Last semester, I got a great internship opportunity. It was in a city a few states away and took a bit of help from a friend to find someplace affordable to live for just a semester. My friend knew a single mom, Judy, who lived quite close to the firm hosting the internship. Her son was in the military and she offered me his room rent-free for the semester.

I arrived and got acquainted with Judy and her daughter, Jane. Jane was living at home while studying at the local junior college, with the intent to transfer to a four-year school the coming year. When her mom was around, Jane was reserved and quiet. But, Judy had work-related events with clients a few nights a week and when her mom was away Jane was incredibly bold and flirtatious. I was very tempted to respond to Jane’s persistent teasing but restrained myself viewing the daughter of my host as forbidden fruit. That did not make the urges any less intense and fueled many fantasies of carnal adventures with Jane, almost always concluding with all too brief self-pleasure.

Jane did not look like the typical techno-geek but she was. One evening when her mom was away, I was watching a movie in the family room and she came and sat beside me. She was holding an oval mache box - very similar to one I had on my desk that held Post-Its and other desk stuff. “I would like to you to be able to watch me,” she began. I shrugged and she opened the box to reveal the electronics inside and pointed out the camera that looked through a small hole in the side of the box. “Plug it into USB, connect to its wifi and you can watch me,” she explained. She led me back into her room, set the box on her desk and plugged it into a USB hub. She took my phone and typed in the hidden wifi network name and password. In the browser, she typed a URL that provide a live video feed from the camera on her desk. She waved her hand to demonstrate the high resolution, low-lag image and handed me a note with the connection details. “I’d like to watch you, too, if you’re game,” she added, opening a drawer with another spy camera box. I nodded and she handed it to me.

We decided to test-drive the new gear and I retreated to my own room. I plugged-in my own camera and positioned it on the desk pointed at the bed. I configured my iPad so I had a larger screen to watch her. When I opened the web browser, Jane had already removed her jeans and was gyrating seductively. Jane had a round figure with a generous bottom and ample breasts. She slowly pulled up her top until her breasts dropped free. She played with her breasts for a few moments before doffing her panties and kneeling on the bed facing away, providing an awesome view of her round bottom and juicy snatch. I quickly got undressed, revealing that her show had already created intense arousal on my part. We watched each other masturbate for what seemed like a long time. To my surprise, she was quicker to fruition than me, but then she turned to watch intently as I continued to stroke myself before a generous release. I had been fantasizing that her mouth was on my cock and was astounded when she came into my room, completely naked and licked most of the semen from my belly. She jumped up at the sound of the front door opening and hurried back to her room.

“Jane, you home,” Judy called.

“I’m in my room doing homework,” Jane replied.

I heard Judy approach and turned down the sound on my iPad as I could hear the conversation clearly through the wall. “I bumped into your math instructor at the coffee shop and he said you’ve not been in class much, are behind on homework and only have a low-C,” Judy scolded. Jane only shrugged at the assertion. Judy continued, “What did I say I would do if this happened again?”

“No, Mom, please?” Jane begged. I heard Judy stride down the hall.

‘Are you watching this?’ Jane texted me.

‘Yep!’ I replied.

I heard Judy coming back down the hallway and took a seat on the end of Jane’s bed facing the camera. She had a hairbrush in her hand and I knew instantly what was about to transpire. “Jane, get those jeans down and over my knee,” Judy ordered. Jane stepped to her mom’s right side and complied with the instruction. She draped herself across Judy’s lap and turned to look directly at the camera and winked. Judy began to paddle Jane’s bottom with the hairbrush and I was entranced watching her soft rump recoil with the impacts and grew hard as her ass began to develop color in response to the whacks of the brush. Finally, Judy was satisfied the result and left. Jane stood facing away from the camera rubbing her sore, red bottom as I stroked myself to a second orgasm.

For the next week, we would routinely entertain each other in the evening, and fall asleep after culmination but without the cuddling that made bedtime sex so satisfying.

The next Friday, my co-workers invited me to join them for drinks and dinner after work. The socializing extended late into the evening and it was well after midnight before I returned to the house. I quietly let myself in and was tip-toeing towards my room when I was startled by Judy’s voice from the living room, “I guess we didn’t discuss the issue of curfew.” She was sitting in a chair with a book in her lap and the hairbrush on the side table. “Let’s go in your room and discuss this house rule,” she added. She stood and picked up the brush and led the way back to my room. “I might not have explicitly declared the curfew but you should have mentioned you were staying out late,” she said, taking a seat on the end of my bed. “I was worried about you and need to underscore how rude it was to not inform us of your plans,” she scolded. “Take those pants down and get over my knee,” she instructed. “You’re due a very warm bottom for your behavior.”

I complied and looked over at the camera, hoping Jane was awake and watching. Judy paddled my ass with hard swats at a high cadence for what seemed like a long time but perhaps was only a couple of minutes. My butt quickly felt like I’d sat on a red-hot stove and I wriggled and writhed with the unexpected pain. Eventually, she paused, and gently caressed my fiery cheeks before prompting me to stand. I began to pull up my pants but she blocked my hand and slid to her knees. She took me in her mouth and quickly brought me to climax, capturing my ejaculation, then showing me the pool of milky contents in her mouth before swallowing. She left and I flopped facedown on my bed, the cool air feeling welcome again my stinging bottom.

Jane texted me, ‘I can’t believe she gave you a blowjob! I’ve wanted to have sex but thought that you were ‘off limits’!’

We exchanged texts for a bit and then I failed to get a reply from her and figured she had fallen asleep. Then, I heard my door open as I lay in the dark and Jane climbed in beside me. She was bare naked and whispered in my ear, “Mom’s fast asleep but we should still be quiet.” Her hand slid down my body to find my cock already getting hard - again. She quietly rose and straddled me and rode me to almost simultaneous climaxes.