I (54M) don’t seem to do well on OLD with any age group. My photos just do not do me justice. They do not capture my personality, my charm, my genuine nature, or my confidence. As for just looks, alone I would say that I am solid 5-6 when dressed well, decent physique, and tall. The delta in age and BMI between who I swipe on and that swipe on me is significant. It is the rare occasion that I match with someone where the stars align.

I am also a bit of a homebody. But, on occasion, I venture out of the confines of my castle…and, sometimes, I don’t need to. Here are two experiences.

One was at a grocery store. A woman a little older than me (60?) and a young women (Maria 25) were shopping. I always bring my very cute dog with me. They commented on her and initiated some small talk. We crossed paths a few times in the grocery store and at the checkout. We chatted and the young woman turned out to be the elder’s grandchild. Turns out we were parked adjacent to each other.

At that point, we are still talking next to the cars, mainly myself and Maria. She then brings her grandma over and they pet the dog. I am flirting with the younger but am unsure if Maria was trying to say hello to me, or introduce her grandma. 😂

It gets painfully long (20 minutes?) as we all don’t seem to want the conversation to end and, likely they waiting for me to make my ask for a phone number. Given my only interest was Maria, I never ask for a number. It was too confusing. Maria never offered hers.

Number 2: doorbell to home rings during day. Open door to very cute young woman solicitor (Alexa 23???) hawking her wares. Dog really likes her. I am not an easy person to sell to. I comment that she seems nervous as she runs through her pitch and she bashfully admits she is. I change the subject and start flirting and we talk about places to go and where she is from and how she ended up in this job.

She knows there is no deal. And she then says, let me give you my personal cell number. Leaves. Not sure if it is just part of her pitch but instincts says no. 20 minutes later she is back because she forgot her laminated sales pitch card. I invite her in, we find her card, and as she leaves, she gives me a nice, warm hug.

Many posts ask how to meet older men in the wild. I would say that offering your phone number is a good way to do it.