As promised on Twitter last week Exploring Anal Sex is today’s topic. Anal sex is viewed by many as depraved behavior. I’m good with that. Ha! Seriously, though.Throughout history anal sex has been practiced by not only heterosexual men, gay men but also as a form of birth control among heterosexual couples. So why is there such a big taboo? True, the sphincter needs special consideration when compared to the readiness of the vagina.But just like oral or other tactile pleasures there’s no need to forgo the exploration of the hiney-hole because of a little challenge, is there? Not in my book, and judging from the response I received on Twitter many of you, albeit secretly for some, agree with me. So let’s take a look at the results and let me know : Is anal sex is for you!?
I placed a poll on twitter asking people if they have ever tried Anal Sex. Here are the results:
Yes – 59%
Yes – Not for me 7%
No- And I don’t wanna 9%
No- But Curious 25%
Isn’t that mind blowing! 84% of respondents are open to anal sex! I can attest similar numbers following suit with my callers.
Anal Sex Isn’t For Me
For those 7% who have tried anal sex, but think it’s not for them I want to know more about their experience. Many times people don’t enjoy anal for several reasons. Two reasons are lack of knowledge and preparation. Knowledge: knowing how to begin, with fingers toys? If toy’s what kind. I know some of you sluts have their eye on the ginormous but that’s not the best to start with. More on that later.
Preparation, knowing what to expect, and if engaging in more than a finger play cleaning the pipes, sorta speak will help many feel confident and sexy with their anal play. I always recommend trying something kinky, like exploring anal, that you give it a go more than once. This is where experience and knowledge comes in, many times when changing and exploring your body’s sexual response either outside forces (rushed for time?) or your internal dialogue dampens your ability to relax and allow those inhibitions to fly out the window.
Virgin Anal But Curious
If you are curious but haven’t taken that next step then similar advice from the above translates to you as well. Taking your time, discussing expectations toys and preparation is in order. There is no reason why you should part from this earth without exploring this sensitive and erotic area on your body. I do want to hear from you, what has prevented you from playing in this way? We can address all of your questions and concerns and prepare you for this sexy play.
There are many of you when thinking, or discussing with me, you exploring anal play who think a dildo is the only way to go! In reality I wouldn’t introduce you to anal with a dildo.
Sure we’ll use it if it’s an appropriate size and you have no other options, but for beginners in the arena of anal I would recommend either anal plugs, a starter set which come in three sizes, and / or a prostate massager. The manual prostate massager’s tend to be a bit less intimidating for most, whereas the vibrating once tend to be thicker and more ominous looking! Although I assure you, they are just fine.
Now for you kinky size queens (Yes I’m looking at you!) the more you feel that ass stretched the better it is! I say to that, use lots of lube and take your time. If you think you are a “big guy” and can take “that 9″ cock easily, think again. Your overall body size doesn’t mean you have a bigger dick or asshole. As one sissy slut soon learned when she did try out that 9” without benefit of training beforehand. Sissy did not get that huge dildo in her pussy! Twenty minutes of trying to no avail. Is that what you want? I don’t think it is.
Encouraging Exploring Anal
The two main thrusts behind (pun intended? tee he, you know me what do YOU think?) anal is exploring the pleasures of the prostate. It feels good to stimulate it, even if with a finger and pushing and massaging the prostate. Milking the prostate feels good, and is used for many reasons. However, when you massage your prostate with a finger or toy it makes your arousal level go through the roof! Also, let us not forget there are those men who can have a prostate orgasm have you ever heard of that? The prostate as I assume you know is the male equivalent to the G spot, pleasure center inside of you just a few inches in. The toys I suggest have that P spot in mind. I’ve had some fun with chastity orgasms, while My cock is locked and stimulating that prostate with a toy, proved to be an explosive and new experience for them. Granted it may take a bit of patience, training and denial but once your body is trained you can possibly orgasm hands free, less than fully erect and please me, to no end.
Now is the time where YOU chime in! Tell me is Anal Sex For You?
Until we chat ????
Anal Sex Training Mistress Erika
I’m curious but afraid this would hurt really bad as I’ve never done this before:( I’ve heard people doing this gets really hard and cums really far. I’d get dressed up as a girl to do this as it would set tone with you inserting girl juices into me as this will cement my ongoing permanent feminization .
Paulina your fears are for naught. It won’t hurt really bad, if trained right. Plus as a female you need to feel that sensation of penetration! Yes? YES!!
Email me let’s talk about getting you going in this anal arena!
As you know when I was between wives I had the opportunity to play with two college roommates that lived near by. One was bi and the other gay. As you know we had some fun anal times! Now I occasionally have the opportunity to participate in cuckold anal and of course my wife loves pegging me! So I am a definite YES.
Your C&N Cum Slut, Boy Toy, who will never say no to anal! BTW it does NOT hurt. Tom
Yayyyyyyyyyyyyy tom! I do know your naughty deeds, and love it!
I have experimented a few times. Alone and with a mistress or two. In my experience, it didn’t do a lot for me. It was pleasurable, and certainly the prostrate stimulation was a unique feeling. But in the end (see that pun), did not feel as good as other activities. The idea of a prostate orgasm is appealing, and I did try to achieve that solo, but without success. If a mistress would like to push me deeper into that submissive feeling, this might work. Or, with a little guidance maybe I could get further towards the p-gasm.
At the moment, it’s not off the list, but not something I go to.
LOL re: Pun! It’s true some prostates are not as sensitive to stimulation. But one thing is definite, your submission being a good pet and doing it because it pleases Mistress! ????
In the end (literally and figuratively) it’s a personal choice. I personally really enjoy the feeling of masturbating like a girl through panties while using a prostate massager on my Boi button (prostate). It can be an amazing sensation when you hit the right spot as you are about to cum. When done right I don’t know if I’ve ever cum harder. The key is to start small and find out what your comfortable with. Size matters back there too.
Hi Heather! Thanks for chiming in. I enjoy reading about everyone’s experience and this is awesome!
You may say I am addicted to anal sex. I love the feeling of being penetrated, and just letting myself go. Miss Rachel has done a wonderful job training and preparing my ass for this.
Now I have been blessed to have several sissygasms either while playing with Miss Rachel, on my own or recently with a beautiful TGirl.
I can honestly say I would much rather orgasm and cum through anal then traditional means.
Thank you for another great post, and though provoking question.
Hey Jaime! What a great update on your sissy journey! Fantastic!
You can do me the right way.
Oh I can, can I? ???????? Yippie for me!
Lady in Red is pegging me so gently.Or we could always do anal baseball stylel. Which using shareing the double header
You are talking my language! Your post is well thought out and thorough. I agree that anal play isn’t for everyone. No judgement here. But for those that enjoy it or are curious, thanks for talking about it. Each discussion makes it just a little less taboo.
I speak from experience when I say that you need LOTS of both PATIENCE and LUBE. The first few times I tried it, I had visions of a recent porn where the lucky recipient was easily taking 10 inches with no signs of pain or discomfort. What the movie didn’t show was the lengthy prep it took to get there. Also, most porn actors have been doing anal for years, so, they are used to it. For the beginners, I recommend a thin toy or a finger and a willingness/desire to explore. What’s wrong with taking some time to explore this oasis of pleasure? The more you play the more you’ll discover what you like and where your “spots” of deep pleasure are.
That being said, my next piece of advice is to work up to size (you know my huge toy, Erika!). Enjoy the ride, so to speak. Don’t rush it.
I can honestly say that my most intense orgasms are when I’m being penetrated (when he’s looking into my eyes and kissing me and I feel him thrusting deep into me and…but, I digress). I LOVE LOVE LOVE Anal.
Thanks for including us Bottom Boys in your world.
Aaron! Once again a well thought out, thought provoking reply! I do know your huge toy and you were ONE OF THOSE size queens I was looking at LOL. You’re awesome, thank you!
Goddess Erika, i would consider anal sex but only because i am a submissive. The only thing that i have used is a butt plug. I don’t think i could take 9 inches yet.
*raises eyebrow* Ohhhhhhhh reaaaaaaaaaaaly? Bring it to session, next
I have used toys posted a few photos on Twitter.I went to toys because men are frustrating.When i am horny for sex and tell them where & when they ask for phone number & e mail like WTF just show up & come & get it.Anywho MILFs are really where i will be aiming for
yeaaaaaaaa I hear ya Shirley! 😉
I couldn’t find the pole? Is someone sitting on it? And if i did find the pole i cant answer it on Twitter because i am currently serving. A 5 day suspension
Yes MISTRESS ERIKA Happy Birthday .Hope you have a dominating day .Thankyou for all you do to help make the world a better place by the practice of female dominance .Hello my name is sissy tedi and i like to ride big dildo’s sincerly yours beta bottom bitch tedi
Yes Miss Erika it sure is for me, as you replied in an earlier comment as a girl that is a sensation I truly need to feel. Only after getting “him” ready with some oral servitude.. Xoxo Jocelyn
🙂 Hi Joce! mmmmm that is delicious and of course I agree! get him ready with those pretty lips of yours first! Mmmmmm