MIRROR: Download from MEGA
So there's an emotional issue and there's a health issue here. Many people feel a sense of emotion about their sex toys. Those toys symbolize the sexual pleasure the couple had and so can represent the relationship at its best. I've heard of lesbians getting into furious arguments about who gets to keep the dildo in the break-up. And as you note, other people are uncomfortable with using sex toys that they shared with a previous partner.
And then there's the health and safety issue. Toys should be washed or wiped down after use and left to air dry. If an insertable toy (like a vibrator or dildo) is going to be used by more than one person, especially if they are not in a monogamous relationship, they should be covered with a condom while in use. If a decent-guality silicone toy has been washed properly, it generally doesn't pose a serious health risk to a new user.
So the issue here is more emotional than health and safety. These are toys you can clean and sterilize fairly easily. But you can't remove a toy's emotional residue. So if you feel that somehow reusing the toy would upset or distract you or your new sub, replace them. But if you feel comfortable taking the toys back, I don't think you're wrong.
A third factor to consider is cost. Decent toys are pricey, so if you're going to throw them out every time you break up, you're going to be paying a lot of money until you find your long-term relationship.
For me, I don't replace my toys when I get a new partner. I don't sentimentalize my toys that way. When I give a toy to a sub, I always say "this is my property, not yours" and make clear that I expect the toy to be returned if we break up.
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