You might be wondering why a sissy is writing about a girl crush but, as our experimentation continued over the following weeks, I learnt a lot from Rebecca, some of which I wouldn’t understand properly until much later.

One day she told me “sometimes I squirt when I touch myself”. We undressed and lay down on her bed, her laying on her back as she began to play with herself, while I lay on my belly between her thighs, watching her fingers caress her gorgeous little pussy. I didn’t need to touch myself to get hard as I watched her fingers sliding between her wet lips, first rubbing at her clit, then sliding down inside her vagina. After a while, as she rubbed herself harder and harder, her thighs started to tremble until, with a quiet moan, she suddenly removed her finger and a little jet of liquid  squirted from her pussy and splashed onto her leg. I stuck out my tongue and lapped up the sticky drops, tasting her pussy juices for the first time.

At our next meeting, having thought of nothing else but the taste of her delicious little pussy since, she let me try to make her cum with my tongue. I lay down between her thighs, my nose nuzzling her mound of pubic hair while my tongue slid in between the lips of her delicious, wet pussy and around her clitoris. In a slightly awkward position, Rebecca stretched her arm down underneath her body, reaching up between her buttocks in order to slide a finger into her pussy while I kept my mouth clamped around her lips, determined not to miss a drop of her precious cum when she reached orgasm. It took a few attempts but one day, as her body began to convulse gently with pleasure, I suddenly felt a warm liquid squirting between my lips, as her pussy delivered its precious gift of cum into my eagerly waiting mouth. A delicious gift I swallowed with immense pleasure.

Rebecca was always happy to share the results of her own experiments with me. “Did you try putting things inside you?”, she asked one day, and proceeded to show me how she used her favourite objects to masturbate. I watched, getting hard as usual, as she inserted a deodorant bottle with a rounded cap inside her pussy, but her absolute favourite was a hair brush. The handle was shaped with undulating ridges which gently stretched her pussy as she slid it in and out of her vagina. As I stroked my cock to match her movements, she suddenly pulled out the brush, lifted her knees up even higher and, to my surprise but immense pleasure, she pushed the brush into her cute little asshole and continued masturbating.

After Rebecca came, she asked if I would like to try. I must have looked doubtful but she quickly reassured me that I didn’t have to use the brush. We swapped positions, me laying on my back with knees up and legs spread, while she knelt in-between my thighs, one hand holding my erect cock, the other stroking me between my buttocks. She wet her fingers inside her pussy, then began to gently insert one fingertip into my virgin ass. As her finger slowly pushed inside me, any doubts evaporated and I began to experience an erotic sensation, more intense than anything I had felt before. The palm of her hand pressed against my butt as her finger reached all the way inside me, then she began slowly moving her finger in and out, stroking my cock as she did so, and giggling contentedly as the first dribble of precum spilled onto my belly. I thought I was already experiencing the most intense pleasure possible, when Rebecca tried something different. With her finger all the way inside, she began to wiggle her finger around in my ass, twisting and turning, bending and stretching her finger, as I began to squirm in ecstasy. With her hand wrapped tightly around my cock, and her finger stretching my tight ass, I soon came, ejaculating more intensely than ever before, cum splashing onto my chest and my face, even a few drops spilling into my open mouth as I gasped with newly discovered pleasure. Rebecca looked pleased with the results of her experiment and slowly slid her finger out of my still tingling ass before bending forward to lick the cum from my body.