Oct 20, 2015

Top Teenage and Twink Boyfriends

I don't really have an age preference, but it seems that when I was in my 20s and 30s, I usually ended up with guys 5-10 years older, and when I hit 40, guys 10 or more years younger. I'm over 50 now, but  I still get cruised by practically every twink I meet, even those who say "no older guys" on their profiles.

Dating younger guys has some advantages: they're cute, they have boundless energy and enthusiasm, and they are constantly surprised by your stories of life in the 1980s.  

But there are disadvantages: they go out too often and stay up too late, they don't fit in with your friends, and even after extensive research, you still can't understand their pop culture references.

Here are my favorite teenage (or twink) boyfriends and hookups who were 10+ years younger than me.  Don't worry, they were all over 18.



New York

1. Conrad, the 20 year old who came to my room Upstate to fix my computer, said "I'm not into older guys," and grabbed.  17 years.

2.  Mario, a teenage model studying at Columbia University.  20 years.

3. Sibu, the hottest guy in the world, a seminary student met at a conference in South Africa.  Dark room hookup, and then "I'm not into older guys."  15 years








4. Liam, who waited until the exact moment he turned 18 to give me a birthday present.  21 years

5. Jermaine, the Biggest Guy on My Sausage List.  A Harvard undergrad studying political science, and planning to go to law school, we met when I was on a job interview in Boston.  18 years.

6. The Pizza Boy, an undergrad theater major in Rock Island. My friend Dick actually started dating him, but we shared at Christmastime. 18 years

Florida

7. Victor, the Brazilian twink who turned out to be a drag queen, Miss Chita Taboo. 16 years.

8. The Young Republican, one of my ex-students who invited me to a Christmas party at his parents' country club.  We dated a few times in spite of his politics. 20 years.

9. The college freshman hitchhiking to Key West who David and I picked up.  20 years









10. Jean in Paris, the violist who wouldn't let me touch his instrument. 22 years

The rest of the list, with nude photos, is on Tales of West Hollywood.