My foolish sweet tooth.

Once again, I didn't follow my instincts.

She was a reader of the blog, a sexblogger herself, and found me through a fetish networking site. She was going through a breakup at the time and had moved nearby from another city to the west, and she approached me to see if I'd be willing to escort her around the Toronto fetish scene. It sounded like fun, and I've come to really enjoy meeting blogreaders lately. She wanted an opportunity to make new friends, start over, and move beyond whatever it was that her previous Top partner had apparently stung her with. She was missing "kinky submissive goodness."

Me, I expected that we'd make platonic good friends, and having her on my arm would give me an excuse to go to all those local fetnights that I've allowed other elements in my world to keep me from lately. Win-win.

For eight months, off and on, we chatted through the fetish networking site. She was full of compliments about my writing, and eventually the flirting began. It became more personal. I already knew that she had also connected with a new Top Daddy, and since both my being largely poly and the fact that she hadn't really become Serious on my radar yet, I had no issue with that and told her so. After all, if nothing clikked, there was no reason why we couldn't stick with the original plan and just be buds exploring the local vibe, right? Sure. We set up a date for drinks.

Over a perfectly pleasant Indian meal, we discussed ourselves, our desires, mutual interests... the usual on-a-date thing. We talked about her past experiences amid the fetscene in her previous city, and she bemoaned the drama in her post-breakup experience there.

(Oh, the irony. ...But I digress.)

Gradually, our datetalk seemed to shift from comrades-in-kinkdom-looking-to-attend-stuff-together to potentialities-in-seeking-primary-partnership-in-life. Was she asking me if I was interested in pursuing a partnership with her? I rolled with it, enjoying myself.

Cupcakes is an early30s mulatto brunette BBW with a passion for shoes but yet, curiously, is also hugely podophobic. (I would later tease her that the worst BDSM punishment I could ever put her through would be to blindfold and restrain her as a circle of men and women gently touched her body with their bare feet.) I was initially intrigued with her background in French literature, her mixed race status, her desire to submit.

And, yes, it's true: the possibility that maybe there might be something here beyond dating, beyond even fucking, appealed to me. I do enjoy being single. But it's also not been since Kara since I had the compatible opportunity for More. Cupcakes appealed to that sweet tooth.

While we were relaxing on the couch in her small apartment, I was looking into her dark eyes when I moved closer for the first kiss. Her lips responded lightly, and as I brought my hands upward to her head and nipped at her ear, she began to slowly melt under me.

I enjoyed the texture of her tight, small, black curls as I held her head and nibbled upon her neck. Her gasps were moist in my ear. Her groans were soft as I tugged her hair from behind. Her nipples began to harden under her lacy top, and when her round, firm breasts were revealed to me, they were capped attentively.

When I found myself kneeling on the floor before her couch, tugging her jeans down to reveal the equally lacy black panties under them, my cock was straining inside my jeans. I removed my shirt, parted her thick legs, and began to taste her. The panties were tugged aside, and I nipped at her thigh as a very lightly sparsed mound opened itself up before me. I swabbed her with my tongue. She gasped and cooed appreciatively.

After a short while, I was eager to see her ass. Turning her down and around, she rested her knees to the floor and bent comfortably with her tummy on the couch. I tugged the panties down and off an ankle, and knelt back as I enjoyed the sight her her womanly round derriere. Opening her up, I continued to taste her from behind, but soon switched to lay down on the floor itself with her thighs to the sides of my head, holding her hips gently as I lowered her pouty cunny toward my mouth. She was warm and rich and definitely moist, and her scent soaked my light beard and lips as she gently rode me.

Soon, I knelt up. I caressed her broad back, massaging her shoulders as she whimpered into the cushions. I moistened and began sliding my fingers inside her, probing her Gspot as I fucked her with my hands. My fingers teased, slid, twisted, cupped, fucked. When she finally came, I was stroking ribbed flesh within her body as she shuddered and quaked beautifully.

I stood and stepped to her bedside table, where a small stack of condoms already awaited me. Selecting one, I tore the package open with my teeth and continued to watch her, on hands and knees over the couch, as I rolled it down the length of me. I brought my knees to the carpet, held the base of my cock with my fist, and slowly guided it inside her thick body. She looked at me from over her shoulder, her mouth open, her breathing heavy. I ran my nails along her spine. I massaged her shoulders more as I started thrusting inside her. I gripped her wide hips and pumped, feeling her phat ass against me. When I started to grip her coiled hair and tug her head backward slightly, she cried out and shook once more.

I brought my pace down, smiled, stood up, and peeled the latex from my cock. She was still shaking gently and panting into the cushions when I reached for the wineglass on the floor and drained it.

Bringing ourselves up to the couch again, I coiled my arm around her waist and lay her across my lap. Her arms and head lay on the armrest of the couch as she realized what was about to come. She had already confessed to me that among her needs was to be spanked regularly, for "maintenance," so I saw no reason to let a fair opportunity like this go to waste.

I held her as we had a Time-Out moment to discuss what would be coming next. I gave her her safeword for the evening.

Once she was comfortably settled, my caresses to her bum shifted to gentle pats. Gradually, pats become slaps. Slaps became strikes. Upon one asscheek, then the other, I alternated and changed where I brought my palm to her submitting body. But knowing that she already had experience and desire in this kind of play, I didn't linger on gentility for very long. Soon, my palm was noisily striking across her seam in crisp, short strokes, and I smiled to myself as I felt it across my fingers. It had been a while.

She began to shudder again, and so my grip around her waist tightened as my other arm continued to alternate the intensity of my strikes. But this time, it wasn't an orgasm that was swelling up inside her, but tears. When the sniffling little thing was reduced to soft sobs, I gradually came to a stop.

The energy shifted. My first thought was that, like other subbies I've enjoyed back in the day at the BDSM clubs, she was of the kind to desire this sort of release. But, no. A nerve had been struck, she had been brought to a place she didn't necessarily want, and so the only thing left to do was to hold her and caress her and try to help her feel safe. Listening. Confirming the thought that, ok, this didn't go right. More listening.

This happens sometimes. And, in my experience, a healthy Top endeavors to handle it as gently as possible, as nurturingly as possible, especially with a new partner.

The silly tart hadn't used her safeword, and this elicited a strong but nurturing response from me. Lesson learned. "I need to trust that you'll alert Me when you've gone into an uncomfortable place, because I may be thinking that you're otherwise enjoying everything that's happening. I observe, I see, I'll make a call if it doesn't look like fun for you, but that doesn't mean I expect to do without your responses, baby."

Cuddles. Relaxation. Wine. Talking. Soon, we were discussing more about our shared interest in having Primary Partnership in our lives, and we each opened up about our respective backgrounds. The time went by enjoyably.

I would be spending the night. Her luxurious bed awaited us, and I smirked as I saw the Hitachi wand still tussled amongst burgundy sheets. Stripping, we slid under the duvet together and held one another.

She wanted me to read to her.

But that's another story.

And to my even later surprise, this otherwise lovely "night out for drinks" wouldn't become what it seemed like it could have been.

And that's another story too.