I’ve seen at least one other shot of this girl, and if anyone has any more, please let me know. I’m not sure what it is—the impish little smile, the “girl next door” face and body, or what—but something about her and the way she wears such an innocent devotion on her skin just does it for me.
This was a while back, but still…
It’s incredibly hot to have a cute little eighteen-year-old redhead tell you that she’s been waiting for you since you first met, when she was fourteen, because since then, her favorite masturbatory fantasy has been for you to fuck her mouth, take her virginity, then—and her eyes glaze over a little when she tells you the part of her fantasy that makes her cum so hard she has to bite her pillow to keep from screaming—is not just her giving you her anal virginity, but having you take it from her.
To further increase the hotness, when you tell her you want details on that last part, she says she makes herself cum by getting one finger wet in her mouth—which she demonstrates—and her pussy (which she doesn’t demonstrate right then), and working it into her ass while she rubs her clit and imagines you pinning her face-down to the mattress so that she’s completely helpless, with your legs locked around hers and one hand holding her arms over her head while you rub her pussy with the other hand and savagely violate her ass—yes, that’s the term she used—with your cock, that in her fantasy you keep raping her ass until you’re finished pumping your cum into her, no matter much she screams and struggles and begs and tries to get away. And that she not only hopes you’ll fulfill that fantasy, but that she wants to get to the point at which there is no part of her that has not been covered in or filled with your cum at some point, because she wants you to claim her entire body and make her your pet, but even if you didn’t want her as a pet, and only ever fucked her the one time, she’d still be happy she waited for you.
(And how is this for sweet?: She was embarrassed and apologetic that she’d given blow jobs and hand jobs before, instead of saving her mouth and hands for me, too.)
Naturally, fulfilling her fantasy was hotter than hearing about it She ended up collared to me for six years (and she has one of the tightest little pussies I’ve ever fucked, to this very day), occasionally with a sister-sub. It didn’t take long for her to realize that in real life she couldn’t handle it if I were quite as savage about raping her ass as she fantasized, though.
In fact, she never did get used to anal sex, although I’ve been able to help other women learn to enjoy it. She went back and forth about that idea. On the one hand she loved the idea of learning to cum from me fucking her ass, but on the other hand, in some ways she liked that it hurt. It usually made her cry, no matter how gentle I was, but when she wanted her ass fucked, she usually didn’t want me to be gentle anyway. Sometimes I’d help her get into her sub-space and guide her toward it because that what I wanted to do, but there were also times when she’d actually beg me to rape her ass and make her cry with my cock, to do it harder, to make it hurt more, because she said it made her feel more owned and submissive to offer me her pain for my pleasure and know that her pain and writhing and whimpering and struggling and screaming and occasional tears made me cum, that she was proud to be able to take the pain for me, and that remembering it later got her so wet she couldn’t stand it.
There were even a couple of times she said she didn’t want a safe-word (something I don’t generally suggest going without), because she didn’t want even that level of control. One night in particular she said she’d been thinking all day about me fucking her ass, but that she didn’t want the option of making me stop. (This may have been on her mind because a week or so beforehand I’d been fucking the ass of a girl with whom we occasionally played—who was initially hesitant about anal sex—while the two of them licked each other’s pussies.) Once I started, she said, she didn’t want me to stop until I was satisfied, no matter what.
I did stop a couple of times, just to make sure she was okay, but each time I gave her a chance to back out, she chose to keep going. Even begged me to continue. I wrote more in detail about that night elsewhere, but you get the idea.
She was sobbing afterward and could barely get the words out to say that it had hurt like hell. But you enjoyed it anyway, I said. It wasn’t a question, but a statement, so I wasn’t surprised when she whispered that yes, she loved it, and kissed me and thanked me.
I kissed her tears away and held her and told her she was a good girl, and we whispered sweet things to each other for a while. By the time I helped her get cleaned up she was giggling and smiling and rubbing up against me flirtatiously in the shower. I don’t remember exactly what we did before bed for the rest of the evening, but I know it involved snuggling on the couch, and that after we went to bed everything was soft and slow and wet and gentle, and full of pants and moans instead of screams and sobbing. And I fell asleep with a sweet little pet in my arms, resting her head on my chest.
