As I parked my car, I thought to myself, ‘Maybe I was intentionally late getting home?’

Judy had told me that her sister, Jill, was joining us for dinner and not to be late. I dropped my bag in my room and headed into the kitchen. Judy was at the stove and Jill was sitting at the kitchen table, her right wrist still wrapped in a brace after she had fallen and sprained it. She held a glass of red wine in her left hand and said, “Hi,” with a knowing grin.

Judy lowered the heat under a pan of sauce and turned to me, “Before I start the pasta, we need to take care of your tardiness. You know the drill.” I walked quickly to her room, already getting stiff with anticipation. I grabbed the hairbrush from her dresser. In the kitchen, she had turned a chair away from the table and Jill had moved her chair for a better view. I handed Judy the brush and quickly opened and lowered my pants. The boxers followed and Jill winked at me, seeing that I was fully erect even before any actual contact.

Judy guided me over her knee and began to paddle my bare cheeks. As was typical for the numerous punishments I had received so far, the strikes were fairly hard and the pace quite brisk. On several occasions, I had counted the swats - over one hundred and fifty in just a ninety seconds. This time was only slightly briefer but the vigor and pace were both high. When she was done, she instructed me to have a seat, leaving my pants and underwear down so my freshly-spanked bare cheeks were in direct contact with the hard seat of the wooden chair.

Jill could not help but smirk at the last instruction and when she repositioned her chair back to the table, she took a long look at my hard-on. Judy clucked her tongue at the several wet spots of pre-cum on her jeans but moved on to serving dinner. We ate talking about a variety of topics and Jill cleared the table after. “I need to get some work done,” I announced and rose to retreat to my room.

I started to pull up my pants and Judy scolded, “Leave them down. I will check on you later and expect to find your tushie bare!”

“After you check on me, I might go for a walk to clear my head. Ok if I put on pants for that,” I asked somewhat sarcastically.

Judy sniffed at the question and said, “Of course.”

In my room, I removed my pants and boxers and laid on bed, reviewing a proposal that was due the following day. After a while, there was a knock on the door and Judy entered with Jill behind her. “Good, I’m glad to see you’re obeying,” Judy acknowledged. She turned leaving Jill standing in the doorway. “Glad you joined us for dinner. Good night,” she said, showing a big grin as she discretely left a note on the desk.

When the door closed, I retrieved the note that read, ‘Please feel free to drop by anytime you’re taking a nocturnal walk.’

I waited about fifteen minutes before pulling on running pants, a t-shirt and flip-flops. I walked the long way around the block to Jill’s house. The only light came from the kitchen at the back of the house. I circled the house and knocked softly on the back door. Jill entered wearing a robe much like Judy had worn when she paddled me for peeking through her bathroom window.

“Are the girls here?” I asked, wondering how discrete and quiet I needed to be.

“They’re with Jane in Fairview at a concert. Staying overnight a friend’s place there,” Jill answered. “Come in.” She led me back to her bedroom and said, “You got quite the paddling tonight. Can I take a look?” I nodded my assent. She pulled down my running pants, eyeing my stiffening cock and had me turn to face away from her. Her fingers gently prodded my contused cheeks and then she had turn to face her and the robe had fallen completely open. She lightly stroked my cock and asked, “I’d love to ride you like a cowgirl. Would that be ok?”

She finished undressing me, had me lay face up on the bed, then doffed the robe and knelt astride me. She undulated like taking a casual ride but then her pace increased until she paused, tensed and cried-out. She then moved to straddle my thighs and bent forward, sandwiching my cock between her sizable breasts. I had already been close and only a little more encouragement brought me to climax, shooting a bit of splooge onto her cleavage but most of it landing on me. “Can’t let that go to waste,” she noted , then bent forward, kissed my still twitching cock and lapped-up most of the ejaculate.

“Next time the girls are away, can you come over and play?” Jill asked, to which I nodded enthusiastically.