Rode hard and put away wet.

http://guyscuddling.tumblr.com

Yesterday (Tuesday) was one of my most exhausting days ever!  Here's how it went down:

1. At 6:15, boarded a plane to Toronto.
2. Arrived just in time for an  appointment at Canada's leading cancer centre, the Princess Margaret Hospital.  I've been referred there for a consultation about the removal of some wisdom teeth.   This simple procedure was complicated by possible radioosteonecrosis of my jaw caused by radiation treatments for cancer.  I blogged about this earlier.  
3.  A decision was made to remove the teeth using conventional methods.  By noon,  left the cancer centre minus three teeth, but with a frozen mouth and a supply of Tylenol 3s with codeine.



http://guyscuddling.tumblr.com

4. Spent five hours hitting my favourite Toronto spots such as Chinatown (hot & sour soup!), Queen Street West  (the coolest consignment shops), Church Street gay village (amongst my peeps!),  the newly-renovated Toronto Reference Library (spectacular!) and the Art Gallery of Ontario.
5. My favourite male strip club, Remington's,  opened its doors at 5:00 pm.   I finally relaxed, drank a couple of draft beer (mixed with pain meds.... naughty!!) and looked at the hairless boys (meh!) and sexy men (woof!  made my cock hard!) peeling out of their sexy undies and wiggling their cocks around.  What a pleasant way to spend several hours!   I'll report on this in a future post.
6. At 8:30 pm, back on the plane, arriving home at 11:30 pm.
7. At 12:00 pm, back at my waterfront home where my special guy was waiting for me.  Our... er... reunion begins.
8.  From 2:00 - 7:00 am (today), we slept naked, cuddled together in the cozy three quarter bed,  me spooning him, him spooning, me or facing each other with limbs entwined.  Total bliss!
9. At 7:00 an, wake up to face a busy day at work.  Whew!

http://guyscuddling.tumblr.com

A texting "oops"

 My daughter knows ....... Two weeks ago, I was texting a sweet bedtime note to my special guy.  Unfortunately, I was  in a darkened room and I'd misplaced my reading glasses.  After I pressed "send", I realized to my horror that I'd sent the text to my 17 year-old daughter!   Oops!!

My daughter texted me back, "Dad, you sent the text to the wrong person ... obviously."   The next time we met, I said to her, "I guess you figured this out already, but I'm seeing someone........ *long pause* .....  She said, "I see."

I continued, "It's time for me to find for some happiness.  I deserve it.  He makes me feel very special .... and I haven't felt this way in a very, very long time." 

She said, "That's good.  You deserve it."   She then asked a few questions:

"What's his name?"    I answered with his actual first name.

"How long have you been seeing each other?"   I lied, "A couple of months."   (actually, it's been five weeks)

"Where did you meet?" .... I said that he was related to a work colleague.  That is the truth, but we actually met on an online gay hookup site.  I couldn't tell my daughter that!

"How old is he?"   I said he was a couple of years older than me and that he has four adult children, all out of the house.  At that she laughed and said, "Oh, my!"

Then I said, "I would never ask to to keep a secret from your mother, but I'm not planning on telling her about this right now.  Mom is having a tough time coping with everything as it is."  My daughter agreed, "I think it would be better if Mom doesn't find out about this."   Another milestone in my gay journey has been crossed.... and this one wasn't hard at all!

The next Sunday,  I tidied myself up as best I could and told my daughter that I was having lunch with my friend.   "Oooo!  Lunch!  Where?"  I named a fancy hotel in town.  "Ooo!  Fancy!!" I gave hear a kiss on the cheek and headed out the door.

My daughter stopped me in my tracks, "Oh, Dad?"

"Yes?"

"Your breath smells nice!"

Sooooo embarrassing!

Heading home

First of all, a couple of hot guy + cute dog pictures for Sean's Dogably Pawfect Saturday from menandtheirdogs.tumblr.com.

The other two pics were taken in the western Canadian city which we visited.  Which city we're in? I'm betting that no one will get it unless they actually live in western Canada. We'll boarding the bus soon for the long, long drive home with all 45 teenagers accounted for. Another successful, exhausting trip!

In the third pic, I am admiring the cock and balls on 2.5 ton bronze life-sized statue of a North American bison. (it's not a buffalo!!) I texted my special guy to say that looking at this statue reminded me of him. (LOL)

There was no gay fun on this trip at all; NONE! Given our gruelling schedule, the large number of young people involved and the spread-out nature of the city, it was impossible for me to sneak away. But there was eye-candy galore; lots of hot men, both young and middle-aged. Woot!

I am most looking forward to seeing my kids again when I get home;  at least I can count on my daughter. My son has cancelled out on the last couple of times he should have stayed at my house and I'm finding it very distressing. My wife said, "He just needs time." Probably sensible advice, something I don't always receive from her.

My gay slut phase is full steam ahead and while away, I've received messages from three guys I've been with, each wanting to arrange "round two" of our play dates, one request to go out as platonic friends and several messages from new guys, aged 22 to 55. And this doesn't include an arrangement for a sleepover with my regular guy on Monday.

While I am pleased to have some "satisfied" customers, I'm finding it impossible to balance the demands of work, home, having my kids with me half of the time and having all these guys wanting to be with me.  Being a gay slut is a full-time job by itself.  I'm not kidding! Something's gotta give!

VPL

This post was prepared earlier and was posted using a timer because I am on yet another trip as a chaperone.  This time, I'm with two other adults in charge of 45 teenagers, ages 16 to 18.  We will be spending about 20 hours on a bus during a four day trip to a big city, but not the same one  as my last trip.     Woo-hoo!

So, this will be an "eye-candy only" post featuring that most elusive of sightings, the VPL  or visible penis line showing a nice cock head outline.  All pictures are from http://visiblepenisline.tumblr.com/. Enjoy!

Flaky Twenty-Somethings

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Prostate massage + hand job = cum

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Bottoming Success (NSFW)

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Red union suit

At a thrift shop recently, I found a red union suit like these ones.   Score!!   I already posted pic of my white union suit, here.   Perfect timing, since it's been a little chilly recently (-20 C or 4 F)    I think it's the sexiest thing imaginable, especially unbuttoned down to there.   Aren't these guys adorable? I'm thinking of wearing it for my first  sleep-over date on Valentine's Day, at least for the sleeping part of it.   Red wine, chocolate, great food* and best of all, all evening and all night in bed.... anticipation! * appetizers eaten in bed

http://piulento.tumblr.com/

http://www.flickriver.com/

I bottomed .... sort of

I've been very much wanting to try bottoming for some time and we've been working towards that .... rim, lube, one finger, two fingers, etc.

I understand that relaxation is very important in this situation. My regular guy and I were together for a long time, about five hours, and he'd commented that he'd never seen me so relaxed. But I'm not sure if that outward relaxation extends to being relaxed "down there."

So, with much lube, a lot of time, gentleness and caring I received about half of the length before I'd had enough. The verdict was "extremely tight."

I understand that bottoming for the first time can be a big deal, so I know it will get better. While I wouldn't describe it as "painful", it wasn't particularly comfortable and there was little pleasure involved at that moment.

I also suspect the position I was in, lying face down on the bed, might not have been the best choice.... I must look into some of the other options. I am like the "Little Engine that Could".... "I thnk I can, I think I can....", so we intend to try it again. I'm not going to give up that easily!

My final thoughts:

• I could not imagine, not in a million years, bottoming for someone who you didn't know, trust and feel a great deal of affection for.
• Hundreds of millions of people have bottomed before me; if they can do it, so can I.
• I thought of people who have been anally raped (such as those poor 10 year old boys in the shower at Penn State.) I'm horrified and sickened at the thought of the terrible abuse and pain they must have endured....

Exhausted

I returned a few hours ago from my trip to Toronto feeling like a horse that's been rode hard and put away wet, so this will be a very short post.  It was an exhausting four days for us two chaperones, leading our young charges through a gruelling program of big-city activities.

I know many people, especially childless gay guys, find teenagers difficult to deal with, so imagine dealing with a dozen!  In fact, the kids were fantastic and we had enormous fun with them,  The challenge was to strike a balance between allowing them a certain amount of freedom and yet ensuring their safety.  Some of the kids were far from "street smart" but no one got sick, lost, mugged or injured.  Woot!

Since I was "on the job" 24 hours per day., I didn't have too much time for private fun but I did manage to squeeze in a few gay things:

1. I visited a sex shop, Priape, on Church Street, to stock up on necessities.  I also looked longingly at all the coolest brands of pretty man-panties.  At $40 or more, they were not something I could afford right now given my severe cash flow problem.
2. On another day, I did a walk-through through the gay village and had coffee in a cafe.  It was was very quiet at mid-day but it was good to see the few the sweet, 70ish gay couples about.  It was great to be among my "peeps" and I felt a hundred times more confident than my last visit there in July.
3. I went to Remington's male strip club on two evenings and had a fantastic time!  My visit on Monday evening was especially memorable it was nearly empty, with  a stripper-to-customer ratio of about 4:1.   More on that later.
4. I would have wanted to hook up with some online Toronto friends and we did discuss some serious possibilities, but the timing, logistics and my chaperoning responsibilities  didn't permit this to happen.
5. The gayest thing I did was to get my picture taken with a sweet, charismatic young man earning his way through university by posing for money in a
   Spiderman body suit. I admired his self-confidence and also for the way he filled out his spandex.  

It took me an amazingly long time to summon up the courage to go talk to him and get a passer-by to take our picture.  It seemed like such a gay thing to do, especially on a crowded street corner!

I told him that a gay guy like me would have great difficulty in deciding whether  his front or rear view looked better. … both looked fantastic!   He was cool about the compliment and thanked me.

In the end, I was so glad that I posed with him.  I love the picture and it was so sweet (and arousing) posing with my arm around with him.   After a few days away from my regular guy, I was craving even that simple contact with a man.

Where is Buddy Bear?

Yesterday, I travelled a couple thousand miles to a major city for a four-day trip for my work.  The first commenter who can guess where I am will win a valuable prize, but I haven't decided what. Maybe a face pic of me?


Since I am traveling with a dozen seventeen-year-olds who are in my charge, there will be no "gay fun" on this trip. This will be very different from my last trip, my Big City Gay Adventure, which I wrote quite a few posts on, from this one , that one and ending with this one   In particular, there will be no hotel-room hookups with random guys. To do so (and to be caught) could possibly result in the loss of my job and a revocation of my professional certification.  I may be courageous in my gay journey, but I'm not stupid!

There is still much fun to be had on this trip, however. We are having the greatest fun mercilessly teasing the young man who attempted to board the plane with his library card as his only ID!  Being a very small town, the plane was delayed by ten minutes while his mommy raced back home to get his passport. What a hoot! 

It is so much fun working with young people!  Some of the small-town teenagers on our trip had never been on a plane before, much less been to a major city.   The whole group was, in the words of one of them, "quivering with excitement" as we took off.

While the young people had some free shopping time, I strolled through the gay village and took these pictures:

Rimming (NSFW)

All pics from fuckyeahrimming.tumblr.com/

Platonic Date:
 Last week, I had a coffee date with Dave who had disclosed that he was HIV+.  He was very discouraged when I told him that we would never be intimate.  He used to that reaction;  when local guys find out of his status, he never nears from them again.  In two years back in town, he`s only had sex twice.

He had been stood up for the previous four coffee dates.  I said I would never be that cowardly;  if I didn't want to go out with him, I would at least tell him.

I invited him to attend a local film festival with me last Sunday.  I already had two tickets but my daughter was not able to attend.   We met for coffee an hour before the event.   Dave was much less nervous than our first meeting;  last time,  he was visibly trembling.

This time, we had a lively gay-themed conversation.  At 19 (25 years ago), he was outed to his family by his "roommate's" mother.  As a result, he has very strong views on allowing people to come out on their own terms and timing.  He's lived in major cities all over the world and has had a vast experience in all matters gay.

Do you want to know about gay guys in different ethnic groups?  Well, he's had 'em all!  Guys with the biggest cocks and balls?  Spaniards.  The most passionate guys in the world, capable of giving you the greatest pleasure, especially if you're a bottom?   Brazilians.  (No surprise there!)

At the crowded film festival,  I met a dozen people that I knew in the first five minutes.  We said "hi" in passing but I didn't introduce Dave.  They might have wondered what I was doing there with a guy, but frankly, I didn't give a damn what they thought!

As to the film festival, I loved it but the films weren't Dave's cup of tea at all.  He was very polite about it, but after two hours, we both had had our fill.  It was only half finished, my back was sore and I wanted to get home to my daughter.

I dropped him off at his parents', a 700 square foot house in a pretty rough neighbourhood;  he lived in a tiny attic room.    He shook my hand and said he had a great time;  he said that it was good for him to get out.  We said we'd get together again in a week or two, maybe go to the gym.  Two days later, I received a confusing message on pof.com from Dave.  He later apologized for the message, saying he was"drunk and horny" when he sent it.  Oops!

Another 20-something chat:

 Fresh off my sweet encounter with Trey, I received another pof.com message from yet another  a 25 year old who claimed to be "seeking a woman' in his profile.  He wrote:

I'd like to meet you. I have no experience. Maybe we could teach each other...?
 
How sweet is that?   How could I possibly say "no?"   I'd practically be doing a public service, launching these questioning young men into an exciting life of gay sex.   This new guy and I chatted for about a hour.   He seemed as sweet as my first impression of him but I was "playing it cool" .....  just reeling him in.

With these guys, it is best to let them get their courage up, for them to make the first move.  Sadly, I had to go to work so we cut our chatting short.  It's been two days and I've had no communication from him,  despite several opportunities to do so.  Sadly, I think he's yet another 20ish "straight" guy who is just not ready to take that next step.


Rimming:
My regular guy and I had discussed rimming .... I said that I wanted to experience what it felt like.  Then why was it such an unexpected (and delightful) surprise, when, after hours together, he flipped me onto my stomach and dove right in?   I didn't know what to expect, but the warm, ticklish , entirely pleasurable sensation sent shivers throughout my body.  It wasn't orgasmic or anything....  I'm not sure what it was supposed to even feel like.   But mainly I laughed out loud at his boyish enthusiasm,  his delight as he dove right in.

I look forward to being rimmed again.  I've come a very, very long way in three weeks, but it will be a while, I think, before I actually do the rimming.  It will take a bit of time to get my head around that one.  When I'm comfortable with the idea, I'll be the first to know!