Growing up, Rhonda, the daughter of our next door neighbors, frequently babysat me. She was about four years older and this arrangement began when I was eight or nine and continued until she left for college. In our families, spankings were the common response to misbehavior so it was completely natural that if I was naughty while she looked after me, she would put me over her knee on-the-spot. Sometimes, if I really stepped out of line, I’d get spanked by her and she would report the incident to my parents who would almost certainly provide reinforcing feedback via a follow-up spanking from them, too.

Perhaps she modeled her corporal punishment style after what she herself received. At the time, she never really discussed her own punishments though as I grew older I yearned to know more about her own cheeks being heated. Her go-to punishment was an extended trip over her knee. Usually she would grab a wooden spoon from the kitchen, or in some cases, have me fetch my mom’s hairbrush. From her, like from my parents, spankings were always applied to a bare bottom.

As I grew into adolescence, I began to have carnal yearnings about Rhonda and would frequently provoke her to spank me. Her more mature body was incredibly enticing to me and a trip across her knee became something I truly craved. Somehow, I think she enjoyed these sessions as well, since the threshold for mischief that would result in a lengthy spanking seemed to decrease over time, so as entered adolescence, my bare ass was whacked for even the most trivial infractions - not that I was complaining.

A truly seminal event occurred a few months before she graduated high school. After that, she was around less often and never really looked after me - or spanked me - again. At least until yesterday, but I’m getting ahead to my story’s timeline.

This watershed event happened during the winter holiday break. My parents were back to work but I was out of school until after New Years. During the day, they felt I was now old enough to not require oversight. One morning I woke not feeling well and my mom considered staying home but called Rhonda to ask if she would look after me as there were time-critical, end-of-year issues to address at her work.

Rhonda came over and was reading a book in the kitchen while I lay in bed and read one of mine. In late morning, the phone rang - I guessed it was my mom. Rhonda spoke to the caller for a bit and then it was quiet again. A few minutes later, Rhonda appeared at my door and announced, “That was your mom. The doctor is gonna drop by later this afternoon to check on you. I’m to take your temperature every half hour until he arrives.”

I knew two things were ‘wrong’ - our doctor was a ‘she’ and Rhonda was holding a rectal thermometer and a jar of Vaseline! She pulled my blanket away and commanded, “Roll over and slip your pjs down.”

“No!” I protested. At that point in time, I was unaware of how later I would find it appealing to have my temperature taken rectally.

“Ok,” she replied, setting her supplies on my dresser. She left the room but was quickly back but now holding my mom’s hairbrush. She sat on the end of the bed and prompted me to go over her lap. I somewhat grudgingly complied - being over her lap was highly arousing for me, my bare pelvis against her warm thighs. I would intentionally lower myself in a way that grazed her lovely breasts. She yanked down my pajamas and began to paddle my bare bottom. This was a very serious spanking - fast, hard swats that seemed to go on forever. Finally she paused, reached over to the dresser and retrieved the thermometer. She applied dab of Vaseline and stuck it in my butt. I then realized it was actually a quite pleasant feeling and my erection grew harder against her thigh.

She noted the reading on a pad and turned to leave the room. “I’ll be back in thirty minutes. I suggest you just let me take your temperature without the fuss - you will be very sorry if you don’t cooperate,” she warned. She took my temperature every half-hour without my objection throughout the afternoon. I was certainly tempted to provoke another spanking but thought she might see-through my sexually motivated ploy. Late in the afternoon, the doorbell rang. Rhonda answered the door and led Dr Boone back to my room. The doctor was a woman about my mom’s age - genial but firm. My memories is that visits to her office seldom concluded without a shot and I figured that was my fate today, too. She read Rhonda’s notes on my temperature and then - for good measure - sank her own thermometer in my ass.

Dr Boone looked at my still-red cheeks and asked Rhonda, “You had to persuade him to cooperate?” Rhonda nodded, perhaps a bit tentative thinking the doctor might view a spanking as too aggressive. “Just what he deserved, I expect,” was the doctor’s reply. While we waited for the reading, she proactively filled a large syringe with a milky white serum and laid it on the dresser. Dr Boone extracted the thermometer and noted the reading, wiped the instrument clean and returned it to it’s case.

I had begun to roll over and pull up my pajamas but she pointed to the syringe, “We’re not quite done back there.” I groaned, trying to act disappointed but lately I had begun to crave what I hated when younger. Getting a shot was now something I dreamt about and having Rhonda witness the event would make it even more exciting. Dr Boone swabbed my butt cheek with alcohol. I looked over and saw Rhonda watching intently as Dr Boone jabbed my rump with the needle and then slowly pushed the medication deep into my muscle. Afterwards, Dr Boone packed her supplies back into her bag and Rhonda accompanied her out.

I thought I would have time to address my raging erection but was surprised when Rhonda returned too soon. “Let me help you with that,” she offered and sat down beside me. She seemed to be well-versed in the manual manipulation of a turgid penis and soon I erupted with a very generous release. She actually giggled as the jets emerged and then seductively licked a few rivulets that had fallen on her hand.

Fast-forward a decade and I find myself housesitting while my parents are on an extended trip. Rhonda is coincidentally doing the same while her folks are on a cruise to Alaska. About an hour ago, we bumped into each other in the grocery store parking lot and chatted for a few minutes. The very memorable day ten years ago when I was ill is running through my mind and she quips, “Have you been behaving yourself?”

“Somehow, I always seem to be in trouble,” I replied.

“Well, you know, I am well-versed at handing misbehavior,” she countered.

After a bit more suggestive banter. We decide to quit talking and started acting on the risque talk. I was back home and mid-way through putting away my groceries, when there was a knock at the back door. Rhonda was there, holding her hairbrush. She led me back to my room and put me over her knee for a very long, roasting of my bare ass with her brush. When she concluded, I proposed, “Seems like turn-about is fair play.”

“Of course, but only if you promise to boink me afterwards,” she replied. I pulled her jeans and panties down and then guided her over my lap for bit of reciprocity. When I felt her cheeks were sufficiently hot and colorful, I stopped. She rose, rubbed her bottom for a bit and then knelt on my bed. “Get in me,” she ordered. “…and I want you to cum on my ass.”