Tuesday, February 14, 2006


At some point in our e-mail banter earlier this week, Joe asked me, apropos of none-of-your-damned-business, who the oldest man I'd ever made out with was.

That might have been John Cheever, but I'm not repeating that story here. Suffice to say it may have happened in mid-town many, many years ago and the illuminated Pan-Am logo on the 44th Street elevation of it's name sake tower floated like an errant moon above us.

Actually, I think the oldest man I ever made-out-with-and-more was Robert M., renowned viola da gamba player.

If I'm not mistaken, he was probably not much older than I am now. Well, perhaps a year or two. Maybe. At the time, I described his face in my journal as "a beautiful ruin". Payback's been a bitch.

In the early 70's, gay rights demonstrations occurred at the drop of a hat. You could be walking down the street in the Village, and some rabble-rouser would work his rhetorical magic and off you'd go marching and chanting through the streets, gathering a crowd. I remember an evening that began with dinner at One Potato and ending with us marching from Sheridan Square to Columbus Circle, headed by Bella Abzug, when the city once again refused to pass a gay rights ordinance.

I was passing Washington Square one Saturday afternoon, when a small demonstration appeared, coming down Waverly Place. For the life of me I can't remember what they were protesting, but my friend Mark was among the group, and he called out and waved me over. Mark and I were both 19 and attended the same art school. He had long curly chestnut hair and I had recently cut mine off, adopting the shorn seal pup look that was just beginning to come into vogue. The snide hippies at school would sneer "Lou Reed" when I passed. That didn't bother me at all. Walk on the wild side, indeed. Mark and I threw our arms around each other's shoulders and turned up Fifth Avenue, in a display of youthful pride, daring any on-lookers to comment.

Our scruffy group took to the streets with a police escort, and headed to the north end of Union Square. There we were greeted by a rampaging brigade of Marxists, not at all happy to see us. As the opposing tirades began, I excused myself and went off to chill in the playground that adjoined the open space. I climbed to the top of a small geodesic dome and sprawled there, watching the action unfold.

It was then a nice looking older gentleman approached me, asking what all the yelling was about. I tried to explain, but frankly, I honestly didn't care. It had been fun, and now it was not. This man was bearded, with sandy hair turning silky white, setting off deeply blue eyes. When he smiled, the corners of his eyes crinkled up in a most appealing way. He introduced himself, and after a bit of laughter, asked if I wanted to get some coffee. Or something.

We wound up back at his Gramercy Park apartment. Of course.

After much wine and kissing , he explained what really had attracted him to me was my Frye Harness Boots, so prominently displayed as I kicked back on the dome in the park. How would I feel about stripping down for him and leaving the boots on?

I'll pass the question on. Who is the oldest man you've made out with?


Anonymous Matty said...

Hmmmm... until I come to NYC and misbehave?? I'd have to say my partner is the oldest.

I'm 36, he's 46. It's a family curse - I go for men that are always at least 10 years older than me and my brother always goes for women that are 10 years older.

Also - WHAT kind of boots? I'se very vanilla...

11:34 AM  
Blogger lump said...

i meet older men (as old as 80) at the adult supercenter here in raleigh. a couple of months ago one of my favorite people, mr. cannon died in a booth. it was real sad, they had to call his wife.

12:09 PM  
Anonymous Anonymous said...

When I was 26 and by myself in London, I fooled around with a super-hot British guy who ended up being 69 years old (and also quite adept at 69'ing). I made him show me his driver's license to prove it. I had thought he was in his mid-40s at the most... However, the most fun part about this post is that you have to guess/figure out who is posting it.

11:27 PM  
Anonymous Anonymous said...

it's aaron, right x ...

2:49 AM  
Anonymous Aaron said...

I've always mostly been interested in guys my own age, so I'd have to say that the oldest one was probably only a few years older than me.

4:36 AM  
Blogger farmboyz said...

Met him at The Regent East. Looked like Dwight Eisenhower. It was either go to his place or take the last train back to CT. I became rather kept. On Monday mornings, before he left for the office, he'd drop the paper and a breakfast tray upon me, still in his bed. Later in the morning, his maid and I would watch TV while she ironed. And then I met C, who was barely 21. We moved in together within a month, and I called Dwight and he graciously accepted the news. I sometimes wonder

7:59 AM  
Blogger Joe said...

When I was 16 I met a man at the Parliament House named Preston. He began calling the house which upset my mother greatly. It was only after Preston was convicted of car theft did I learn his real age from the newspaper. He was 49.
That made him 33 years my elder and I think that's a record I'll allow to stand for eternity.

10:24 AM  
Anonymous Eric said...

Sadly, I think the oldest person I ever made out with was only 44.

Anonymous, why does that story sound familiar...?

12:50 PM  
Blogger Tom said...

It was impertinent to ask, under the circumstances, but I think he was between 55 and 60. I was 29.

3:37 PM  
Blogger Gareth said...

I was 25met him in a North London Sauna, thought he was in his late forties, it was about two weeks later that I discovered that he was a few years short of his sevntieth. Still saw him most weelends for another three months or so.

5:03 PM  
Blogger Derek said...

man I want them boots

11:28 PM  
Anonymous GBE said...

Great story mark!

Oldest I made out with was this 50 year old married father from St Louis that I met when I was 23. I felt so dirty afterwards. Not because of the age difference, but because he told me that his son was older than me.

Another of my "what was I thinking" moments...

11:19 AM  
Blogger circleinasquare said...

I think the oldest guy I ever made out with was around 51, a mountain of a man, about a year ago at the Dugout. I wouldn't mind another shot at him.

I have two vintage pairs of those Frye harness boots.
Many men do seem to find them captivating.

3:51 PM  
Blogger Will said...

I was forty and he was 73. He had a cock like iron and sucked magnificently. I've always been taken with older men if they've kept their minds open and their lives vital. They're frequently the sexiest things out there.

9:56 PM  
Blogger ROBOCUB said...

Wow, marhicng with Bella Abzug, cool! Those were the days. Believe me, I know of the time you are talking about. My time came a bit later, late 80s/early 90s. ACT UP demos occured at the drop of a hat too. Those were the days. The clostest I came was having Mink Stoll marching riGht behind me At City Hall in 1990. I can't recal now what the demo was about.

11:55 AM  
Blogger David said...

I honestly have no idea who the oldest was, but in my fledgling days I did go home with a couple that were clearly my elders, their combined ages made them at least 80. Does that count?

9:35 PM  
Blogger Fashion said...

wow!..great boots!...i have decided to replace my old nike shoes and buy couple of boots....

2:18 AM  

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