First Fantasy Date: Quebec City, Canada
With: Tara
We meet Jesse in Quebec City, where he boards a horse-drawn carriage to meet Tara. Jesse hopes to learn if she can keep opening up, and is able to share herself with him before it's too late. The carriage picks Tara up, who is feeling more confident with Jesse, and they go for a ride through the city. After the carriage ride, they walk to their own private ice rink, where they skate in the snowy landscape. An ice castle has been sculpted for them, and they skate inside and sit down, sipping champagne. Jesse tells her how much he was looking forward to this date, and they kiss.
Later that night, Jesse meets Tara in a hotel lobby, and they head to a romantic candle-lit dinner for two. Jesse toasts Tara, and he tells her that he is crazy about her. He goes on to tell her that he's falling for her. She tells him that makes her feel better, knowing that she isn't going to get hurt by putting herself out there. Tara confesses that Jesse knows exactly how she feels, but Jesse confesses he's not sure where he stands with her.
Jesse takes out the fantasy suite invitation, and Tara reads it. They decide they both want to move forward, and head up to the suite, an old-fashioned romantic chamber, lit with candles. Jesse pours them some more champagne, and he sits down to tell Tara that he wants her to open up more. Tara asks him if he's not sure how she feels, and he stresses that he needs to hear it from her in her words. She apologizes for not making it clear, and goes on to tell him that she is falling for him, and can see herself being with him. Jesse immediately relaxes hearing Tara open up, and tells her when she speaks like that, it makes him feel amazing. Tara then relaxes hearing this from Jesse, and the two kiss. They eventually move into the bedroom when the cameras are turned off.
Second Fantasy Date: Adros, Bahamas
With: Jessica B.
Jesse walks down to the beach, excited to see Jessica. Jessica arrives on a sea plane, and Jesse meets her in the water. Jessica confesses that she is concerned about where his head is, as he's already had one date. The two put on flippers, and hang out on the beach and in the water. Jesse confesses his biggest concern is that Jessica is only 21 and in law school, and he's wondering if she'd be willing to move to New York for him. When he asks her about it on the beach, she tells him she's already sent off for applications to New York law schools, which pleasantly surprises Jesse.
The two go to a grotto to rinse off, and they bathe each other while kissing. Early in the evening, they re-connect and head to a romantic oceanside dinner. Jesse describes the date to Jessica as unbelievable, and needs to take a moment to soak it all in. Jessica confesses that she is stressed, because even though she may be having the best time, Jesse could send her home at the next ceremony. Jesse tells Jessica that he thinks she is too good to be true, and goes on to say that he told her father he's never felt this way. He then tells her he is falling in love with her. Jessica responds by telling him that she wants them to be together, but that it is difficult to open up to him, knowing her situation. Jesse tells her honestly that he's had an incredible time with her, and that he's thought about a future with her, and that while he knows he's falling in love with her, he's also falling in love with someone else, too.
Jesse's honesty throws Jessica, as it's the worst thing she could possibly hear. Jesse explains that he told her he wouldn't be anything less than totally honest with her, and he can see he's upset her. Jesse confesses that before the night began, he had no doubts that she would accept the fantasy suite date, but now his confidence is shaken, He offers her the invitation, and after they kiss, they go to the rose petal-strewn room. Jessica makes an effort to forget what Jesse has said and to remain in the moment, and Jesse confesses that when he was with Jessica in the suite, no one else ever crossed his mind.
