After I told Jessica about my stinging-nettle adventure with the sucking machine, she just had to try it herself. She used my super-powerful suction machine on her tiny clitoris and even on her nipples, then made things nastier by adding stinging nettles inside the cup. Naturally, she also warmed up first by whipping and rubbing herself with the burning plants - because apparently “a little sting” was not enough.

Since my clitoris has grown so much bigger than before, I love tormenting it even more. This time, I pushed three sewing pins through it before vacuum-pumping it up to make it swell even bigger.

The first thin pin went through fairly easily, but the second and third were much thicker. Pushing them through was so difficult and painful that I almost fainted - but giving up was not an option.

By the end, I was very pleased with my cruel little decoration. Pulling the pins out was a whole new chapter of agony.

Jessica wanted a personal trainer, so I kindly accepted the job - with my flogger, of course. I made her suffer through abs exercises on a gym ball and kept her motivated in my own special way whenever she slowed down. Between the workout and the punishment sets, I gave her a little “rest” that was probably not included in the gym membership. In the end, she earned her orgasm reward. Fitness is important, after all.

Nazryana promised me a beautiful hike to a magical sandstone. What she forgot to mention was that I would spend most of it regretting every life choice that brought me there.

Armed with a single-tail whip and far too much enthusiasm, she put me through three different positions designed to make my poor pussy an easy target. After the first few strikes I was ready to surrender, but somehow I gathered what little dignity and strength I had left and endured the rest.

By the end, I was hot, swollen, and thoroughly defeated. Thankfully, Nazryana had one final reward waiting for me, gently caring for me until the pain slowly melted into pleasure.

Nature is beautiful. Sometimes painfully so.

Holly wanted motivation, so I gave her exactly that. While she licked my pussy and took the fucking machine like a good girl, I kept her focused with my cane until more than one of them snapped on her stubborn little ass. By the end, her cheeks were covered in hot red welts and she still looked grateful for the attention. Such dedication deserves a reward, so I finally allowed her to cum with her vibe while I gently striped her inner thighs. I can be generous sometimes.