For me it was early in my relationship with my SO. She was giving me oral, and she did a "sneak attack" with a finger in the backdoor. My reaction was, "WHOA, WHAT THE FU....hey...that feels good...REALLY GOOD"

She really enjoys playing "back there," and we now have lots of toys for it, including several strap-ons for pegging.

Have to admit, I likes it, too less

*** Ok, I am totally sorry for writing a book here! I'm new here, and decided to take the plunge and post. I just discovered this site the other day and I've been reading alot in these forums. There are a few of the anal topics I wanted to comment on but I can never re-find them! So I covered my thoughts on those topics at the end of this reply. I am sorry if I strayed so please forgive me! Once I start writing, I pour myself entirely into it. SO I hope you guys accept my first post and it does not get taken down but here is my answer to being introduced to anal play.


A girlfriend from a few years back (I was mid-20s, I'm 33 now) planted the seed for this. I was laying on my belly on the floor reading when she came over by me and started rubbing the back of my thighs (I was only wearing a t-shirt and mesh shorts). She slid her hand up the back of my shorts and started caressing the outside of my rectum with a single finger.

Anyways, never having my rectum touched before I found it nigh impossible to continue reading my book, though I still tried as I was playing hard to please so I tried to ignore her in a playful manner. Sensing that I was not going to object to her advances, she went ahead and lowered my shorts and underwear to mid-thigh and used her hands to arch my hips up so I was now on my knees with my chest on the floor (I still was trying to ignore her playfully and continue reading my book, though not being as successful). And just like that a flurry of hormones, feelings and thoughts began washing over my entire being wondering what is going on back there as she was playing with my backside? Is she going to try something new on me? I was like a deer in the headlights, as pretty much my entire sexual experiences in life only consisted of mutual oral sex, and basic intercourse in missionary and doggy style positions in the bedroom (Hence that is why this new activity placed such a deep trance on me where I was unable to move my body).

**Note, I've never had any hang ups about anal play, I just had no experience with it, therefore this type of activity only made me very curious to explore it, at least that is how I feel about learning about my sexuality---open and curious to compassionately explore with the right girl. I'm not a person who had any hang ups about am I bi or gay, or this is dirty. I want to emphasize that I'm open to learn and feel things without any preconceived prejudices. So for me----this was a happy surprise to learn and feel.

After getting accustomed to the new sensations of having a girl caress, touch and feel my ass; well, not just my ass, but my rectum, (blush blush) (and loving it) I was then quickly introduced to another new sensation. She then carefully spread my ass and started licking my rectum (at this point I believe I was turning the pages without actually reading)! At that moment I felt such an undiscovered depth of erotic feelings and intimacy I don't think I was able to speak nor think. All I could do was sigh in ecstasy at this newly discovered experience for me! I was completely putty in her hands (not in a submissive way, I'll elaborate later on) willingly to abide along on whatever sexual journey she wanted to guide me into.

With my book now face down on the carpet, along with the side of my face pressed into the floor, I was trying to rationalize this new way of touching in a sexual/intimate way. I've heard of sexual acts being done like this before, but now I was finally experiencing one (It was euphoric in every way; touch, thought, loving, kinky, a buffet of emotions). As my shirt went with the pull of gravity and fell towards my neck exposing more of my body I did not care how silly I may have looked: I felt from that moment a flooding of sexual curiosities we're released into my psych and I started to wonder at all the things a couple can explore and bond by sharing. I just stayed still as she continued to lick me and yes, my manhood was extremely hard from this.

Just when I started to wonder about performing this on her, she started to dart her tongue in and out of my rectum. First shallow and slow, then deeper and faster! She was not shy with her tongue; wet, warm and with a purpose, she plunged in and out of me giving me a sexual feeling that I've only read from books/online forums! I'm thinking where has this feeling been all my life? Why don't guys talk more about such deep, intimate behaviors? Oh My God my girlfriend did not strip in front of me, talk dirty to me, touch my cock, nothing to seduce me and here she is just touching my ass and I'm experiencing a level of erotic foreplay that defies description by words.

At this point I gave up entirely on my novel reading and was trying to process in my brain the ways to feel this again and again with her. My mind was now acting like an internal herbalist or chemist, mixing mental thoughts with emotional feelings and beginning to understand this new level of intimacy and come up with new formulas to play this out when ANOTHER new sensory experience crashes my ability to form rational thought!

She started to spit on my rectum! I've only briefly felt such a sensation before----when she gave me oral one time she spit on my cock. From seeing her do that, I started asking her to do that during oral. I don't know why but I always found it a turn on asking her to spit on my cock and watching her do that and sucking on me. But now I was experiencing her spitting on my rectum, and in between spits she would start to gently probe her finger around my anus. At this point I internally conceptualized what is coming next and I happily remained in my paralyzed state of sexual awakening.

For the first time ever, I was having my backside penetrated and it was mind/spirit/emotion blowing.

My entire limbic system (part of brain that processes feelings) felt like a physical star ship in space being hammered by photon blasts! Except instead of them damaging my mental star ship, they became like blasts of pleasure that just kept rocking me! I could just imagine tiny astronauts in my thoughts saying over my mental intercom, "Damn it Jim, we can't take much more, our feelings for pleasure are new to this, you're going into a new frontier"! And yet all I could do was lay there, my head down, bottom up, drooling slightly out of he corner of my mouth and sighing happily.

With my anus and her finger lubed from her saliva, She began to finger my rectum gently. She started to stroke my manhood also, which my mind struggled like a circuit breaker balancing a power surge: trying to enjoy the physical pleasure of getting a hand job while experiencing being fingered for the first time. Which circuits of pleasure to pay attention to? My neural conduction felt like an L.A highway at rush hour: every nerve cell wanted to travel at the same time!

Then things got even more intense! She stopped stroking me to focus more on fingering me. She braced herself by using her left hand to hold onto my ass while her right index and middle fingers began the piston-like probing inside my anus. Oh my god is all I could think, as my ability to speak had been lost by this point in time (the rug burn on the side of my face I think started to burn, however I did not care). less

As the motions of her wrist increased, I started to feel something......releasi ng inside me........as I was being fingered----I swear I was experiencing the coming of an orgasm without any physical stimulation to my manhood. It began to come on slow from within me, slow yet powerful like a sun rising to reach its climatic ascension in the sky. And I could actually feel this sensation growing within my body. It was coming on stronger and it seemed to be converging everywhere within my body as if this pleasure was some sort of erotic wave that was leaving no place of my psych untouched. And then, standing (kneeling still on the bedroom floor in reality) waist deep in this new sensual ocean, I braced myself for that wave that was now right in front of me and closing in fast. The excitement of having an orgasm without any touching of my manhood was going to splash over me.

And right then as I was going to become one with the intimate nirvana deity (without touching myself to get there, a huge step up in the world for me) the massive wave subsided and vanished like a politicians promise after election day. I, I, I spiritually stuttered, mentally waving for that sensation to come back to me. Begging even. Alas, the reason for the fantasy being unplugged to soon? My girlfriend's wrist cramped hardcore and she had to with drawl her fingers from my backside.

I just know that had I had a few more moments, I would have felt that magical sensation of (to me) a "mental" orgasm. Yes, as a male, if I can cum and its not from any stimulation from my manhood or testicles; that counts as a mental/mind blowing orgasm even though anal is involved. I've only came from self masturbation or having my girlfriend at that time stroking my manhood.

THAT was what started me into anal play. Sadly, I have not experienced it since. Just that one time. The seeds of fantasy that have been planted since have blossomed mightily and are just waiting to bloom with the right girl.

Since then, the idea of pleasing a girl anally with my tongue has been a massive thought in my mental fantasies to live out. Oh yes, I want to have it done to me again for sure, but now that I know how it feels I want to give that feeling to a woman, over and over.

But an even larger issue that I noticed within my own psych, is the idea of sharing the intimacy of pegging with a girl. I think over time, this thought just grew and grew and has now become something I'd like to share with someone.

So here I am, opening up about my long latent desires of anal play---from my first time (and only) and how it has added to my own sexual nature.

Just to touch briefly on the pegging, its not about being submissive for me. Yes, I would happily share in a submissive experience with the right partner AFTER I've shared the pegging in an intimate/deeper connection with them. I want to get to know this person and be in a relationship with them; ya know, me boyfriend, you girlfriend at the very least. This is going to sound sappy, but I'd want my first pegging experience to be romantic for us. Nothing in a bdsm look or feel. Just a romantic evening with the right music, organic scented oils and beeswax or soy candles. There would be much kissing, caressing and cuddling to prepare for the experience about to play out between us.

From what research I've done on this website, alot of the strap on sets just look kinda goofy/scary to me and are kind of a turn off from a visual stand point (well, from this guy's stand point, who is new to this). I've seen something called a "Jaguar" harness set? To my psych, that looked......pleasingly acceptable. Its simple, looks lean and sleek and slightly powerful yet would still (in my minds eye) allow a woman's hips to look feminine as compared to some other goofy looking, bulky set ups I've seen.

As for the actual artificial penis part, well that still needs more work to look into on my end.

I just know I want to share in anal play with a girl I am connected to. And when it happens, I want it to happen on an intimate, deeper emotional level. Different positions? Oh yes! Kissing during pegging? MUCH! but that is my main desire for pegging and anal play. Sure I would enjoy pegging as a submissive experience; but that is secondary to the primary emotional bond I want to connect with. For others it may be reversed, I just know that I want to share this with someone close to me in a more softy/romantic side and go from there (by the way, I hate chick flicks).

I noticed from reading some of the anal play posts about cleanliness and wanted to comment on that here also. I totally understand the shower thing and then getting right away into the anal play. For me, I'd be okay if it even happened a few hours after the shower as long as you have not had a bm. My experience from the past with my girlfriend is that (yes its great after a shower when they've used awesome smelling soaps) when we've made out or had sex its still really hot if its been some hours from the shower time. As the hours go by, your skin reproduces the oils that were washed off. Thus, your scent comes on stronger. I enjoy a girls natural scent that I get from kissing her neck, to where her bra covers her breasts because of the slight moisture. I just think a girl smells good even if they had not had a shower 5 minutes prior. That includes going down on her also, in my opinion (I would have wrote imo, but spell check underlined that. I had to get rid of the underline, sorry, it bothered me). So, I'm gauging that I would feel the same about anal, as long as their clean of course. Maybe I'm weird. I dunno. But I think its okay for sometime to pass for our bodies to get a little naturally sweaty.

Last thought on anal. I've read some people post about using latex gloves etc. for anal play. I think, no, I feel for me that would make it....more methodical in nature. I'd feel more like an object being examined. Less human sense of touch turns me off to the anal fantasy. It would be less personal for me I think. Perhaps I would interpret that the idea of sharing an intimate experience with a girl with...(searching for right wording) a physical barrier in place (exam glove) that I would take that the physical barrier is a manifestation of an emotional barrier you placed between us. You only wish to allow a limited connection. You wish only to get set close to me emotionally. This may be different for everyone, this is just how I've thought on the matter. I'd want to be touched not just as a human but as a lover, a mate, a companion, a naked warm body to nuzzle in your sleep.

Again, sorry if I ran over on writing...Goodnight everyone and thanks for having a great website to explore, learn and share. less