Common Dating Mistakes Gay Men Make

Gay Dating

Common Dating Mistakes Gay Men Make

Mason Glenn

Written by: Mason Glenn

Mason Glenn

Mason Glenn has had a long career in the matchmaking industry and has spent his time helping high-caliber clientele in Los Angeles select eligible matches. He specializes in working with gay men.

See full bio »

Edited by: Lillian Castro

Lillian Castro

Lillian Guevara-Castro brings more than 30 years of journalism experience to ensure DatingAdvice articles have been edited for overall clarity, accuracy, and reader engagement. She has worked at The Atlanta Journal and Constitution, The Gwinnett Daily News, and The Gainesville Sun covering lifestyle topics.

Discuss This! Discuss This!
Advertiser Disclosure

As a matchmaker, I witness a lot of stories that involve how a newly mature-minded man had to go through certain guys to realize what not to do for previous potentials moving forward.

It’s always the same: relationships three and six months in length and then “something suddenly happened.”

1. Conflicting schedules

I see a lot of guys who are seen as needy because their job allows for a more open schedule and their dater has a stricter schedule.

When I was younger, I had to learn that although I was attracted to older men, they never wanted to plan anything.

This was not because they were being irresponsible, but it was because they already felt working from 9 a.m. to 5 p.m. was too scheduled and they wanted everything else to be on a whim.

Finding a guy who has the same working schedule and career goals can be really ideal when it comes to longevity.

2. Lack of communication

No one is ever too busy to send a heart emoticon to you or to say “I’m thinking about you” during his day at some point.

On the other hand, there shouldn’t be an extreme amount of expectation and sensitivity involved. If he doesn’t answer his phone in three to five hours, calm down.

If it’s a habit, I might raise an eyebrow, though. No one wants to feel undesired in any sense.

Being proactive is very attractive. It shows confidence and maturity. If you are dating someone, they deserve some sense of time and effort.

Pick up your phone, too. It’s so much more authentic and endearing to hear your lover’s voice.

 “Take every date opportunity as a

chance to grow into a better dater.”

3. Not dating someone in your age range

We all know the 40-year-old dating a 22-year-old is for giggles.

I recently heard of a similar story just this week. The older client said he almost went broke!

Never buy love. Love should be an easy reward and should be even and mutual.

4. Dating in reverse

I hear a lot of men “dating in reverse,” as I like to say. This means we get to know someone after we have chosen to be intimate.

Sometimes the baby doesn’t want the candy anymore once he has had it. I think this analogy runs true.

Sometimes once you’ve experienced the fireworks show, there’s no more to see. Easily enjoy the process and respect it.

You’ll only be impressed how much more the intimacy can be different in a good way if you wait. Let the excitement build.

Be a gentleman and always practice chivalry. It’s not dead. Men just choose not to do it.

Sometimes chemistry just dies and there’s nothing you can do. That’s OK, though! Take every date opportunity as a chance to grow into a smarter and better dater.

Advertiser Disclosure is a free online resource that offers valuable content and comparison services to users. To keep this resource 100% free, we receive compensation from many of the offers listed on the site. Along with key review factors, this compensation may impact how and where products appear across the site (including, for example, the order in which they appear). does not include the entire universe of available offers. Editorial opinions expressed on the site are strictly our own and are not provided, endorsed, or approved by advertisers.

Our Editorial Review Policy

Our site is committed to publishing independent, accurate content guided by strict editorial guidelines. Before articles and reviews are published on our site, they undergo a thorough review process performed by a team of independent editors and subject-matter experts to ensure the content’s accuracy, timeliness, and impartiality. Our editorial team is separate and independent of our site’s advertisers, and the opinions they express on our site are their own. To read more about our team members and their editorial backgrounds, please visit our site’s About page.