First, he was seen partying with his friend, Patrick Swartznegger and Bella Thorne. According to sources, the pair is on a break at the moment. It seems unlikely, however, considering Caleb is between 17 and 18 years old while Selena is The pop star has moved on and is spending time with a handsome man who, until now, was unidentified. Selena Gomez is rumored to be dating Caleb Stevens, one of her close friends' brothers Selena and Caleb have been seen all over the place. After realizing what Justin was up to, it seems Selena has responded with her actions. Although, a friend of hers posted this photo of Selena looking extremely angelic and fans are suspecting that she chose that sweatshirt on purpose.