You are still a guy, use male wing man strategy

You get to the club and go right to the bar and order some drinks, you tell Jessie to pick out a guy she likes and point him out. She does and it is a pretty typical pretty boy, blonde tall kind of ripped. He has a friend who is ok but slightly shorter and dumper with worse dress sense and brown hair covered with a hat. "ok baby sure thing" you reach down and give her a kiss on the lips slightly surprising her then you go over and talk to the two men, you show interest in the shorter one and talk for a little while before pulling him onto the dance floor and signaling your friend who starts flirting with the tall blonde.

You talks with the man while you dance, you find you do like him. He likes a lot of the same bands and shows and you like how he feels as you dance together. He suggests you leave and you kiss him softly looking at your friend getting felt up by her date and you shrug and follow him your hand in his.