Gifts for Boyfriend under $100

These wings-shaped bowls are specifically engineered to direct wine to different taste receptors and actually work better than standard glasses for red wine drinkers. A set of two makes sense for an anniversary and sits on the shelf as a daily-use upgrade rather than something he'll fear opening.

A large plush of the dancing clown from the new Derry series. Cuddly is a strong word.

Snap a phone into it and it becomes a handheld console. Game Pass, PlayStation remote play, Steam, all on the train.

Classic Levi's 501 jeans are both durable and stylish. They're a timeless choice that can be worn for years to come, offering comfort and support during difficult times.

650-fill goose down, packs into its own pocket. The shoulder-season pick.

A safety-focused cycling helmet designed for real riders who actually care about the commute or weekend ride. The fit dial and ventilation system mean he'll actually want to wear it instead of resenting it.

A leather wallet thinner than the cards inside it. The gift for the man who is still carrying the one from college.

An eleven-inch Ghost Face that lights up and moves. Porch decor or desk menace, their call.