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Anal sex - pics gifs and confessions

Wonderer67 said:
My ex wife really enjoyed anal. When we had a sex life, anal was a part of it.

My (now) wife and I have a great sex life, but she hates anal. We fucked anally a bit when we were first together, but haven’t in ages. It’s a total no-go for her now. 😕

Confession: she will do anal on me w a strapon. I enjoy it.
Click to expand...
That a boy! Would love to see that! 🤭
 
Although my first experience was an utter disaster many years ago (with what turned out to be an inconsiderate brute who I never saw again) and caused me to never even consider anal again, my husband changed all that during our 1st year together.

It started with brief caresses of my anus while he would worship my pussy with his lips and tongue, and later to inserting just a fingertip at the moment his tongue would make me cum and squirt, and it felt wonderful! He took his time, he built trust, he was incredibly gentle as he knew of my past painful experience.

This went on for a few weeks, and he would often make sure that when I came, he was involving my ass in one way or another.

One night he lubed me as his tongue fluttered lightly on my clit, and gently inserted my little pocket rocket vibrator in my ass, and the combination felt wonderful! I came and squirted hard. I knew at that point that I wanted his cock! I turned over on to my elbows and knees and waited in anticipation as he coated his by now raging erection with our Kama Sutra oil. He fingered me some more before easing just the tip of his head in and out, each time just a little deeper, until I was suddenly compelled to thrust back and with a gasp, take his cock deep in to me! What a delicious and new feeling it was! My ass was his! I had “seen the light”

At first he remained still behind me, allowing me to control depth and pace. I marveled in discovering new places of pleasure as I found myself experimenting with different angles while twisting my hips and feeling sensations I had not felt before, when he suddenly and firmly grasped my waist and began fucking, then pummeling my ass with his thick cock! Oh, that lovely sound of flesh slapping against wet flesh! The feeling of his balls slapping my pussy as my insides felt as though they were being rearranged! I searched for my trusty pocket rocket near his knees, grabbed it and placed it on my clit and came again while squirting against his balls (which he now loves) only moments before I heard his long groan as he filled my ass with spurt after spurt of his delicious cum! As his orgasm subsided, he didn’t withdraw, but instead held my hips against him, rolling us both over to the side in to a perfect spooning position as we caught our breath, his cock still inside me…

What had been until then an experience I wanted nothing more than to forget had morphed in to whole new vistas of pleasure thanks to him. He had become my “ass whisperer”. I KNEW there was a reason I married him! 😉😍🍆💦 Just kidding! Haha!

I now count anal as a favorite sexual activity, and often include some form of it even when alone masturbating. 😈🍆💦💦💦
Carpe Diem! 👍
https://vlix.io/video/215b27694b6f139e34ce/
 
Last edited:
NightBirdNYC said:
Although my first experience was an utter disaster many years ago (with what turned out to be an inconsiderate brute who I never saw again) and caused me to never even consider anal again, my husband changed all that during our 1st year together.

It started with brief caresses of my anus while he would worship my pussy with his lips and tongue, and later to inserting just a fingertip at the moment his tongue would make me cum and squirt, and it felt wonderful! He took his time, he built trust, he was incredibly gentle as he knew of my past painful experience.

This went on for a few weeks, and he would often make sure that when I came, he was involving my ass in one way or another.

One night he lubed me as his tongue fluttered lightly on my clit, and gently inserted my little pocket rocket vibrator in my ass, and the combination felt wonderful! I came and squirted hard. I knew at that point that I wanted his cock! I turned over on to my elbows and knees and waited in anticipation as he coated his by now raging erection with our Kama Sutra oil. He fingered me some more before easing just the tip of his head in and out, each time just a little deeper, until I was suddenly compelled to thrust back and with a gasp, take his cock deep in to me! What a delicious and new feeling it was! My ass was his! I had “seen the light”

At first he remained still behind me, allowing me to control depth and pace. I marveled in discovering new places of pleasure as I found myself experimenting with different angles while twisting my hips and feeling sensations I had not felt before, when he suddenly and firmly grasped my waist and began fucking, then pummeling my ass with his thick cock! Oh, that lovely sound of flesh slapping against wet flesh! The feeling of his balls slapping my pussy as my insides felt as though the were being rearranged! I searched for my trusty pocket rocket near his knees, grabbed it and placed it on my clit and came again while squirting against his balls (which he now loves) only moments before I heard his long groan as he filled my ass with spurt after spurt of his delicious cum! As his orgasm subsided, he didn’t withdraw, but instead held my hips against him, rolling us both over to the side in to a perfect spooning position as we caught our breath, his cock still inside me…

What had been until then an experience I wanted nothing more than to forget had morphed in to whole new vistas of pleasure thanks to him. He had become my “ass whisperer”. I KNEW there was a reason I married him! 😉😍🍆💦 Just kidding! Haha!

I now count anal as a favorite sexual activity, and often include some form of it even when alone masturbating. 😈🍆💦💦💦
Carpe Diem! 👍
https://vlix.io/video/215b27694b6f139e34ce/
Click to expand...
Carpe diem!

Seize the sexual day! Wish my wife had a more open mind about it, butt, she doesn’t, unfortunately.
 
NightBirdNYC said:
Although my first experience was an utter disaster many years ago (with what turned out to be an inconsiderate brute who I never saw again) and caused me to never even consider anal again, my husband changed all that during our 1st year together.

It started with brief caresses of my anus while he would worship my pussy with his lips and tongue, and later to inserting just a fingertip at the moment his tongue would make me cum and squirt, and it felt wonderful! He took his time, he built trust, he was incredibly gentle as he knew of my past painful experience.

This went on for a few weeks, and he would often make sure that when I came, he was involving my ass in one way or another.

One night he lubed me as his tongue fluttered lightly on my clit, and gently inserted my little pocket rocket vibrator in my ass, and the combination felt wonderful! I came and squirted hard. I knew at that point that I wanted his cock! I turned over on to my elbows and knees and waited in anticipation as he coated his by now raging erection with our Kama Sutra oil. He fingered me some more before easing just the tip of his head in and out, each time just a little deeper, until I was suddenly compelled to thrust back and with a gasp, take his cock deep in to me! What a delicious and new feeling it was! My ass was his! I had “seen the light”

At first he remained still behind me, allowing me to control depth and pace. I marveled in discovering new places of pleasure as I found myself experimenting with different angles while twisting my hips and feeling sensations I had not felt before, when he suddenly and firmly grasped my waist and began fucking, then pummeling my ass with his thick cock! Oh, that lovely sound of flesh slapping against wet flesh! The feeling of his balls slapping my pussy as my insides felt as though the were being rearranged! I searched for my trusty pocket rocket near his knees, grabbed it and placed it on my clit and came again while squirting against his balls (which he now loves) only moments before I heard his long groan as he filled my ass with spurt after spurt of his delicious cum! As his orgasm subsided, he didn’t withdraw, but instead held my hips against him, rolling us both over to the side in to a perfect spooning position as we caught our breath, his cock still inside me…

What had been until then an experience I wanted nothing more than to forget had morphed in to whole new vistas of pleasure thanks to him. He had become my “ass whisperer”. I KNEW there was a reason I married him! 😉😍🍆💦 Just kidding! Haha!

I now count anal as a favorite sexual activity, and often include some form of it even when alone masturbating. 😈🍆💦💦💦
Carpe Diem! 👍
https://vlix.io/video/215b27694b6f139e34ce/
Click to expand...
Such a delightful story.
I wish that more men would use caring patience and consideration with their partners, if only because it yields such pleasurable results.
 
My first experience with anal, I was with a much older woman. I was 21 and she was 38. We were at a party down the shore and I got shit faced drunk on gold schlogger (sp?) and I went and found a room to go pass out in. She found me and she got me hard and while we were fucking I thought to myself that it seemed different. I was at first afraid that I was not with my GF. It was the next day when I woke up with her in my arms she confessed that I fucked her ass. And as great as that might have been, because I was not 100% sober, or even 10% sober I really didn't enjoy it as much as I should have.

Later, about 3 weeks after that party we broke up because her ex started coming back around. Oh well.

It was many years later, after I got married the first time, that my then wife finally gave in to my request to try anal. She was a petite little thing and I was trying to be gentle and go slow. Lots of lube and loosening up and making sure she was okay and after my second finger she said to me man up and just do it! Okay. I am not huge. I am not thick. I lined up and gave her what she asked. I tried to take my time, be gentle and she again said just do it! So I did as she asked. God she screamed and cried. I got about 3 strokes into her before she got out of bed screaming and crying. I felt like an asshole. It wasn't until later with another partner that I was told it wasn't my fault.

I have had successful experiences since bit I almost swore off all anal because of the above
 
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