Entertainment Love and Romance How To Date Younger Men Share PINTEREST Email Print Hal Bergman/Getty Images Love and Romance LGBTQ Relationships Sexuality Divorce Teens Friendship By Ramon Johnson Updated March 15, 2018 Are you in your 40's and dating (or wanting to date) someone who is 20 years younger than you? The 20-something gays are more bold, more aggressive and much more self-aware than previous generations. Just keep in mind that there is almost a 20 year age difference, so while he's rockin' to Taylor Swift, you're humming The Commodores. But, generation aside, if he shows interest then he's definitely digging your vibe. But, is flirting with a younger gay guy the same as flirting with someone your own age? In many ways it is. You don't have to pull out a new bag of tricks to snag a newbie. What to Keep in Mind When Dating a Younger Guy He knows you've been around the block a few times and it probably intrigues him. He's looking for you to use that experience to court him.From your past experiences, you know how (and how not) to treat a man. His younger age doesn't change the fact that he wants to be treated like an A-gay, not a 24-hour quick fix.The 20-somethings are extremely astute, so he'll pick up on any corniness or shadiness. Keep it clean and ditch the cheesy pickup lines and sleazy innuendos.If he wanted a 20-something, he would date one, so don't mention your age difference unless he brings it up.Be bold and show that you know how to handle this situation. Take the lead. Say hello. Throw him a clean compliment. Then, ask him out. You pick the place, time and date then ask him if the plans work for him. If not, open the floor for his suggestions.Be persistent, but not annoying. He's probably waiting for you to make the first move, but he doesn't want to seem too easy or eager so he might not respond right away. That doesn't mean he's not seriously considering it. Take your time and escalate your advances. Don't give up. He needs to know that you are willing to put forth the effort for his prize.Entice him with an irresistible date to see something he's never seen before (Is there a quirky and cool exhibit showing downtown?) or something he has seen (Is his favorite group spotlighting at a local venue?). You might not want to get front row seats to Patti LaBelle, but you can introduce him to other cool things that maybe your experiences have led you to.Always keep in mind that dating younger is not about being younger; it's about being yourself and staying relevant. He doesn't expect you to party like you've just earned your gay membership card, but he does expect you to stay up past 9:30 when he wants a night out on the town. Prove that you can hang.Give him the dedicated attention he's looking for. Let him know that you can take a break from your life and make it about him. Ask him about his hobbies and interests, then make a date around them.Most importantly, keep it cool. More than likely he's nervous as well and is wondering what a 38-year-old sees in him. Just be real, respectful and court him just like you would someone your own age while keeping it relevant. If he's into you, trust me, he'll respond.