Katie Gets a Driving Lesson
Mr. Anderson's Single life - 3 of 6
AGE GAP | BDSM | SPANKING | ANAL | E-STIM
Photo by Antonio Friedemann on Unsplash
Previously —
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Our hips slapped together rapidly, the swing hanging from the ceiling enabling a rapid pace without wearing out my old body. Once I finally took my young Katie, I couldn’t stop, so I needed all the help I could get. I could feel my beloved Alice smiling down on me as I finally fulfilled my promise to move on after her passing.
“Mmmmm!” my gorgeous sub howled around the panties that I had stuffed into her mouth. Bound on her back, the restraints and motion provided by the swing made the experience perfect for her. The young woman shuddered through yet another climax as my thick cock stretched her open. The months of my relentless hammering did nothing to reduce the tightness of her spectacular, 23-year-old pussy. The tightness that triggered my own orgasm. Her soft walls clenching around my rigid staff milked me dry once again.
“My goodness, Katie. I’m cumming,” I groaned.
“Mmmmm!” she replied.
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I pumped her back and forth until I was finished. Then I pulled my sticky cock from her grasping snatch and spun the swing 180 degrees. I yanked the panties from her inverted mouth and replaced them with the head of my cock. She eagerly sucked the last drops of cum from my balls.
“You know, my dear, I’ve been thinking,” I said as she sucked about half of my softening cock down her throat.
“Mmmmm?”
“All of this started because of a car accident and I have yet to give you a driving lesson. I think we should rectify that.”
“Mmmmm!” she answered, nodding her head vigorously as she still nursed on my soft, but still very large, dick.
“I will get you some special supplies and we shall do it this weekend!”
“Oh, my goodness,” I exclaimed when I saw Katie in the driveway. She was dressed in a very revealing outfit, super high cut denim shorts with a jacket over a lacey bra. She tottered unevenly as she walked in her 5-inch heels. “You can’t possibly think you are dressed appropriately!”
“What do you mean, Mr. Anderson?” she replied innocently. “I have my driving gloves on. Don’t you think I look hot?”
“You look absolutely ravishing, my darling, and I have no complaints about the outfit. But surely you realize those shoes are what got you into trouble in the first place?”
“Because of what happened with us afterwards, Mr. Anderson, I will never regret wearing these shoes that day.” She came close and kissed me on the cheek. “But I thought you might not approve, so I did bring these.” She reached into a bag and pulled out a pair of sneakers.
“Hahaha! That’s my good girl.” I had to laugh as she struck a sexy pose to display the proper footwear. “And the other thing? You’re wearing that, right?”
“I am. I like it, but it seems like just another butt-plug. Maybe a little bigger than we’ve used before, I suppose.”
“Ah, but it is special,” I answered, pulling the remote from my pocket. “I can control it. So when you’re being a good girl,” I tapped the button and the plug began a pleasant vibration, “I can do that.”
“It feels so good, Mr. Anderson.”
“I’m glad. But if you’re being naughty — ” I said as I touched the controller. The vibrating stopped and, instead, the plug emitted a mild electric shock.
“Ow!” Katie shouted, startled by the painful jolt.
“That’s level two. I’ll turn it up one every time I need to use it, so you better be an excellent driver for me, my dear.”
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“OW!” Katie yelled as a level 5 shock pulsed through her tender anal flesh.
“Use your turn signal when changing lanes, Katie. Respect your fellow drivers.”
“Yes, Mr. Anderson. I’m sorry,” she replied as she wiggled uncomfortably in the driver’s seat.
“It’s Ok, just remember for the next time. In fact you need to get over one more lane, and then we’ll take the next exit.”
I watched as the beautiful young submissive put on her turn signal and checked her mirrors before easing into the far right lane and then the ramp. Coming off of the highway, we continued along a smaller road, heading up into the foothills.
“I am very proud you are starting University next week. Your studies are paramount, but you should have a social life, as well.”
“I’m older than most of my classmates and am still living at home. I don’t think I will be too involved. It shouldn’t interfere with your lessons,” she giggled.
“Maybe you could meet some older students if you joined some clubs. Maybe a sorority.”
“Hoping for some hot sorority sisters in need of lessons, Mr. Anderson?”
“The thought never crossed my mind, my dear,” I laughed. “Turn right just ahead. There’s a lovely park just along here.”
We parked in the lot at the small state park that Alice and I had used on several occasions. I grabbed my bag and her heels and led my young sub along the trail to a partially secluded picnic table in a small clearing. It was private enough for some playtime, but close enough to the trail that the ever-present possibility of being caught added a delectable spiciness. I pulled Katie to me with a forceful kiss then released her.
“Change back into your sexy shoes, darling.”
“Yes, Mr. Anderson,” she replied with a smile. She sat briefly to change shoes and stood up again on the 5-inch heels. Turning away from me and leaning forward to put her hands on the table, she presented her gorgeous bottom to me. The tiny shorts hid very little of her tattooed flesh, and the heels accentuated the curve of her ass.
“Katie, you are beautiful,” I couldn’t help but exclaim. “Stay in that position, my good girl.”
First, I turned on the toy on her ass to a pleasurable vibration. Then, I approached her and reached around her to open the front of the tiny shorts. Of course, she had nothing on underneath. I pulled them over her hips and down her bottom, revealing the base of the vibrating plug. I pressed against the plug and moved it in a small circle, gently stretching her anus.
“That feels so good, Mr. Anderson,” she sighed. “But couldn’t someone see us?”
I continued playing for a moment, then turned off the vibrations.
“They certainly could, my dear. So we must be sure to provide a good show for them.,” I teased. “And your discipline is the most important thing. Your driving lesson is not yet complete, Katie.”
I continued to lower her tiny pants until she could step out of them. I stood, then reached into my bag and took out the new paddle that had just arrived. The plastic paddle was drilled with holes and had a nice handle so I could grip it tightly.
“I got this to help you, now that you will be going to university and will need extra discipline. The holes provide better airflow, and the textured surface helps prevent cuts. Get ready, darling. You had 4 infractions on the trip here, so that’s 40.”
“Yes, Mr. Anderson,” she smiled as she braced herself against the table.
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Nine spanks followed by a level 6 electric shock brought a low moan of pleasure from my young submissive.
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“Thank you, Mr. Anderson,” she groaned.
“I enjoy the aerodynamics of this paddle, it really cuts through the air.”
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“Uuuuhh,” was all Katie was able to manage after the next round.
“Last cycle. You know this is just what you need.”
“You’re so good to me, Mr. Anderson,” she moaned.
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“That’s my good girl,” I told her as I put down the paddle and got the ass balm from my bag. I gently caressed the calming lotion into Katie’s crimson bottom, soothing the angry flesh. Laying a towel on the rough table, I directed her to lay her upper body down. The 23-year-old blonde obeyed instantly, presenting her glorious, glowing red bottom to me.
The last of the lotion applied, I turned my attention to the plug. Turning on the vibration, I began to twist and gently pull it, stretching her virgin hole. Considering what I planned, she was going to need all the help she could get. A harder pull caused Katie’s anal ring to open dramatically as the thick base of the plug popped free. She gasped as I pushed it back into the quivering hole.
“Ooooohhh, Mr. Anderson! That stretches me so much!”
I pulled it out again, poured a liberal amount of lube onto it and stretched her aching hole once again, driving the lube deep inside. Leaving the plug full seated, I stepped back, and after a quick glance to ensure we were still alone, I took off my pants. My fully aroused cock sprung free, purple with lust for the gorgeous woman one third my age. I was finally going to venture where no man had gone before.
“Are you going to fuck my ass, Mr. Anderson?”
“I am, Katie. We’ve been training for this.”
“I’m ready. Thank you, Mr. Anderson,” she groaned, as I pulled the vibrating plug free from her nether sheath. I cleaned it with a wipe and shook it dry. Reaching in front of her, I held the vibrating toy against Katie’s swollen clit.
“Hold this here, darling.”
“Yes, Mr. Anderson,” she sighed, reaching back to take the plug from me.
I poured a copious amount of lubricant all over my giant cock and then pressed the slick tip up against her asshole, still slightly gaping from the plug. With a grunt, I pushed in. Numbed by the repeated shocks, Katie’s anus was able to take my head before I felt her suddenly clenching around my glans.
“Oh, Mr. Anderson, he’s so big. It hurts!”
“You can take him, my good girl,” I encouraged as I continued pressing into her. The second sphincter deep inside her colon presented a brief moment of resistance, but quickly opened to allow me even greater penetration. The orgasmic nerve endings in the muscle fired and the pleasure overwhelmed the pain. Katie’s groans became moans of pleasure as I continued pushing deeper.
“Oh, God!” she squealed as I pulled out a few inches and then drove back in. The pleasure/pain of her anal virginity being destroyed coupled with the buzzing on her clit and my young submissive exploded with her very first assgasm. I didn’t stop my motion and continued to pump.
Increasing my pace, I pummeled her virgin asshole with my monster cock. Katie squealed and squirmed beneath my relentless battering, assgasms shaking her to her core. I knew I wouldn’t last much longer.
I looked down at the marvel in front of me — a 23-year-old virgin bottom being stretched incredibly wide by my gigantic shaft. I allowed my inner beast to take over and proceeded to fuck my sub without mercy. My hands pinned her shoulders against the table as my cock rearranged her inner organs. I pounded relentlessly until the inevitable eruption began. With a yell that could probably be heard from the parking lot, I unleashed a torrent of semen into Katie’s asshole.
Pounding and pumping, pumping and pounding, I claimed Katie’s virgin hole as my own. My cock throbbed as I sprayed what felt like a gallon of cum into the young sub. The pretty blonde groaned against the table as her assgasm overcame her once again. I slowly reduced my pounding and finally pulled out completely. A wave of semen flowed out of her ass and down her thighs.
I wiped up my young friend as she quivered against the table. Once we both recovered, we quickly got dressed and went back to the car. From the surprised looks on the faces of the couple we encountered on the walk back, I knew they had definitely heard us. Whatever they thought was happening, they weren’t expecting to see a couple like us. I loved it.
As we got to the car, I noticed Katie was walking awkwardly, even though she had on her sneakers. After all the punishment her ass had just taken, I wasn’t surprised.
“I’ll drive us home, Katie,” I said. I tossed the towel on the passenger seat and held open the door for her.
“Thank you, Mr. Anderson.”
To be continued —




Simple driving lesson then a raunchy interlude in the park loved it🥵🥵