I decided to experiment a little with what I have on hand. So that's the cheapy modded head phones, Koss PRO4AAAT, a Pioneer VSX D514S (old entertainment system amp I've had for awhile), a BOTL Sherwood about 5 years old, and my MCS 3245. Using this
https://www.youtube.com/watch?v=rczdzvN7K00 as a reference tone maker for bass. I've also tried different bass sine waves in the same HZ and the linked vid was identical in the sound.
Anyways, the Sherwood (bass was turned up to it's max which isn't much, and unit has no loudness) started rolling off before 20hz and was dead silent by 19hz (couldn't even get vibration from the Koss at louder volume so the amp is cutting the sound). Both headphones detected this.
The Pioneer, same basic bass setting as the Sherwood oddly despite costing 3x as much new, with either the midnight or loudness on, managed to barely make it to 17hz, but the sound was more of a scratch sound at that point. Meaning something was there, but it stopped sounding like a softer bass note like 40 hz, 30 hz, etc. @ Lapslah I used 30 hz as an example. What I'm hearing at 30hz sounds just like 40 hz or 50hz with regards to the bass roll-on sound. Talking headphones here, not subs.
For what it's worth, I did a test tone test and I can detect 16khz but it's painful. (Edit, I went back and tried this again with the MCS cool and the 1.5k turnover instead of 3khz and 17khz was heard with cheapy headphones? But nothing above) All 3 amps and both headphones did the 16khz w/o issue. Very unsettling tone. Like ringing ears but very harsh and shrill (good way to bother young people or the neighbor's dog unknowingly I suppose

). 18khz was dead silent. With exception to the MCS at 17, 16khz seems more reliable, so I might be at my limit or the PC's sound card limit. I'd have to burn the signal to CD and see if my CD player can let me hear it higher or not. Here's that reference:
http://www.audiocheck.net/audiotests_frequencycheckhigh.php
Just click the test tone box.
Actually, all you guys talking about hearing loss with regards to age was enlightening. I always assumed hearing loss was just loud sound related, genetic, or possibly a disease related side-effect. Even though I seem to be testing good still, I'm thinking of going to get a professional check up now and doing it semi-regularly to see if worsens as I enter my 40's and beyond.