Early-on, Wendy and I had discussed our mutual interest in role play. We had brainstormed and begun a list of scenarios starting with the classics - upset boss, angry parent, teacher, and so forth. I had suggested, “Angry neighbor.”

She had replied, “Why would your neighbor be angry with you?”

That puzzled me for a minute. “Maybe I play my music too loud or,” I paused thinking about something truly naughty, “she catches me peeking in her bedroom window?”

“That’s a keeper,” she answered. “Theme for next time!”

Days were getting longer but by the time I arrived at 8pm, it was fairly dark. I texted her that I had arrived. I got out of my car and looked around. Seeing nobody watching, I slipped around to the side of her house to peek in the window of her guest room. I waited a few moments before she strode in wearing a kimono-style robe. She doffed the robe and made scene of inspecting herself in a long dressing mirror.

She was clad only in very sheer lingerie that left nothing to the imagination. I felt myself getting stiffer watching her cup her breasts and then squeeze her own ass cheeks. After a few minutes of teasing she turned and looked at the window. I suspect that outside in the dark, I was invisible as she stood in the moderately bright room, but still she knew I was there. She crooked her finger to come to her and I obeyed, meeting her at the front door moments later.

“What a naughty boy,” she scolded. “Spying deserves immediate punishment.” Pointing to the bulge in my pants, “Your obvious arousal demands serious disciplinary action.” She led me back to the guest room where she had just been preening and closed the blinds. She retrieved a hairbrush from the night stand and sat on the edge of the bed and beckoned me to her. She undid my pants and tugged them and my underwear down.

Her finger traced my erection and see tapped the head smartly with her index finger. “Not sure about what to do about this,” she noted and hauled me over her knee. She began to spank initially with her hand but soon switched to the brush. Within a minute my ass was ablaze to the point where I was about to call our safe word. She paused and prompted me up.

She disappeared for a moment and returned with a bath towel that she spread on the edge of the bed. She pulled my belt from my slacks that were puddled around my ankles. Bending over, I got a close up view of her barely concealed breasts. She saw me looking and asked, “Is this what you wanted to see?” as she unhooked her bra and let her generous breasts free. I gulped. I wanted to reach out and hold them, bury my face between them. “Turn around and bend over the towel,” she instructed. I heard a whoosh and then a loud crack as the heavy leather bit into my already sore cheeks. She laid a dozen stroked upon my butt before dropping the belt.

I remained bent over not knowing what to expect next. “Stand-up but otherwise don’t move,” she commanded. I felt her approach from behind and then press her body against my back. She reached around and softly stroked me. It took only a minute with her hand to bring me to climax, shooting several streams onto the towel.

She prompted me to turn towards her, hobbled by my pants. “You’ve earned the chance to feel them,” she declared placing my cupped hands on her soft, warm breasts.