We’d met on a fetish website. We were both part of a particular group so we ended up chatting. She was a recently divorced forty-seven year old named Michelle who was looking to get the spark back into her life. I was a university student looking for something different. I’d desired to be spanked by a woman for a long time. I’d tried it with girls my own age but when they tried it, it never really pushed my buttons. Most of them just found the whole thing a bit too weird. Understandable I suppose…
We exchanged messages for a while before we decided to meet. We had a coffee in the town and fairly openly discussed our fantasies and desires. I was a bit shy at first but her commanding nature made me talk in the end. I wanted a hard bare-bottom spanking from a mature woman. She wanted to get back into spanking and thought this could be the perfect way. We decided that role-play might make it easier so I was a naughty seventeen year old school boy who was being spanked by his auntie.
To make the role-play seem more realistic I went shopping and bought a school uniform. I was instructed to wear a white shirt with my old school tie, grey shorts and long grey socks. Underneath I was to wear a pair of tight-fitting white briefs. I was to arrive at her house by 10am the following morning for my punishment.
She opened the door and my jaw dropped. She looked incredibly sexy as she stood there just inside the doorway. She was dressed in a white polo-shirt, tight beige jodhpurs and a pair of knee length boots. In her right hand was a riding crop.
“Morning boy! I’m just off riding is it urgent?” she said. For a moment I was slightly confused until I realised she was in character.
“I’m s-s-s-sorry Miss.” I stammered.
“Sorry for what boy?”
“I’ve been a naughty boy. I accidently broke Mrs Phillip’s window with a football.” I said.
“You did what? I hope you apologised for being such a naughty boy?” she said, glaring at me.
“I tried but she wasn’t in. I thought I ought to tell you.” I said.
“Yes. Right well doesn’t look like I’m off riding this morning. I’m going to have to deal with you instead. Get inside now and take your shoes off.” she said, and I followed her into the house.
I took off my shoes and made my way into her living room. She had an old fashioned living room with an open-fire. She had two large armchairs and a dark green settee. She had sat down in one the armchairs. She wagged her finger beckoning me forward.
“Now I think you need to be taught a lesson for your behaviour…don’t you?” she asked and I nodded. “Now what’s an appropriate punishment for this?” she added.
“I don’t know Miss.” I said, blushing slightly.
“I think you do know boy! And if you don’t you’re certainly going to find out. Now take off your shirt and tie and fold them neatly on the chair.” she said.
I slowly removed my tie and unbuttoned my white shirt. I shivered slightly in embarrassment as I took folded my clothes on the chair.
“Fold them and place them on the chair.” she said and I followed her instruction. “You’re now going to get punished for your actions. You’re going to get over my knee so I can give you a hard spanking with my hand and hairbrush for being a naughty boy. Understand?” she said, forcefully.
“Yes Miss.” I said, my face having gone a deep shade of red.
“Over you go!” she said, and pushed the small of my back down as I slid over her knee. I was quite tall but without any problems she eased me into position. She lifted her right leg over the top and locked me in the place. There was no escape for me now even if I wanted.
I didn’t have too long to think about my spanking as the first slap caught me hard on my left cheek. Pretty soon after the right cheek received the same treatment. She continued spanking each cheek in turn, with each spank harder than the one before. After about five minutes of spanking she paused and stroked by bottom.
“Stand up.” she said, sliding her leg off so I could stand. Was that it? That wasn’t too bad I thought. “Time to get these down I think.” and with that she whipped my white briefs down to my ankles. I stepped out of them. My cock had gone extremely hard during the spanking.
She guided me back over her knee, this time locking my hard cock between her thighs and shutting them tight. Without another word she returned her attention to the blistering of my bottom. After just a few spanks on my bare bottom I could feel tears well up in my eyes. She certainly knew how to spank. She might not have done it for a long time but she definitely hadn’t forgotten how.
There was a pause after a while. I heard her reach onto the side table next to her and felt two sharp taps of a cold instrument on my warm bottom. It was the dreaded hairbrush. Next second she brought it down hard onto the sit spot of my bottom. I yelped out in pain. And she did it again. And again. And again until tears were streaming down my face. All self-discipline had gone and I was reduced to a crying mess over her knee.
She stroked across my bottom, the coldness of the hairbrush soothing the skin.
“Now do you think you have learnt your lesson?” she said.
“Y-y-y-yes Miss.” I stammered through the tears.
“Next time you’ll be more careful when you’re kicking the ball outside won’t you?” she said.
“I really will Miss.” I said.
“Good. Now this afternoon you can go and see Mrs Phillips and apologise and offer to pay for the damage. You can tell her you have been properly dealt with and it won’t happen again. Is that understood?”
“Yes Miss.” I said.
“Good. Now get up and go and stand in that corner. Hands behind your head. And no touching your naughty bottom or it’ll be another trip over my knee.” she said.
I gingerly stood up from her knee and headed over to the corner. I placed my hands behind my head and stood there. She came over behind me and pushed my nose right into the corner. She gave me a quick tap of the hairbrush on the way past and left the room. I stood there, not daring to touch my red bottom for fear of another dose of the hairbrush. All in all it had been a pretty good, if somewhat painful, morning. Little did I know that was all about to change…