watery, and there will be a lot more of it. When the prostate is stimulated, it produces more seminal fluid. On top of that, an orgasm that includes anal play is often far more intense and longer-lasting than that of an orgasm produced simply through genital stimulation.

If everything goes right, your client might just be in for the most intense orgasm they’ve ever had, and that’s probably why they’re searching out this experience in the first place.

Your post-orgasm client is probably in a play-doh-like pile and unable to do much except lie there. The one thing they might be able to do, however, is tell you to get whatever’s in their asshole out of there ASAP. While your first inclination might be to just snatch out your hand or the toy, you’ll want to go slow. The sensation of having something removed from your ass can be just as intense as something going in. The directional movement out of the ass is also the way nature likes things to move, so your client’s body can also help with this.

Keep in mind though, that no matter how well your client prepped, all that moving and shaking may have caused some things to come loose. On occasion, some fecal matter will come out with your fingers/toys. No big deal, really. You signed up for ass-play after all. If it’s on your glove, take the glove off from the bottom up and ensure the glove turns inside-out; same goes for the condom that’s on the toy- let it roll over itself and turn inside-out to allow for easier clean-up.

Also, keep any comments about minimal post-play mess to yourself. It’s an ass. There’s bound to be some kind of mess at one point or another. However if the mess is extreme, you might want to recommend better prep for your client in the future. If there’s no mess and you’re thoroughly impressed, let your client know! It encourages them to keep up that prep routine for future playtime with you and others.

Keep the puppy pad/towel under your client until they’re ready to get up and clean themselves up. They’ll probably want a shower due to the copious amounts of lube you’ve used during the experience.

And Scene! Fin. The End. You did it!

You had your first anal experience and if all went well, you squicked, squeed, laughed, and enjoyed your whole way through it, and so did your client. If you want to find out what went well and what could have been better, ask your client and don’t take things personally. This is a very new skill you’re learning, and having feedback is important if you want to get really good at it! Of course, you might have just hated it and in that case, now you know. You shouldn’t feel obligated to continue on this path unless you truly want to. No shame in trying and deciding something isn’t for you. 

If you’d like more information, I’d recommend reading the entry below that’s geared towards bottoms. The more knowledge the better, right? I’m also working on a series that addresses specific activities, so for all of you looking for a prostate massage how-to, you’re in luck! 

I’m hoping you found this article helpful, and I’m opening up the comments to take questions. I’ll answer them when I can! 

Until then, remember that spelunking isn’t just for caves.

xoxo

Erin

Chicago prostate massage escort

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Preparing for Prostate Massage, Strap-on Play, and Anal Play for Bottoms

Get your ass in gear!

Chicago prostate massage escort

So, you’ve finally decided to see what all the fuss is about. You’ve heard snippets of conversations about just how enjoyable prostate massage, strap-on play, and other forms of anal play can be. You might have even tried it yourself, liked it, and you’re ready to take the plunge with a pro! You being the cognizant and well-read client that you are, decided to search the internet for information on how to prepare for your first anal experience and it’s lead you to me. 

Thank goodness, really. I’ve been doing this for quite a while and I’ve given oodles of ass advice to countless clients over the years. 

Just like the article pertaining to providers/tops, I’m here to dispel some myths, prepare you for worst-case scenarios, and tell you things that will make you squick, cringe, laugh, and even turn you on. Because with prostate massage, strap-on play, and anal play in general, you’ll run the emotional gamut.

Before you even show up at your top’s space though, we need to talk about being mentally and physically prepared for an anally focused experience, whether that’s prostate massage, strap-on play, or other types of anal experiences.

You're Not Gay, But Anal Play Sure Is: A Lie in Three Parts.

Chicago prostate massage escort

First and foremost, your sexual orientation and gender identity matter not when it comes to anal play. There are a ton of gay women who love anal, and a lot of gay men who hate it. There are straight men and women who love and hate both giving and receiving anal play too, as well as gender non-conforming and non-binary folks who love ! Your asshole is not gay simply because you want something in it. Butt plugs, dildos, strap-ons, and poppers aren’t gay in and of themselves either, so seriously. Get over that nonsense once and for all and start enjoying the sensations that are available to you as a human with a prostate. Let go of your preconceived notions; open your mind, and your asshole will follow!

First-Hand Experience: Finding a Provider

Chicago prostate massage escort

When I first started offering anal play, prostate massage, and strap-on play as an escort, it was something that wasn’t being done by many. For years, you either had to sacrifice the intimacy and go see a professional dominatrix for an anally focused experience, or you had to ditch the kink all together for an escort. Gone are those days! There are a lot of providers who specialize in BDSM, kink, fetishes, and giving prostate massages, strap-on play, and anal play. Professional dommes offer a specific kind of experience, which in most cases, is going to be a lot more restricted and have more specific boundaries in place regarding what you can and cannot do with said domme. Fetish providers and escorts who specialize in kink and fetish will tend to offer a more inclusive experience. Be sure to read lots of websites and see who’s style you most identify with! There’s a place for both professional dommes and fetish providers/specialized escorts in the world of anal play, and it’s really all about what you’re looking for.

Booking a Session: Don't Say Shit That Will Get You Blocked.

Chicago prostate massage escort

Protocol for booking an experience with a domme vs an experience with an escort are, in my experience, totally different. Most dommes want you to explicitly list what your interests are to make sure you’re a good match for a session, while most escorts will stop the conversation if you say anything explicit.

Read your chosen providers website! The contents and context of the website should provide clues as to how you can communicate your wants to them. If, however, they specialize in prostate massage, strap-on play, or anal play, an escort quite often will charge additionally for those services and list it as such. A domme will often have a page that lists her interests, and again, ask you to be clear about yours. Either way, if the provider has a screening policy, it’s best not to ask specific, explicit questions prior to being screened. 

You're On the Schedule: How To Be Best Prepared.

Chicago prostate massage escort

Okay! So you’ve found your provider, booked your session, and you’ve got the date on your calendar. You’re hype and ready to go, and you can’t wait for her to open the door and start in on your ass. You go in, set your rate down, and rush off to the bedroom, right?

Whoa, there! I really hope that you know this provider really well and that you thoroughly cleaned out your asshole before even making it to her place.

“Wait, cleaned out my asshole? But Erin, I took a shit 2 hours ago. I’m fine, right?”

WRONG.

I mean, the whole “taking a shit” thing is really helpful. But my friend, you are far from okay. 

You hired someone to get really intimate with what’s traditionally considered to be a taboo and “dirty” part of your body. 

Shit is, well, shit. 

We are evolutionarily designed to avoid it (no offense, scat lovers), and making sure your ass is as clean as can be guarantees you a much better and easier experience. And let’s be real— even those who do offer fetish work around scat don’t want a prostate massage client to turn into an unexpected scat play client. 

To be frank, you might even have a little bit of that conditioning I talked about in the intro, where any kind of contact with your ass/asshole is “gay” or “dirty,” so you might not even really be cleaning it well anyway. I really hope this isn’t the case, but almost seven years of experiences tells me otherwise.

If you really want to make a great impression and be welcomed back for additional sessions, you should really take the time and read the handy-dandy guide below!

HOW TO CLEAN YOUR ASS FOR ANAL SEX

Ideally, this prep is done on your own time, before you get to the provider’s space. If, however, you don’t have the privacy needed to facilitate this kind of prep work, you’ll need to let your provider know and book time accordingly. Your prep time in a provider’s space is on-the-clock unless the provider tells you otherwise. 

The easiest way to prep in a provider’s space is to either have your own enema bulb or pick up a Fleet enema. If you’re using the Fleet, dump the contents and fill it with warm water. If the provider has Dr. Bronner’s soap, add a drop or two. The rest is covered in the tutorial linked, so just be sure to follow those instructions!

Even if you do come prepped, I’d come with the expectation that you’ll be asked to shower before play begins. 

A word on hemorrhoids and anal fissures: if you have inflamed hemorrhoids or an anal fissure, do not pass go and do not collect $200. Anal play is only going to make the situation worse, and you should re-book the date. Hemorrhoids themselves don’t have to mean no anal play, and here’s some tips for getting around that situation.  Anal fissures are notoriously tough to heal, and need to be left alone. If you currently has an anal fissure or tear, ass play is absolutely a no-go.

You can learn more about anal fissures here.

Chicago prostate massage escort

The Main Event!

Chicago prostate massage escort

Now that you’re well-prepped and ready to go, it’s time to start the action! Lay down on that puppy pad, and start to relax. I know you’re probably really nervous, and that’s okay! Nerves are always part of any new experience, and your provider should be able to lead you through different techniques to help you calm down. Deep breathing in through the nose and out through the mouth is incredibly helpful, and also has the secondary effect of helping your anal sphincter and pelvic floor muscles relax. 

Those muscles, the anal sphincter and your pelvic floor muscles, have to relax in order to get anything inside your ass. It’s paramount. If you’re clenching and bearing down, there’s no way anyone can get anything in there. So relax. Breathe. Repeat. 

 

Being turned on is a huge help when it comes to being able to relax, and your provider will do what she knows needs to be done in order to get you there based on the boundaries of the session. If she’s told you it’s ok for you to touch your genitals but she won’t, respect her boundaries. You’re also free to express your own boundaries concerning her touching you, so if you’re trying to have a very anally-focused experience and don’t want your genitals touched, let her know. 

Honestly, communication is paramount to ensure you both have an enjoyable time. If something doesn’t feel right, is uncomfortable, or painful, speak up! Anal play may feel different, but it shouldn’t ever be painful. Ask for more lube if you need more before your provider reapplies. Ask them to move faster/slower, or direct the pressure in a certain area. You’re exploring this part of your body for the first time, and so is your provider, so any guidance is often appreciated. 

I should note here something really important when it comes to anal play of any sort: your  dick may or may not stay hard the entire time, and chances are it will cycle through periods of being hard and being limp. This does not mean you’re not turned on or that there’s something wrong; it’s anatomy. The same pelvic floor muscles that contract in order to keep your dick hard are also the same muscles that need to relax in order for your asshole to open up. Don’t worry about being impressive with your hard dick. As long as you’re enjoying what’s happening, your boner should be secondary, and trust me. It’ll come back when you’re ready to cum.

I’d like to take the opportunity at this point in our program to discuss anal/prostate orgasm and prostate milking. Tons of porn abounds concerning these areas, and I want to settle this right now. 

You will (probably) not anally orgasm the first time you have an anal experience. You will (probably) not have a prostate orgasm the first time you have a prostate experience. Prostate milking, to produce complete semen, takes time and training. Your body and brain both have to learn what to do with these sensations, and to achieve those goals takes time. The porn you’re watching with people anally orgasming/prostate orgasming is number one, a fantasy and number two, a fantasy produced using professional bottoms who have years of experience making their bodies do these things. 

The fewer unrealistic expectations you have, the more enjoyable your experience will be, so ditch the porn ideal unless playing the movie in your head helps you cum. 

OMG ERIN I DON'T LIKE THIS: What To Do When It's Just Not It.

Chicago prostate massage escort

First off, don’t freak. This is an entirely new sensation and your body is more than likely a little thrown off. Your prostate might be more sensitive than you imagined, or you really just might not be able to compute everything that’s happening.

And all of that is okay!

Everyone’s body reacts differently to new stimuli, and I’ve had a few clients over the years really dislike or not get into prostate massage and anal play at all. Unfortunately, prostate massage and anal play has gained a reputation as being a Holy Grail™ sexual experience that makes everyone feel incredible and for some people this just isn’t true. You may be one of those folks who’s just not into it, and you can simply drop the activity and move on to something else.

I tell this story to clients whenever they’re disappointed that anal play wasn’t what they thought it would be:

The first time I ever had g-spot stimulation, I was NOT into it, in the least.  I didn’t like it, my body tensed up, and I couldn’t relax. It was a new sensation that neither my brain nor my body knew how to process, and I asked for the experience to end pretty quickly.  I was curious though, and with time and patience, came to understand the wonder that is that particular area of my body. Prostate stimulation isn’t much different in that sense, and can often take the body and brain some time to process.

If the experience wasn’t what you thought it would be but you’re still curious, keep exploring! Whether that’s done on your own or with another provider or partner, you can turn something that once wasn’t your cup of tea into something you can’t get enough of. 

Cumming To an End: The Old Faithful Experience

Chances are that your anal experience has also been an experience in tease and denial; your dick has been cycling through stages of hardness, and either you or your provider have provided some sort of genital stimulation to get you to where you need to go. 

If everything goes right, you might just be in for the most intense orgasm you’ve ever had, and that’s probably why you’ve searched out this experience in the first place. You may notice that your orgasm lasts longer, or that you’re able to get hard again faster. Prostate and anal play can reduce the length of your refractory period. But again, don’t hold me to that, as your experience relies heavily on you, your body, and your chosen provider’s abilities.

Cum volume/viscosity will be wildly different from what you’re used to. Oftentimes, cum will be much more watery, and there will be a lot more of it. When the prostate is stimulated, it produces more seminal fluid. 

Your post-orgasm self is probably in a play-doh-like pile and unable to do much. You may notice, however, that you immediately want whatever’s in your ass to come out of it, so allow your provider to remove toys/fingers in a slow and controlled mannter. 

Keep in mind though, that no matter how well you prepped, all that moving and shaking may have caused some things to come loose. On occasion, some fecal matter will come out with fingers/toys. It’s honestly not a huge deal as long as it’s minimal, and if you prepped well, that’s exactly what it should be. 

However if the mess is more than it should be, your provider may make mention of it so that you’re better prepared next time. If your provider does mention it, take it to heart and make sure to follow all the advice linked in the document about anal prep. 

Keep the puppy pad/towel under your ass until you’re ready to hop in the shower. Trust me, you’ll want a shower, or at the very least, a thorough wipe-down with a wash cloth. 

And Scene! Fin. The End. You did it!

Chicago prostate massage escort

You had your first anal experience and if all went well, you squicked, squeed, laughed, and enjoyed your whole way through it. If you’re into it, congratulations! You’ve found a new way to play with and enjoy your body. If it wasn’t your cup of tea? Don’t fret.  You shouldn’t feel obligated to continue on this path unless you truly want to. No shame in trying and deciding something isn’t for you. Should you want to try again and you liked the provider you saw, let her know! Of course, you can always seek out another provider and see if the experience is better for you (perhaps you’d even like to book me! If so, head here).

If you’d like more information, I’d recommend reading the entry above this one that’s geared towards tops. The more knowledge the better, right? I’m hoping you found this article helpful. 🙂

Happy playing!

xoxo

Erin

Chicago prostate massage escort

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Erin Black has been Chicago’s premiere alternative, BBW, Tattooed, and Kinky escort since 2011. Erin specializes in GFE, Kinky GFE, dinner dates, extended dates, and other sensual adventures. BDSM, pegging, prostate play, strap-on play, and dominant, woman-led experiences are where she truly shines.

Most folks simply hope for what they want.
Not you, though.
You get what you want.

My January availability is as follows:

January Availability:
1/13: 5-9p
1/14: 11-9p
1/16: 5-9p
1/20: 5-9p
1/30: 5-9pm

Work wife Roxanne Dupri will be visiting before we bounce off to LA! Get in touch if you’d like to schedule a duo on 1/23.

Remember my availability is pretty limited in Chicago, and I’ve got 3 bookings available for the month of January!

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