My boss asked me to go to Montreal for a week of strategy and budget meetings.  I'm there about every 4-6 weeks.

I got there around 7:00 Monday night and jumped on BBRT and Squirt to see if any of my regular FB's were around.  As luck would have it, I had my first load at the hotel by 9:00 .... a semi-regular FB that I hook up with when we're both free and I'm in Montreal.  He's an Asian guy with an average cut cock who can stay rock hard and dump a minimum of two loads per visit.  He's married and doesn't get a lot at home, so he always loves being able to fuck me raw and load me up.  It is wham/bam cum-and-go sex. 

He fucked two loads into my hole and was out the door 30 minutes later.

I wasn't done yet tho.  I hadn't been fucked in a while and was in a frisky mood.

This guy on Squirt sent me a message and said he was partnered but loved to fuck around now and then when he travels. His partner didn't know about his wandering and he wanted discretion.  My profile says versatile and I on PrEP program.  

His profile said he was versatile and his profile pics displayed a very hot ass and a big cut cock.   I was definitely interested.  Profile said 'safe sex' under his preferences.  I was all set to drop out of the chat, but then he dropped the bomb.... he wanted to plant his seed in my hole.  

In his words... I "fit the bill".

Fit the bill??

He told me that he thought I was a hot Daddy and he wanted to know if I was interested in getting fucked by a younger guy raw and take his load??

My semi-regular fuck buddy from earlier had left me quite a big dump of cum.  Of course I would love another load!!

He said he saw on my profile that I loved role play.  Would I be interested in some role play tonight?

I was intrigued.  Young guy and role play and he already said he wanted to load me up.  This could be a real fun time.

Of course, I agreed to hear his proposal.  

Would I be open to role play of an anon scene to start? And then we could see where it goes....?

I said "absolutely"!!

I've tried the anon role play once before with a FB and it was hot 'pretending' to be anon. My FB at the time came into my house and down to the basement to find my blindfolded and legs wide open in the sling with porn playing on the big screen.  I LOVED anon role play!

Turns out it was a fantasy for him as well.  This young guy was 36.  Looks like he had a great bod on him and I definitely wanted to see him naked at some point in our fantasy play.  He looked really athletic and did I mention? Hung.

Young guy was over to my hotel 5 minutes later.   

We did the ANON scene.  I was blindfolded on the corner of the bed - ass up - brown bottle within reach.

Lucky for me the room was at the very end of a short "L" shaped hall.  My room was at the very end on the left.  

I propped the door open with the safety latch in place leaving the door about 1/2 an inch open.  Open just enough if you stood at the door outside and looked that you could see me ass up on the bed.   Great for our anon scene.  Might shock someone who wondered why my door was a little bit open. LOL.

If you were the person going into the room at the end on the right, you would see my ass sticking up naked, hole clean and lubed with cum dripping out of it.  
I bring a cable and hook my laptop into the HDMI on the hotel tv and have nice clear porn movie playing on a big screen. The flickering light in the room was coming from the bareback amateur porn playing on the tv.

A few minutes after I had prepared everything and got on the bed, I heard a noise in the hallway and I got a little rush of excitement... until I realized is was a couple and they didn't turn down the hallway towards the "L".  They continued walking past and I heard a door open and close.  Their voices disappeared.

Then the 'ping' of the elevator and the sound of the door closing.  My ears strained to hear anyone but I couldn't hear a thing.  

Just as I was convinced I was hearing things, the door opened quickly and quietly.  I heard it close and the lock latch.  Bingo!!

I heard a low whistle and then the rustle of clothes coming off from behind me and hitting the floor.  I had my face down on the pillow edge and waited to see what was going to happen.

I knew he saw the porn because he groaned an "Oh yeah...".  The movie I had selected was a "Younger fuck Older" excellent quality amateur video on the screen.  Similar to our situation.  The Daddy was ass up on the bed and had just gotten fucked by Top 1 and loaded.  Dude realized the significance of the video and what was going on in the room and he groaned again when he slid his finger across my juicy hole.

"Dude... did you lube your hole up? Or do you already have a load up there"???

I explained that my married FB had dumped not one, but TWO loads in there already and I wanted him to add his to the mix.

I felt a semi-hard cock slapped against my lips and I was told to suck it... and lick it and get it juicy.

I swallowed him right to the root on my first slow plunge and his knees almost buckled.  He reached forward and grasped my shaved head between his hands gently and said "Oh ya man... that is fucking incredible... If you're ass is as good as your mouth I can't wait.

We shared the brown bottle back and forth as I sucked his cock and balls.   He was moaning and sliding his hands across my head and down my neck to my shoulders and back up.  I got that cock rock hard and it was dripping throat juices when he pulled away.

I felt him get behind me and he handed me the bottle and waited a minute for me to adjust.  And then - in one constant, slow push, he eased his cock right until I felt his balls resting on my balls.  And he held himself there.  I could feel his cock twitching in my ass.

"Holy. Fuck. Dude... your hole is hot and wet and grasping my cock.  I honestly thought I was going to cum right then and there just pushing it inside.  One stroke Charlie.  Fuck... I need to calm the fuck down.  You have no idea how hot this is for me right now.. a huge fantasy to have my raw cock buried in an older guy's hole.  And breed him.  And he wants it.  And here you - -  fuckin' - -  are  - -  man.  Oh gawd... this is a huge mind-fuck and body-fuck for me dude."

And he pulled his thick cock out to the edge of my hole until the flare of that fat dick backed up to the entrance to my hole.

He looked at me and said "You should see the cum that just pooled and oozed around your hole when I pulled back man.  Your hole is stretched around my cock dude. Oh man.... this is gonna be fun".

And he just started pumping back and forth nice and slow and deep-dicked me gently.  I knew he was fighting the urge to cum.  But fuck it, I squeezed his cock with my ass muscles anyway and heard him moan.  It was risky to give him more stimulous... but I teased him a little. 

He reached around with one hand to my throat and pulled me up onto his chest so my back was rubbing on his smooth pecs.  He slid his hands down to my nipples and played with them gently while he pushed that cum around the inside of my guts.  

He kept making little noises and grunts as he churned my insides inside out, with his rock hard cock and he slid his hands down to cup my balls.  He surrounded my swinging balls with his two hands and squeezed and lifted my balls and right at my taint.  He was gentle and the feeling was one of being stretched with more warm feelings than with pain.  Hell.  This was a hot fuck.

He was picking up speed a little and his thrusts got a little more urgent.  Pistoning in a little bit faster.  I thought this would be it and I really started milking his cock with my hole and muscles.  

Suddenly he stopped.  I was waiting to feel him start to pulse his cum when he pulled out of my ass and told me to roll onto my back.  

I rolled over and settled on my back quickly, as I was leaking precum in a steady stream and wanted to cum.  I felt him shift a little, and so I grasped my feet and spread my legs wide, wondering what that must look like to him.

I felt him lean forward and he placed the head of his cock on the edge of my hole again and I waited to feel him spread me open again. 

Then he surprised me.  He stopped pushing and he leaned forward and pulled the blindfold off and said he wanted us to look at one another as we came.  There was cum dripping everywhere as we started talking dirty to one another and egging one another on.

Me. "Cum in my hole.  Breed my hole".

Him. "Oh ya buddy... I'm gonna seed your guts".

More fucking and churning.  

The squishing sounds of my hole. His pounding cock making sloppy and wet noises.  Wet skin on skin.

He leaned forward and licked my nipples and bit them gently.  I flexed my ass muscles around his cock and encouraged him to dump his load.

He was handsome as fuck and had a very athletic body (that matched his profile pics). He was smiling down at me as sweat dripped off his forehead and onto my hairy chest.

His eyes locked on mine and he just stopped thrusting... and held there... and I could his cock head flexing as he started to pump his load into me.  

With a shout, he kept cumming and he started pounding and pummeling my hole.  It was a frothy mess at this point and I could feel the warmth spreading through my guts.

He stopped and leaned forward and slid his tongue between my lips and we kissed.  A hot wet kiss.  And he slowly swiveled his hips and dug into my hole nice and slow and deep the entire time we swapped tongues.  Pushing and twisting his cock and making sure he was pushing all that cum up inside.

After a few minutes of grinding his cock, he pulled out and laid on his back beside me on the bed. I slid onto the floor and leaned in to start licking and sucking cum off his semi-hard cock. 

He got up on his elbows to watch me completely lick his cock and balls clean.  I could feel him getting hard again as I teased his cock with my mouth and tongue.  I could see he was turned on by me cleaning him up.

He leaned towards me a little and I was trying to figure out what he was going to do.

"I haven't cum in a week and I've always fantasized about fucking a Daddy who was already loaded.  This was very hot for me.  Thanks for helping me out.  Now. Roll over onto your stomach so I can pump another load in your juicy hole.  I may never get a chance to do this again and I wanted to be completely drained when I leave.  Hope you're up for multiple loads??"

Multiple loads? More like I hit the payload. Three MORE times in total.  Hot fucker.

Load tally for the night? Five!  

I love Montreal.