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!
Click here to continue reading.
He is set and begins to pick up the pace as I am moaning (rather loudly I might add) and focusing on his broad body slamming into mine. I grab a hold of his arms that are locked like two pillars on the bed as his hips goes to work. I grab a hold of his arms and hold on for a hard ride.
I am in love with the moment of grabbing on to his arms while he's plowing me and feeling his chest and torso muscles lock almost as if he's flexing as he rails into me. The intense look on his face as he gets deeper into the plowing of my hole tells me all I need to know about where his head is. He is taking what is now his. He's owning it and all I can do is yell and moan and be his fuck hole for as long as he's in this state of dominance.
I have no desire to be submissive in a BDSM sense. (unless that person has extraordinary skills in getting my head there.)
But having Jer pounding me is a different type of submission in my opinion. With every pound into me, I feel my energy leaving my body and being transferred to him. My hole is not fighting anymore because it's being beaten into submission. It is finally giving up the fight. As his arms and shoulders lock into the bed, his muscles tense steadfast and his hips thrust into mine, it is evident that he is going nowhere, so I might as well give in and give it up freely.
He turns me on my front, gets me on my hands and knees and enters me from behind.
He starts off slow to get me used to the new position.
He continues picking up the pace. He's sweating. He ask to turn the fan on as he is overheating. This sounds all too familiar and I let out a giggle. We take a break.
The last part of our session is cut short as I feel like I've have had enough. Neither one of us feels the urge to cum and that is okay.
Today was a major victory for me as not only did I get my hole open, but I got it pummeled repeatedly also.
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