I used to make regular visits to a masseuse near Birmingham (UK), where I would have my balls skillfully emptied - either by her hands (with a lot of attention paid to my balls) or by me jerking off over her tits, following a massage session.
On this one occasion I noticed her new leather whipping bench and decided to give it a try. My balls urgently needed emptying first, of course, so that's what we did, but I then told her I wanted to be caned on her bench. I said I wanted twelve strokes from her riding crop, six with me wearing a pair of her lacy panties, and six without.
She selected a pair of panties from a drawer and I put them on, already starting to feel the beginnings of a new hard-on (despite having just cum) as I contemplated what was about to happen.
We walked to the other room and I mounted the caning bench, with my arse in the air. The first couple of strokes from the riding crop were not particularly hard, but it felt really good to be caned through the panties. She asked me to count the six out loud, and I complied, moaning with each stroke.
By the time the the first six strokes were completed, I was as hard as a rock, and my hard-on sprung free as I removed the panties. Pre-cum was already starting to flow.
The next six strokes - on my bare arse - were a lot harder and I was moaning like a madman after each stoke hit home. At the end of the twelve, I couldn't control myself and took matters into my own hands (so to speak!) shooting volleys of cum all over the caning bench and screaming out as my second orgasm of the afternoon took over my whole body.
Anyone else have experiences similar to this?

No but i want to. I visit a happy ending massage place regularly, perhaps i should suggest they branch out

I have a regular go-to escort that I see frequently. About 2 months ago, on a whim, I asked her to use her riding crop on me, no holding back. I was put in position, folded over the footboard of the bed, handcuffed to the bed. She started off with a few playful smacks by hand, talking and teasing all the time then wriggled me into a pair of her panties, a glorious feeling. She then introduced a few harder strokes with the riding crop. Satisfied that I was taking it like a man, she then took the panties (already soaked in pre-cum)off and told me to count the strokes out loud. Each stroke got harder than the previous one. She may have been petite in stature but she had a very powerful right arm. She stopped at 15, then, realizing I had a massive hard-on she uncuffed me and mounted me cowgirl style on the bed and rode me like a jockey going for the finish line. I had the most explosive eruption of cum that I have had in years. I will never, ever forget that session as long as I live.

I love going for massages, anyone into chatting about it drop me a PM. Fun times.

WankerJim, your experience sounds similar to mine and I enjoyed reading about another guy getting riding crop treatment in the masseuse's panties..... with a fantastic "happy ending" finish.

It was definitely a highlight in my sex life