Although I felt myself becoming addicted, I still did not stop my early morning explorations or my after-dinner trolling. Logging on, 'going visible' with my catchy, slightly salacious screen name, I raced through the list of chat rooms, found ones populated by people ten years my senior and scanned the list 'chatter's' profiles. Having courted, exploited, used and abused my fetish since sixteen, I now had another sixteen years under my belt to get what I wanted (or at the very least, angle myself into position for what I wanted). And it was all about 'positioning' really; what I wanted most was to find a lady, preferable one close enough to where I lived so we could actually meet, and then 'position' myself over her lap for a spanking.

I have always been more thrilled by the what's-not-said as opposed to what we reveal outright. Coddling my particular spanking fantasy, it feeds my 'naughty boy-ness' to look for women who might not be looking outright to spank a man, but might be open to the idea once I confess my need for same. As has been my experience the uninitiated to BDSM are so much more open to the idea when you just 'happen' on it. There have been many a time I just seem to fall across a lady's lap or present my tight ass in such a way during sex that the woman I am with simply can't help but spank me ever so lovingly or deliver a love bite. Of course I turn as if this was the very last thing from my kind, but now that it has happened, I flash my arousal. Or, on those late night candy-lit evenings as my date and I are revealing tit-for-tat truths I might just let slip how I have been, on occasion, just a little bit kinky. Considering I've got the girl to the point where she'll share a candle-lit dinner with me, most times she pushes for examples of my kinkiness and the confession comes a'tumbling out my thick lips as if it was never meant to.
Yes, it's manipulation to be sure, and I'm not completely proud of myself, but this fetish of mine sometimes gets the better of me!

The Over 40 chat-room fit my purposes perfectly: I could find a woman slightly older then I, part of what my fantasy required was an 'older' dom lady; and because this chat room wasn't related to sex (at least directly) if our instant messaging conversation got far enough, I'd eventually confess my most naughtiest desire and confession, and feigned contrition is what I wanted most of all (beyond a spanking of course). Besides, if a woman was in this room, her mind was most probably not on spanking (maybe sex, but spanking would be a stretch) and therefore I'd have the element of surprise if the conversation got to the point where I could indeed surprise her.

And sometimes the surprise is enough.

I found NJLady in the third room I searched. Her state of residency matching my own, her age ten years my junior and her 'status' divorced, I positioned myself to go in for the kill.

Was it something is this particular lady's profile that sparked my interest? Beyond where she lived and her divorced status, there was no other information given in her profile (my profile reveals even less). It truly speaks to my fetish that physical attractiveness is not a primary concern when searching for some one to spank me. If I am physically attracted to a woman and she me, all the better, but I need her mind, style and attentiveness more then her body (I guess my fetish makes the playing field equal on this account). As I would have the good fortune to find out though, when NJLady and I 'cam-ed' later, she was a wickedly attractive lady, with an evil thin-lipped smile and pretty fantastic tits. But that first 'conversation' as I got to know her and she me, I prodded and tested, cajoled and typed, in an attempt to spot chinks in her armor for even the slightest possibility of a discussion of my fetish.

For this reason, coming on so strong in these instances, I get batted down a lot, at least over the net. IN real life, face-to-face encounters I can judge a woman's reactions to my salacious remarks a lot clearer. But this Darwinian approach does work in chat, if a woman doesn't balk at my brazenness (as NJLady didn't) then I push ever further and farther. By our second and third chat I was showing her more and more on my cam (and she returning the favor) and by our fourth we made an appointment for her to drive the twenty minutes or so to my condo and deliver me a good spanking!

Dropping hints like aerial strikes, I kept positioning the conversation around to how bad a boy I was, how naughty I could be, and hoping the rest would run its natural/unnatural course. NJLady kept right up with me in her typed response, and by that fourth time when we were on the phone and cam at the same time, our rendezvous was set. I was nervous to be sure, as I am sure Trudy was (we had since learned one another's real names), we didn't know each other beyond the intimacies we had had over the net, but somehow in this day and age we take for granted the truncated time we come to know someone while chatting. Maybe it is my age, but I think by now I can tell by the cadence of someone's speech or what they type just what I am letting myself in for, if not for the long term, then at least for an initial meeting. True, it took a brave act of faith of Trudy's part to agree to meet me, and at my condo no less, but she must have sensed that truly I am a good guy, just aching to be spanked.

I waited the appointed hour, nervous yet hard. Trudy rang my bell, and then simply opened my unlocked door as I had instructed her to do. I called out to her; she followed my voice and in no time was turning the hall into my dimly lit bedroom. I was waiting as we had agreed, lying naked on my belly on my bed (and on my pounding cock) with only a thin sheet just covering my ass. Trudy entered the room with a quick "nice to meet you" that we giggled at, removed her shirt (having been mesmerized so much by Trudy's tits my only requirement was that she had to at least be in her bra when she stood over me) and came to the edge of my bed. At my feet I had placed the long leather paddle I had already shown Trudy when we first spoke about spankings and she lifted same, took a step too me and slowly removed the sheet from across my clenched cheeks.

Not that the buxom blonde's sexual experiences were many given she had been married nearly twenty years, and Trudy had admitted she had never spanked anyone before, still the woman took to my ass with a gusto that she would later admit scared her. It thrilled me too as I lie under her, looked up over my shoulder and watched her gleefully swat my ass over and over, the severity increasing with each successive hit. Not only was I positioned as I was to receive this spanking, but Trudy and I were 'positioned' well enough in this slightly kinky encounter that no matter the result of this one time (if it would turn out to be only one time) there would be no dire consequences. This added to Trudy's zeal I am sure, she had nothing too loose so why not swat the ass below her, take off her bra, reposition herself and make me get up on all fours?

With little coaching from me, deferring to my limits and her virgin outing, I moaned, arched my back and growled for Trudy to hit me harder, really swat my ass, raise a good sting. To her credit she stopped to check with me every fifth swat, delivered solid, if not very hard swats and marveled at how much we both were enjoying her first time.

As luck would have, Trudy's first time, would not be her last.

The zaftig blonde-haired woman and I enjoyed that day (wonderfully painful as it was for me), coming to know each other intimately beyond just the spanking, Since that day, now two years in the past, Trudy and I have met, chatted and spoke on the phone weekly. Now, more then ever, my erection pounds when I see her screen name bold or here her IM chime. We have graduated to other forms of domination, some of my choosing, some of hers. But mostly, Trudy and I have positioned ourselves right where we want to be.