Amazon has the Plantronics BackBeat FIT 500 On-Ear Sport Wireless Headphones (Black, 210704-99 or Teal, 210701-99) for $46 with free shipping. Has average Amazon Reviews.
Amazon has the CH-electonic Wireless Bluetooth 5.0 Earbuds (Black, 5228849221) for $39.99 - $12 off with coupon HTNMMPIO = $27.99 with free shipping. Features built-in microphone, up to eight hours of music/talk time per charge, portable charging case (provides up to four full charges).
Has above average Amazon Reviews.
eBay has the JBL E25BT In-Ear BT Wireless Headphones (Black, Red, or White) for $20 with free shipping. Amazon sells it for thew same price.
Amazon has the Apple AirPods Headphones w/ Wireless Charging Case (2nd Gen) for $180 with free shipping. List price: $199. Automatically on, automatically connected. Has excellent Amazon Reviews.
eBay has the Apple iPhone 7 4.7" Factory GSM Unlocked 32 128 256 GB 4G GSM Smartphone refurbished for $190 with free shipping.
eBay has the Sony WH-CH700N Bluetooth Noise Canceling Headphones (Black) for $55 with free shipping. Has good Amazon Reviews.
Amazon has the SMX Over-Ear Gaming Headset with Mic and Volume Control for $27 - $11 off with coupon 5MFF48YM = $16 with free shipping. Features built-in omnidirectional microphone, 6.56-foot cable, LED lights, compatible with multiple platforms.