Chapter 14

The chapter opens with Dean bringing Allie to orgasm and nearly letting oral sex push him over the edge. He insists on penetration, remembers protection, and they have enthusiastic sex, culminating in mutual climax. They laugh off a minor lip bite and collapse together, basking in the afterglow.

As they recover, conversation turns to Dean’s new volunteer role assisting an elementary hockey team, which he surprisingly enjoys and feels proud of, noting a standout goal. Allie shares her own past volunteering at a Brooklyn drama camp and pauses to set a reminder to book a Thanksgiving train to New York.

Allie reveals she’ll spend the holiday with her father and that her mother has passed away. She explains her dad’s background as a Bruins scout whose playing career ended with an ACL injury, and how travel shaped her upbringing. The tone is warm and supportive.

Dean details his holiday dilemma—his family will be in St. Bart’s before a Harvard game—and discloses his parents’ lucrative legal careers and generational wealth. He mentions the Heyward family’s global real estate holdings, including Heyward Plaza, and their lifestyle, which amazes and amuses Allie.

They banter about Dean’s attractiveness and arrogance, his “mind reader” shtick, and condoms. A drawer search reveals Allie’s pink vibrator, jokingly named Winston, which sparks playful teasing about naming body parts. Dean admits his nickname “Little Dean,” and they shift back into heated making out.

The chapter closes with Allie taking control, moving down Dean’s body, and beginning to pleasure him again, signaling another round and underscoring their escalating, playful, and increasingly intimate connection.