BROKE THE DRY SPELL: CHERRY RE-POPPED

LINK: JER

Wednesday Sept 24, 2025

Consider my cherry re-popped.

The last time I was fucked was back in 2023 according to my entry POPPED!  Before that was about 10 years ago.

It's like having the nerves of a young virgin all over again.

"What if it hurts too much?"  

"What if I'm unable to satisfy him?"

"What if I get..."

"Preeeeg naaaant!"🫣 😉

Of all my concerns, my biggest one is the effect of the Cujo pills. 

I swear those prep pills make me feel like I can start foaming at the mouth at any second not to mention the horrible things it does to my stomach.  But I've checked all the boxes to make sure everything is clear.

"Right?" 

About 2:00pm

I had promised myself that during my exodus, I would not spend any more money on hotel rooms solely for hooking up unless it is for someone in my designated circle that I know would be worth it.

Since Jer discussed how he would like to top more and I wanted to reopen the door for bottoming, I decide to chat with him about the possibilities.

I'm unsure what his response would be when I invite him over to the hotel taking the answer to the proposal was left open and unclear.

I decide I would rent the room regardless of his decision and use it for a little get away if it doesn't work out.

He responds by letting me know that he will be available close to 2:00pm

2:15pm

I can't help but being a little nervous about what's going take place.  It has been 2 years since being penetrated.  Although it was fun, it didn't last very long as the guy was pretty thick and more eager than I was ready for.  Before that was 10 years.  It's been 15 years since Jer and I  have seen each other naked, so the nerves are jumping.

Plus, those damn Cujo pills!

I prepared as appropriately as I could.

Even though I fasted appropriately, there is always that question in the back of my head if I'm fully prepared.

I take a few moments to relax and get all of the distractions out of my head before he arrives.

He gets to the hotel. 

Jer, a White guy in his mid 60s, still looks good.  He is balding on top and he keeps his sides tapered very close.  He has a thin goatee.  I would describe his body type as an endomorph with more muscle than fat.  He has broad shoulders and a wider frame but not really fat.  His body is solid standing about 5'8".

 A bit has changed for the both of us. We both have extra pounds on us.  It doesn't seem to bother neither one of us however.

We chat for a brief moment.  It is not long before I get on my knees and start blowing him.  He begins to stiffen in my mouth.

He is not assertive when it comes to getting blown.  I actually grab his wrist and prompt his hand on the back of my head to signal that it is okay to get a little aggressive.  He does begin to gyrate his hips back and forth, pumping his cock in and out of my mouth.

One of the main reasons I chose Jer is because I know he would be attentive to my needs and that he wouldn't want to hurt me. But I also remember when he did used to fuck me, he was an animal in bed.  I'm looking for that animal right now.  My mouth can take it.  I don't know if my ass can, but I am definitely looking for that beast to fuck my throat.  

That beast is not there. 

That is totally fine.  I'm just enjoying being the recipient for a change.   

As I am sucking his cock I can taste his precum.  

He precums a great deal and I love how it taste. The funny thing is I can feel the precum oozing out all three of the holes in his dick.  He has his pee hole of course.  He also has the two holes where his Prince Albert was just minutes prior.

He is all the way hard now.  

I want him in me.

"You ready," he ask.

He lubes his dick as I lube my hole.

"I guess we'll see how far we will get," I say with very low expectations.

He gets on his knees, on the bed and lifts my hips up to find my butthole.

He pushes the tip in just enough.  It feels very uncomfortable.

"I don't think this is going to happen today."  I say to myself.

He pulls back. 

We try again. (Why I didn't think about this earlier: This would have been the perfect time to teach him The Butt Clock technique that I learned from Somebody . )This time I try some breathing techniques as I push my hole out.

Slowly his dick goes in a little deeper.

I close my eyes on the third try.

The next time, I try the invader with my eyes open.  I look at his solid body migrating closer to mine as I am on my back with my legs spread open.

"Oh!" I exclaim.

I feel the tip inside.

He comes to a halt.

"Are you okay?"

"Yeah,"I reply.

"Just stay right there," I request as I begin to breathe deep.  I don't want him to pull out.  I want my hole to get used to the intruder inside me.

We lock eyes.

As I focus on the eye contact, I feel the shaft going deeper.

"I'm going to go slow." 

I work on pushing out to open a bit more.

I feel every inch as he slowly digs to the base.

"Fuck.  You're inside me!"

"Well, yeah!" He laughs as if that was the silliest thing he's ever heard.

He slowly lifts his hips back and pushes forward.

He continues with this movement building up a rhythm. Lo and behold, he's fucking me!

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FACT # 35

 Link: FACT

I'm fully aware of what the color red states in Kink.  And though I am more inclined to flag only the colors in my repertoire.  This red jock.

This fucking red jock!

I make the exception.

TODAY'S PICK: THE TRAVELOGUE OF LOGAN ARROW PART 1

LINK: LOGAN ARROW

          TODAY'S PICK

Logan Logan Logan.  What more can I say.

I was visiting his blog today and realized how hard it must be at times for him.  And though his expression can appear "as a matter of fact," there is a lot that hits him.  I felt because there's been so much going on with him that I would share about a few posts I've been enjoying from his blog.  Things that, to me allows me to breathe.

THE TRAVELOGUE OF LOGAN ARROW PART 1 is a stroll through the city.  It's enjoying the outdoors.  It's seeing the beauty in things that most people look over in their busy day.  The travelogue allows me to slow down and take in the world around me.  Not the world that is currently a shit show, but the invisible world that is right in our faces.

There are six parts to his photo journey.  Maybe I will do a post on all six of them later in my journey.  Maybe I will encourage the readers of my blog to take the initiative to enjoy the posts themselves.  Whatever the choice, the opportunity to enjoy just life in general is right there.  

And to my friend Logan, I hope you continue with your photo mission and share more of what crosses your path with the rest of us.

GIVING IT SOME THOUGHT

 September 16, 2025

                   Tuesday

I wrestled with the idea of calling Jer, a friend that I have known for over twenty years now.  Sometimes it is months even years that we go without communicating.  There's no bad blood.  It is just how life plays it for us.  

He is pretty handy with fixing things.  Boss and I know we can always call him to fix it, whatever it may be.

August 11, 2025

When Boss was in rehab, I called him to see if he would help me assemble a mobility device for Boss.  He came by with no delay even though he is about an hour out from us.

We chatted.  He shared that he is seeing a guy but they were taking things very slow for now.

We first met at a gay men's group when I first started discovering the gay community, support groups for newbies dealing with their identities and learning to be more comfortable with who I am.

He was kind enough to offer me rides home from our meetings and social gatherings. 

We became friends and would share about what was going on in our lives. (This was a little before I met Boss.) 

We both were attracted to each other but were hesitant to cross that line out of fear of making things awkward.  

One evening he gingerly tipped toed around the possibility of us getting together.  I remember being so giddy and thinking to myself, "I thought he'd never ask."

From then on we were the true meaning of friends with benefits.  We had a unique chemistry.  We were both versatile although more than not he would end up topping me.  I was more than happy to oblige.  Of all the guys I have been versatile with, he is one of the few that I would be more than content bottoming for.  He just knew how to lay it down.  As a matter of fact whenever we would get together I would automatically assume the position.  There was just something about the size that fit perfect. Not so big that it was too much for me but still big enough to allow me to enjoy it thoroughly.

About a year after Jer in 2003, Boss came into the picture.  As we were getting to know each other Boss became familiar with some of the people in my circle.

Time goes by.  Things change, people change and we go our separate ways.  Eventually the play time we used to have stopped as we got into our own relationships.

Fast forward to this year, I called him up to help out with assembling the device.  He came up and helped out.  We chatted about the new guy he is seeing.

He is pretty content with what he has even though they are taking things slow.  His one complaint is that his new partner is not as versatile.  Jer bottoms mostly all the time for him.  His partner hardly ever bottoms for him.  Though Jer doesn't make a fuss about it, I know he is an ass man.  He shared with me that if he would just give it up more that he would be most content.

As we were putting working on the project we caught up on some of the play we have been getting into.  We are pretty much the same with our views on hook ups.  He is so much more content with his guy. But there is always that occasional meet up. 

I found myself getting somewhat turned on by our conversation.  It took a while for me to admit it.  But, I figure it was now my turn to gingerly tip toe and make my confession.  He smiled and reached to feel the bulge in my pants.

"Yep. Conversations like that will do it to you." He said with a smirk.

We finally finished up.  Ready to bring the device up to the facility, made plans to load it in his truck.

Before we walked out the door I asked him to follow me down the hallway. 

I stopped and reached out to feel the bulge in his pants.

"Do you mind?"

"No.  Go right ahead." He replied.

I got on my knees and took it out of his shorts.  I remember that he hardly ever wear underwear making it much accessible. 

I began sucking it getting it semi hard. I didn't get it all the way hard; just enough to give him a taste of what he's been missing out all these years.

"We got to head up to the center so we don't miss Boss's physical therapy,"  I interrupted.

"Well, now look at what you done.  Got me all hard.  Hope I don't start leaking," he said.

"Well that's what you get for not wearing underwear!" I laughed.

That is as far as it went.

September 16, 2025

I gave Jer a call.  I had that day in my mind.  

I shared with him that I was very much interested in getting together with him some time if he was up for it.  I just wanted to make sure that it wouldn't interfere with what he has going on with his new interest. 

He shared that one of the reasons why he never felt inclined to hit me up was because he had much respect for Boss and didn't want it to be weird for any of us.  The ironic thing is that Boss asked me in the past and recently if we ever fucked around. Actually if we ever dated steady.  I was honest with him and told him we didn't date.  It was more of a sexual thing.  Boss actually mentioned that he really likes Jer and if there was anyone he felt most comfortable with me playing with; it would be him.

Boss knows I enjoy meeting other guys occasionally for sex and kink.  But for him to give his explicit okay for Jer means he holds him in the highest regards.

When I did bring up the proposition,  there was a dead silence for a few seconds.  My heart stopped. I just knew I went over that appropriate line.  He did say that he would give it some thought.

He repeated that he is content with where he is now.  I shared with him my point of view; How I would love to be more versatile as a bottom and how difficult it is to find a top that will top, someone who is patient enough to take their time with me and who I already have a good chemistry with. I also reminded him that his desire to top more with my desire to bottom more is a perfect combination.

He again mentioned that he would give it some thought.

It did sound a little promising as he did throw out a few dates available on his calendar.  Time will tell.

VACATION

September 15, 2025

Dad is in Northern California for the time being. He will be spending his time in a VA facility. This will give me more availability to visit him and check up on him more often.  Yes I’m very aware that my dad can be a handful and that my sibling needs a break. What my sibling don't realize is that the feeling is mutual. 

They tend to drive each other nuts at many points. I'm glad for both of them that they are BOTH getting the respite they need

TODAY’S PICK: FACT #14

 LINK: FACT

FACT #14 was written Tuesday, November 21, 2023. Up until that time, I’ve had guys cum in my mouth. But I’ve only swallowed three times before then.  Now I’m a cum whore. 

Okay I’m exaggerating. But I’m much more inclined to swallow now than before that was posted. 

I’m still selective. But when I’m ready I’m ready. 

TODAY'S PICK: IF BLOGGING WAS THERAPY...

LINK: TODAY'S PICK

Today's pick comes from agaytekeeperiam .

The title is a long one called IF BLOGGING WAS THERAPY WHY'D WE TURN IT INTO CONTENT? 

This one definitely caught my attention.  I am forever talking about how blogging is therapy because it actually is.

The author goes on to mention how he missed the good old days when blogging was about sharing your life without the branding, content creation, and monetizing. 

Because I was so inclined to share, and for the sake of time, I will copy my comment.

I felt every word! Yes I understand exactly what you are saying. And yes Blogging is very much therapeutic to me. But I would be lying if I said there's not any performance to it as well. As an artist, It is important for me to present my blog in a way that is creative . Hell even when I have my video clips and pictures there is some form of being "on" for the camera. As far as the algorithm, Fuck the algorithm ! That is the decline of all mental health. I know. I been there before. 

Now I know how to express myself and give a piece of who I am without losing myself in the numbers or pitching a sale of my content. There are still some of us out there! This blog entry is LOOOOONG overdue. I'm glad you said that part out loud for the blogosphere. And keep doing what you are doing.

I believe there is room for a little bit of both. sharing about who you are, the daily livings and the hot content, (I hate that word!) But most of all being true to who you are.

FACT # 34

FACT #34

One doesn't need to write if he has nothing to say.

Yet here I am at the keyboard anyway.

Way before the keyboard, there was always a pen and pad close by.  Not much has changed but the technology. 

I would write more right now.  But it is seriously time for bed.

QUICK UPDATE

Link: THE EXODUS

Saturday September 6, 2025

5:18pm

It’s Saturday evening.  I’m laying on the couch in the living room under the fan waiting on boss to call me in to help him with some things.  Although Boss currently needs more assistance with activities of daily living, being home is allowing me to get more chores around the apartment completed.  I’m also not as pressed with important business that I need to take care of for my dad.  It was a little crazy when Boss first came home.  We both had to get used to a new way of living with his limitations.

He is however gaining his strength back. 

It is a long process but he is getting better.

It’s not all smooth sailing.  But we are learning what works for us as far as his safety and his health.  I have even had more time to relax and do some writing. 

It doesn’t change the fact that there are some physical aspects that can be pretty hard on my body.  It comes with the territory. 

Speaking of which, I’ve had no calls as of late for any positions.  This is all good in my book.  I did discover that the family of the client I was taking care of put out an add paying five dollars more than they were paying me.

Ain’t that a bitch!

I’m not even mad though.  

One of these days I’m going to take my name off all registries and call it a wrap. 

Being a caregiver is a thankless job.  It takes a person with a special kind of heart for people to do it for as long as I have.  Hence the reason they get away with doing their employees wrong.  

I’m fully aware of all the guilt trips they pull on us. 

The “do it for your clients,” the “we all have to pull our own weight and take on some extra shifts,” not to mention the “they need yous,” and the big one, “It’s just not in our budgets for…” you fill in the blank.

I’m so immune to that bullshit it doesn’t even phase me anymore.

No.  I’m not available.  No.  I cannot work more hours, and I need my raise please!

I am actually relieved that I am not dealing with all that bullshit anymore.  

Don’t get me wrong, I enjoyed working with my clients.  Most of them were a delight to work for.  

Most. 

Once Boss’s leave is up.  He is going to go back to work but only part time. 

So this means there is going to be some things we need to cut back on. 

I'm going to look for something I can do that will give me flexible hours.  I mean really flexible.  

With Boss’s daily needs as well as his doctor's appointments and physical therapy, having a set schedule will be damn near impossible.

Maybe I will see what some of these ridesharing platforms are like.  Maybe something like Uber, Lift, or Uber eats.  Something that will allow me to bring in a little extra along with the hours I get with Boss.  It may be a little tight for a moment.  But we are

brainstorming now and working our bills out so that when the storm comes we can be as ready as possible. 

As for now, I feel pretty good about things.  There is no major crisis going on with Dad.  The narcissist isn’t yelling my ear off on how much of a fuck up I am compared to them.  It is all pretty chill.  I'm going to take this time and savor it.

MARK’S DNA INSIDE OF ME - (PART 2)

LINKS: THE INITIATION

              SIR

              THE MAKING OF DADDY SCRUFF

              ORAL TRAINING

The year 2002

 About 2:45am  

As I moved my head forward to receive SIR's cock, he grabbed the back of my head and slowly pushed his hips forward, filling my mouth with his dick.  His cock reached the back of my throat causing me to gag.  

He didn't do it forcefully but it was still a lot for me to take especially not being used to oral as much.

"Suck it." He said with authority.

I began to grab his waist.  I held on to his waist, going down to his hips until I got to his butt cheeks and squeezed a bit pushing his pelvis into my face.  For the first time I was getting used to blowing him. I was finally making love to his hips and buttocks as I guided them back and forth pushing his cock in and out of my mouth.

He allowed this for only a few seconds.

"Hands behind your back.  And keep them there," he ordered.

He began pumping my face slowly and deep.  I attempted not to fight it but my gag reflex was not as open as it is now.  After a few minutes, my throat finally started loosening up to the intruder.

As I got more into it, I made the mistake of going under his shirt to feel his chest.  What a great feeling to feel his chiseled slightly furry chest.

But it wouldn't last for long.

He bent down and pinched my nipples as hard as he could.  

"Did I say you could fucking touch me!"he snarled.

"No SIR!" I yelled in pain.

"Are you going to do that again?"

"No SIR!"

"Where are your hands supposed to be!"

"Behind my back," I wailed.

"Behind your back, what!" He yelled.

"Behind my back SIR!"

A few minutes later

He was still inside me but my jaw was getting sore.  

"Umm, umm," I mumbled.

Umm, Umm," I mumbled louder.

"You had enough?"

"Umm Hmm," I slurred as I nodded my head,"Yes."

"Good boy," he replied.

He took his cock out.  

I saw his cock swinging in the air with my spit oozing down the shaft to his balls.  It was a

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