I had rented a beach house for a weekend get-together with friends but added a few days beforehand with the intent of working some remotely but mostly just taking some time to relax. The first evening I was watching the last glow of daylight on the horizon. I stood to get another beer from the fridge and heard a woman’s voice from the deck next door. It seemed like one side of a phone conversation and from the humming, bubbling and occasional splash, she was perhaps in a hot tub.

My curiosity got the better of me and I quietly snuck to the fence separating the two properties. She was indeed in a hot tub, facing away from me, mere inches away through a gap in the fence boards. She must have been wearing earbuds as she had a wine glass in one hand as the other played about in the bubbling water. I was about to back away quietly when she began to rise. Her bare back suggested lack of a swim suit top and then I was presented with the cleavage between the two awesome and very bare ass cheeks. She stepped onto the deck still conversing and entered the house.

I saw a light go on in a nearby window and shifted my position down the fence and found another gap. She was now facing me, her phone and wine glass on a dresser as she toweled off. She ended the call and pulled on a short robe but left it open. I had been watching her breasts bounce and sway as she dried off and they were now covered, but her neatly trimmed crotch was still exposed.

I heard her phone vibrate and she glanced at it and then looked up almost directly had me. I held very still in the dark until she turned and left the room. I quietly snuck back to my own deck and went inside for the beer I had initially sought. I had the bottle in my hand about to open when my phone chimed with an incoming message.

It was a text from the owner of my vacation rental, Anita. ‘Hope your vacation is off to a great start. I’m in the cottage right next door. Come on over for some wine and conversation, if you like.’

I thought there was no way she had seen me so this must be coincidence, right? I was wary of the invitation but did not want to seem unappreciative. I waffled for a moment or two and then replied, ‘Thanks for the invite. Be over in a few.’ I grabbed a bottle of cabernet from the provisions I had gathered for the weekend and headed over.

I knocked and heard her call, “Come on in, it’s open.” As I entered, she was coming from the kitchen with a wine glass in each hand. She was wearing that same short robe - now tied closed - and I wondered whether we was still bare underneath. We sat in her living room and talked and drank. She mentioned she only worked part-time, getting a decent income flow from rental of the place I was staying. I explained my job and how I needed a break and the upcoming time on the beach was a chance to unwind.

We finished my bottle and it was getting late, so I stood to make my exit. “There’s one last thing we need to discuss,” she said, causing me to pause. “Earlier, you were spying on me as I dried-off in my room, right?” she asserted. I nodded and shrugged in acceptance of the allegation. “At least you don’t deny it,” she continued. “I have a motion camera in the side yard.” Apparently it was pointed towards the front and away from the deck so it had not caught me watching her in the hot tub and I was not going to inform her of my added malfeasance. “I believe you deserve to be punished…the way I always punish naughty boys,” she continued. From her tone and preamble, I was not completely surprised when she added, “A trip over my knee for a good long spanking on your bare bottom.”

She beckoned me to her right side as she moved to the center of the sofa. She unbuckled my belt, unzipped my fly and tugged my pants and boxers down, then guided me over her lap. She spanked fast and hard, my cheeks quickly ablaze with unexpected pain. I felt myself growing hard against her bare thighs and wished she would cease the spanking and provide relief to the sexual tension I was feeling. Eventually she was satisfied with the heat and color of my bottom and paused. She prompted me to stand and almost begged recidivism, “Any more bad behavior from you and this will seem like a walk in the park.”

Later I lay in my bed, replaying the spanking from Anita in my head, remembering the feeling of my erection against her bare thigh and fantasizing about her bringing me to fruition afterwards. I completed the task myself and fell asleep.

The next day, I worked in the quiet house taking breaks out on the deck. I glanced over at Anita’s place and it seemed empty. As evening approached, I took a walk on the beach until it was almost dark. As I was walking back to the house, Anita was on her deck and waved at me when I got closer she called out, “I was going to take a dip in the hot tub. Wanna join me?”

I had spent the day in board shorts so was unintentionally already prepared for getting wet. Anita beckoned me inside and asked, “How’s your bottom?”

“A bit tender,” I replied. I kind of liked the residual tingle from the previous nights spanking.

“Let me see,” she asked. I turned and lowered my shorts. “I must be losing my touch,” she said in response. I began to pull up the shorts and she interrupted. “Leave those down. You need a touch-up.” She retreated down the hall and returned with a hairbrush. She took a seat in the center of the sofa again and gestured for me to assume the position. Her hand had been plenty painful but the brush was of another order. The spanking maybe lasted only a minute or two but the wooden face of the brush was incredibly effective at imparting intense energy into my tush, leaving it literally blistered. “Ok, that’s better,” Anita noted. “Let’s get in the tub.”

I began to pull on my shorts and again she interrupted, “The hot tub is a no-swimsuit-zone.” I dropped my shorts and watched as she pulled off her tank top and lowered her own shorts. She handed me a glass of wine and led me onto the deck. I was mesmerized watching her bare backside, sway and jiggle. The hot water only worsened the seared sensation in my ass and she smiled knowingly. We sat, sipped wine and chatted for a bit. I was so very hard and she began to touch me, lightly at first and then stroked more fervently.

“I don’t want to clean poached jiz from the filter,” she announced. “Sit up here,” she added pointing to the top of the steps that led into the tub. I complied, my distressed cheeks still in the hot water but my cock bobbling above the surface. She continued to stroke and then turned and took me in her mouth. I knew this stimulation would produce quick results and I warned her that I was about to cum. She continued her oral ministrations, capturing my release, proudly showing the pool of milky results in her mouth and then swallowed conspicuously.

A few minutes later, she led me inside, refilled our wine and then led me to her bedroom. “Can I persuade you to give me a back rub?” Anita asked. I nodded my assent and she handed me a tube of scented massage oil. I knelt over her ass cheeks, kneaded her back from shoulders to glutes. She felt me growing hard again, my erection laying along her butt crack. “Get in me,” she ordered and I repositioned myself slightly, pulled her hips up a bit and entered her. She moaned with the intrusion and I felt like I had be best possible view - my cock disappearing inside her as my pelvis smacked into her round cheeks. Quite too soon, I felt myself nearing apex. She must have sensed the change, too, and instructed me, “Cum on my ass!” I gladly complied, emptying an unexpectedly generous load on her amazing tush. I flopped down beside her and rubbed the semen over her ass, like another formulation of massage oil.