ETH transfer twice. Not understanding how this happened…

So I bought about $50 worth of ETH for a transfer. I sent two out to the same address. The first went out fine and was received by the person I sent it to. Now here's where I am confused. So I sent another 29$ about 15 minutes later and my friend told me he never got that one. Now I went to Etherscan and put in his address but only the $20 transfer shows up. But when I put in the hash for them both it gets interesting. Here's what it says

Value:0 ETH($0.00)Transaction Fee:0**.002907794569608212 ETH($9.05)Gas Price:9.781398454 Gwei (0.**000000009781398454 ETH)

but for the first one it says

Value:0**.0064136 ETH($19.92)Transaction Fee:0.000227941945035 ETH($0.71)Gas Price:10.854378335 Gwei (0.**000000010854378335 ETH)

If anyone can help me understand what happened that'd be great

Here’s the TX for both

https://etherscan.io/tx/0xaeda12a2efcb91c80fbbf3e7281553e5a3e1696acae69549817e548b3937629f

https://etherscan.io/tx/0xf23b2f6fb5b9f899edd929ca943009c2537543460fca4c53672bcc75681f58ef