Oh gosh Brooke, I hear ya girl! I know EXACTLY how you feel! I tried that ONE TIME and said NOOOOO WAY, lol. No way in HECK could I walk BOTH of my babies by myself

One would probably end up getting away from me or either they'd choke to death from getting all tangled and caught up in the leashes
ANY time we go walking, my hubby takes one baby and I take one. Usually he has Stedman and I have Tatum because Tatum is such a mommy's girl and always has to be with me

Sometimes we trick her though and switch them around when their not looking so that I can get to walk my boy
One thing you could maybe try though, is using a Leash Coupler. Have you ever tried one of those before? That way, you can walk 2 dogs with one leash

I have one for my babies and I will probably start using it again after Tatum has her LP surgery and is all better. I don't like using it now when her little knees are messed up because Stedman pulls on her and sometimes makes her slide around lol. They've just got to get used to using it more