30th
It’s the final countdown…
T mandated earlier this month that if my tongue had not caressed a woman’s pussy before the end of September, I would not be cumming for a week. With all of the recent excitement, work madness, rehearsals gaining massive momentum, the fact that I was nearly out of time didn’t hit me until late in the evening last night as Hugg and I were headed home from happy hour. Hugg and I have had exactly one sexual experience, and it was a fivesome at DO back in March-I was ordered to go down on her as she was both being bound to the bed and attached to a separator bar; since then our interactions as roomies have been purely innocent.
Once I realized that should I not seize the opportunity, I could lose out on even the chance of an orgasm during my first week of sobriety/mental cleansing, it was on like Donkey Kong. I turned to Miss Hugg and simply asked with all seriousness, “May I lick your pussy when we get home,” and she replied (with just as much gravity), “You know you can.” As much fun as it was to play the vixen for a moment, we both started cracking up directly after-most likely due to the surreal quality of the moment.
We got to the house, both changed into PJ’s, and I came into her room with a couple lit candles and a bottle of water-all a pair of creative gals really need for a good time. Deciding on the college-boy-seduction-route, I offered to give her a back rub, and with that the shirts were off and she reclined against my chest. Hugg has had this silly issue with her breasts since I met her, and I was looking forward to convincing both her and her tits of their beauty, so within moments of starting the back rub, I had her bra off and had started haphazardly caressing them-lightly and teasingly until I started to feel her arching toward my touch. We started kissing languidly, taking our time with every little thing, both of us inexperienced but quite enthusiastic about the whole fun-filled ordeal. As our kisses became deeper and more fevered, I slid out from under her, so that she was reclined against the billions of pillows strewn across her bed.
As we continued to devour eachother’s mouths, I started experimenting with different sensations on her nipples and lightly fingering her slit; again, it seemed the more teasing the touch, the more insistent her body became, and once her pussy started wetly bucking against my hand, I knew it was my cue to start meandering south. It seems Miss Hugg’s trepidation extends past her chest because every time I could feel her relaxing and falling into the rhythm I was establishing as I fingerfucked her and alternated between sucking and lightly licking her clit, she would literally grab my head and stop my progress. She must have done this five different times, leaving me fully convinced that she needs to be tied up in order to fully let go. After that, I shifted gears from trying to make her cum to inspiring her to stop over thinking and simply enjoy it, which made the rest of the time I was pleasuring her sooooooooo very nice.
She surprised me when afterward she insisted on returning the favor. She had never gone down on a girl before, but Miss Hugg was on a mission to change that. As soon as she started, I knew I was destined to cum all over her face; it was as if she automatically knew all the things I adore and she did them in perfect tandem: one hand pinching my nipple, the other fucking me-her tongue pliable and caressing my clit as she sucked and teased it alternately-and all the while she was moaning louder than me. I was off like a rocket in roughly five minutes, which left plenty of time for us to throw on t-shirts and head to the kitchen for milk & cookies, which I ate like the proudest subbie ever!! I think I’m finally moving past my silly, timid tendencies…