Sometimes, I ache to be filled.
It started, as it normally does, with a need…..a desire….an urge. Lying on my bed, I allow my right hand to drift into my panties, even as Miss Brain reaches for her masturbatory scrapbook for a scenario or image.
Almost as soon as I start to stimulate myself, I feel it, that emptiness inside. It feels like a void waiting, needing to be filled. I lean over to my drawer of sex toys and, as if driven by some unseen force, my fingers wrap themselves not round my vibrator, but round my largest dildo. This one is special…personal, and personalised, since it is a latex version of a cast made from The Lovely Chris at his hardest! The Lovely Chris is….big. Very big. And of considerable girth too. More than enough to make a girl very, very happy.
So, panties on or off? Oh, on! Definitely on, but unlike last time, no looking in mirrors, in fact, eyes shut. My tits ache….but then, I am on my period. Light as they are, they do make my boobs sore, but that works in my favour.
A little prep is required. First, lose the night T-shirt, second, lose the tampon. Third, lie back, breathe in and out a few times. Fourth, close my eyes and let Miss Brain take over.
She paints me an image of me being a virgin again. I stroke my boob with the back of a hand, the fingernail tracking over the erect nipple which is already being teasing by the piercing. Tiny as these little studs are, boy, do they work! Down, down over my belly, to the waistband of my panties, there to pause, tantalisingly, before a conversation starts in my head.
TLC, “Anna….are you….sure?”
Me, “Oh Chris….yes! So sure!”
TLC, “Then….” ‘His’ hand drifts effortlessly under the elastic and down to my hairless mound. I feel his fingers pressing between my thighs, seeking access and also more consent. Slowly, hesitantly, I part my legs. (I remember vividly the first time I opened my legs for a boy to touch me….what girl wouldn’t? My heart rate increases as it did back then.) I feel him touch my labia and a finger slides up the moist valley in between. I gasp as he touches my clit.
He pauses there, gently stimulating me until he finds the way I like best. He tries side to side, round and round and finally up and down. He finds the combination I like, not by asking, but by watching my reaction. I reach for ‘him’ curling my fingers around his manhood. God, he feels enormous! I will never be able to take him inside me. (I’m holding the dildo in my right hand which, in turn, is on my right leg.)
TLC, after some time, “Are you…..ready?”
Me, with an unexpected quaver in my voice, “Yes…I….I think so.”
He/I pull my panties aside, exposing my wetness. I feel the tip of his manhood against me and he pushes ever so slightly, I gasp. Part pleasure, part anticipation, and part fear. Miss Brain is doing a bang up job! It’s as if I can feel TLC’s heat and smell his scent. Slowly I raise my knees off the bed. (This happened on my first time. I had my legs spread, but flat. The person concerned gently put his hands behind my knees and slowly lifted them.) I feel another push…more deeply this time. Miss Brain gives me a twinge of simulated pain. TLC, “Ok?” I take a big deep breath in and out and reply firmly, “Yes. Go for it.”
Instead of the thrust I’m expecting, I feel him actually withdraw slightly. My eyebrows raise in confusion, but before they reach their fullest height, he pushes. A sharp lance of pain stabs through me and….he’s in me! I feel wonderfully stretched…filled….dare I say, ‘complete’? He thrusts a little before, in my imagination, stopping and looking down, “Oh, you’re bleeding.” (In fact as well as in fantasy.)
While this scenario plays out in my head, I am masturbating, flicking my clit and fucking myself hard with the dildo. My bum tenses and relaxes, and I find I am grinding my hips. “Ooh Chris! Fuck me! Fuck me, fuck me, FUCK ME!”
I’m about to cum…..so very, very close. Miss Brain is with me. She makes me imagine I feel him swell inside me. “Anna…. I’m….I’m…close. Where….?”
Me, “If you’re sure I can’t get pregnant….I'd like you to cum in me !”
Back then, the thought of having semen inside me was enough, all on its own, to make me cum when I masturbated. He bangs me and I feel him move deep inside me, and then…”Ohh. Anna, I’m cumming.”
I hold him to me and in me and as he explodes inside me, I cum long and hard.
Post Script.
It was a huge orgasm too. I do love Miss Brain. She is capable of not only providing me with endless masturbatory scenarios and images, but she makes them feel almost real! There’s some cleaning up to do, of course, and a dildo to wash, but my orgasms during my period are truly something spectacular.
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