I, too, have or have demoed every product mentioned so far with the exception of EchoBoy (which takes a dongle, so I'm not interested). Why so many? Well, partly because every one of them has fallen down in at least one regard; maybe it lacked an important feature or was just too clumsy or time-consuming.
 
99% of the time, I'm after a basic delay rather than some carefully-crafted rhythmic effect. So my go-to delay has to be simple but still have all the essential features. So scratch Timeless 2, it can do amazing things but simple tasks aren't always straightforward. Scratch RP-Delay for the same reason. Tritik tkDelay is a favorite, but mainly because it has a couple features most delays don't have (in particular, the Reverse function) - it's not the one I reach for first, either.
 
Imperial Delay has pretty much every feature you can imagine. It's well laid-out and simple to use, but you can dive deep if you want to. Its two-stage feedback feature is unique and wonderful on leads and vocals. But I hesitate to recommend it because I feel it's overpriced.
 
So what will you find in 90% of my projects? The good ol' Sonitus Delay. It's a plain-jane wallflower next to more modern offerings, lacks some advanced features, and it still has some issues dealing with tempo changes. But it's just so quick and easy to use! Takes 5 seconds to drop it in and tweak it.
 
[EDIT] I forgot to mention an often overlooked oldie-but-goodie: Ricochet from Audio Damage. Just 49 bucks and deceptively simple. Almost the equal of the Sonitus for quick results but has additional features such as chorus in the feedback loop and separate filters and panning for each tap.

Another good and cheap Delay.
http://www.hornetplugins.com/plugins/hornet-deelay/
 

Fleer
No dongle for EchoBoy in v5, Bit.

Good news. Still Pace, though, and it's as much the software component as the physical dongle that I want to avoid.

Do you think it's comparable to IK's T-RackS Echo, dlesaux?

Yeah, that Delay (delay8) looks nice!

Succumbed. It was the "ducker" that sold me. Dern it.

Magic Russ
Nomad Factory's Echoes is good for various tape/oilcan/analog echoes.  It does have sync and controls for how deep to ping pong.
 
Prior to that I used to use the Kjaerhus delay for analog/tape.  I don't know where you can find it these days, maybe VST Warehouse?
 
Another good freebie is the TAL Dub-Delay.
 
Also don't forget Guitar Rig.  It has a handful of delays, and you can use containers to layer multiple instances.

The Nomad Factory Echoes is another one of my go-to delays when I'm looking for a vintage vibe. I think I picked it up for $19 a while ago.

yorolpal
Succumbed. It was the "ducker" that sold me. Dern it.

Me, too. I've got other delays that can duck, but the PSP makes it very simple and convenient.
Plus you know it must be good because it's got a knob labeled "WOW".
 
I also picked up the reverb, because, um, it was $19. It never occurred to me that I might need for a reverb just for piano, and I'm still not certain I do. But it does sound nice, a little weird but nice. And that freeze function they're so proud of might actually be useful if it was automated. But mainly, it was $19.

Yup...killer price. But I'm just about broke enough that if they was sellin steamboats for a dime apiece all I could do was run up and down the bank of the river shoutin "ain't that somethin!"

I have a similar plugin budget, around $50/month. I used to blow a lot more until I started to question the dollar/reward ratio. But over the last year and a half I've gone months without buying anything, enabling me to make a few larger purchases, like my Komplete Ultimate upgrade, and just a few days ago I splashed out on The Glue. I feel like I'm getting way more than my $100 worth from that plugin already. Quality, not quantity, is definitely the way forward for me from now on. 

I was thinking of picking up the PSP delay, but Tkdelay just added ducking, so I'm all good for now. Tkdelay covers 90% of what I need and it's easy to use.
 
Delay8 is also really cool. I use it for Holdsworth style sounds. I'm amazing that something so good is free.

Yeah, it actually is a piano-like reverb, imitating the way piano strings reverberate.

Hey Bit,
 
Not to give you a swelled head or nothin', but appreciate once again your solid and objective analysis, feedback about delays. So helpful.
 
Reference tritik. Have no idea why I even purchased the damn thing. Probably in an alcoholic rampage, forgotten under the dam.
 
Revisited the plug, and almost all the bells and whistles are there in simplicity.
 
Thanks for getting me back on track.
 
John

I just installed the demo version of tkDelay.....so far I like it...BUT...and I'm not sure it's the fault of the delay...but on occasion, it will "flake out" on me.....all the settings on the gui will start just flying around....and then Sonar Platinum crashes....yet the Sonar process cannot be killed, resulting in a reboot....
 
I'm just wondering if anyone else using that delay has had any issues like that.  I've only been running Platinum for a week or so...using the most recent incarnation....
 
I like the delay, and would likely purchase it, but...not if it's potentially problematic.....  I probably should have purchased the PSP Echo when it was on sale, but didn't......the demo of that hasn't seemed to result in any issues (as of yet, anyway).