Although I may sometimes pretend otherwise, one of the things I really enjoy is anal sex. If I’m with a guy who knows what he’s doing, I love getting fucked in my arse. If I’m in the mood and I’m feeling submissive, it’s a massive thrill when a man orders me to bend over a table or a sofa and give him my arse. I feel completely exposed and dominated as I wait for his cock to push against my tight little arsehole. It wasn’t quite like that with my first anal sex experience, though. I was indeed a VERY naive anal sex first timer.
Now, I love it when a man pulls me around and pushes me down onto the bed doggy style. I can reach underneath and rub my clit as his cock slides in and out of my arsehole. There’s something about anal sex that makes me feel completely penetrated and totally sluttish. It’s like I have no boundaries left, and I’m rebelling against my very respectable English upbringing.
It happened in London when I was in my first year of university, and I had an older man in my life who taught me all kinds of new tricks in bed. He opened my eyes to a whole new level of sexual experimentation, from threesomes to sexual voyeurism. and watching men masturbate. Every young woman needs an older man to show her what sex really is…
The guy was very subtle, and he never even mentioned the subject of anal sex. When he used to go down on me, he started to gently touch my anus with his fingertip and massage it as he licked and sucked my clit. I almost jumped off the bed in shock the first time he did it, but I quickly learned to love it. He started to do the same thing when we showered together, and it felt amazing.
One night when we were doing it doggy style, he suddenly slipped a lubricated finger straight into my arse. I was already on the brink of orgasm, and it pushed me right over the edge. I had the most powerful and prolonged orgasm of my entire life. After that, he regularly fingered my arse, and I began to fantasise about him using his cock instead of his finger. I was definitely ready for my first anal sex experience.
I was nicely relaxed and very horny. When my boyfriend handed me a tube of KY jelly, I didn’t understand for a moment – then I realised what he had in mind. I felt my heart begin to pound as a wave of forbidden excitement flowed through my body. I dropped to my knees and began to suck his cock. As soon as he was hard, he pushed me onto the bed and pulled my yoga pants off. Then he pulled off my panties and turned me onto my knees in the doggy position.
I felt the first glob of wet lube on my bum crack, and then a gently probing finger. My boyfriend worked his finger deeper into my arse after teasing my little virgin starfish, squeezing more lube onto it. As I relaxed for my first anal sex experience, he tried to push a second finger inside me.
But as I adjusted, it started to feel good. I felt myself instinctively pushing back against his fingers as my arsehole relaxed and opened. He pulled his fingers out, and I looked back to see him massaging the lube into his hard cock. A moment later, the head of his cock pressed against my wet arse. I gasped as I felt it penetrate me. I felt a little pain and some burning, but gritted my teeth and tried my best to relax.
My boyfriend was gentle at first, but I pushed back against his dick and told him to fuck me a little harder. My first anal sex experience was a massive rush. I panted and moaned in shameless pleasure as my boyfriend slapped my arse and pulled my hair. From that day on, I became a three-hole whore. And I just loved walking around all day with a naughty trickle of cum slowly oozing out of my tight little bottom…
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Brittany knows exactly how to get me as turned on as physically possible. She is amazing.
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Jesse is incredible, a true professional!! I love talking with her.
Yesterday I was honored again to be in Aileen’s presence. What an amazing call. We touched on the 10 tenants of Aileenism that I have written for Her. Call Her and perhaps She will share them with you. I love ❤️ and worship Aileen. As it says in Aileen’s Holy Scripture chapter 13 verse 15: Though She slay me yet will I trust in Her.
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