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"aftershokz aeropex, not the greatest sound quality but the situational awareness you retain with them can't be beat"

"Love them... Being able to hear other sounds has made me so much more confident."

"I have gone through multiple iterations of wired and wireless headphones. Aftershokz are by far the best option for listening to something while running."

"I recently started using the Aftershokz Trekz Titanium headphones and have really been enjoying them. They utilize bone conduction technology so if you’re running on the road your ears are still open to the world around you. It’s been great. I can hear the birds chirping, cars running before I can visually see them, conversations without any issues, leaves bristling in the wind. I would definitely check them out. If you go on their website you can search for dealers in your local area and there is even a function that will allow you to filter it so you can see which dealers have a demo model for you to actually try."

"Cannot recommend these enough. They've been an absolute blast. I can even hear my podcasts when it's windy."

"Jaybird x3 and get the foam headphone tips too. They are very comfortable and have many different size tips. They don’t fall out and have great sound. They connect up easier than any other Bluetooth device I have ever owned."

"If you're after headphones that don't fall out when running and don't block out ambient sound, it has to be Aftershokz."

"100%. I had the Trekz Titanium ones for about 2 years and recently upgraded to their Aeropex. The new ones are incredible. You don't even feel them."

"Aftershokz customer service is awesome too! After I had mine about a year and a half, the silicone near the ear broke. They replaced them for free, return shipping included."

"Aftershokz. Stay on, comfortable, don't block outside noises (bikes, other runners etc), sound fine, decent charge/playing time."

"The superior answer. Amazing comfort, great sound, incredible battery life, and you can still hear your surroundings for safety. Absolute no brainer, the best running headphones."

"I love mine, but if I'm running near traffic, i can only hear the cars. They come with ear plugs though, so I guess you could do that."

"Around $200 is probably a good budget for your requirements."

"Earfun Free Pro 2 or Soundcore Life A2 NC have great sound, are comfortable, have wings to stay in place while exercising."

"I'd say Galaxy Buds Pro or Buds 2 are the best fit for your criteria, and their sound quality is pretty much on par with the N400."

"If you have an iPhone, the AirPods are great. I’ve had mine for a while and love em. I don’t take them on really long runs, just up to 7-8 miles because they sometimes slip out of my ears."

"They work perfectly fine in Android, too. The only annoyances I've found is you need an Apple device to set up the tap shortcuts and to update firmware."

"Bose Soundsport wireless. perfect. i would pay 1000 USD for them"

"I've been super happy with them! They are super light and comfortable, and I've not had any issues with connectivity or shorting out when I sweat (and I am super sweaty)."

"I've been supremely happy with the build/quality/performance of them, and while I've only had them a short time I'm happy to recommend them to others, with the caveat that they check that they are happy with the sound they get first."

"I so much appreciate this write up! The safety aspect is not huge on my wishlist, but now that I think of it, I came into issue with a truck last weekend that scared me so much I had to pause my long run. I do think that the water/sweat proof aspect outweighs high sound quality, just because it's been such an issue for me. Again, thank you for taking the time to respond in detail!"

"I do have ANC headphones (Bose) but I view them as a tool for a specific job, like a flight."

"The Pros also have Transparency Mode... but why did you buy Pros then if you didn't want ANC?"

"I'm fully prepared for the strong possibility I'll be sending them back and buying some gen 2s."

"You could also try these: https://www.amazon.com/Anker-Headphones-Water-Resistant-Adjustable-Cancellation/dp/B01IUQERAY/ref=sr_1_2?ie=UTF8&qid=1548888158&sr=8-2&keywords=Anker+SoundBuds+Sport+NB10 They have exchangeable tips and the sounds very good imho. Also they aren't as expensive as the Platronics."

"The Plantronics BackBeat 3100 is Plantronics’s first stab at truly wireless stereo earphones, and for their first attempt, they targeted the fitness market."

"The 3100 is also (at least according to Plantronics) rated IP57 in terms of dust and water resistance."