Hookup with a drag queen OR Butt-fucking while standing up

I'm always on the lookout for attention-grabbing post titles and I couldn't decide between these two, so, what the heck, I decided to use them both.

I'm finding that this one-a-week posting just doesn't work for me;  there are so many stories that are falling by the wayside, unreported for my own personal journal of my gay journey.

It's been an exhausting week and I've been too busy to post, what with my regular teaching duties, school extra-curricular activiyies, Pride planning work and hooking up with some fine men.

I had hookups three nights in a row with three very special men.

Wednesday Night:  After many months of messaging, I hooked up with a married guy who occasionally likes to play with men with his wife's blessing, he said.  He drove to my house from an isolated northern region some one hour away and brought a bottle of red wine to share.  Classy!  And highly motivated!

He didn't tell me his age but I pegged him at 40 but he had an incredibly fit, boyish figure unlike I'd ever seen on a mature man.  I was shocked when he told me that he was 56, the father of three with numerous grandchildren.

Boyish Married Guy had a most remarkable life story:  he left school at 13 and was on his own by 16, doing the work of a grown man.  He earned his fine figure with a lifetime of doing heavy labour on the railroads, in northern logging operations and in various mines.  Although he limited schooling, he was intelligent and extremely interesting to talk to.

When asked about his wife, he said, fondly:  "Oh, she knows I like cock!  I told her all about it when we started going out forty years ago."

He went on to say:  "She beautiful!  An amazing woman!  I love her more than anything and we have sex all the time, still.  But she knows that I need to have a cock up my ass every now and then..... she understands completely."

We had the most intense hookup ever which lasted several hours, and yes, plenty of butt-sex happened.  He'll be back, he said!

Thursday Night:  I spent the next whole evening, about five hours, with the handsome and insatiable 19 year old university student who I blogged about here.    He's a champion cuddler, a fantastic kisser, horny as hell and a dead ringer for Adam Lambert. 

Hunky Student has the same FABULOUS mop of dark hair, intense eyes but was quite a bit chubbier than Lambert.  At Hunky Student's request, I modelled my collection of Andrew Christian undies; he liked the jockstrap the best.


What I'll remember most about our encounter was the after-glow of our sex, when he laid his his head on my furry chest and looked at me with what seemed to be adoration. Very intimate!  Later, we lay naked together with our limbs entwined and lips pressed together and we both fell sound asleep.  So sweet!

And yes, Horny University Student revealed to me that he has been a drag performer for two years and invited me to his next performance next week.  I can't wait to see him!  We spent hours discussing the appeal of drag and technical aspects of its performance;  I received quite an education! 

Friday Night:   I spent yet another evening at the swanky airport hotel with Hunky Brazilian flight attendant.   So hot!  It was also my first experience as a top doing stand-up butt-sex which, to be honest, I found to be a pain in the back.  But I'll have to write about my new Brazilian friend in my next post.

But I will say at this:  he wants to see me in three weeks, the next time his flight schedule brings him to town.  This leads me to this question:  How many "regulars" should a gay guy have?  I have a dozen or more!