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My first anal...

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By (user no longer on site) OP   
over a year ago

Upon reflection I think that I married too young. 20 years ago I separated from my then wife and had a four year relationship with an old friend. Sally was 8 years older than me, 36DD, and hadn't had sex in a long time.

At the outset she was very clear about her sexual bucket list, which included anal sex...

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By (user no longer on site) OP   
over a year ago

...we used to like a drink of an evening and after a few months where I'd spent time probing her with my fingers and toys she whispered that she wanted to take my cock in her tight arse...

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By (user no longer on site) OP   
over a year ago

...I had a strong erection and placed the head of my cock against her well lubricated, puckered anus. I reached around and stroked her tits, pulling gently on her nips...

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By *ary1001xMan
over a year ago

Hillsborough

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By (user no longer on site) OP   
over a year ago

...I let her control the actual penetration, holding back to make it as gentle as I could. By reaching forward I managed to start stroking her clit.

I took a moment out to just feel the excitement of my first anal fuck...

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By *j and c 2Couple
over a year ago

mullingar

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By (user no longer on site) OP   
over a year ago

...Sally started pushing back on to the swollen glans of my erect cock, my own efforts felt quite amateurish but by using my thumb I managed to get the tip of my bulging head into the slippy orifice...

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By (user no longer on site) OP   
over a year ago

...I held it there, in position, conscious of the slippiness as a result of the KY. Slowly Sally pushed back taking my cock deep inside her. Frantically I squirted the remnants of the now empty tube of lube along my rapidly disappearing shaft...

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By (user no longer on site) OP   
over a year ago

...as much as I tried to be gentle Sally pushed back until she had taken my piece right down to the root. I began to gently thrust conscious of her flinching as her tight hole made it's way up and down my thick shaft...

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By (user no longer on site) OP   
over a year ago

...we picked up a gentle rhythm but I knew that I wasnt going to be able to last. I started to feel that all too familiar pulsing in my balls, followed by several minute contractions...

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By (user no longer on site) OP   
over a year ago

...suddenly that tight hot tunnel became filled with my own gooey cum. We lay there, my cock still embedded and thick, spooning until eventually I pulled out.

Unforgettable

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By *oth0712Man
over a year ago

cambridge

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By *ragsterMan
over a year ago

Blackburn

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By (user no longer on site)
over a year ago

First time I had anal with the wife was similar, we were spooning, I played with her clit and was nibbling her neck she pushed back onto my hard cock, one push and I was balls deep, she wanted it hard and I obliged, shot my load too quickly but made her cum at the same time

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By *eandher4and9Couple
over a year ago

leeds

Nice.

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By (user no longer on site) OP   
over a year ago


"First time I had anal with the wife was similar, we were spooning, I played with her clit and was nibbling her neck she pushed back onto my hard cock, one push and I was balls deep, she wanted it hard and I obliged, shot my load too quickly but made her cum at the same time "

I think that my first time was the best time.

Last few partners have tried but have not been able to accept the girth.

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