Britney Spears’ first husband, Jason Alexander, has had a fairly tragic love life. In 2004, Alexander, who grew up with the beloved pop star, cemented himself into Spears’ relationship historical past after they married at a Las Vegas marriage ceremony chapel after a very eventful evening. “It was simply loopy, man,” Alexander shared with Entry Hollywood (through BBC). “We had been simply one another and mentioned, ‘Let’s do one thing wild, loopy. Let’s go get married, only for the hell of it.'” Sadly, he solely bought to be married to Spears for a few days, as their marriage was annulled 55 hours later on the urging of her workforce.

On the time, Spears’ lawyer claimed that Alexander was supportive of the annulment. “Jason agreed to this utterly,” he shared with BBC. “They’ve made a clever determination. I do know they care about one another. They’re associates.” Alexander was additionally quoted as calling their marriage a “mistake” that needed to be corrected. Nonetheless, Spears’ short-lived husband had modified his tune by 2012 when talking with ABC Information. Throughout a candid interview, Alexander, who claimed he was in love with Spears, expressed disappointment over the frantic approach her workforce and household had the wedding dissolved. “They did not wish to hear something … and [Spears] got here again, and it ended,” Alexander revealed. 

Alexander additionally expressed remorse over being a “good man” and never pushing again towards the annulment. “If you will actually become involved right into a relationship with a celeb and you might be simply a mean Joe, be sure you are considering enterprise!” he mentioned. Sadly, that would not be the one factor he would come to remorse.

Britney Spears’ marriage ceremony to Jason Alexander barely counts as a wedding within the grand scheme of issues, however that did not do something to impression Alexander’s emotions for her. In 2022, Alexander made main headlines when he tried to achieve entry to Spears’ marriage ceremony to her third husband, actor-model Sam Asghari. Spears and Asghari opted to have the star-studded marriage ceremony at Spears’ residence in Thousand Oaks, California, and Alexander determined to crash it, live-streaming his time on the property. Whereas he claimed he was there to speak to Spears, the expertise ended with Alexander being arrested, charged, and located responsible of a number of crimes, together with trespassing and battery, in line with Individuals. He served roughly two months in jail. Spears additionally sought a restraining order.

Sadly, all of Alexander’s hassle was for nothing. In 2023, upon the discharge of Spears’ memoir, “The Girl In Me,” the singer downplayed their short-lived marriage. “He and I bought s***confronted,” she wrote (through Time). “I do not even keep in mind that evening in any respect, however from what I’ve pieced collectively, he and I lounged across the lodge room and stayed up late watching films — ‘Mona Lisa Smile’ and ‘The Texas Chainsaw Bloodbath’ — then had the good thought of going to A Little White Chapel at three thirty within the morning.” She continued, “Individuals have requested me if I beloved him. To be clear: he and I weren’t in love. I used to be simply truthfully very drunk — and possibly, in a extra normal sense at the moment in my life, very bored.”