Anicka Haywood

Holly becomes pals with Jeff's ex-girlfriend, Dana when they both go to a U2 concert with Jeff, even though Val warned Jeff and Holly not to go with Dana, and Jeff never even wanted Holly and Dana to be friends. Meanwhile, Gary saves the life of a real-estate magnate at the concert.

Holly thinks she's ready to tell Henry that she loves him, but she hesitates after she considers her lingering feelings for Vince. Meanwhile, Val's first business trip out of New York City is surprising when Peter becomes her neighbor in the hotel.

On Valentine's Day, the most romantic day of the year, Holly thinks that Jeff is planning to propose marriage to Val. Meanwhile, Gary gets a date with a great girl, but the pressures of the holiday overwhelm him, and he insists that Holly come along with her date.

Holly and Vince try to be friends again by throwing a surprise birthday party for Gary's 18th birthday. When Holly and Vince run into Jill (Gary's ex-girlfriend) at the diner, who is supposed to be in Paris. They find out that for six months, Jill was really in New York! Holly and Vince argue whether or not to tell Gary about Jill - especially on his birthday. Meanwhile, Rick and Val keep visiting each other, and Lauren keeps bragging about her new boyfriend-who is a doctor!

In the first season finale, Val gets home from work only to find Holly and Henry in Holly's room---with the door closed! Val worries that Holly and Henry have slept together. She lectures Holly about sex. But when Holly comes home from the movies, she walks in to find only Val and Jeff in the shower together, making Val look like a hypocrite. Gary keeps ditching Holly to spend time with his girlfriend.