A constant velocity joint and flexible boot assembly. The constant velocity joint includes an outer race having a first end portion and a second end portion. The first end portion of the outer race is connected to a first shaft. A second end portion of a flexible boot includes an attachment portion having a groove circumferentially extending along at least a portion of an outer surface of the attachment portion. The attachment portion of the flexible boot is connected to an outer surface of a second shaft. A retaining member has a first and second boot retention leg extending radially inward from at least a portion of an inner surface of the retaining member. At least a portion of the first leg is disposed within the groove and at least a portion of the second leg is disposed axially outboard from a second end of the flexible boot.