During my sophomore year in high school, my dad got a plum overseas job assignment. My Aunt Joanie - mom’s sister - lived only a few miles away and it was decided that rather that uproot me, I would live with her and finish high school and then, presumably, go to college. For Aunt Joanie, like my parents, corporal punishment was a natural response to youthful indiscretions. The one big difference is that for my parents, it was an unfortunate destination of last resort whereas for Joanie a spanking was the go-to response and she seemed to dispense those punishments with zealous enthusiasm, hardly disguising a somewhat sadistic tenor.

The summer after my first year of college, I was back living with her for the summer and despite being legally an adult, her disciplinary style was unfazed. One recent instance had been demonstrating her disappointment at my spring mid-term grades. Shortly after arriving ‘home’ at spring break, she had me fetch her favorite hairbrush for a long, hard paddling. The posture for most punishments was over her knee, usually applying that brush and always on my bare bottom.

Traditional summer jobs were rare that summer so I understood a variety of handyman projects and yard work to earn money. One ‘client’ was Aunt Joanie’s next-door neighbor to the south, Mrs Curtis. She was a widow in her early sixties and engaged me to mow her lawn, tend to her yard and handle other household maintenance tasks.

I always felt a little embarrassed around Mrs Curtis as she had been an eye-witness to Aunt Joanie giving me a serious spanking a back when I was in high school. I had come home from school to find Mrs Curtis in Aunt Joanie’s kitchen chatting over a cup of tea. When I entered, Joanie’s attention pivoted to me and her tone was ominous. “You failed to clean-up the dishes last night.” She was right - one of my chores was to clean-up after dinner. I had left the job to finish homework and then fallen asleep left hurriedly for school in the morning. She must have completed the task as the kitchen was tidy when I passed through on my way out. Now she was reminding me of the error and her response with a guest present surprised me. “Go fetch the brush,” she ordered. I trudged down the hall to retrieve the implement. This was a favored tactic of hers - getting me to collect the tool that would soon be applied quite painfully to my bare ass. The brush was such an innocuous item but holding it and carrying it back to her built tension - perhaps for us both - but particularly for me knowing its flat back would soon be heating my tush.

As I walked back towards the kitchen, I heard Mrs Curtis say, “Maybe I should go so you can attend to this.”

Aunt Joanie replied, “Please stay. We haven’t finished our tea or conversation. This will take just a minute.”

I handed the brush to my aunt and stood for a moment at her side. I glanced over at Mrs Curtis who gave me a sly smile. “Prepare yourself,” my aunt commanded. “Any more delay will make it worse and longer,” she added. I quickly undid my pants and lay over her lap. It took significantly longer than the promised minute to complete her task and when she finally finished my ass was ablaze. I hopped up and tried to cover-up to avoid further embarrassment. “Off to your room and contemplate how you’re going to do your chores on-time,” my aunt scolded. I looked over at Mrs Curtis who blushed and I knew she had enjoyed the scene. So there was that history between us.

Now - actually a couple of days ago - I was finishing up mowing and trimming her lawn. I was returning the mower and string trimmer to a small shed on the south side of her house - the side away from my aunt’s. I heard a familiar, rhythmic smacking sound from the next house over. I peered through the tall hedge, though an open window to see a fellow over the knee of Ms McGee - the neighbor two doors down from my aunt. I commiserated with the guy, whose bare ass was being whacked with a bath brush. I thought I had heard that Ms McGee was divorced so this lucky fellow was not her husband. She was an attractive women with an alluring figure and I watched in rapt attention as she paddled this guy’s rump. When the spanked seemed to have concluded, I discretely withdrew and returned home. In my room, I attended to the raging erection that watching the spanking had caused.

The following day, I concocted an excuse to be near the shed at about the same time. I told Mrs Curtis that I had some unfinished trimming to do and revisited the flower garden borders with the string trimmer except that I was a bit preoccupied with watching Ms McGee and was to hasty around her bed of impatiens and cut a few down. I left the severed flowers for the moment and hastily moved to the hedge to see another scene unfolding in Ms McGee’s. A different fellow who I was most envious of was completely naked across her lap as she first spanked him with her hand and then transitioned to a short leather strap. He wailed in authentic pain at the impacts and I was again quite aroused in response.

I was startled by a stern, “Ah hem.” Mrs Curtis was just a few feet away standing beside the shed. “I suppose you thought I would not see the flowers you carelessly hacked?”

“I’m sorry ma’am, I was going to clean-up the mess and replace them,” I begged. I glanced back at Ms McGee’s to see they had transitioned to a new position and he was bent over, hands on his knees as she paddled his bare ass. His cock hard - as was mine.

“Come inside,” Mrs Curtis scolded. “We’re gonna handle this the old-fashioned way.” She led me inside and had me stand in her kitchen as she wordlessly looked me over seemingly deciding my fate. She approached me and unbuckled my heavy leather belt and pulled it free. She then unzipped my shorts and tugged them and my boxers down, her eyes on my stiff member. “Turn around and bend over,” she ordered and when I was in position she commenced a blistering assault on my bare cheeks using my own belt. After two dozen strokes, she dropped the belt and then sank to her knees. I had been the recipient of a couple of blowjobs but none compared with the sensations she provided. Much too soon, I was at the precipice and then over the summit, releasing copiously into her mouth. She gave my seared cheeks a hard squeeze and quipped, “We’ll need to make that a part of your usual yard care duties.”

Th day after that, I had an idea and walked over to Ms McGee’s front door and asked if she had any yard work or odd jobs I might do. I had thought if I spent more time around her place, there might be additional opportunities to witness spankings and maybe discover other fun facts about her hobby. She asked about my pricing for yard work quickly agreed that I should mow her yard weekly. She paused and then added, “I’m pretty sure you’re the fellow who’s been spying on me through the hedge recently. Perhaps when you’re finished mowing, I take you over my knee before giving you the cash?”

I was surprised she had seen me but very receptive to her proposal. “When should I start?” I asked, growing a bit stiff at the notion of getting my ass spanked as part of my compensation.

“The yard was just mowed so that can wait a week, but how about let’s address your voyeurism right now,” she replied. I nodded and the led me by the hand to the spare room where I had watched from outside. She was wearing shorts and a tank top that both exposed a lot of luscious skin. She sat in the chair and slowly unbuckled my belt, opened my shorts and pulled them and my boxers down. My erection sprang free and was sandwiched between her thighs after she guided me over her lap. She spanked in a way I had never felt before - fast intense volleys of swats and then pauses to caress and stroke my stinging cheeks. This went on longer than any spanking I had ever experienced. It was incredibly arousing and I felt both the heat in my cheeks and sexual arousal rising. The friction of my erection between her bare thighs was exquisite - perhaps a sensation she intentionally created to augment the pain in my rump? Finally, the rubbing of my erection against her leg brought me to climax and I emptied, coating her thighs and calves with cum. “You naughty boy,” she scolded. “I think we need to clean-up before I continue your punishment.” She led me to the adjacent bathroom and quickly stripped before entering the shower. I was agog at her naked form and she giggled and asked, “Are you going to join me or just stand there and stare?”