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LEATHER SELF PORTRAIT

LEATHER SELF PORTRAIT
MAY 2023

Tuesday, October 7, 2025

FRIEND ZONE

 LINK: LOGAN ARROW
 Thursday October 25, 2025

I spent some time with Logan.  It is the day after my breakthrough bottoming experience.  He was in town for a few days and we wanted to see each other.

I got to his hotel room and spent some time chatting with him.  Eager to share with him about my experience bottoming for the first time in ages, I went on and on like a chatty little kid about my breakthrough experience. 

Usually it is Logan that is the chatty one as he hates moments of dead silence.  Some of it is the awkwardness of "what to say now." But a lot has to do with time and feeling like he has to get in as much update as possible because there is so little time and well, who knows when or if we will see each other again. I get it. 

I'm different. I can just sit and enjoy being in the presence of someone I enjoy and be just as content.

But today is different. I have plenty to say which makes the conversation much more even.  

He decided to take me out to this West African restaurant.  I really was a bit hesitant because my stomach was still feeling queasy from the 2-1-1 Prep pill I had to take for protection.

As a matter of fact at any moment I was due for the restroom. There is nothing more embarrassing than destroying someone else's toilet bowl but you gotta do what you gotta do. After washing my hands and apologizing profusely for well, never mind; we took a march up to the restaurant. 

He ordered some type of dish.  I believe it was peanut butter something, something. 

I wasn't taking any chances so I just ordered a soda.  He really wanted me to try some so I got a small portion.  It wasn't bad but way too spicy for my taste buds.  

I wasn't going to take any chances and decided to just eat the small sample provided.

Going back to the hotel We chatted a little more before I took off.

On my way home it dawned on me, Logan and I are truly friends.  

I decided to name this entry "Friend Zone" because I thought it was a cute play on words although our dynamic is far from being in the friend zone.

Being in the friend zone would entail a friendship in which one person has romantic or sexual feeling for the other while the other is more like, "I love you like a brother stupid!"

I believe we both would agree that we have both grown into a high regards for one another.  

Although I definitely wouldn't mind hitting it every now and then, I know that his head space is somewhere different.  Hmmm.🤔 Maybe I did just define our dynamic as the friend zone!

You see, for me, I can totally be friends with people I have sex with because for me to have sex that is quality sex, I need some kind of emotional, spiritual  or intellectual connection. 

For Logan, he prefers that raw anonymous and I mean really anonymous sex where he is just an object and his sperm donor's job is to make his deposit. 

So how did we ever hook up?

Well it really just took one time.

I was condom only and he was willing to make an exception.  I don't know if he remembers this but our very first time I fucked him with a condom on.  I kept having problems with my erection and so I finally decided to take it off and busted inside him.

So I am one of the few exceptions that he would use a condom for and he is one of the exceptions I would go bare for.   I believe even though we would make exceptions for each other we are so set now in our policies that it just wouldn't be there like before.  

We are so highly different in our sex palettes and I believe that as we compromise and go with an occasional exception it just solidifies why we want to stick with our policies.

If we don't ever have sex again, I'm okay with that.  I would rather have it that way than to be able to fuck him and not know that human element that makes him so damn unique. 

Saturday, October 4, 2025

TIMING

 Saturday 4, 2025
              Saturday 
               2:05 am

Usually when I take on a personal challenge, fast, or embark on a personal journey, I make a strong commitment to hold fast to that personal challenge. 

When I decided to focus on taking and posting at least one new image / clip a day, I didn't weigh in many factors like :

1. I'm not going to be feeling it every single day for the rest of the challenge.  There are days when I don’t feel sexy and faking it for “the shot”  feels more like a business than a blog.  That is when it becomes more about numbers than about the journey.

I do still plan on posting a picture or clip on my sidebar with the current calendar date along with the title and exact or approximate date the image was taken.

I do also plan on continuing to post more frequently on my brother blogs.  Keep an eye out for new postings on my blogroll from the five blogs listed on my blog entry.

Ciao for now.


Thursday, October 2, 2025

FACT #36

FACT# 36


      When it happens

I make a noisy bottom. 

Quite loud.

Sorry neighbors.

Wednesday, October 1, 2025

ONE PICTURE A DAY

 It's been a while since I've made the time to take some self portraits.  

Since it is the beginning of a new month I figure I would challenge myself with taking at least one good picture of myself a day and posting it somewhere on my brother blogs. 

I woke up, scrolled through Scruff, hit Bsky and quickly got offline exasperated by the same look, same body type, and same demographic.  

It is then when the challenge to photograph myself and posting to one of my blogs everyday for the month of October came to mind. Look out for new posts on either 

                        THE DIRTY THOT
            
                                THE DIRTY JOCK

                    THE MASTURBATION CHRONICLES

               THE MALE CASTING COUCH

I believe I will also start this month by posting at least one photo or video clip a day to this blog.  These necessarily won't be new clips but some new as well as some blasts from the past. But my goal this month is to be more active on my blogs. 



Tuesday, September 30, 2025

ADICKTED

Wednesday 9/24 /2025 - Thursday 9/25/2025


Wednesday and Thursday I felt the aftermath of my hole being violated and I loved every minute of that “gaped hole” feeling.

Now I’m adickted.


Saturday, September 27, 2025

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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Tuesday, September 23, 2025

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.

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All writings and photographs were created by Mark Greene A. K. A. Daddy Scruff and are protected by copyright unless otherwise noted. Do not use any images without consent. All men photographed were of legal age.(18+ in CA) All men appearing on this blog has given their full consent to allow Mark Greene to use their images for this blog.