A single man tries to win a bet by getting a woman recovering from a broken engagement to marry him by Christmas.
After Jessie calls off her third engagement, she swears off serious relationships until she finds the one. That is, until charming but chronically single Aiden comes along. But unbeknownst to Jessie, Aiden has bet his friends that he can convince a woman to marry him by Christmas, which is only four weeks away.—Hallmark
San Francisco. It's four weeks before Christmas. Jessie Patterston, who operates an interior decorating business with her sister and roommate Vivian Patterston out of their apartment, has just broken up with her latest boyfriend, Mike. As he - after Owen and Trent - is the third fiancé with who she has ultimately had permanent cold feet, Jessie believes she is not destined to be married and as such has sworn off men and serious commitments. Aiden MacTiernan, a personal investment advisor, is a love 'em and leave 'em kind of guy. Matt Harper, Aiden's friend and business associate, says women can smell the non-commitment off of Aiden. As Aiden dismisses this assertion about him, Matt bets Aiden that he cannot get a woman to say yes to his marriage proposal by Christmas. Aiden accepts the bet on the caveat that he gets to pick the target. Meeting at an art function of one of Matt and Aiden's clients, Matt encourages Aiden to go after Jessie as Matt knows Jessie's new vow of non-commitment having just been turned down by her. Not knowing this piece of information, Aiden, just thinking that she's cute, does choose Jessie as his target. Although Jessie believes Aiden's request for her business card is just a pickup line, Vivian offers it to him as a client is a client for their struggling business. As Jessie and Aiden begin to spend time together in she redecorating his condo, they begin truly to fall for each other. There are several obstacles to a Jessie and Aiden happily ever after: Mike is still around and will do anything to show up Aiden in front of Jessie; despite their attraction to each other, Jessie and Aiden consider the other damaged goods - Aiden who had an unhappy childhood coming from a broken home - and may not be willing to take a long term chance on the other; they may not be willing to take a chance on themselves to change what has been their own unsuccessful histories in this department; and the bet coming to light to Jessie which could permanently taint her view of Aiden.—Huggo
Suave Aiden MacTiernan, a San Francisco personal investment advisor and irresistible womanizer, bets for a move to either his boss Matt Harper's corner office or a pitiful cubicle, he can seduce and wed in the four weeks till Christmas a woman to agree between them. Matt, used to losing their wagers, sneakily proposes foxy Jessie Patterston, who just turned down her latest suitor, handyman Mike, having left three at the altar after failing to say now when publicly proposed to by notable men. She runs an interior design firm with her sister Vivian, who encourages any chance to be left their apartment alone. Aiden hires her as a pretext to prose dates she initially turns down, but gradually they fall for each-other while feeling guilty for the deceit, hence undeserving of a relationship. Mike wins Aiden,s sports car in a poker game, and learns about the bet which he tells the Pattersons, except that Aden actually called it off, even forfeiting his junior executive office, all now depends on the truth winning out.—KGF Vissers