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Anal sex - pics gifs and confessions

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I became a fan of anal very early on. As long as there’s lube and the boy knows what he’s doing… It’s on! The orgasms take longer to build up, which I think makes them more intense.

My first anal experience was at Houston Zoo. I was on school excursion and sneaked away with a boy. He pinned me against a shed, pulled down my panties, and ate me out. After a few minutes, he oh so gently and oh so sweetly started to fuck my ass with his little finger. I was hooked.😍
 
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EmmAgain said:
My first anal experience was at Houston Zoo. I was on school excursion and sneaked away with a boy. He pinned me against a shed, pulled down my panties, and ate me out. After a few minutes, he oh so gently and oh so sweetly started to fuck my ass with his little finger. I was hooked.
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I just think this little story is so lovely, I keep coming back to it. Was his little finger as far as it went that day? Can you tell us about your first experience with cock in your ass?
 
liqueur said:
I just think this little story is so lovely, I keep coming back to it. Was his little finger as far as it went that day? Can you tell us about your first experience with cock in your ass?
Click to expand...
Oh yes lol - my virginity was still very sacred at that point in my life. I was happy to do anything but the Big Deed. I spent a lot of time sneaking around behind my mom’s back figuring out BJs and (much too rarely ☹️) teaching boys how to eat me out.

Boys at that age seem compelled to shove anything they can up inside us girls, usually without much delicacy. So I was pretty adamant about keeping my ass intact!😀 But this boy at the zoo was just so sly and gentle, his finger was up there before I even realised it. And wow that felt good!😍

So ass fingering became part of my make-out repertoire. Not every boy was keen, and there wasn’t always lube handy, but I was def hooked. My first ‘DP’ was a boy pumping me with two fingers in each hole; I must have cum three times.

The Big Deed finally happened on the Fourth of July 2014. It was with a boy I’d been seeing for a couple of months. I’ve talked about this elsewhere, but it was honestly a huge, painful disappointment (for me, not him🙄). He was in love with me, but talk about dashed expectations…. This was from just before: https://www.imagebam.com/view/ME163KL4

My pussy hurt like heck after that, so a week later we tried anal. Again, just as with my pussy, my hopeless (but very sweet❤️) bf was way too rough and really hurt me.😫

Fast-forward to September and I found my ‘bad boy’. He was older, drove a car, had tats, and - most importantly - taught me how to really have sex. Not just sucking and fucking, but the good stuff: edging, anal, toys, threeways, clit stimulation. SM, etc.

For the month we were together, his cock was kinda the center of my universe.🫢 He’d pick me straight after school and we’d head home - mine or his - and bang like crazy for two hours.
https://www.imagebam.com/view/ME163JBF

And gosh did he know his way around a girl’s ass😊. This was a hell of an education. https://gofile.io/d/4I9Qkd

So there ya go. My first steps on the backdoor journey.

Edit for better video quality.
 
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EmmAgain said:
Oh yes lol - my virginity was still very sacred at that point in my life. I was happy to do anything but the Big Deed. I spent a lot of time sneaking around behind my mom’s back figuring out BJs and (much too rarely ☹️) teaching boys how to eat me out.

Boys at that age seem compelled to shove anything they can up inside us girls, usually without much delicacy. So I was pretty adamant about keeping my ass intact!😀 But this boy at the zoo was just so sly and gentle, his finger was up there before I even realised it. And wow that felt good!😍

So ass fingering became part of my make-out repertoire. Not every boy was keen, and there wasn’t always lube handy, but I was def hooked. My first ‘DP’ was a boy pumping me with two fingers in each hole; I must have cum three times.

The Big Deed finally happened on the Fourth of July 2014. It was with a boy I’d been seeing for a couple of months. I’ve talked about this elsewhere, but it was honestly a huge, painful disappointment (for me, not him🙄). He was in love with me, but talk about dashed expectations…. This was from just before: https://www.imagebam.com/view/ME163K1F

My pussy hurt like heck after that, so a week later we tried anal. Again, just as with my pussy, my hopeless (but very sweet❤️) bf was way too rough and really hurt me.😫

Fast-forward to September and I found my ‘bad boy’. He was older, drove a car, had tats, and - most importantly - taught me how to really have sex. Not just sucking and fucking, but the good stuff: edging, anal, toys, threeways, clit stimulation. SM, etc.

For the month we were together, his cock was kinda the center of my universe.🫢 He’d pick me straight after school and we’d head home - mine or his - and bang like crazy for two hours.
https://www.imagebam.com/view/ME163JBF

And gosh did he know his way around a girl’s ass😊. This was a hell of an education.
https://gofile.io/d/4I9Qkd

So there ya go. My first steps on the backdoor journey.

Edit for better video quality.
Click to expand...
What a post, what a video! Stunning xx
 
EmmAgain said:
Oh yes lol - my virginity was still very sacred at that point in my life. I was happy to do anything but the Big Deed. I spent a lot of time sneaking around behind my mom’s back figuring out BJs and (much too rarely ☹️) teaching boys how to eat me out.
Click to expand...
If we'd been a couple generations closer, I'd have been your boy. At 17, there was nothing I wanted more that to eat a girl out. I wanted that even more than I wanted penetrative sex.
EmmAgain said:
So there ya go. My first steps on the backdoor journey.
Click to expand...
Wonderful! Thank you very much!
 
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