The first time we did anal, my brother came over and said he had a surprise for me. He came over, took me to bed, and tied his tie over my mouth as though it were a gag, cinching it tight behind the back of my head. I thought he was going to simply fuck me from behind, which he knows I love, but I figured it might be rougher than normal. Obediently, I placed my hands firmly on the headboard, and he tied me up there as well.
When he went behind me, however, he began rubbing my pussy with lube… and dragging his fingers up to my asshole as well. I thought he was just teasing and playing when he started lubing it up too, but then he began dipping his fingers in it, probing it, and stretching my ass, and I began to realize that he was doing more than simply playing, he was priming me!
He pulled his fingers away and replaced them with the head of his cock, which he began rubbing against my lubed asshole. I tried to pull away as he began to push into me – the pain was surprising in its intensity! – but he grabbed me by my hips to keep me from moving. He started to enter my ass, slowly, and I could tell he was trying not to hurt me. As he came in further and further, I gradually began to relax into the pleasure and the pain.
When he couldn’t take it anymore, he buried his cock deep into my ass and thrust deep a few times before shooting his load of hot spunk deep into me. I exploded beneath him, and he collapsed on my back. He patted me and told me I was a good little cum whore, and we should have some kinky phone sex in the future.
Sherri
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