Penny and I had a fairly lengthy on-line, long-distance dialogue before we ever played together. She was a confirmed disciplinarian whereas I considered myself a switch, with a distinct preference to topping. Our initial conversation focused on our previous experiences and play partners, then diverged more into themes we really enjoyed or sought. I also really like writing spanking fiction and she would pitch story setups for me. Those tales inspired even more fun discussions.

Our connection morphed from a purely virtual one to occasional in-person play when began to occasionally travel for work to a bigger city outside of which Penny lived in a peripheral suburb. I would fly-in the day before work meetings and drive out to Penny’s in the evening. Sitting on a well-spanked bottom in meetings the next day - and the flight home - was a wonderful reminder of time across her lap.

Our first two sessions were somewhat exploratory - her finding my tolerance plus experimenting with various implements and positions. After that second session that focused on me over her knee while she progressed from bare hand through wooden and then leather implements, Penny suggested we think about minor role play. It was a favorite spanking pretext for her and quite appealing to me as well. Seeking her to direct this new approach, I asked her what sorts of roles were her favorite. She replied that doctor/patient was a fave of hers and I think she sensed my own predilection for that situation.

She said a friend of hers had a very well equipped play space that included a very realistic clinical setup. So, on my next trip, we met at her friends house. Penny had the code for the door and led me into the basement and back to the mock clinic in the corner. She donned a lab coat over a very short skirt and cream blouse, provocatively unbuttoned. She had me sit on the exam table and made the initial attempts at a usual exam. Neither of us wanted a lengthy prologue and she soon opened a drawer in the adjacent cabinet and withdrew an old-fashioned thermometer.

“I need you to lay face down and lower your pants,” she instructed. She held a tube of lube but was waiting for the expected protest before actually preparing the instrument for insertion.

“No,” I objected. “Use a modern thermometer, one of those that scans my forehead.”

“I need to get an accurate reading of your core temperature,” she replied, “…and there’s only way to get that.” She paused and then continued, “This needs to go in your bum. If you don’t cooperate, you’ll find I have little patience.” I failed to comply and she added. “Now you’ve done it. You’re going to regret this behavior.” She set down the thermometer and tube of lubricant, then took me by the hand and led me to the center of the ‘exam room’. She pulled a straight backed wooden chair into the space, took a seat and began to unbuckle my belt.

I blocked her hand, “No!”

“You’ve been a naughty man,” she scolded. “…and naughty men get their bottoms spanked and spankings are always applied to a bare bottom, so move your hands or I will get my paddle and really tan your hide.” I relinquished the grip on my belt buckle and she quickly had my pants open and then tugged them and boxers to my knees. “That’s a fine belt,” she noted, “I’m very tempted to conclude your punishment with a dozen strokes of it on your bare bottom.” She paused, “After its been well-spanked, of course.” She began to spank but quickly extracted a hairbrush from the pocket of her lab coat and only paused when my ass was very well seared. She had me stand and then bend over the exam table, added a dollop of lube to the thermometer and inserted it deeply into my rectum. A few minutes later she pronounced my temperature normal but then snapped on a nitrile glove and began a long, deep exam of my prostate. I thought I might cum from the combination of spanking and attention to my anus. She peeled-off the glove and then pulled my belt free of my pants. “Count these,” she ordered and laid a hard stroke on my already stinging bottom.

“One,” I shouted.