Jaime Pressly (Tammy)
Tammy was perhaps the most unusual woman that Jake ever dated. She was over a decade his senior, and she had numerous tattoos up and down her arms (as well as other body parts) that concerned Alan. She was already a mother of three when she met Jake, so there’s a definite cause for concern.
Alan voices his discomfort with their relationship, and, surprisingly, Tammy totally understands. Probably being a mother herself, she wouldn’t want her kids doing what she was. However, her breakup with Jake only occurred when she found out that Jake was seeing her daughter, Ashley, on the side.