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Views: 527 Created: 7 months ago Updated: 7 months ago

The Caretaker- An Appointment With Nurse Jenn

An Appointment With Jenn

1:15 PM

"Look at yourself. Naked. Naked like a little boy in front of his mother because he was naughty. Are you embarrassed? You should be." Jenn ran her hands down over the young man's chest and down to his erection. As her hand clenched his hardness, "Oh you are so naughty."

"Do you know how embarrassing it was for me? To have you watching as I was punished with a spanking? To know you saw my bare bottom? And as Mother brought you in I saw your look. You enjoyed that didn't you? I know you did and that was very embarrassing for me. And then, you saw me getting an enema. I know you liked that, our eyes met. Remember? And I gave you a little wave. My way of saying You wait, you will get yours."

"Turn around and face me Tim. I received your reply. So I believe you know what you need to do next" Jenn inquired.

With a slight smile Tim answered, "Get dressed and go back to apartment.?"

"Oh funny boy!" Jenn stepped to his side and delivered several sharp spanks. "Would you like to try again?"

"I'm sorry. What do you want me to do?"

"Your reply very clearly stated what you required. Look at me and tell me." Jenn insisted.

Tim understood what she was waiting to hear. "I have been naughty because I spied on you. So please spank me."

"Better. Spank you where?"

"Right here?" Tim asked.

"Of course right here. But exactly where?

""On my bare bottom?"

"Exactly, now try again please."

"I have been naughty so please spank my bare bottom."

"Bend over." Jenn stepped to his side her left hand pulling Tim close as she ran her right hand over her target. "You are going to get just what you need." With that she began the spanking her hand landing with a sharp snaps against his white bottom. As her hand landed repeatedly landed she watched as his bottom began to turn a lovely shade of pink. Not for long she thought. It will soon be a bright red.

Tim began to flinch and squirm under her hand as the spanking began to take effect. The signal Jenn had been waiting for. "Stand up!"

She took him by the hand and led him to the side of the picnic table. Taking a seat she reached behind her for the paddle.

Tim stood feeling helpless, "Please Jenn, no more."

Jenn looked up at the young man, "Oh, are you sorry? So I can stop?"

"Yes, Maam."

"I am sorry too. Sorry that I can not stop your spanking. I could, but choose not to. Actually, thinking about it, I am not sorry at all. Get over my knee."

Tim obeyed laying himself over her knee. The bare handed spanking had excited him. The sound, the feeling of her land landing, the feel of his bottom warming as she spanked all gave him pleasure. The paddle would end that feeling in a hurry.

He felt the paddle caress his ass before landing with a loud crack. He flinched as if hit with electricity. The spank seemed to go from his bare bottom directly to his brain.

"Oh no. No more please, please Jenn. STOP!"

She did. "No you need to stop young man. I do not want to hear it. The only thing I want to hear is the paddle on your bare bottom and you crying. Do you understand?"

"Can you just spank with your hand? I will be good, I promise."

With a laugh Jenn answered, "You wish. A naked little boy over a woman's knee does not get to dictate how he gets spanked. Silly boy."

With that she draped a leg over Tim's pinning him in place. "Now you take your spanking like a good boy!"The paddle began landing over and over Jenn applying the paddle aggressively as Tim began to cry out.

"Cry as loud as you want, no one to hear you here." She stopped for a moment, "Unless someone is in the woods watching? Wouldn't that be so embarrassing? Someone seeing you naked getting spanked like a naughty boy? Just like this?"

She began his spanking once more applying the paddle across his bottom picking up the intensity to finish his punishment. After two minutes the young man lay over lap unmoving, crying, but surrendering to her and the paddle. She stopped the spanking placing the paddle back on to the table.

"There now, all done. Get up, now right here sit, as she patted her lap. Tim tearfully stood then carefully sat down on Jenn's lap. Jenn gave him a hug, "There naughty boy, your spanking is over. Are you ok?"

Tim nodded and to Jenn's surprise he wrapped his arms around her and began sobbing. "I'm sorry, sorry."

"Oh sweetie, it's all right, don't cry. She hugged him in return thinking poor guy has just released a tremendous amount of stress or guilt. OR both? And living alone he probably craves human touch regardless of the type. She thought I need to keep this in mind. I should tell Mother as well.

After several minutes of soothing the young man she asked, "Better now?" He nodded in affirmation. "May we continue?" Jenn wondered, thinking it might be a good idea to end this encounter.

Tim pulled away, hesitated, then "I have been naughty. I am sorry. Jenn would you give me an enema for being bad?"

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LuisWu 5 months ago