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I am a student. The semester ended about two weeks ago, and, as every year, on the last day there is the annual diner-and-dance night. That was where I met Angela. She was As a courtesy, I of- fered to take her around and lend her any needed assis- tance.

Simona
My age 47
What is the color of my hair: Honey-blond
I understand: I know English and Greek
Favourite drink: I like beer
What I like to listen: Classical

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My friend Amy took her first cock in the ass dry while she was camping.

‘first time anal’ stories

I always thought that I was sexually adventurous, a slut perhaps, but I was amazed when she told me. I loved getting my ass eaten out by my partners but I was convinced that my backdoor was too tight for any man to put it in me no matter how big his cock was.

Enter Sam. Sam and I developed an incredible relationship and he quickly took me from being promiscuous to taken. One night, early in our relationship, we laid in bed talking about our past sexual encounters to try and get to know each other a little bit better. He told me about his experiences with Anal.

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He told me about one girl in particular who went crazy for it, they had hooked up a handful of times and it was almost exclusively anal. Just from talking I knew I wanted him to be the one to take my anal virginity. He was experienced enough to trust, plus the way he talked about it made me wet.

It occurred to me that this might be an inhibitor in this new sexual adventure through the backdoor. I never thought a cock being too big could be a problem.

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My first anal adventures were solo. Mostly watching porn, trading in my usual lesbian girl on girl top picks for a combination of amateur, low production, and high production videos. I would get out my pink butter-fly kiss.

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My go to toy, being the first toy that I had ever purchased and have since bought multiple variations of would slip inside my satin pink cunt while I pressed play on the computer. Although hot in their own way, a concern raised in my mind, every one of those girls assholes easily sliding open for girthy cocks viciously pumping in and out until both man and woman cum in loud sexy unison or the big hard cock pulling out for her to jump up and finish him off with her mouth.

My ass most definitely could not do that, at least not yet. I already owned a butt-plug from my online shopping sprees; small for the most beginner of beginners.

First-time-anal confessions

It sat in my toy chest untouched next to a tube of numbing cream. I took the cream and gently rubbed it on my anus before inserting the butt plug.

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It took a lot of effort, but I got it in with little to no pain and the first hint that this might be a pleasurable experience. That combined with my trusty butterfly-kiss putting pressure on my soft vaginal walls and fluttering against clit.

I came harder than I had in a long time.

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If it was as easy as the videos made it look and as easy as this felt… then what had been stopping me all these years? Home Anal Nervous girlfriend shares first time anal experience.

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