My Bottom and Me

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My arousal was quickly reaching a peak and I knew I was not far from orgasm. I encouraged Gary to add to the myriad of sensations bombarding my body and mind.

"Gary... spank me... please... spank my ass," I cried out.

His hand landed on my exposed ass with a mild swat. It wasn't what I had in mind at all, and I told him so.

"Harder, spank me harder," I directed. The force of the blows slowly increased as I provided direction on what I needed and he adjusted their strength accordingly. The spanking of my reddening ass was yet another sensation that blended into what was quickly becoming a case of sensory overload.

My orgasm seemingly came out of nowhere and I was soon loudly screaming in orgasmic pleasure. I pinched my clit hard and a bolt of pleasure/pain shot through my body like a bolt of lightning. My ass contracted wildly around Gary's still thrusting cock in time with my uterine contractions. I vaguely heard Gary's characteristic, masculine grunts of pleasure and knew he was close to cumming himself. He didn't slow down his thrusts one bit and I felt my quivering body rolling into another orgasm. My first orgasm just flowed into the next and I was barely able to distinguish where one stopped and the other started. As orgasm flowed through me, I recognized the now familiar bellow that usually signals the beginning of Gary's release.

Gary's cock swelled and throbbed as his cock spewed deep into my ass. He held himself deep in my ass and jerked in time with the jets of cum that he was pumping into me. I could feel him cumming in me like I had never experienced with a man in my pussy. It was hot, wet and wonderful and the feeling of it was enough to push me over into a third smaller orgasm.

I was exhausted. I slumped down onto my belly and Gary followed me, his cock still embedded in my ass. He was courteously supporting his weight above me but the feel of him on top of me was reassuring and intimate as I languished in my full body haze.

After a few minutes, I squeezed his wilting cock with my ass. It felt nice. That signaled to him that I had at least partially returned to the land of the living.

"Ready?" he asked.

"MMmmmm," I managed to moan.

His semi-rigid cock slid out of my ass slowly. It was a lot nicer than removing the plug and I didn't have quite the empty feeling when his shrunken cock retreated. He reclined next to me and draped his large arm over me as I continued my recovery. It felt good to be held by him after such a huge orgasmic experience. The physical contact was reassuring and allowed us to re-connect after our orgasms.

He eventually got up, went to the bathroom to pee and clean up. I could hear him washing up in the bathroom and made a note that he was as conscientious about hygiene as I was. He returned with a warm washcloth to clean me up as well, for which I was eternally grateful. We settled into a comforting snuggle and drifted off to sleep.

Gary's birthday and his present was a turning point in our relationship. It got a lot deeper soon after that. The experience that I had shared with him had opened the door to a new level of intimacy, love, and desire between us. I moved in with him a few months later and that eventually led to marriage a few years later. A few more years down the road and we added Tracey to our relationship and we now live happily in a triad.

Gary and I continue to enjoy and share the joys of anal sex. Over the years we have continue to experiment and have added many techniques to the things we enjoy together. Anal sex has become a mainstay of our sex life when Tracey or I are having our periods. Gary introduced me to swinging and I expanded my circle of anal lovers to a few select others. When Tracey came along, I became her mentor for many things, including anal sex. She is now, if possible, an even more devoted fan of anal eroticism than I am. She particularly likes double penetration with Gary and me sharing her ass and pussy.

Well, that's it. This turned out a lot longer than I had originally intended and I hope you managed to struggle through the more clinical parts. I suppose that you did if you are reading this. Anyway, I appreciate you devoting the time to get to the finish line.

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Please take a moment to vote and comment if you enjoyed this story. Please check out my other stories as well. Stay tuned to this same bat time and bat channel for my next contribution. Thank you.

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83 Comments
AnonymousAnonymous5 months ago

Interesting premise.

But not really a story. Just a sequetial list of oving head step y step.

To me, anyway, it lacks eroticism.

MEH.

And you need a good editor/proofreader.

Two stars

AnonymousAnonymous10 months ago

somewhat repetitive...

ChatVilleChatVilleabout 1 year ago

just one of the very best !

AnonymousAnonymousover 1 year ago

Outstanding story. It reminds me tremendously of the anal fun I have experienced through the years — including secretly wearing a plug in public.

roveroneroveroneover 1 year ago

What a fabulous story...! Really well done! Have to applaud your determination to find out 'what all the fuss about'

Can relate to the dearth of info at beginning.

I lucked out back in college finding a FWB that was similar to your gf Judy...when I was rogering her rump she told me that she 'could cum like a machine gun'-sadly she was a unicorn amongst following gf's.

and the advent of women-owned toy stores a HUGE jump in reliable 'owner-approved' testing

Early on learned to appreciate mish rather than doggy so could see my sweetie's face as she got off, usually multiple times...and also to use a condom other than special times, so she could avoid having to sit on toilet afterward rather than snuggling.

easy strong 5 and fave, and going to check out your other stories, particularly with anal angle

BigNThick4YouBigNThick4Youalmost 2 years ago

Absolutely incredible, if true, thank you for opening up and sharing yourself...if not...applause, loudly and continuous❗😘

AnonymousAnonymousover 2 years ago

A wonderfully detailed and arousing anal memoir. I am assuming that you and Gary discovered pegging, as well. Perhaps that will be the next chapter in this wonderful saga.

RangeExpanderRangeExpanderover 3 years ago

Such a beautiful story of loving self care, that later expands out to include others! I love the detail you share about your careful process of initiating yourself into the joys of anal sex, and I fully relate to the time it takes to really maximise enjoyment, the need to make practical plans and to enjoy every stage of the way including the preparation. Those long evenings of self love are a gift! Also, you do a great job for someone like me, who is not much into pain, of reminding me how much pleasure there is in the pain of having my anal canal stretched and well fucked.

AnonymousAnonymousalmost 5 years ago
Knowledge is power

My mother taught me that anal was fun (no, not that way!!! As part of sex-ed.)

Maybe 'taught' is too strong of a word. But she shared knowledge and information that made my consideration of the possibility viable. It wasn't the only thing she taught, not even the main thing. But it made doing it the first time an enjoyable experience that I knew held no risk of pregnancy.

I enjoyed your essay, while feeling sad you had to find things out "the hard way." My first boy was clueless, luckily he didn't try to pretend otherwise. He accepted the embarrassed directions of his partner who had learned them from her mom.

We had a big laugh about that afterward, I told him because I didn't want him to think another boy had told or demonstrated what we had just done.

Real life can be funny.

AnonymousAnonymousabout 5 years ago
Mentor

I wish that I had read this 45 years ago. My wife wanted to do it when we were camping at the beach. The only thing we had that "Vegley" resembled "Lube" was some "Oragel". Note: Don't even think of using it. Later we had some short "visits' while in the shower and well soaped up. She still would not let me in as she didn't want me to do it. After 52 years of marriage we still have not done it. Now I am impotent and the only way I get it up is with injection. Viagra sucks.

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