I have been into BDSM for 40+ years now and have by and large enjoyed the journey. I've been lucky enough to experience many of my fantasy's. One regret I have is that due to circumstances I have never been able to experience an intense, extended (24-48+ hour) CNC captivity type session like I discussed in this thread some years ago.

http://www.maxfisch.com/thehang/ubbthreads.php/topics/1605327/1

I realize as I age through my 60's the chances of me ever being able to realize this are becoming less likely. Although, I still hold out some hope.

I'm curious if others have similar unrealized desires in BDSM they regret never achieving or perhaps it's something you did manage to experience but now regret?

Being on the road for business most of the time has enabled me to be a self indulgent fetish slut. Life is too short to rack up regrets. I say go for it.

I once had the opportunity to film with what has become one of the bigger players in the industry. I was afraid of the pain that might be involved said I was camera shy and never went through with being filmed.

That isn’t my actual regret, what is is not having the guts to ask if she would consider a spitting scene. I was nieve, didn’t know (at the time) if spitting would fall into the BDSM Realm. Nowadays I see that there are a ton of spitting clips.

Similarly situated as you with 40+ years of interest and the age (60's). Never really considered multiple days as it was out of reach budget wise for a long time as well as not feasible for me to disappear for that long a period of time. That said, still pining for an overnight. BUT, as I've gotten into my 60's, I've found that 90-120 minutes is plenty.

Hi Furfan:

I've made some mistakes, but I have no regrets. It's been one hell of a ride. I've learned a lot about the scene and myself along the way.

Same here as far as interest age and your post in general. I regret not being able to do an overnight or longer sessions. I’m married, we have joint accounts and credit cards and it’s difficult to save the money up. I’ve thought about just forgoing shorter sessions for a year or long period but it’s hard to do and nowadays with cell phones and texting being out of touch for more than a few hours even when me or my wife is traveling separately is risky and difficult. Ironically 30-40 years ago when it was feasible to be out of touch for longer periods I couldn’t afford longer sessions. Now the money isn’t that big of deal but the whole logistics of squirrelling the money away plus having the freedom to do a longer session makes it almost impossible. And I can also empathise with not having the stamina or tolerance for not much more than 2 hours of intense sessioning at my age although I did do a 4 hour session about 18 months ago that just flew by.

I regret not experiencing full on, long term chastity training. A few attempts fell short. I would say the longest was 3 or 4 weeks. It was very cool, but would have liked to have gone longer and deeper.